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.
Maslov
D L
DL
Institute of Biomedical Chemistry RAMS, Moscow, Russian Federation. tyt1@hotbox.ru
Lokhov
P G
PG
Abakumova
O Yu
OY
Tsvetkova
T A
TA
Prozorovskiy
V N
VN
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