Synthesis of H-Lys-Lys-Gly-OH Tripeptide and Study of Its Acute Toxicity

Tripeptide H-Lys-Lys-Gly-OH was synthesized. Its toxic properties and biological activity were studied. The tripeptide was synthesized by extending the peptide chain from the C-terminus by synthesizing N 2 , N 6 -dicarbobenzoxylysine [ N 2 , N 6 -(Cbz) 2 Lys] and N 6 -carbobenzoxylysine ( N 6 -CbzLy...

Full description

Saved in:
Bibliographic Details
Published in:Pharmaceutical chemistry journal 2020-12, Vol.54 (9), p.914-917
Main Authors: Popova, O. A., Bunyatyan, N. D., Bobizoda, G. M., Samiev, M., Prokof’ev, A. B., Evteev, V. A., Sernov, L. N.
Format: Article
Language:English
Subjects:
Glycine
Medicine
Organic Chemistry
Peptides
Pharmacology/Toxicology
Pharmacy
Citations: Items that this one cites
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Tripeptide H-Lys-Lys-Gly-OH was synthesized. Its toxic properties and biological activity were studied. The tripeptide was synthesized by extending the peptide chain from the C-terminus by synthesizing N 2 , N 6 -dicarbobenzoxylysine [ N 2 , N 6 -(Cbz) 2 Lys] and N 6 -carbobenzoxylysine ( N 6 -CbzLys) methyl ester hydrochloride and condensing them by the mixed anhydride method to produce the methyl ester of N 2 , N 6 -(Cbz) 2 Lys- N 6 -CbzLys. The next step in the tripeptide synthesis consisted of obtaining glycine benzyl ester (Gly-OBzl) hydrochloride and condensing it with N 2 , N 6 -(Cbz) 2 Lys- N 6 -CbzLys hydrazide to produce the protected target tripeptide Z -Lys( Z )-Lys-Gly-OBzl. The last step consisted of removing the protection using hydrogenolysis over Ni-Re catalyst. Test results showed that the synthesized tripeptide had low toxicity.
ISSN:0091-150X
1573-9031
DOI:10.1007/s11094-020-02296-7