1: Bioorg Med Chem Lett. 2007 Nov 1;17(21):5758-62. Epub 2007 Aug 28.

Design and evaluation of analogues of the bacterial cell-wall peptidoglycan motif
l-Lys-d-Ala-d-Ala for use in a vancomycin biosensor.

Hernout O, Berthoin K, Delattre I, Tulkens PM, Carryn S, Marchand-Brynaert J.

Unité de Chimie organique et médicinale, Université catholique de Louvain,
Bâtiment Lavoisier, Place L. Pasteur 1, B-1348 Louvain-la-Neuve, Belgium.

Four small molecular receptors of vancomycin have been designed to make part of a
novel biosensor device based on the FTIR-ATR detection: N-Boc (2a) or N-Ac
(2b)-6-aminocaproyl-d-Ala-d-Ala and N-Boc (3a) or N-Ac
(3b)-6-aminocaproyl-d-Ala-d-Ser. Using an original microbiological approach to
assess the competition of compounds with the natural target of vancomycin in
bacteria, EC(50) values of 6.3-8.0x10(-5)M (2a-b) and 7.1-9.3x10(-4)M (3a-b) were
determined. Vancomycin:2b complex was characterized by MS.

PMID: 17855088 [PubMed - in process]

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