Development of Conceputually New Photonics Materials Based on New Luciferins

基于新型荧光素的新型光子材料的开发

• 批准号: 14580608
• 负责人: NIWA Haruki
• 金额: $ 2.3万
• 依托单位: The University of Electro-Communications
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for Scientific Research (C)
• 财政年份: 2002
• 资助国家: 日本
• 起止时间: 2002 至 2003
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/en/grant/KAKENHI-PROJECT-14580608/
• 关键词: Bioluminescence; Odontosyllis; Plocamopherus imperialis; Mycea chlorophos; luciferin; luciferase; firefly; imidazopilazinone; 発光生物; ヨコスジタマキビモドキ; アミノピラジン; Odontosyllis; 単離

Molecular basis of light emitting system of various bioluminescent organisms were investigated. The bioluminescence system of the marine sea fire worm Odontosyllis undecimdonta was found to exhibit typical luciferin-luciferase reaction. The luciferin was found to be able to extract with methanol, and the luciferase with hot water. The emition of bluewish green light was observed by mixing the methanol extract and the water extract. The isolation of luciferin from the methanol extract was attempted by using HPLC, and we found that the luciferin to be acidic substance(s) with high polarity. Owing to low quantity of the luciferin content, we could not determine the chemical structure so far.The bioluminescence system of the sea hare Plocamopherus imperialis was found also o exhibited luciferin-luciferase reaction. The sample was found to keep the bioluminescence ability even after storing at low temperature (below-80℃) for years.In connection of exploration of bioluminescence system of th … More e mushroom Mycea chlorophos, we isolated basidiospores from the fruit-body of the mushroom collected from Hatijuo Island. The basidospores were germinated, from which a single strain of the fruiting mycelium was isolated. Using the single strain of the fruiting mycelium, we succeeded laboratory cultivation of fruiting body. We attempted the isolation of fluorescent substance(s) with the maximum around green light(510nm), resulting to the identification of lumichrom.In the course of the construction of Bioluminescence Resonance Energy Transfer (BRET) system utilizing the firefly bioluminescence system coupled with Aequorea green fluorescence protein (GFP), the molecular design of blue light-producing firefly luciferin analogs was performed. After brief studies on the structure-bioluminescence activity relation ship, we succeeded the synthesis of an analog having a bioluminescence maximum shorter than that of native firefly luciferin.In connection with the development of new photonics materials based on bioluminescence systems, we succeeded new imidazopilazinone derivatives with extended π-systems. Less

研究了各种发光生物发光系统的分子基础。发现海洋萤火虫Odontosylis undimedonta的生物发光系统表现出典型的荧光素-荧光素酶反应。研究发现，用甲醇可以提取荧光素酶，而用热水可以提取荧光素酶。通过混合甲醇提取物和水提取物观察到发蓝绿色光。用高效液相色谱法从甲醇提取物中分离得到了甘草素，发现甘草素为酸性物质，极性强。结果表明，在海兔Plocamopherus imperialis的生物发光体系中，也存在荧光素-荧光素酶反应。样品在低温（-80 ℃以下）下保存数年仍能保持生物发光能力，结合对生物发光体系的探索， ...更多信息 从采自Hatijuo岛的蘑菇Mycea chlorophos子实体中分离出担孢子。使担孢子萌发，从中分离出单一菌株的子实体菌丝体。利用单菌株的子实体菌丝体，成功地进行了子实体的实验室培养。在利用萤火虫生物发光系统与水母绿色荧光蛋白（GFP）偶联构建生物发光共振能量转移（BRET）系统的过程中，对产生蓝光的萤火虫荧光素类似物进行了分子设计。通过对结构-发光活性关系的研究，我们成功地合成了一种发光峰比天然萤火虫荧光素短的类似物，并结合基于生物发光体系的新型光子学材料的开发，成功地合成了具有扩展π-体系的新型咪唑并吡嗪酮衍生物。少

项目成果

Regioselective phenyl-substitution effects on the solvatochromism of 2-phenylimidazo[1,2-a]pyrazin-3(7H)-one derivatives : Expansion of the color variation range of a visible-indicator for the proton donor ability of solvents.

区域选择性苯基取代对 2-苯基咪唑并[1,2-a]吡嗪-3(7H)-酮衍生物溶剂变色的影响：扩大溶剂质子供体能力的可见指示剂的颜色变化范围。

• 发表时间: 2004
• 期刊: Tetrahedron Lett. 45, No.46
• 作者: Shunsuke Fujio;Daisuke Hashizume;Yoshiharu Takamuki;Masanori Yasui;Fujiko Iwasaki;Shojiro Maki;Haruki Niwa;Hiroshi Ikeda;Takashi Hirano.
• 通讯作者: Takashi Hirano.

Substituent Effects on the Solvatochromism of 2-Phenylimidazopyrazinones : Effective Control of the Color Variation Range and Sensitivity toward an Indication of the Proton-Donor Ability of Solvents by an Electron-withdrawing Group Substitution.

取代基对 2-苯基咪唑并吡嗪酮溶剂变色的影响：通过吸电子基团取代有效控制颜色变化范围和对溶剂质子供体能力指示的灵敏度。

• 发表时间: 2004
• 期刊: Chemistry Lett. 33, No.1
• 作者: Yoshiharu Takamuki;Shojiro Maki;Haruki Niwa;Hiroshi Ikeda;Takashi Hirano.
• 通讯作者: Takashi Hirano.

Synthesis of Latia Luciferin Benzoate Analogues and those Bioluminescent Activity.

Latia 荧光素苯甲酸酯类似物的合成及其生物发光活性。

• 发表时间: 2004
• 期刊: Tetrahedron Letters 45,No.10
• 作者: Mitsuhiro Nakamura;Mizuki Masaki;Shojiro Maki;Ryo Matsui;Minako Hieda;Masashi Mamino;Takashi Hirano;Yoshihiro Ohmiya;Haruki Niwa
• 通讯作者: Haruki Niwa

天然型L-システインまたはその誘導体を用いたホタル発光基質の生合成システム及び本システムを含んだ発光基質溶液

使用天然L-半胱氨酸或其衍生物的萤火虫发光底物生物合成系统以及含有该系统的发光底物溶液

• 发表时间: 2004

丹波治樹: "生物発光のメカニズムとその応用"現代化学. No.379. 28-36 (2002)

丹波春树：“生物发光的机制及其应用”现代科学第 379 期（2002 年）。