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Submonomer synthesis of azapeptide ligands of the Insulin Receptor Tyrosine Kinase domain.

Abstract：

:Azapeptide ligands of the Insulin Receptor Tyrosine Kinase (IRTK) were developed by solid-phase submonomer azapeptide synthesis in sufficient isolated yields (36-55%) and purities >95% for structure-activity relationship studies. The azapeptides adopted folded geometries with some proportion of random coil according to CD and NMR spectroscopy. In vitro phosphorylation of the IRTK domain in the presence of azapeptides produced a lead inhibitor, Ac-DIazaYET-NH2 (∼50% at 400 μM) whereas the [aza-DOPA(3)] and [aza-Glu(4)] analogs were found to stimulate IRTK phosphorylations. Thus, azapeptide ligands of the IRTK provide important modulatory activity of this important class of enzymes for anti-cancer and related applications in drug discovery.

journal_name

Bioorg Med Chem Lett

journal_title

Bioorganic & medicinal chemistry letters

authors

Kurian LA,Silva TA,Sabatino D

doi

10.1016/j.bmcl.2014.07.046

subject

Has Abstract

pub_date

2014-09-01 00:00:00

pages

4176-80

issue

17

eissn

0960-894X

issn

1464-3405

pii

S0960-894X(14)00770-7

journal_volume

24

pub_type

杂志文章

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