New peptidomimetics of insulin.
New peptidomimetics that have been obtained in the course of our experimental work show distinct insulin-like activity both in vitro and in vivo. The first peptidomimetic (PM 1) is essentially a decapeptide in which sites of A (20-21) and B (19-26) chains of insulin are linked by the peptides bond (Cys-Gly-Glu-Arg-Gly-Phe-Phe-Tyr-Cys-Asn). The second peptidomimetic (PM 2) has similar set of amino acid residues, except that two aromatic amino acids corresponding to the residues of B chain of insulin (B24 and B26) have been replaced with their D optical isomers (Cys-Gly-Glu-Arg-Gly-DPhe-Phe-DTyr-Cys-Asn). The third peptidomimetic (PM 3) has been obtained through acylation of N-terminal of PM 1 by the use of palmitic acid. The peptidomimetic incorporating D aromatic amino acids (PM 2) was demonstrated to exhibit more pronounced hypoglycemic impact, while the acylation of decapeptide tends to prolong the effective time of peptidomimetic influence in vivo.
Institute of Biomedical Chemistry RAMS, Moscow, Russian Federation. tyt1@hotbox.ru
D L
DL
Maslov
P G
PG
Lokhov
O Yu
OY
Abakumova
T A
TA
Tsvetkova
V N
VN
Prozorovskiy
D000818:Animals; D001786:Blood Glucose / Q000032:analysis; D004247:DNA / Q000096:biosynthesis; D003921:Diabetes Mellitus, Experimental; D004305:Dose-Response Relationship, Drug; D005947:Glucose / Q000493:pharmacokinetics; D007328:Insulin / Q000494:pharmacology*; D008297:Male; D019308:Palmitic Acid / Q000494:pharmacology; D010455:Peptides / Q000737:chemistry* / Q000494:pharmacology; D017434:Protein Structure, Tertiary; D051381:Rats; D017208:Rats, Wistar; D013050:Spectrometry, Fluorescence; D013237:Stereoisomerism; D013997:Time Factors
D001786:Blood Glucose; D007328:Insulin; D010455:Peptides; D019308:Palmitic Acid; D004247:DNA; D005947:Glucose