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Substrate Report for: N-alanyl-secovicenilactam-ethyl-ester

Ala captured polyketide intermediate. Elimination of Alanine by VinJ deprotects the compound for action of TE and final cylclisation in the biosynthesis of macrolactam polyketide antibiotics. Analogue of substrate which was used to mimic the elongated polyketide substrate attached to ACP. The compound was docked in the structure 3WMR (Shinohara 2014)


General
Type Antibiotic, Analogue of substrate
Chemical_Nomenclature N-alanyl-secovicenilactam-ethyl-ester
Canonical SMILES
InChI
InChIKey
Other name(s) N-alanyl secovicenilactam ethyl ester
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MW|474.68
Formula|C28H46N2O4
CAS_number|
PubChem|
UniChem|
IUPHAR|
Wikipedia|

Target
Families | N-alanyl-secovicenilactam-ethyl-ester ligand of proteins in family: Proline_iminopeptidase
Protein | strha-q76ky6

References:
Search PubMed for references concerning: N-alanyl-secovicenilactam-ethyl-ester
    Title: The crystal structure of the amidohydrolase VinJ shows a unique hydrophobic tunnel for its interaction with polyketide substrates
    Shinohara Y, Miyanaga A, Kudo F, Eguchi T
    Ref: FEBS Letters, 588:995, 2014 : PubMed

            

    Title: A natural protecting group strategy to carry an amino acid starter unit in the biosynthesis of macrolactam polyketide antibiotics
    Shinohara Y, Kudo F, Eguchi T
    Ref: Journal of the American Chemical Society, 133:18134, 2011 : PubMed