کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
1377096 981971 2008 5 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Individual stereoisomers of phosphinic dipeptide inhibitor of leucine aminopeptidase
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
پیش نمایش صفحه اول مقاله
Individual stereoisomers of phosphinic dipeptide inhibitor of leucine aminopeptidase
چکیده انگلیسی

Individual stereoisomers of the phosphinic pseudodipeptide hPheψ[P(O)(OH)CH2]Phe were obtained by stereoselective liquid chromatographic separation as N- and C-terminally protected derivative on quinidine carbamate modified silica stationary phase. The stereoisomeric purity, exceeding 95% for each fraction, was determined before and after deprotection using two independent methods. The absolute configuration was rationally assigned by application of enantiomerically pure phosphinic acid substrates in the synthetic procedure and correlation with biological activity of the products. Substantial differences in inhibition of leucine aminopeptidase by the individual isomers revealed novel insights into potency of the recently developed and remarkably effective compound.

First successful separation of all four stereoisomers of a phosphinic acid pseudodipeptide allowed to determine the inhibitory activity of the homophenylalanyl-phenylalanine analogue towards leucine aminopeptidase stereoselectively.Figure optionsDownload as PowerPoint slide

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Bioorganic & Medicinal Chemistry Letters - Volume 18, Issue 5, 1 March 2008, Pages 1550–1554
نویسندگان
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