C - Chemistry – Metallurgy – 12 – P
Patent
C - Chemistry, Metallurgy
12
P
195/128.2
C12P 21/02 (2006.01) C07K 14/62 (2006.01) C12N 9/50 (2006.01) A61K 38/00 (2006.01)
Patent
CA 1195940
A process for enzymatic replacement of the B-30 amino acid in insulins. A B S T R A C T The B-30 amino acid in insulins is replaced enzymati- cally by reacting as substrate component the selected insulin Ins-X, wherein X represents the B-30 amino acid with an amine component selected from the group con- sisting of (a) L-amino acids of the formula H - B - OH wherein B is an L-amino acid residue, (b) optionally N-substituted L-amino acid amides of the formula H - B - NR1R2 wherein B is an L-amino acid residue and R1 and R2 are independently selected from the group consisting of hydrogen, amino, hydroxy, alkyl, cycloalkyl, aryl, heteroaryl and aralkyl or R1 and R2 together with the nitrogen atom form a heterocyclic group which may contain a further hetero atom, and (c) amino acid esters of the formula H - B - OR3 wherein B is an L-amino acid residue and R3 represents alkyl, cycloalkyl, aryl, heteroaryl or aralkyl, 26 in the presence of an L-specific serine carboxypeptidase enzyme, preferably carboxypeptidase Y, which has been chemically modified at the sulfhydryl group by reaction with divalent metal ions, in an aqueous solution or dispersion containing halogen or pseudohalogen ions and having a pH from about 5 to 10.5, thereby to form an insulin derivative Ins-B-OH, Ins-B-NR2R2, Ins-B-B-NR1R2 or Ins-B-OR3 and subsequently cleaving a group -NR1R2, -B-NR1R2, or -OR3, if desired, by using a modified or unmodified serine carboxypeptidase enzyme. By using porcine insulin as substrate component and threonine as the amino acid forming part of the amine component human insulin is obtained.
420025
Breddam Klaus
Johansen Jack T.
de Forenede Bryggerier A/s
Ogilvy Renault Llp/s.e.n.c.r.l.,s.r.l.
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