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Efficient synthesis of phenylene-ethynylene rods and their use as rigid spacers in divalent inhibitors.

ABSTRACT: The synthesis of phenylene-ethynylene rods and their use as rigid spacers is described. Alternation of a Sonogashira reaction and silyl group cleavage was used to obtain rigid spacers with even and odd numbers of phenylene units. Preliminary applications of these rods in divalent systems are shown. Inhibition studies with Pseudomonas Aeruginosa lectin LecA showed that the rigid spacer proved greatly beneficial for the inhibitory potency.

SUBMITTER: Pertici F

PROVIDER: S-EPMC3566787 | biostudies-literature | 2013

REPOSITORIES: biostudies-literature

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Efficient synthesis of phenylene-ethynylene rods and their use as rigid spacers in divalent inhibitors.

Pertici Francesca F Varga Norbert N van Duijn Arnoud A Rey-Carrizo Matias M Bernardi Anna A Pieters Roland J RJ

Beilstein journal of organic chemistry 20130131

The synthesis of phenylene-ethynylene rods and their use as rigid spacers is described. Alternation of a Sonogashira reaction and silyl group cleavage was used to obtain rigid spacers with even and odd numbers of phenylene units. Preliminary applications of these rods in divalent systems are shown. Inhibition studies with Pseudomonas Aeruginosa lectin LecA showed that the rigid spacer proved greatly beneficial for the inhibitory potency. ...[more]

PMID: 23400701

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