2014 Fiscal Year Final Research Report
Regioselective Cleavage of Peptides by Organocatalysis
| Project/Area Number |
25670004
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| Research Category |
Grant-in-Aid for Challenging Exploratory Research
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| Allocation Type | Multi-year Fund |
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| Research Field |
Chemical pharmacy
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| Research Institution | Kyoto University |
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Principal Investigator |
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| Project Period (FY) |
2013-04-01 – 2015-03-31
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| Keywords | 有機触媒 / ペプチド / 位置選択的切断 / アミド結合 |
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| Outline of Final Research Achievements |
Non-enzymatic peptide cleavage under mild conditions has been a long-standing challenge in organic synthesis. A further challenge is how to achieve site-selectivity in the peptide cleavage. We report here organocatalytic site-selective cleavage of serine-containing peptides at ambient temperature. The salient feature of this reaction is that the peptide cleavage takes place at the both N-, and C-termini of the serine residue, and the remaining peptides at the both side of the serine residue recombine keeping their original sequences. The serine residue is excluded and recovered as an oxazolidone derivative. This splicing-type reaction was observed with high generality and high functional group tolerance.
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| Free Research Field |
有機合成化学
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