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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2023-02-21 17:15:38 UTC

HMDB ID

HMDB0001370

Secondary Accession Numbers

HMDB01370

Metabolite Identification

Common Name

Diaminopimelic acid

Description

Diaminopimelic acid or DAPA is a lysine-like amino acid derivative that is a key component of the bacterial cell wall. DAPA is incorporated or integrated into peptidoglycan of gram negative bacteria and is the attachment point for Braun's lipoprotein (BLP or Murein Lipoprotein). BLP is found in gram-negative cell walls and is one of the most abundant membrane proteins. BLP is bound at its C-terminal end (a lysine) by a covalent bond to the peptidoglycan layer (specifically to diaminopimelic acid molecules) and is embedded in the outer membrane by its hydrophobic head (a cysteine with lipids attached). BLP tightly links the two layers and provides structural integrity to the bacterial outer membrane. Diaminopimelic acid can be found in human urine or feces due to the lysis or enzymatic breakdown of gram negative gut microbes.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652309042000222D          

 13 12  0  0  1  0            999 V2000
    7.2849    3.3809    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849    2.5559    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5704    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    2.5559    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4270    3.3809    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7138    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
  2 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001370

> <DATABASE_NAME>
hmdb

> <SMILES>
N[C@@H](CCC[C@H](N)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C7H14N2O4/c8-4(6(10)11)2-1-3-5(9)7(12)13/h4-5H,1-3,8-9H2,(H,10,11)(H,12,13)/t4-,5-/m0/s1

> <INCHI_KEY>
GMKMEZVLHJARHF-WHFBIAKZSA-N

> <FORMULA>
C7H14N2O4

> <MOLECULAR_WEIGHT>
190.1971

> <EXACT_MASS>
190.095356946

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
18.933170312561906

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,6S)-2,6-diaminoheptanedioic acid

> <ALOGPS_LOGP>
-4.13

> <JCHEM_LOGP>
-5.545367993935247

> <ALOGPS_LOGS>
-1.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
2.585040505515717

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8470749826619342

> <JCHEM_PKA_STRONGEST_BASIC>
9.827564769536531

> <JCHEM_POLAR_SURFACE_AREA>
126.64000000000001

> <JCHEM_REFRACTIVITY>
43.63940000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.41e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
diamino-pimelic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  N   UNK     0      13.598   6.311   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      13.598   4.771   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.265   4.001   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.931   4.771   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.597   4.001   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.264   4.771   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       8.264   6.311   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       5.596   4.771   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       6.930   2.461   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      14.932   4.001   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      16.266   4.771   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      14.932   2.461   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    2   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END

COMPND    HMDB0001370
HETATM    1  N1  UNL     1      -3.203  -0.540  -1.056  1.00  0.00           N  
HETATM    2  C1  UNL     1      -2.263  -0.506   0.071  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.945   0.074  -0.372  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.000   0.096   0.794  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.370   0.632   0.401  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.026  -0.204  -0.676  1.00  0.00           C  
HETATM    7  N2  UNL     1       2.179  -1.550  -0.171  1.00  0.00           N  
HETATM    8  C6  UNL     1       3.380   0.414  -0.913  1.00  0.00           C  
HETATM    9  O1  UNL     1       4.396  -0.279  -0.657  1.00  0.00           O  
HETATM   10  O2  UNL     1       3.504   1.694  -1.394  1.00  0.00           O  
HETATM   11  C7  UNL     1      -2.830   0.170   1.223  1.00  0.00           C  
HETATM   12  O3  UNL     1      -2.344   0.164   2.359  1.00  0.00           O  
HETATM   13  O4  UNL     1      -4.028   0.889   1.027  1.00  0.00           O  
HETATM   14  H1  UNL     1      -3.295   0.371  -1.515  1.00  0.00           H  
HETATM   15  H2  UNL     1      -2.977  -1.336  -1.681  1.00  0.00           H  
HETATM   16  H3  UNL     1      -2.069  -1.581   0.319  1.00  0.00           H  
HETATM   17  H4  UNL     1      -1.174   1.096  -0.753  1.00  0.00           H  
HETATM   18  H5  UNL     1      -0.518  -0.484  -1.236  1.00  0.00           H  
HETATM   19  H6  UNL     1       0.091  -0.904   1.204  1.00  0.00           H  
HETATM   20  H7  UNL     1      -0.410   0.836   1.544  1.00  0.00           H  
HETATM   21  H8  UNL     1       1.316   1.693   0.150  1.00  0.00           H  
HETATM   22  H9  UNL     1       2.009   0.527   1.309  1.00  0.00           H  
HETATM   23  H10 UNL     1       1.450  -0.188  -1.626  1.00  0.00           H  
HETATM   24  H11 UNL     1       1.977  -2.282  -0.894  1.00  0.00           H  
HETATM   25  H12 UNL     1       3.126  -1.724   0.235  1.00  0.00           H  
HETATM   26  H13 UNL     1       3.946   2.428  -0.829  1.00  0.00           H  
HETATM   27  H14 UNL     1      -4.713   0.492   0.423  1.00  0.00           H  
CONECT    1    2   14   15
CONECT    2    3   11   16
CONECT    3    4   17   18
CONECT    4    5   19   20
CONECT    5    6   21   22
CONECT    6    7    8   23
CONECT    7   24   25
CONECT    8    9    9   10
CONECT   10   26
CONECT   11   12   12   13
CONECT   13   27
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(S,S)-2,6-Diaminopimelic acid	ChEBI
(S-(R,r))-2,6-diaminoheptanedioic acid	ChEBI
L,L-2,6-Diaminopimelic acid	ChEBI
LL-2,6-Diaminoheptanedioate	ChEBI
LL-2,6-Diaminopimelate	ChEBI
LL-2,6-Diaminopimelic acid	Kegg
(S,S)-2,6-Diaminopimelate	Generator
(S-(R,r))-2,6-diaminoheptanedioate	Generator
L,L-2,6-Diaminopimelate	Generator
LL-2,6-Diaminoheptanedioic acid	Generator
Diaminopimelate	Generator
( (R,s)-2,6-diamino-heptanedioate	HMDB
( (R,s)-2,6-diamino-heptanedioic acid	HMDB
(2R,6S)-2,6-diamino-Heptanedioate	HMDB
(2R,6S)-2,6-diamino-Heptanedioic acid	HMDB
(R,s)-2,6-diamino-heptanedioate	HMDB
(R,s)-2,6-diamino-heptanedioic acid	HMDB
2,6-diamino-Heptanedioate	HMDB
2,6-diamino-Heptanedioic acid	HMDB
2,6-Diaminoheptanedioate	HMDB
2,6-Diaminoheptanedioic acid	HMDB
2,6-Diaminopimelate	HMDB
2,6-Diaminopimelic acid	HMDB, MeSH
a,A'-diaminopimelate	HMDB
a,A'-diaminopimelic acid	HMDB
a,e-Diaminopimelate	HMDB
a,e-Diaminopimelic acid	HMDB
D,L-Diaminopimelate	HMDB
D,L-meso-Diaminoheptanedioate	HMDB
D,L-meso-Diaminoheptanedioic acid	HMDB
DAPA	HMDB
DL-2,6-Diaminoheptanedioate	HMDB
DL-2,6-Diaminoheptanedioic acid	HMDB
DL-2,6-Diaminopimelate	HMDB
DL-2,6-Diaminopimelic acid	HMDB
L,L-2,6-Diaminoheptanedioate	HMDB
L,L-2,6-Diaminoheptanedioic acid	HMDB
L,L-Diaminopimelate	HMDB
meso-1-alpha,epsilon-Diaminopimelate	HMDB
meso-2,6-diamino-Heptanedioate	HMDB
meso-2,6-diamino-Heptanedioic acid	HMDB
meso-2,6-Diaminoheptanedioate	HMDB
meso-2,6-Diaminoheptanedioic acid	HMDB
meso-alpha,Alpha'-diaminopimelate	HMDB
meso-alpha,Alpha'-diaminopimelic acid	HMDB
meso-alpha,epsilon-Diaminopimelate	HMDB
meso-alpha,epsilon-Diaminopimelic acid	HMDB
meso-Diaminoheptanedioate	HMDB
meso-Diaminoheptanedioic acid	HMDB
meso-Diaminopimelate	HMDB
Acid, diaminopimelic	MeSH, HMDB
2,6 Diaminopimelic acid	MeSH, HMDB
Acid, 2,6-diaminopimelic	MeSH, HMDB
Diamino-pimelate	Generator, HMDB
Diaminopimelic acid	MeSH

Chemical Formula

C₇H₁₄N₂O₄

Average Molecular Weight

190.1971

Monoisotopic Molecular Weight

190.095356946

IUPAC Name

(2S,6S)-2,6-diaminoheptanedioic acid

Traditional Name

diamino-pimelic acid

CAS Registry Number

583-93-7

SMILES

N[C@@H](CCC[C@H](N)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C7H14N2O4/c8-4(6(10)11)2-1-3-5(9)7(12)13/h4-5H,1-3,8-9H2,(H,10,11)(H,12,13)/t4-,5-/m0/s1

InChI Key

GMKMEZVLHJARHF-WHFBIAKZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

L-alpha-amino acids

Alternative Parents

Substituents

L-alpha-amino acid
Medium-chain fatty acid
Amino fatty acid
Dicarboxylic acid or derivatives
Fatty acid
Fatty acyl
Amino acid
Carboxylic acid
Organopnictogen compound
Organic nitrogen compound
Amine
Organic oxygen compound
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Carbonyl group
Hydrocarbon derivative
Organic oxide
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

2,6-diaminopimelic acid (CHEBI:16026 )
Dicarboxylic acids (LMFA01170102 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	300 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	MetCCS_train_neg	134.275	30932474
[M+H]+	MetCCS_train_pos	140.849	30932474
[M-H]-	Not Available	137.2	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000045
[M+H]+	Not Available	141.5	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000045

Predicted Molecular Properties

Property	Value	Source
Water Solubility	14.1 g/L	ALOGPS
logP	-4.1	ALOGPS
logP	-5.5	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	1.85	ChemAxon
pKa (Strongest Basic)	9.83	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	126.64 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	43.64 m³·mol⁻¹	ChemAxon
Polarizability	18.93 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	144.318	31661259
DarkChem	[M-H]-	141.346	31661259
AllCCS	[M+H]+	141.933	32859911
AllCCS	[M-H]-	136.604	32859911
DeepCCS	[M+H]+	141.789	30932474
DeepCCS	[M-H]-	139.394	30932474
DeepCCS	[M-2H]-	173.667	30932474
DeepCCS	[M+Na]+	148.157	30932474
AllCCS	[M+H]+	141.9	32859911
AllCCS	[M+H-H2O]+	138.2	32859911
AllCCS	[M+NH4]+	145.4	32859911
AllCCS	[M+Na]+	146.4	32859911
AllCCS	[M-H]-	136.6	32859911
AllCCS	[M+Na-2H]-	137.7	32859911
AllCCS	[M+HCOO]-	139.0	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter)). Predicted by Afia on May 17, 2022.	1.05 minutes	32390414
Predicted by Siyang on May 30, 2022	9.9609 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	9.53 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	510.0 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	420.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	297.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	31.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	178.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	80.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	296.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	229.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	1011.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	609.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	42.6 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	626.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	185.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	300.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	993.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	717.4 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	534.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Diaminopimelic acid	N[C@@H](CCC[C@H](N)C(O)=O)C(O)=O	2575.2	Standard polar	33892256
Diaminopimelic acid	N[C@@H](CCC[C@H](N)C(O)=O)C(O)=O	1598.5	Standard non polar	33892256
Diaminopimelic acid	N[C@@H](CCC[C@H](N)C(O)=O)C(O)=O	2131.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Diaminopimelic acid,1TMS,isomer #1	C[Si](C)(C)OC(=O)[C@@H](N)CCC[C@H](N)C(=O)O	1857.9	Semi standard non polar	33892256
Diaminopimelic acid,1TMS,isomer #2	C[Si](C)(C)N[C@@H](CCC[C@H](N)C(=O)O)C(=O)O	1958.6	Semi standard non polar	33892256
Diaminopimelic acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)[C@@H](N)CCC[C@H](N)C(=O)O[Si](C)(C)C	1834.3	Semi standard non polar	33892256
Diaminopimelic acid,2TMS,isomer #2	C[Si](C)(C)N[C@@H](CCC[C@H](N)C(=O)O)C(=O)O[Si](C)(C)C	1925.1	Semi standard non polar	33892256
Diaminopimelic acid,2TMS,isomer #3	C[Si](C)(C)N[C@@H](CCC[C@H](N)C(=O)O[Si](C)(C)C)C(=O)O	1925.9	Semi standard non polar	33892256
Diaminopimelic acid,2TMS,isomer #4	C[Si](C)(C)N[C@@H](CCC[C@H](N[Si](C)(C)C)C(=O)O)C(=O)O	2009.7	Semi standard non polar	33892256
Diaminopimelic acid,2TMS,isomer #5	C[Si](C)(C)N([C@@H](CCC[C@H](N)C(=O)O)C(=O)O)[Si](C)(C)C	2110.6	Semi standard non polar	33892256
Diaminopimelic acid,3TMS,isomer #1	C[Si](C)(C)N[C@@H](CCC[C@H](N)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	1913.0	Semi standard non polar	33892256
Diaminopimelic acid,3TMS,isomer #1	C[Si](C)(C)N[C@@H](CCC[C@H](N)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2024.4	Standard non polar	33892256
Diaminopimelic acid,3TMS,isomer #1	C[Si](C)(C)N[C@@H](CCC[C@H](N)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2795.5	Standard polar	33892256
Diaminopimelic acid,3TMS,isomer #2	C[Si](C)(C)N[C@@H](CCC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O	2004.6	Semi standard non polar	33892256
Diaminopimelic acid,3TMS,isomer #2	C[Si](C)(C)N[C@@H](CCC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O	2030.2	Standard non polar	33892256
Diaminopimelic acid,3TMS,isomer #2	C[Si](C)(C)N[C@@H](CCC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O	2572.2	Standard polar	33892256
Diaminopimelic acid,3TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H](CCC[C@H](N)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2101.4	Semi standard non polar	33892256
Diaminopimelic acid,3TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H](CCC[C@H](N)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2037.1	Standard non polar	33892256
Diaminopimelic acid,3TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H](CCC[C@H](N)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	3057.0	Standard polar	33892256
Diaminopimelic acid,3TMS,isomer #4	C[Si](C)(C)OC(=O)[C@@H](N)CCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2078.5	Semi standard non polar	33892256
Diaminopimelic acid,3TMS,isomer #4	C[Si](C)(C)OC(=O)[C@@H](N)CCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2079.8	Standard non polar	33892256
Diaminopimelic acid,3TMS,isomer #4	C[Si](C)(C)OC(=O)[C@@H](N)CCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2870.9	Standard polar	33892256
Diaminopimelic acid,3TMS,isomer #5	C[Si](C)(C)N[C@@H](CCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2152.1	Semi standard non polar	33892256
Diaminopimelic acid,3TMS,isomer #5	C[Si](C)(C)N[C@@H](CCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2059.6	Standard non polar	33892256
Diaminopimelic acid,3TMS,isomer #5	C[Si](C)(C)N[C@@H](CCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2707.2	Standard polar	33892256
Diaminopimelic acid,4TMS,isomer #1	C[Si](C)(C)N[C@@H](CCC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	1974.6	Semi standard non polar	33892256
Diaminopimelic acid,4TMS,isomer #1	C[Si](C)(C)N[C@@H](CCC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2086.6	Standard non polar	33892256
Diaminopimelic acid,4TMS,isomer #1	C[Si](C)(C)N[C@@H](CCC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2235.1	Standard polar	33892256
Diaminopimelic acid,4TMS,isomer #2	C[Si](C)(C)OC(=O)[C@@H](N)CCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2096.2	Semi standard non polar	33892256
Diaminopimelic acid,4TMS,isomer #2	C[Si](C)(C)OC(=O)[C@@H](N)CCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2133.5	Standard non polar	33892256
Diaminopimelic acid,4TMS,isomer #2	C[Si](C)(C)OC(=O)[C@@H](N)CCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2694.4	Standard polar	33892256
Diaminopimelic acid,4TMS,isomer #3	C[Si](C)(C)N[C@@H](CCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2124.5	Semi standard non polar	33892256
Diaminopimelic acid,4TMS,isomer #3	C[Si](C)(C)N[C@@H](CCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2160.6	Standard non polar	33892256
Diaminopimelic acid,4TMS,isomer #3	C[Si](C)(C)N[C@@H](CCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2385.7	Standard polar	33892256
Diaminopimelic acid,4TMS,isomer #4	C[Si](C)(C)N[C@@H](CCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2149.3	Semi standard non polar	33892256
Diaminopimelic acid,4TMS,isomer #4	C[Si](C)(C)N[C@@H](CCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2133.8	Standard non polar	33892256
Diaminopimelic acid,4TMS,isomer #4	C[Si](C)(C)N[C@@H](CCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2434.1	Standard polar	33892256
Diaminopimelic acid,4TMS,isomer #5	C[Si](C)(C)N([C@@H](CCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2272.7	Semi standard non polar	33892256
Diaminopimelic acid,4TMS,isomer #5	C[Si](C)(C)N([C@@H](CCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2210.3	Standard non polar	33892256
Diaminopimelic acid,4TMS,isomer #5	C[Si](C)(C)N([C@@H](CCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2526.3	Standard polar	33892256
Diaminopimelic acid,5TMS,isomer #1	C[Si](C)(C)N[C@@H](CCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2144.3	Semi standard non polar	33892256
Diaminopimelic acid,5TMS,isomer #1	C[Si](C)(C)N[C@@H](CCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2183.1	Standard non polar	33892256
Diaminopimelic acid,5TMS,isomer #1	C[Si](C)(C)N[C@@H](CCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2158.3	Standard polar	33892256
Diaminopimelic acid,5TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H](CCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2302.1	Semi standard non polar	33892256
Diaminopimelic acid,5TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H](CCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2270.0	Standard non polar	33892256
Diaminopimelic acid,5TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H](CCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2277.6	Standard polar	33892256
Diaminopimelic acid,6TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2409.4	Semi standard non polar	33892256
Diaminopimelic acid,6TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2283.1	Standard non polar	33892256
Diaminopimelic acid,6TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2140.3	Standard polar	33892256
Diaminopimelic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCC[C@H](N)C(=O)O	2102.4	Semi standard non polar	33892256
Diaminopimelic acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CCC[C@H](N)C(=O)O)C(=O)O	2219.9	Semi standard non polar	33892256
Diaminopimelic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C	2290.5	Semi standard non polar	33892256
Diaminopimelic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CCC[C@H](N)C(=O)O)C(=O)O[Si](C)(C)C(C)(C)C	2410.7	Semi standard non polar	33892256
Diaminopimelic acid,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CCC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	2398.7	Semi standard non polar	33892256
Diaminopimelic acid,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)C(=O)O	2496.6	Semi standard non polar	33892256
Diaminopimelic acid,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N([C@@H](CCC[C@H](N)C(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C	2554.6	Semi standard non polar	33892256
Diaminopimelic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CCC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2584.1	Semi standard non polar	33892256
Diaminopimelic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CCC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2596.8	Standard non polar	33892256
Diaminopimelic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CCC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2919.1	Standard polar	33892256
Diaminopimelic acid,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	2677.8	Semi standard non polar	33892256
Diaminopimelic acid,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	2570.7	Standard non polar	33892256
Diaminopimelic acid,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	2767.6	Standard polar	33892256
Diaminopimelic acid,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC[C@H](N)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2756.3	Semi standard non polar	33892256
Diaminopimelic acid,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC[C@H](N)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2627.0	Standard non polar	33892256
Diaminopimelic acid,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC[C@H](N)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3057.1	Standard polar	33892256
Diaminopimelic acid,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2733.4	Semi standard non polar	33892256
Diaminopimelic acid,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2635.1	Standard non polar	33892256
Diaminopimelic acid,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2951.5	Standard polar	33892256
Diaminopimelic acid,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N[C@@H](CCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2833.0	Semi standard non polar	33892256
Diaminopimelic acid,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N[C@@H](CCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2613.3	Standard non polar	33892256
Diaminopimelic acid,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N[C@@H](CCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2845.2	Standard polar	33892256
Diaminopimelic acid,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2852.2	Semi standard non polar	33892256
Diaminopimelic acid,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2771.1	Standard non polar	33892256
Diaminopimelic acid,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2691.5	Standard polar	33892256
Diaminopimelic acid,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2985.8	Semi standard non polar	33892256
Diaminopimelic acid,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2842.1	Standard non polar	33892256
Diaminopimelic acid,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2907.7	Standard polar	33892256
Diaminopimelic acid,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3026.1	Semi standard non polar	33892256
Diaminopimelic acid,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2827.2	Standard non polar	33892256
Diaminopimelic acid,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2746.3	Standard polar	33892256
Diaminopimelic acid,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3049.6	Semi standard non polar	33892256
Diaminopimelic acid,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2828.7	Standard non polar	33892256
Diaminopimelic acid,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2774.3	Standard polar	33892256
Diaminopimelic acid,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N([C@@H](CCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3149.5	Semi standard non polar	33892256
Diaminopimelic acid,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N([C@@H](CCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	2884.6	Standard non polar	33892256
Diaminopimelic acid,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N([C@@H](CCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	2812.2	Standard polar	33892256
Diaminopimelic acid,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3257.9	Semi standard non polar	33892256
Diaminopimelic acid,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2997.0	Standard non polar	33892256
Diaminopimelic acid,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2710.0	Standard polar	33892256
Diaminopimelic acid,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3363.2	Semi standard non polar	33892256
Diaminopimelic acid,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3063.4	Standard non polar	33892256
Diaminopimelic acid,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2745.0	Standard polar	33892256
Diaminopimelic acid,6TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3653.2	Semi standard non polar	33892256
Diaminopimelic acid,6TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3242.6	Standard non polar	33892256
Diaminopimelic acid,6TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2764.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Diaminopimelic acid GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (4 TMS)	splash10-0umi-1950000000-749403a0eb6d05c7903e	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Diaminopimelic acid GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (4 TMS)	splash10-0uk9-1980000000-1b092f9141e7549bee24	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Diaminopimelic acid GC-EI-TOF (Non-derivatized)	splash10-0umi-1950000000-749403a0eb6d05c7903e	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Diaminopimelic acid GC-EI-TOF (Non-derivatized)	splash10-0uk9-1980000000-1b092f9141e7549bee24	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diaminopimelic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dm-9500000000-5d0aafd0747a1090e055	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diaminopimelic acid GC-MS (2 TMS) - 70eV, Positive	splash10-014i-4590000000-b941e92697a8b7800912	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diaminopimelic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diaminopimelic acid Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-004l-0900000000-d85213bd7ac426f10cd7	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diaminopimelic acid Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-001i-9100000000-add590f1b216bdb40334	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diaminopimelic acid Quattro_QQQ 40V, Positive-QTOF (Annotated)	splash10-001i-9000000000-de98ed3bb8c48b6f9852	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diaminopimelic acid 10V, Positive-QTOF	splash10-004i-0900000000-2c8a0ca138ef6ea5ef43	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diaminopimelic acid 20V, Positive-QTOF	splash10-003r-9600000000-19f54d2417fe44d0eba3	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diaminopimelic acid 10V, Negative-QTOF	splash10-000i-0900000000-e8b0bbffeaa501a6fedd	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diaminopimelic acid 40V, Positive-QTOF	splash10-0a4i-9000000000-91296097628a67dd97ef	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diaminopimelic acid 40V, Positive-QTOF	splash10-0a4i-9000000000-e5c4e034dcab0695e0ce	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diaminopimelic acid 35V, Negative-QTOF	splash10-002r-0900000000-2a19445fee9eade1d538	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diaminopimelic acid 40V, Negative-QTOF	splash10-00di-9000000000-f44538bc8ae3a51cbbc6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diaminopimelic acid 20V, Positive-QTOF	splash10-003r-9700000000-3baa36a29b4ed6172da0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diaminopimelic acid 10V, Positive-QTOF	splash10-004i-1900000000-cf39d89ce72ac9ddaf51	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diaminopimelic acid 20V, Negative-QTOF	splash10-0200-6900000000-6f21b7798408480c1bfc	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diaminopimelic acid 20V, Positive-QTOF	splash10-001i-9300000000-6e778092666f89ff4211	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diaminopimelic acid 10V, Positive-QTOF	splash10-004i-0900000000-28fbb202ae5558af7594	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diaminopimelic acid 35V, Positive-QTOF	splash10-004i-1900000000-8a1ee3da7fbe94f840c2	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diaminopimelic acid 40V, Positive-QTOF	splash10-0a4i-9000000000-8caae42eda716644fdc1	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diaminopimelic acid 10V, Positive-QTOF	splash10-0005-1900000000-be94a16bee7fad24d5d9	2016-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diaminopimelic acid 20V, Positive-QTOF	splash10-0002-5900000000-896859ce722942f9dd68	2016-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diaminopimelic acid 40V, Positive-QTOF	splash10-006t-9200000000-50c1b5a4f7b19e8ff0db	2016-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diaminopimelic acid 10V, Negative-QTOF	splash10-000i-0900000000-5ecd829b51ba774883f6	2016-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diaminopimelic acid 20V, Negative-QTOF	splash10-000i-1900000000-53b7aee01233b5b73d3e	2016-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diaminopimelic acid 40V, Negative-QTOF	splash10-00di-9400000000-2cc35eb21a44b2d472b5	2016-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diaminopimelic acid 10V, Negative-QTOF	splash10-0079-0900000000-a0ce1f9601e9b8d83ccf	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diaminopimelic acid 20V, Negative-QTOF	splash10-00dj-6900000000-cc22f522673c5549366c	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Experimental 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	2012-12-04	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	2012-12-05	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm (predicted from logP)

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27543620	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details
Urine	Detected and Quantified	0.08 +/-0.03 umol/mmol creatinine	Adult (>18 years old)	Not Specified	Normal	11262151	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal Cancer	27275383	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details

Associated Disorders and Diseases

Disease References

Colorectal cancer

Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]
Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

DB03590

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Diaminopimelic acid

METLIN ID

352

PubChem Compound

439283

PDB ID

Not Available

ChEBI ID

16026

Food Biomarker Ontology

Not Available

VMH ID

26DAP_LL

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Gao, Yong. Synthesis of diaminopimelic acid (DAP) and analogues: mechanistic studies on DAP aminotransferase, epimerase and dehydrogenase. (1998), 166 pp.

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Iida S, Taniguchi H, Kageyama A, Yazawa K, Chibana H, Murata S, Nomura F, Kroppenstedt RM, Mikami Y: Gordonia otitidis sp. nov., isolated from a patient with external otitis. Int J Syst Evol Microbiol. 2005 Sep;55(Pt 5):1871-6. [PubMed:16166681 ]
Ladesic B, Tomasic J, Kveder S, Hrsak I: The metabolic fate of 14C-labeled immunoadjuvant peptidoglycan monomer. II. In vitro studies. Biochim Biophys Acta. 1981 Nov 18;678(1):12-7. [PubMed:6118181 ]
Borruat G, Roten CA, Fay LB, Karamata D: A high-performance liquid chromatography method for the detection of diaminopimelic acid in urine. Anal Biochem. 2001 Apr 1;291(1):11-6. [PubMed:11262151 ]
Hamaker BR, Rivera K, Morales E, Graham GG: Effect of dietary fiber and starch on fecal composition in preschool children consuming maize, amaranth, or cassava flours. J Pediatr Gastroenterol Nutr. 1991 Jul;13(1):59-66. [PubMed:1656007 ]

Showing metabocard for Diaminopimelic acid (HMDB0001370)

MOL for HMDB0001370 (Diaminopimelic acid)

3D MOL for HMDB0001370 (Diaminopimelic acid)

3D SDF for HMDB0001370 (Diaminopimelic acid)

3D-SDF for HMDB0001370 (Diaminopimelic acid)

PDB for HMDB0001370 (Diaminopimelic acid)

3D PDB for HMDB0001370 (Diaminopimelic acid)

SMILES for HMDB0001370 (Diaminopimelic acid)

INCHI for HMDB0001370 (Diaminopimelic acid)

Structure for HMDB0001370 (Diaminopimelic acid)

3D Structure for HMDB0001370 (Diaminopimelic acid)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra