Synthesis of Small Fluorescent Molecules and Evaluation of Photophysical Properties

被引：3

作者：

Ogawa, Futa ^{[1
]}

Karuo, Yukiko ^{[1
]}

Yamazawa, Ryuji ^{[1
]}

Miyanaga, Kanae ^{[2
]}

Hori, Kazushige ^{[2
]}

Tani, Keita ^{[2
]}

Yamada, Kengo ^{[3
]}

Saito, Yuki ^{[3
]}

Funabik, Kazumasa ^{[3
]}

Tarui, Atsushi ^{[1
]}

Sato, Kazuyuki ^{[1
]}

Ito, Kiyoshi ^{[1
]}

Kawai, Kentaro ^{[1
]}

Omote, Masaaki ^{[1
]}

机构：

[1] Setsunan Univ, Fac Pharmaceut Sci, Hirakata, Osaka 5730101, Japan

[2] Osaka Kyoiku Univ, Div Nat Sci, Osaka 5828582, Japan

[3] Gifu Univ, Dept Chem & Biomol Sci, Gifu 5011193, Japan

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2020年 / 85卷 / 02期

关键词：

PROBE; AMINOPEPTIDASE; RECEPTOR; ION; FLUOROPHORE; SUBSTRATE; EMISSION; DESIGN;

D O I：

10.1021/acs.joc.9b02857

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of aniline-based fluorophores were newly synthesized. To increase their fluorescence quantum yields, it was particularly important to substitute 3,3,3-trifluoroprop-1-enyl (TFPE) groups next to the amino group to benefit from an extended pi-electron delocalization. Among these, 5-CN-2-TFPE-aniline was found to behave as an excellent fluorophore with a reasonable fluorescence quantum yield of 0.89 even in aqueous solution. L-Alanine peptide, a nonfluorescent analogue of 5-CN-2-TFPE-aniline, was synthesized and successfully employed as an enzyme probe to detect aminopeptidase N activity.

引用

页码：1253 / 1258

页数：6

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