Abstract
The cyclic peptide EGLNc Psi [CON((CH(2))(3)NH)pYNleE(NHCH(2)CO)]L-NH(2) (1) was designed and synthesized according to a native interaction partner of tyrosine phosphatase SHP-1. We introduced N-aminopropyl-phosphotyrosine to enable backbone-side chain cyclization with a glutamic acid derivative as counterpart for cyclization. Different approaches have been compared to find a strategy for the generation of backbone and backbone-side chain cyclic phosphopeptides.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Amino Acid Sequence
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Amino Acids / chemistry
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Amino Acids / metabolism
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Chromatography, High Pressure Liquid
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Fluorenes / chemistry
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Fluorenes / metabolism
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Models, Molecular
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Peptides, Cyclic / chemistry*
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Peptides, Cyclic / metabolism
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Phosphotyrosine / chemistry*
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Phosphotyrosine / metabolism
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Protein Tyrosine Phosphatase, Non-Receptor Type 6 / chemistry*
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Protein Tyrosine Phosphatase, Non-Receptor Type 6 / metabolism
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src Homology Domains*
Substances
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Amino Acids
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Fluorenes
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N(alpha)-fluorenylmethyloxycarbonylamino acids
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Peptides, Cyclic
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Phosphotyrosine
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Protein Tyrosine Phosphatase, Non-Receptor Type 6