RhCl3-CATALYZED DISULFIDE EXCHANGE REACTION OF INSULIN AND DITHIODIGLYCOLIC ACID

RhCl3 catalyzed the alkylthio exchange reaction of insulin and dithiodiglycolic acid in water under homogeneous conditions. Insulin was rapidly consumed, and mono- and bis-exchanged insulin were formed along with the disulfide exchanged A and B chain. The disulfide bond at the A7/B7 was initially ex...

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Bibliographic Details
Published inHeterocycles Vol. 80; no. 2; pp. 1239 - 1248
Main Authors Arisawa, Mieko, Kuwajima, Manabu, Suwa, Atsushi, Yamaguchi, Masahiko
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier 01.03.2010
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
A7/B7 Disulfide
Rhodium Chloride
Disulfide Exchange Reaction
ALKYLATION
COMPLEXES
Catalysis
Insulin
RHODIUM CARBENOIDS
OXIDATIVE CROSS-LINKING
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Summary:RhCl3 catalyzed the alkylthio exchange reaction of insulin and dithiodiglycolic acid in water under homogeneous conditions. Insulin was rapidly consumed, and mono- and bis-exchanged insulin were formed along with the disulfide exchanged A and B chain. The disulfide bond at the A7/B7 was initially exchanged, which was followed by the A6/A11 and A20/B19 disulfides.
ISSN:0385-5414
DOI:10.3987/COM-09-S(S)110