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Development of new modification methods of peptide terminal using carbophilic Lewis acid and a new peptide isostere

Research Project

Project/Area Number 25860005
Research Category

Grant-in-Aid for Young Scientists (B)

Allocation TypeMulti-year Fund
Research Field Chemical pharmacy
Research InstitutionOsaka University

Principal Investigator

AIKAWA Haruo  大阪大学, 産業科学研究所, 助教 (70547322)

Project Period (FY) 2013-04-01 – 2016-03-31
Project Status Completed (Fiscal Year 2015)
Budget Amount *help
¥4,160,000 (Direct Cost: ¥3,200,000、Indirect Cost: ¥960,000)
Fiscal Year 2014: ¥1,950,000 (Direct Cost: ¥1,500,000、Indirect Cost: ¥450,000)
Fiscal Year 2013: ¥2,210,000 (Direct Cost: ¥1,700,000、Indirect Cost: ¥510,000)
Keywordsペプチド / アルキル化 / オキサザボロリジン / イソスター / カチオン性触媒 / ゲル / アミノ酸 / ペプチド修飾 / 金触媒 / ペプチドイソスター / 環状ペプチド
Outline of Final Research Achievements

In the studies of development of new peptide-modification reactions, benzylation of benzoic amide was successfully proceeded in the presence of cationic gold catalyst.
Oxazaborolidine was successfully introduced to FC131, cyclic pentapeptide which can bind to CXCR4, and ESI-MS showed cyclic product, mono-hydrated product, and dihydrated product peaks. This isostere did not show anti-HIV-1 activity and cytotoxicity at 10 microM.
Fmoc-amino acid revealed to be very effective gelator of non-polar organic solvent such as chloroform and hexane.

Report

(4 results)
  • 2015 Annual Research Report   Final Research Report ( PDF )
  • 2014 Research-status Report
  • 2013 Research-status Report

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Published: 2014-07-25   Modified: 2019-07-29  

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