4-Proline and 4-hydroxyproline analogs of arginine vasopressin: role of the proline substitution in the two beta-turns of vasopressin.
[4-L-Proline]arginine vasopressin, [4-D-proline]arginine vasopressin, [4-hydroxyproline]arginine vasopressin and [4-proline, 7-hydroxyproline] arginine vasopressin were synthesized and found to have antidiuretic activities of 91 +/- 4, 1.7 +/- 0.2, 1.0 +/- 0.1 and 4.4 +/- 1.0 units/mg, respectively. None of these analogs exhibited a significant level of rat pressor activity. The observed activities of these and other analogs with substitutions at position 4 and/or 7 are discussed on the basis of hypotheses and data bearing on the solution conformation of vasopressins.
Department of Physiology and Biophysics, Mount Sinai School of Medicine, New York 10029.
A
A
Buku
N
N
Yamin
D
D
Gazis
D000818:Animals; D001127:Arginine Vasopressin / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D001794:Blood Pressure / Q000187:drug effects*; D004231:Diuresis / Q000187:drug effects*; D011487:Protein Conformation; D051381:Rats; D013329:Structure-Activity Relationship
C054385:argipressin, Pro(4)-; C054386:argipressin, hydroxy-Pro(4)-; C054387:argipressin, Pro(4)-hydroxy-Pro(7)-; D001127:Arginine Vasopressin