PMID: 11312693Apr 21, 2001Paper

Synthesis of fluorogenic substrates for continuous assay of phosphatidylinositol-specific phospholipase C

Bioconjugate Chemistry
T O ZaikovaJ F Keana

Abstract

An improved synthesis of fluorogenic substrate analogues for phosphatidylinositol-specific phospholipase C (PI-PLC) is described. The water-soluble substrates, which are derived from fluorescein, are not fluorescent until cleaved by the enzyme, and provide a convenient means to continuously monitor PI-PLC activity. The improvement in the synthesis lies in the method used to protect the hydroxyl groups of the inositol portion of the substrate molecule and allows a milder deprotection procedure to be used. The result is a much more reproducible synthesis of the substrate. The improved procedure has been employed to synthesize a series of fluorogenic substrates, which differ in the length of the aliphatic tail attached to the fluorescein portion of the molecule. The length of the tail was found to have a significant effect on the rate of cleavage of these substrates.

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Citations

Dec 19, 2002·Biophysical Chemistry·Margret RyanO Hayes Griffith
Dec 17, 2010·ACS Chemical Biology·Weigang HuangQisheng Zhang
Mar 22, 2008·ACS Chemical Biology·Luke D Lavis, Ronald T Raines
Sep 19, 2009·Organic & Biomolecular Chemistry·Rex W WatkinsRonald T Raines
Jan 9, 2013·The Journal of Biological Chemistry·Weigang HuangQisheng Zhang
Feb 1, 2011·Organic & Biomolecular Chemistry·Juan M Cardenas-Maestre, Rosario M Sanchez-Martin
Apr 26, 2013·Organic & Biomolecular Chemistry·Dominik K KölmelStefan Bräse
Dec 22, 2017·The Journal of Biological Chemistry·Weigang HuangQisheng Zhang
Sep 29, 2011·Angewandte Chemie·Laura M WysockiLuke D Lavis
Jul 31, 2007·Chembiochem : a European Journal of Chemical Biology·Yinghui LiuKarol S Bruzik
Apr 26, 2014·Chembiochem : a European Journal of Chemical Biology·Elizabeth L SmithKimberly E Beatty
Sep 24, 2020·Progress in Lipid Research·Matilda Katan, Shamshad Cockcroft

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