Conformationally homogeneous heterocyclic pseudotetrapeptides as three-dimensional scaffolds for rational drug design: receptor-selective somatostatin analogues

Beierle, John M; Horne, W Seth; van Maarseveen, Jan H; Waser, Beatrice; Reubi, Jean-Claude; Ghadiri, M Reza (2009). Conformationally homogeneous heterocyclic pseudotetrapeptides as three-dimensional scaffolds for rational drug design: receptor-selective somatostatin analogues. Angewandte Chemie (International ed.), 48(26), pp. 4725-9. Weinheim: Wiley-VCH 10.1002/anie.200805901

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A would-be amide: A 1,4-disubstituted 1,2,3-triazole was used as a surrogate for a trans amide bond to create a library of 16 diastereomeric pseudotetrapeptides as beta-turn mimetics. High-resolution structural analysis indicated that these scaffolds adopt distinct, rigid, conformationally homogeneous beta-turn-like structures (see example), some of which bind somatostatin receptor subtypes selectively, and some of which show broad-spectrum activity.

Item Type:

Journal Article (Original Article)

Division/Institute:

04 Faculty of Medicine > Service Sector > Institute of Pathology

UniBE Contributor:

Waser, Beatrice and Reubi-Kattenbusch, Jean-Claude

Subjects:

500 Science > 570 Life sciences; biology
600 Technology > 610 Medicine & health

ISSN:

1433-7851

ISBN:

19266506

Publisher:

Wiley-VCH

Language:

English

Submitter:

Factscience Import

Date Deposited:

04 Oct 2013 15:08

Last Modified:

14 Oct 2019 17:45

Publisher DOI:

10.1002/anie.200805901

PubMed ID:

19266506

Web of Science ID:

000267494500006

URI:

https://boris.unibe.ch/id/eprint/29976 (FactScience: 165567)

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