Preparation of S-acetylthioglycoloyl insulins based on separation by anion-exchange high-performance liquid chromatography.

Abstract:

:A method for the preparation of insulin derivatives having protected sulfhydryl group(s) on definite site(s) on the molecule which uses anion-exchange high performance liquid chromatography on a TSKgel DEAE-2SW column for separation is described. Porcine insulin reacts with N-succinimidyl S-acetylthioacetate to afford four species of insulin derivatives that have S-acetylthioglycoloyl group(s) at: i) Gly(A1), ii) Gly(A1) and Phe(B1), iii) Gly(A1) and Lys(B29), and iv) Gly(A1), Phe(B1) and Lys(B29) positions. An insulin derivative which has a group at the Lys(B29)-position is prepared by the S-acetylthioglycoloylation of Gly(A1), Phe(B1)-dicitraconyl insulin followed by decitraconylation. The five derivatives are readily deacetylated with hydroxylamine to yield the corresponding sulfhydryl insulin derivatives.

authors

Nanami M,Zaitsu K,Ohkura Y

doi

10.1248/cpb.40.957

subject

Has Abstract

pub_date

1992-04-01 00:00:00

pages

957-60

issue

4

eissn

0009-2363

issn

1347-5223

journal_volume

40

pub_type

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