2013 Fiscal Year Final Research Report
Development of Dehydrative S-Allylation toward Synthetic Biology
| Project/Area Number |
24655076
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| Research Category |
Grant-in-Aid for Challenging Exploratory Research
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| Allocation Type | Single-year Grants |
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| Research Field |
Synthetic chemistry
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| Research Institution | Nagoya University |
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Principal Investigator |
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| Project Period (FY) |
2012-04-01 – 2014-03-31
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| Keywords | アリルアルコール / システイン / ペプチド修飾 / ルテニウム / アリル化 |
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| Research Abstract |
S-Allylated cysteine and peptides show various biological activities. In order to efficient generate a series of chemical libraries, direct S-allylation of thiol-containing amino acid and peptides in the native form is favored. This ideal process has been firstly realized by use of our catalytic system consisting of either [CpRu(CH3CN)3]PF6 and 2-quinolinecarboxylic acid or the pai-allyl Ru complex. The S-allylation process even in aqueous media including an acetate buffer system with high reactivity and S-chemoselectivity, suggesting a possibility of application of the present method for cysteine-containing proteins. Various C(2)-substituted allyl alcohols can be utilized, paving a way to a new type of lipopeptide library
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[Journal Article]2013
Author(s)
Yamamura, T.; Nakatsuka, H.; Tanaka, S.; Kitamura, M.
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Journal Title
Angew. Chem. Int. Ed.
Volume: 52
Pages: 9318-9315
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[Journal Article]2013
Author(s)
Kitamura, M.; Miyata, K.; Seki, T.; Vatmurge, N.; Tanaka, S.
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Journal Title
Pure Appl. Chem.
Volume: 85
Pages: 1121-1132
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[Journal Article] Ferrocene, 1,1'-bis[(2R,4R)-2,4-diethyl-1-phosp hetanyl]-, stereoisomer; Ferrocene, 1,1'- bis[(2S,4S)-2,4-diethyl-1- phosphetanyl]-, stereoisomer, RN016222013
Author(s)
北村雅人
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Journal Title
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[Journal Article]2012
Author(s)
Xu, B-H.; Yanez, R. A. A.; Nakatsuka, H.; Kitamura, M.; Fröhlich, R.; Kehr, G.; Erker
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Journal Title
Chem. Asian J.
Volume: 7
Pages: 1347-1356
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[Journal Article]2012
Author(s)
Nakatsuka, H.; Fröhlich, R.; Kitamura, M.; Kehr, G.; Erker, G.
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Journal Title
Eur. J. Inorg. Chem
Pages: 1163-1166
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[Journal Article]2012
Author(s)
Miyata, K.; Kitamura, M.
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Journal Title
Synthesis
Volume: 44
Pages: 2138-2146
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