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2-((2-Pyridylmethyl)sulfinyl)benzimidazoles: acid sensitive suicide inhibitors of the proton transport system in the parietal cell.

Abstract：

:2-((2-Pyridylmethyl)sulfinyl)benzimidazoles, selective inhibitors of the H+/K+-ATPase in the parietal cells of the stomach, have been investigated concerning their chemical behaviour in acidic medium. Protonation of the sulfoxide and subsequent elimination of water forms a sulfenium ion or a chemical equivalent thereof. If no external nucleophiles are present, a rearrangement process takes place. In the presence of mercaptans, the sulfenium ion is trapped giving rise to a variety of products. On the basis of these results, a mechanistic scheme is proposed for the inactivation of the H+/K+-ATPase by these compounds.

journal_name

Biochem Biophys Res Commun

journal_title

Biochemical and biophysical research communications

authors

Rackur G,Bickel M,Fehlhaber HW,Herling A,Hitzel V,Lang HJ,Rösner M,Weyer R

doi

10.1016/0006-291x(85)91703-6

subject

Has Abstract

pub_date

1985-04-16 00:00:00

pages

477-84

issue

1

eissn

0006-291X

issn

1090-2104

pii

0006-291X(85)91703-6

journal_volume

128

pub_type

杂志文章

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