Fluorescence derivatisation of amino acids in short and long-wavelengths

被引:19
作者
Frade, Vania H. J. [1 ]
Barros, Siria A. [1 ]
Moura, Joao C. V. P. [1 ]
Goncalves, M. Sameiro T. [1 ]
机构
[1] Univ Minho, Ctr Quim, P-4710057 Braga, Portugal
关键词
fluorescent derivatisation; naphthalene derivatives; long-wavelength dyes; benzo[a]phenoxazine; fluorescent label;
D O I
10.1016/j.tetlet.2007.03.070
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
3-(Naphthalen-1-ylamino)propanoic acid was coupled to the amino group of the main and lateral chains of various amino acids in order to evaluate its applicability as a fluorescent derivatising reagent. The resulting amino acid derivatives are strongly fluorescent with a maximum emission of about 415 run. Condensation of these derivatives with 5-ethylamino-4-methyl-2-nitrosophenol hydrochloride resulted in the corresponding blue benzo[a]phenoxazinium conjugates, also revealing strong fluorescence in ethanol and water at physiological pH and good quantum yields, but with emission wavelengths between 644 and 657 nm, which was preferable in biological assays. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3403 / 3407
页数:5
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