Trimethyl lock: a stable chromogenic substrate for esterases.

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Molecules. 2008 Jan 31;13(2):204-11

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Trimethyl lock: a stable chromogenic substrate for esterases. Lavis Lab

Levine MN, Lavis LD, Raines RT

Note: Research in this publication was not performed at Janelia.

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Abstract

p-Nitrophenyl acetate is the most commonly used substrate for detecting the catalytic activity of esterases, including those that activate prodrugs in human cells. This substrate is unstable in aqueous solution, limiting its utility. Here, a stable chromogenic substrate for esterases is produced by the structural isolation of an acetyl ester and p-nitroaniline group using a trimethyl lock moiety. Upon ester hydrolysis, unfavorable steric interactions between the three methyl groups of this o-hydroxycinnamic acid derivative encourage rapid lactonization to form a hydrocoumarin and release p-nitroaniline. This "prochromophore" could find use in a variety of assays.

PMID: 18305412 [PubMed - indexed for MEDLINE]

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Trimethyl lock: a stable chromogenic substrate for esterases.

Note: Research in this publication was not performed at Janelia.

Abstract

PMID: 18305412 [PubMed - indexed for MEDLINE]

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