Infoscience

Journal article

Synthesis of a modified carboxylate-binding pocket of vancomycin

A 16-membered tetrapeptide macrocycle I, an analog of the vancomycin binding pocket, has been designed and synthesized using the efficient macrocyclization of the corresponding linear tetrapeptide via biaryl ether formation. In acetone, I adopted a right conformation needed for binding carboxylate anion even in the absence of -Ac-D-Ala-D-Ala-OH. [on SciFinder (R)]

    Keywords: conformation vancomycin carboxylate binding pocket

    Note:

    CAN 123:314492

    34-3

    Amino Acids, Peptides, and Proteins

    Inst. Chim. Subst. Nat.,Gif-sur-Yvette,Fr.

    Journal

    0040-4039

    written in English.

    1404-90-6DP (Vancomycin); 169825-19-8P Role: PRP (Properties), SPN (Synthetic preparation), PREP (Preparation) (synthesis of a modified carboxylate binding pocket of vancomycin); 20274-69-5; 78342-42-4; 89536-84-5; 90508-28-4 (N-Allyloxycarbonylalanine); 169825-23-4 Role: RCT (Reactant), RACT (Reactant or reagent) (synthesis of a modified carboxylate binding pocket of vancomycin); 167423-69-0P; 169825-20-1P; 169825-21-2P; 169825-22-3P; 169825-24-5P; 169825-25-6P; 169825-26-7P; 169825-27-8P; 169825-28-9P; 169825-29-0P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (synthesis of a modified carboxylate binding pocket of vancomycin)

    Reference

    • EPFL-ARTICLE-158202

    Record created on 2010-11-25, modified on 2016-08-08

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