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