Abstract:
:Constrained azapeptides were designed based on the Ala-Val-Pro-Ile sequence from the second mitochondria-derived activator of caspases (Smac) protein and tested for ability to induce apoptosis in cancer cells. Diels-Alder cyclizations and Alder-ene reactions on azopeptides enabled construction of a set of constrained aza-valine dipeptide building blocks, that were introduced into mimics using effective coupling conditions to acylate bulky semicarbazide residues. Evaluation of azapeptides 7-11 in MCF-7 breast cancer cells indicated aza-cyclohexanylglycyine analog 11 induced cell death more efficiently than the parent tetrapeptide likely by a caspase-9 mediated apoptotic pathway. © 2016 Wiley Periodicals, Inc. Biopolymers (Pept Sci) 106: 235-244, 2016.
journal_name
Biopolymersjournal_title
Biopolymersauthors
Chingle R,Ratni S,Claing A,Lubell WDdoi
10.1002/bip.22851subject
Has Abstractpub_date
2016-05-01 00:00:00pages
235-44issue
3eissn
0006-3525issn
1097-0282journal_volume
106pub_type
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