Process for the manufacture of insulin, analogs and derivatives thereof

• US 4,014,861 A
• Filed: 06/10/1975
• Issued: 03/29/1977
• Est. Priority Date: 06/12/1974
• Status: Expired due to Term

• Current Assignee: Hoechst Aktiengesellschaft (Sanofi )
• Original Assignee: Hoechst Aktiengesellschaft (Sanofi )
• Inventors: Geiger, Rolf, Obermeier, Rainer
• Primary Examiner(s): Gotts, Lewis
• Assistant Examiner(s): Suyat, Reginald J.
• Application Number:
  US05/585,604
• Time in Patent Office: 658 Days
• Field of Search: 260/112.7
• US Class Current: 530/303
• CPC Class Codes: C07D 207/46 with hetero atoms directly attached to the ring nitrogen atom

Abstract

A process for manufacture of insulin, analogs and derivatives thereof by treating an insulin compound wherein the A- and B-chains are linked by a bis-methionyl-carbonyl-bridge, with cyano bromide.

Claims

1. A method for making an insulin compound of the formula ##STR7## and biologically-active analogs thereof in which one or more amino acids have been exchanged for other, preferably simpler, amino acids or in which the chains are modified, preferably shortened, and in which Y is hydrogen or acyl, which method comprises treating a compound of the formula ##STR8## or an analog thereof as hereinbefore defined, wherein R is ##STR9## Met is methionine, n is an integer from 1 to 4, and one --(CH₂)-- may be replaced by oxygen, with cyano bromide in an acid medium.

2. An insulin compound of the formula ##STR10## wherein Y is hydrogen or acyl, R is ##STR11## Met is methionine, n is an integer from 1 to 4, and one --(CH₂)-- group may be replaced by oxygen, and biologically-active analogs thereof in which one or more amino acids have been exchanged for other, preferably simpler, amino acids or in which the chains are modified, preferably shortened.