Studies on the reactivity of azetidin-2-ones in phosphate buffer

Nicholas James Westwood; CJ Schofield; TDW Claridge

doi:10.1039/a702673k

Studies on the reactivity of azetidin-2-ones in phosphate buffer

Nicholas James Westwood, CJ Schofield, TDW Claridge

Research output: Contribution to journal › Article › peer-review

Abstract

H-1 NMP (500 MHz) analyses repeal that in phosphate buffer, N-arylsulfonyl beta-lactams such as ethyl N-(p-nitrophenylsulfonyl)-2-oxoazetidine-4-carboxylate and (4S)-ethyl 3-ethyl-N-(p-nitrophenylsulfonyl)-2-oxoazetidine-4-carboxylate undergo hydrolysis through (minimally) two mechanisms: via direct hydrolysis and via an unstable acyl phosphate intermediate, The acyl phosphate intermediates can be trapped using hydrazine.

Original language	English
Pages (from-to)	2725-2729
Number of pages	5
Journal	Journal of the Chemical Society, Perkin Transactions 1
Issue number	18
DOIs	https://doi.org/10.1039/a702673k
Publication status	Published - 21 Sept 1997

Keywords

HUMAN-LEUKOCYTE ELASTASE

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10.1039/a702673k

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abstract = "H-1 NMP (500 MHz) analyses repeal that in phosphate buffer, N-arylsulfonyl beta-lactams such as ethyl N-(p-nitrophenylsulfonyl)-2-oxoazetidine-4-carboxylate and (4S)-ethyl 3-ethyl-N-(p-nitrophenylsulfonyl)-2-oxoazetidine-4-carboxylate undergo hydrolysis through (minimally) two mechanisms: via direct hydrolysis and via an unstable acyl phosphate intermediate, The acyl phosphate intermediates can be trapped using hydrazine.",

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author = "Westwood, {Nicholas James} and CJ Schofield and TDW Claridge",

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AU - Schofield, CJ

AU - Claridge, TDW

PY - 1997/9/21

Y1 - 1997/9/21

N2 - H-1 NMP (500 MHz) analyses repeal that in phosphate buffer, N-arylsulfonyl beta-lactams such as ethyl N-(p-nitrophenylsulfonyl)-2-oxoazetidine-4-carboxylate and (4S)-ethyl 3-ethyl-N-(p-nitrophenylsulfonyl)-2-oxoazetidine-4-carboxylate undergo hydrolysis through (minimally) two mechanisms: via direct hydrolysis and via an unstable acyl phosphate intermediate, The acyl phosphate intermediates can be trapped using hydrazine.

AB - H-1 NMP (500 MHz) analyses repeal that in phosphate buffer, N-arylsulfonyl beta-lactams such as ethyl N-(p-nitrophenylsulfonyl)-2-oxoazetidine-4-carboxylate and (4S)-ethyl 3-ethyl-N-(p-nitrophenylsulfonyl)-2-oxoazetidine-4-carboxylate undergo hydrolysis through (minimally) two mechanisms: via direct hydrolysis and via an unstable acyl phosphate intermediate, The acyl phosphate intermediates can be trapped using hydrazine.

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M3 - Article

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JO - Journal of the Chemical Society, Perkin Transactions 1

JF - Journal of the Chemical Society, Perkin Transactions 1

IS - 18

ER -

Studies on the reactivity of azetidin-2-ones in phosphate buffer

Abstract

Keywords

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