Synthesis, metal-binding properties and polypeptide solubilization of 'crowned' arborols

Takeshi Nagasaki, Onari Kimura, Masakatsu Ukon, Susumu Arimori, Itaru Hamachi, Seiji Shinkai

研究成果: ジャーナルへの寄稿記事

78 引用 (Scopus)

抜粋

The first dendritic crown ether polymers ('crowned' arborols: G1, G2 and G3) have been synthesized and characterized. The convergent synthetic method was found to be more convenient than the divergent synthetic method. The building block in the branch was prepared from N-benzyloxycarbonyl-1,4,10,13-tetraoxa-7, 16-diazacyclooctadecane and 3,5-bis(ethoxycarbonylmethoxy)benzoyl chloride. Since the basic repeating unit is the amino dicarboxylic acid, one can utilize the methods developed for peptide synthesis. Final products were obtained in moderate yields by coupling of each generational fragment with a core (benzene-1,3,5-tricarbonyl trichloride) followed by reduction of all amide linkages to tertiary amine linkages by borane-dimethyl sulfide. The complexation ability of these 'crowned' arborols was estimated by two-phase solvent extraction of alkali picrate salts. We found that some of these arborols can solubilize proteins in organic solvents.

元の言語英語
ページ(範囲)75-81
ページ数7
ジャーナルJournal of the Chemical Society, Perkin Transactions 1
発行部数1
出版物ステータス出版済み - 12 1 1994

    フィンガープリント

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

これを引用

Nagasaki, T., Kimura, O., Ukon, M., Arimori, S., Hamachi, I., & Shinkai, S. (1994). Synthesis, metal-binding properties and polypeptide solubilization of 'crowned' arborols. Journal of the Chemical Society, Perkin Transactions 1, (1), 75-81.