(1-PYRENYL)METHYL CARBAMATES FOR FLUORESCENT CAGED AMINO-ACIDS AND PEPTIDES

被引:13
作者
OKADA, S [1 ]
YAMASHITA, S [1 ]
FURUTA, T [1 ]
IWAMURA, M [1 ]
机构
[1] TOHO UNIV,FAC SCI,DEPT BIOMOLEC SCI,FUNABASHI,CHIBA 274,JAPAN
关键词
D O I
10.1111/j.1751-1097.1995.tb02340.x
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
A highly fluorescent 1-pyrenylmethyloxycarbonyl amino acid (Pmoc-amino acid) is obtained in moderate yield by the reaction of (1-pyrenylmethyl)-4-nitrophenylcarbonate with an amino acid in the presence of sodium carbonate. The condensation of Pmoc-amino acid with an amino acid gives Pmoc-peptide in the presence of 1-ethyl-3-(3-dimethylaminepropyl)carbodiimide and 1-hydroxybenzotriazole. The amino acid is recovered from an H2O-dioxane (2:3) solution of Pmoc-amino acid by irradiation through a Pyrex filter with a medium pressure Hg lamp or at 340 nm. Although the quantum yield of the photolysis is rather low (ca 0.01), the photolysis proceeds fast and efficiently due to the large absorption coefficient of Pmoc-amino acid at around 340 nm. Thus, the use of Pmoc-amino acid as a ''caged'' amino acid is promising.
引用
收藏
页码:431 / 434
页数:4
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