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Showing Protein Orsellinic acid synthase armB (HMDBP12739)

IdentificationBiological propertiesGene propertiesProtein propertiesExternal linksReferencesXMLShow 1 metabolite
Identification
HMDB Protein ID HMDBP12739
Secondary Accession Numbers None
Name Orsellinic acid synthase armB
Synonyms
  1. OAS
  2. Melledonol synthase
  3. Melleolides biosynthesis cluster protein armB
  4. Non-reducing polyketide synthase armB
Gene Name ARMB
Protein Type Unknown
Biological Properties
General Function Not Available
Specific Function Non-reducing polyketide synthase, part of the gene cluster that mediates the biosynthesis of melleolides, a range of antifungal and phytotoxic polyketide derivatives composed of an orsellinic acid (OA) moiety esterified to various sesquiterpene alcohols (PubMed:23993460). The first step in melleolides biosynthesis is performed by the delta(6)-protoilludene synthase PRO1 which catalyzes the cyclization of farnesyl diphosphate to protoilludene (By similarity). The orsellinic acid synthase armB produces OA by condensing acetyl-CoA with 3 malonyl-CoA units in a three-round chain elongation reaction folowed by a C2-C7 ring closure (PubMed:23993460). ArmB further catalyzes the trans-esterification of OA to the various sesquiterpene alcohols resulting from the hydroxylation of protoilludene (PubMed:26655762). The melleolides cluster also includes 5 cytochrome P450 monooxygenases, 4 NAD(+)-dependent oxidoreductases, one flavin-dependent oxidoreductase, and one O-methyltransferase (Probable). The cytochrome P450 monooxygenases may be involved in protoilludene hydroxylation to elaborate melleolides with multiple alcohol groups, such as melleolide D, which carries alcohol functionalities at C-4, C-5, C-10, and C-13 (Probable). The role of the NAD(+)-dependent enzymes remains unknown (Probable). Numerous melleolides, including arnamial, show 5'-O-methylation of the aromatic moiety which may be catalyzed by the methyltransferase encoded in the cluster (Probable). The flavin-dependent oxidoreductase might represent the dehydrogenase yielding the aldehyde in position 1 of arnamial and other melleolides (Probable). Finally, several halogenase localized outside of the cluster (armH1 to armH5), are able to catalyze the transfer of a single chlorine atom to the melleolide backbone, resulting in a 6'-chloromelleolide product (PubMed:26655762).
Pathways Not Available
Reactions Not Available
GO Classification
Biological Process
fatty acid biosynthetic process
pathogenesis
Molecular Function
3-oxoacyl-[acyl-carrier-protein] synthase activity
phosphopantetheine binding
Cellular Location Not Available
Gene Properties
Chromosome Location Not Available
Locus Not Available
SNPs Not Available
Gene Sequence Not Available
Protein Properties
Number of Residues Not Available
Molecular Weight 237664.53
Theoretical pI Not Available
Pfam Domain Function
Signals Not Available
Transmembrane Regions Not Available
Protein Sequence Not Available
GenBank ID Protein Not Available
UniProtKB/Swiss-Prot ID I3ZNU9
UniProtKB/Swiss-Prot Entry Name ARMB_ARMME
PDB IDs Not Available
GenBank Gene ID Not Available
GeneCard ID Not Available
GenAtlas ID Not Available
HGNC ID Not Available
References
General References
  1. Bohnert M, Miethbauer S, Dahse HM, Ziemen J, Nett M, Hoffmeister D: In vitro cytotoxicity of melleolide antibiotics: structural and mechanistic aspects. Bioorg Med Chem Lett. 2011 Apr 1;21(7):2003-6. doi: 10.1016/j.bmcl.2011.02.026. Epub 2011 Feb 12. [PubMed:21376582 ]
  2. Chi CW, Chen CC, Chen YJ: Therapeutic and radiosensitizing effects of armillaridin on human esophageal cancer cells. Evid Based Complement Alternat Med. 2013;2013:459271. doi: 10.1155/2013/459271. Epub 2013 Jun 24. [PubMed:23864890 ]
  3. Li Z, Wang Y, Jiang B, Li W, Zheng L, Yang X, Bao Y, Sun L, Huang Y, Li Y: Structure, cytotoxic activity and mechanism of protoilludane sesquiterpene aryl esters from the mycelium of Armillaria mellea. J Ethnopharmacol. 2016 May 26;184:119-27. doi: 10.1016/j.jep.2016.02.044. Epub 2016 Mar 4. [PubMed:26952552 ]
  4. Chang WH, Huang HL, Huang WP, Chen CC, Chen YJ: Armillaridin induces autophagy-associated cell death in human chronic myelogenous leukemia K562 cells. Tumour Biol. 2016 Oct;37(10):14291-14300. doi: 10.1007/s13277-016-5208-6. Epub 2016 Sep 3. [PubMed:27592257 ]
  5. Sipos G, Anderson JB, Nagy LG: Armillaria. Curr Biol. 2018 Apr 2;28(7):R297-R298. doi: 10.1016/j.cub.2018.01.026. [PubMed:29614282 ]
  6. Leu YS, Chen YJ, Chen CC, Huang HL: Induction of Autophagic Death of Human Hepatocellular Carcinoma Cells by Armillaridin from Armillaria mellea. Am J Chin Med. 2019;47(6):1365-1380. doi: 10.1142/S0192415X19500708. Epub 2019 Sep 5. [PubMed:31488037 ]
  7. Liu TP, Chen CC, Shiao PY, Shieh HR, Chen YY, Chen YJ: Armillaridin, a Honey Medicinal Mushroom, Armillaria mellea (Higher Basidiomycetes) Component, Inhibits Differentiation and Activation of Human Macrophages. Int J Med Mushrooms. 2015;17(2):161-8. doi: 10.1615/intjmedmushrooms.v17.i2.70. [PubMed:25746621 ]
  8. Cromey MG, Drakulic J, Beal EJ, Waghorn IAG, Perry JN, Clover GRG: Susceptibility of Garden Trees and Shrubs to Armillaria Root Rot. Plant Dis. 2020 Feb;104(2):483-492. doi: 10.1094/PDIS-06-19-1147-RE. Epub 2019 Nov 20. [PubMed:31746694 ]
  9. Wick J, Heine D, Lackner G, Misiek M, Tauber J, Jagusch H, Hertweck C, Hoffmeister D: A Fivefold Parallelized Biosynthetic Process Secures Chlorination of Armillaria mellea (Honey Mushroom) Toxins. Appl Environ Microbiol. 2015 Dec 11;82(4):1196-1204. doi: 10.1128/AEM.03168-15. Print 2016 Feb 15. [PubMed:26655762 ]
  10. Lackner G, Misiek M, Braesel J, Hoffmeister D: Genome mining reveals the evolutionary origin and biosynthetic potential of basidiomycete polyketide synthases. Fungal Genet Biol. 2012 Dec;49(12):996-1003. doi: 10.1016/j.fgb.2012.09.009. Epub 2012 Oct 16. [PubMed:23078836 ]
  11. Lackner G, Bohnert M, Wick J, Hoffmeister D: Assembly of melleolide antibiotics involves a polyketide synthase with cross-coupling activity. Chem Biol. 2013 Sep 19;20(9):1101-6. doi: 10.1016/j.chembiol.2013.07.009. Epub 2013 Aug 29. [PubMed:23993460 ]