Issue 41, 2013
From the journal:

Organic & Biomolecular Chemistry

Template-constrained cyclic sulfopeptide HIV-1 entry inhibitors†

Jonathan G. Rudick,‡*a   Meg M. Laakso,§*b   Ashley C. Schlossa  and  William F. DeGradoa  

* Corresponding authors

a Department of Biochemistry and Biophysics, Perelman School of Medicine, University of Pennsylvania, Philadelphia, PA 19104, USA
E-mail: jon.rudick@stonybrook.edu
Tel: +1 631-632-7630

b Department Microbiology, Perelman School of Medicine, University of Pennsylvania, Philadelphia, PA 19104, USA
E-mail: mlaakso@eastern.edu
Tel: +1 610-341-5864

Abstract

Template-constrained cyclic sulfopeptides that inhibit HIV-1 entry were rationally designed based on a loop from monoclonal antibody (mAb) 412d. A focused set of sulfopeptides was synthesized using Fmoc-Tyr(SO3DCV)-OH (DCV = 2,2-dichlorovinyl). Three cyclic sulfopeptides that inhibit entry of HIV-1 and complement the activity of known CCR5 antagonists were identified.

Graphical abstract: Template-constrained cyclic sulfopeptide HIV-1 entry inhibitors

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Article information

DOI
https://doi.org/10.1039/C3OB41395K
Article type
Communication
Submitted
08 Jul 2013
Accepted
14 Sep 2013
First published
17 Sep 2013

Org. Biomol. Chem., 2013,11, 7096-7100

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Template-constrained cyclic sulfopeptide HIV-1 entry inhibitors

J. G. Rudick, M. M. Laakso, A. C. Schloss and W. F. DeGrado, Org. Biomol. Chem., 2013, 11, 7096 DOI: 10.1039/C3OB41395K

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