Note to users. If you're seeing this message, it means that your browser cannot find this page's style/presentation instructions -- or possibly that you are using a browser that does not support current Web standards. Find out more about why this message is appearing, and what you can do to make your experience of our site the best it can be.

Science 20 January 1978:
Vol. 199. no. 4326, pp. 297 - 299
DOI: 10.1126/science.619455
Prev | Table of Contents | Next

Articles

Science, Vol 199, Issue 4326, 297-299
Copyright © 1978 by American Association for the Advancement of Science

articles

Vasopressin analog with extraordinarily high antidiuretic potency: a study of conformation and activity

CW Smith and R Walter

Application of information derived from a three-dimensional model of vasopressin bound to its antidiuretic receptor has resulted in the design and synthesis of a potent analog, [1-deamino, 2-phenylalanine, 7-(3,4-dehydroproline)]-arginine vasopressin; this analog has a specific antidiuretic activity of 13,000 +/- 1,250 units per milligram; noteworthy at these doses is the absence of any detectable pressor activity. Three modifications based on conformational considerations were introduced into the vasopressin molecule in preparing the analog: (i) to enhance binding, a double bond was introduced into the side chain of an amino acid residue occupying a corner position of a beta turn in the vasopressin conformation, (ii) the hydroxyl moiety was deleted from Tyr2, and (iii) to tighten the backbone structure and to enhance the enzymatic resistance of the analog, the NH2-terminal amino group was deleted.


THIS ARTICLE HAS BEEN CITED BY OTHER ARTICLES:
A conformationally constrained vasopressin analog with antidiuretic antagonistic activity.
G Skala, C. Smith, C. Taylor, and J. Ludens (1984)
Science 226, 443-445
   Abstract »    PDF »
Treatment of Central Diabetes Insipidus in Adults and Children With Desmopressin: A Synthetic Analogue of Vasopressin.
F. Ziai, R. Walter, and I. M. Rosenthal (1978)
Arch Intern Med 138, 1382-1385
   Abstract »    PDF »


To Advertise     Find Products

Science. ISSN 0036-8075 (print), 1095-9203 (online)