Excited-State Proton-Transfer Processes of DHICA Resolved: From Sub-Picoseconds to Nanoseconds

被引：41

作者：

Corani, Alice ^{[1
]}

Pezzella, Alessandro ^{[2
]}

Pascher, Torbjorn ^{[1
]}

Gustavsson, Thomas ^{[3
]}

Markovitsi, Dimitra ^{[3
]}

Huijser, Annemarie ^{[1
]}

d'Ischia, Marco ^{[2
]}

Sundstrom, Villy ^{[1
]}

机构：

[1] Lund Univ, Dept Chem Phys, S-22100 Lund, Sweden

[2] Univ Naples Federico II, Dept Chem Sci, I-80126 Naples, Italy

[3] CEA Saclay, CEA DSM IRAMIS SPAM CNRS, Lab Francis Perrin, URA 2453, F-91191 Gif Sur Yvette, France

来源：

JOURNAL OF PHYSICAL CHEMISTRY LETTERS | 2013年 / 4卷 / 09期

基金：

欧洲研究理事会; 瑞典研究理事会;

关键词：

GREEN FLUORESCENT PROTEIN; 5,6-DIHYDROXYINDOLE-2-CARBOXYLIC ACID; INDOLE-2-CARBOXYLIC ACID; SOLVATION DYNAMICS; STRUCTURAL-CHANGES; EUMELANIN; WATER; MECHANISM; SOLVENT; KEY;

D O I：

10.1021/jz400437q

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Excited-state proton transfer has been hypothesized as a mechanism for UV energy dissipation in eumelanin skin pigments. By using time resolved fluorescence spectroscopy, we show that the previously proposed, but unresolved, excited-state intramolecular proton transfer (ESIPT) of the eumelanin building block 5,6-dihydroxyindole-2-carboxylic acid (DHICA) occurs with a time constant of 300 fs in aqueous solution but completely stops in methanol. The previously disputed excited-state proton transfer involving the 5- or 6-OH groups of the DHICA anion is now found to occur from the 6-OH group to aqueous solvent with a rate constant of 4.0 x 10(8) s(-1).

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页码：1383 / 1388

页数：6

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