Study on the control of excitation and alleviation in chemiluminescence reaction on the basis bioluminescence

基于生物发光的化学发光反应激发与减弱控制研究

• 批准号: 11660106
• 负责人: TERANISHI Katsaunori
• 金额: $ 2.3万
• 依托单位: Mie University
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for Scientific Research (C)
• 财政年份: 1999
• 资助国家: 日本
• 起止时间: 1999 至 2001
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-11660106/
• 关键词: Chemiluminescence; 発光プローブ

Chemiluminescence compound 2-methyl-6-(4-methoxyphenyl)imidazo[1,2 - α]pyrazin-3(7H)-one (MCLA) was attached to cyclomaltooligosaccharides (cyclodextrins) by the formation of an amide bond. The properties of oxygen-induced chemiluminescence of the synthesized cyclodextrin-bound MCLA were investigated in pH 8.0 aqueous phosphate buffer. The light-emitting efficiency was remarkably dependent n the kibnd of bounhd cyclodextrin, chain length between the MCLA and cyclodextrin, and the binding site in cyclodextrin. The light-emitting efficiencies of cyclomaltooctaose (γ-cyclodextrin)-bound compounds were higher than that of cyclomaltohexaose or cyclomaltoheptaose-bound compounds. Especially a compound in which MCLA attached to the secondary side of γ-cyclodextrin through short chain showed an up to 44 -fold enhancement over that of a non-cyclodextrin compound. In the present case, the efficiency of excited singlet state formation was 23-fold grater than that of the non-cyclodextrin compound and significantly contributed to the grater light-emitting efficiency. Induced circular dichroism spectra indicated the wide entrance of the secondary side of γ-cyclodextrin and short chain allow strong intramolecular affinity of the light-emitting chromophore and the cycrodextrin.

化学发光化合物2-甲基-6-（4-甲氧基苯基）咪唑[1,2 - α]吡嗪-3(7H)- 1 （MCLA）通过酰胺键与环麦芽糖（环糊精）结合。在pH为8.0的磷酸盐缓冲液中研究了合成的环糊精结合MCLA的氧致化学发光性能。发光效率与环糊精结合的种类、环糊精与MCLA之间的链长以及环糊精的结合位点密切相关。环甘露糖（γ-环糊精）结合的化合物的发光效率高于环甘露糖己糖或环甘露糖庚糖结合的化合物。特别是当MCLA通过短链连接到γ-环糊精的二级侧时，与非环糊精的化合物相比，MCLA的强度提高了44倍。在这种情况下，激发单线态的形成效率是非环糊精化合物的23倍，并且显著提高了光栅的发光效率。诱导圆二色性光谱表明，γ-环糊精的二级侧入口宽，短链使得发光发色团与环糊精具有较强的分子内亲和力。

项目成果

K.Teranishi: "Synthesis and chemiluminescence properties in an a***ese solution of cyclodextrin 6-(4-Methoxyphenyl)-2-methylimidazo[1,2-a]pyrazin-3(7H)-one"ITE Letters on Batteries, New Technologies & Medie one. 2. 530-536 (2001)

K.Teranishi：“环糊精 6-(4-甲氧基苯基)-2-甲基咪唑并[1,2-a]吡嗪-3(7H)-one 溶液的合成和化学发光特性”ITE Letters on Batteries

K. Teranishi, F. Ueno: "Regioselective silylation of C-2 hydroxyl group of α-cyclodextrin dependent on reaction temperature"Tetrahedron Lett. (in press).

K. Teranishi、F. Ueno：“α-环糊精 C​​-2 羟基的区域选择性硅烷化取决于反应温度”Tetrahedron Lett（出版中）。

K.Teranishi: "Synthesis and chemiluminescence properties in an agaeoas solution of cyclodextrin-bousd 6-(4-methoxyphenyl)imidazo[1,2-a]pyrazin-3(7H)-one"Letters on Batteries,New Technologies & Medicine. 2. 530-536 (2001)

K.Teranishi：“环糊精-boud 6-(4-甲氧基苯基)咪唑并[1,2-a]吡嗪-3(7H)-one的agaeoas溶液的合成和化学发光特性”电池快报、新技术

James.F Head: "The crystal structure of the photoprotein aequorin at 2.3A resolution"Nature. 405. 372-376 (2000)

James.F Head：“2.3A 分辨率的发光蛋白水母发光蛋白的晶体结构”《自然》。

K.Teranishi: "Effect of confornation on the chemiluminescene efficiency of light producing 2-methyl-6-(4-methoxyphenyl)imidazo[1,2-a]pyrazin-3(7H)-ones"Luminescience. 16. 367-374 (2001)

K.Teranishi：“构象对产生光的 2-甲基-6-(4-甲氧基苯基)咪唑并[1,2-a]吡嗪-3(7H)-酮的化学发光效率的影响”Luminescience。