Preparation of phosphopeptide thioesters by Fmoc- and Fmoc(2-F)-solid phase synthesis |
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Authors: | Koki Hasegawa Yin Lin Sha Jeong Kyu Bang Toru Kawakami Kenichi Akaji Saburo Aimoto |
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Affiliation: | (1) Institute for Protein Research, Osaka University, 3-2 Yamadaoka, Suita, Osaka, 565-0871, Japan |
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Abstract: | Efficient methods for the preparation of phosphopeptidethioesters were examined, using Fmoc-based solid-phase method.Phosphopeptide thioesters were obtained in good yields by theuse of 1-methylpyrrolidine, hexamethyleneimine and 1-hydroxybenzotriazole in a DMSO-DMF (1:1, v/v) solution fordeblocking the Fmoc groups. Epimerization, which is oftenobserved at the C-terminal amino acid, was effectivelysuppressed by shortening the time of deblocking process viathe use of highly base sensitive Fmoc(2-F) groups for -aminoprotection. |
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Keywords: | Fmoc chemistry Fmoc(2-F) peptide thioester phosphopeptide reagent A thioester method |
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