GE2270A [Antibiotic]

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Ontology CARD's Antibiotic Resistance Ontology
Accession ARO:3001237
DefinitionGE2270A is the model molecule of cyclic thiazolyl peptide elfamycins. GE2270A is produced by Planobispora rosea. Biosynthesis of the molecule has been shown to originate as a ribosomally synthesized peptide that undergoes significant post-translational modification. Clinical use of cyclic thiazolyl peptides is hindered by their low water solubility and bioavailability.
SMILESCNC(=O)C[C@@H]1NC(=O)c2csc(n2)-c2ccc(-c3nc(C4=N[C@H](C(=O)N5CCC[C@H]5C(N)=O)CO4)cs3)nc2-c2csc(n2)-c2csc(n2)[C@H]([C@@H](O)c2ccccc2)NC(=O)CNC(=O)c2nc(sc2COC)[C@H](C(C)C)NC(=O)c2nc1sc2C
PubChem16129640
ChEBI29584
ChEMBLCHEMBL1766417
Drug Classelfamycin antibiotic
Classification3 ontology terms | Show
Parent Term(s)1 ontology terms | Show
Sub-Term(s)
3 ontology terms | Show
Publications

Parmeggiani A, et al. 2006. Biochemistry 45(22): 6846-6857. Structural basis of the action of pulvomycin and GE2270 A on elongation factor Tu. (PMID 16734421)

Heffron SE and Jurnak F. 2000. Biochemistry 39(1): 37-45. Structure of an EF-Tu complex with a thiazolyl peptide antibiotic determined at 2.35 A resolution: atomic basis for GE2270A inhibition of EF-Tu. (PMID 10625477)

Li C and Kelly WL. 2010. Nat Prod Rep 27(2): 153-164. Recent advances in thiopeptide antibiotic biosynthesis. (PMID 20111801)

Walsh CT, et al. 2010. J Biol Chem 285(36): 27525-27531. Thiazolyl peptide antibiotic biosynthesis: a cascade of post-translational modifications on ribosomal nascent proteins. (PMID 20522549)

Sosio M, et al. 1996. Mol Microbiol 22(1): 43-51. An elongation factor Tu (EF-Tu) resistant to the EF-Tu inhibitor GE2270 in the producing organism Planobispora rosea. (PMID 8899707)

Curator Acknowledgements
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