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1992•Journal of the Chemical Society Chemical CommunicationsRequires access

Modified substrates for tetrapyrrole biosynthesis: analogues of porphobilinogen showing unusual inhibition of porphobilinogen deaminase

Finian James Leeper, Martin Rock

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Abstract

Syntheses are described of two analogues of porphobilinogen (PBG), a fluoro derivative 10 and a phosphonate 13, which are the first known unnatural substrates of PBG deaminase; when they act as inhibitors of the reaction of PBG, these compounds produce unusual sigmoidal kinetics, explained by their involvement as poor substrates in the particular mechanism of this enzyme.

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What this paper is about

Syntheses are described of two analogues of porphobilinogen (PBG), a fluoro derivative 10 and a phosphonate 13, which are the first known unnatural substrates of PBG deaminase; when they act as inhibitors of the reaction of PBG, these compounds produce unusual sigmoidal kinetics, explained by their involvement as poor substrates in the particular mechanism of this enzyme.

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Available abstract

Syntheses are described of two analogues of porphobilinogen (PBG), a fluoro derivative 10 and a phosphonate 13, which are the first known unnatural substrates of PBG deaminase; when they act as inhibitors of the reaction of PBG, these compounds produce unusual sigmoidal kinetics, explained by their involvement as poor substrates in the particular mechanism of this enzyme.

Key concepts: Porphobilinogen deaminase, Porphobilinogen, Porphobilinogen synthase, Chemistry, Tetrapyrrole, Biosynthesis, Stereochemistry, Acute intermittent porphyria

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Modified substrates for tetrapyrrole biosynthesis: analogues of porphobilinogen showing unusual inhibition of porphobilinogen deaminase — Research Paper | ScholarLens