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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| Project Status |
Completed (Fiscal Year 2014)
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| Budget Amount *help |
¥3,770,000 (Direct Cost: ¥2,900,000、Indirect Cost: ¥870,000)
Fiscal Year 2014: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2013: ¥2,210,000 (Direct Cost: ¥1,700,000、Indirect Cost: ¥510,000)
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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 / 短縮反応 |
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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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Report
(3 results)
Research Products
(7 results)
