Chemical synthesis of a “GSA-pyrrole” and its reaction with Ehrlich's reagent

PA Liddell, TP Forsyth, MO Senge, KM Smith

Index: Liddell; Forsyth; Senge; Smith Tetrahedron, 1993 , vol. 49, # 7 p. 1343 - 1350

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Citation Number: 10

Abstract

A rational chemical synthesis of 4-acetyl-2-(2-carboxyethyl)-5-methylpyrrole (5), the product formed when glutamate-1-semialdehyde (GSA, 2) is reacted with acetylacetone in the first step of the quantitative analysis for GSA in biological media. Rates of reaction of the GSA- pyrrole (5) with Ehrlich's reagent (the second step in GSA quantitation) are compared with the rates of the reactions of well-characterized “ALA-pyrroles”(3) and (4). Pyrrole (5) reacts ...