chloroeremomycin [Antibiotic]

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Ontology CARD's Antibiotic Resistance Ontology
Accession ARO:3000184
DefinitionChloroeremomycin is a vancomycin-like glycopeptide, with three sugars instead of two in vancomycin and balhimycin. Chloroeremomycin dimerizes and binds to the terminus of peptidoglycan precursors.
SMILESCN[C@H](CC(C)C)C(=O)N[C@H]1C(=O)N[C@@H](CC(N)=O)C(=O)N[C@H]2C(=O)N[C@H]3C(=O)N[C@H](C(=O)N[C@H](C(=O)O)c4cc(O)cc(O)c4-c4cc3ccc4O)[C@H](O[C@H]3C[C@](C)(N)[C@@H](O)[C@H](C)O3)c3ccc(c(Cl)c3)Oc3cc2cc(c3O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[C@H]2C[C@](C)(N)[C@@H](O)[C@H](C)O2)Oc2ccc(cc2Cl)[C@H]1O
PubChem445806
ChEBI29556
CAS118395-73-6
ChEMBLCHEMBL1688951
Drug Classglycopeptide antibiotic
Classification2 ontology terms | Show
Parent Term(s)1 ontology terms | Show
Sub-Term(s)
1 ontology terms | Show
+ acyl-D-alanyl-D-alanine targeted_by_antibiotic
Publications

van Wageningen AM, et al. 1998. Chem Biol 5(3): 155-162. Sequencing and analysis of genes involved in the biosynthesis of a vancomycin group antibiotic. (PMID 9545426)

Chen H, et al. 2000. Proc Natl Acad Sci U S A 97(22): 11942-11947. Deoxysugars in glycopeptide antibiotics: enzymatic synthesis of TDP-L-epivancosamine in chloroeremomycin biosynthesis. (PMID 11035791)

Shiozawa H, et al. 2002. J Am Chem Soc 124(15): 3914-3919. Cooperative binding interactions of glycopeptide antibiotics. (PMID 11942828)

Curator Acknowledgements
Curator Description Most Recent Edit