Journal article
Solid-Phase Synthesis of Hydroxyethylamine Angiotensin Analogues
Peptides (New York, N.Y. : 1980), Vol.18(4), pp.505-512
1997
Handle:
https://hdl.handle.net/2376/105652
PMID: 9210168
Abstract
Chambers, S. L., R. Ronald, J. M. Hanesworth, D. H. Kinder and J. W. Harding. Solid-phase synthesis of hydroxyethylamine angiotensin analogues. Peptides 18(4) 505–512, 1997.—Three hydroxylethylamine analogues of angiotensins II, III, and IV were prepared by solid-phase methods. The resin-bound peptide was alkylated with the iodomethylketone derivative of the
N-terminal amino acid, followed by reduction to the alcohol using sodium borohydride. The iodomethylketones can be made in good yields from commerically available
N-protected amino acids. The compounds were evaluated for their ability to displace labeled angiotensins from bovine adrenal membranes, and their metabolic stability tested in kidney homogenates and aminopeptidase M preparations. The hydroxyethylamine amide bond replacement reduced the affinity of the analogues; however, they were substantially more stable to enzymatic degradation.
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Details
- Title
- Solid-Phase Synthesis of Hydroxyethylamine Angiotensin Analogues
- Creators
- Shelley L Chambers - Program in Pharmacology/Toxicology, Washington State University, Pullman, WA 99164-6510USARob Ronald - Department of Chemistry, Washington State University, Pullman, WA 99164-6510USAJodie M Hanesworth - Program in Pharmacology/Toxicology, Washington State University, Pullman, WA 99164-6510USADavid H Kinder - College of Pharmacy, Ohio Northern University, Ada, OH 45810USAJoseph W Harding - Program in Pharmacology/Toxicology, Washington State University, Pullman, WA 99164-6510USA
- Publication Details
- Peptides (New York, N.Y. : 1980), Vol.18(4), pp.505-512
- Academic Unit
- Chemistry, Department of; Integrative Physiology and Neuroscience, Department of
- Publisher
- Elsevier Inc
- Identifiers
- 99900546779301842
- Language
- English
- Resource Type
- Journal article