The material development containing trytophan residues for the visual recognition of the interaction with drugs by its coloration

含有色氨酸残基的材料开发，用于通过其颜色视觉识别与药物的相互作用

• 批准号: 10650885
• 负责人: NAKANISHI Eiji
• 金额: $ 1.6万
• 依托单位: Nagoya Institute of Technology
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for Scientific Research (C)
• 财政年份: 1998
• 资助国家: 日本
• 起止时间: 1998 至 1999
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-10650885/
• 关键词: TFA treatment; Tryptophan; color change; anionic drugs; polypeptide; microsphere; 色変化

We have reported that the coloration phenomenon of L-tryptophan(Trp) treated with trifluoroacetic acid (TFA) was observed with varying pH, i. e., from yellow to red. In order to elucidate the coloration mechanism, the colored compounds were fractionated and investigated. It was found that Trp forms the yellow compound consisting of a tricyclic structure, and that the change in color with the variation of pH is due to the dissociation of the nitrogen atom in the indole ring. The Trp residues within copoly (L-glutamic acid-co-Trp) (GAT) was also found to form the same tricyclic structure by the treatment with TFA and to show the reversible color change from yellow (above pH 8.0) to red (below pH 7.0) through the positive-dissociation at the neutral pH region. The interaction between TFA-treatment GAT (GAT-T) and anionic molecules was investigated by VIS and fluorescence spectrophotometry. The Trp residues within GAT-T were found to electrostatically interact with bulky anionic drugs such as watrfarin (Wf), clofibric acid (Cf) and phenylbutazone (Pb) besides the hydrophobic interaction, resulting in the color change from red to yellow. Release behavior of the anionic drugs from GAT-T microspheres (Ms) was also investigated. The amount and the retention time of the bound anionic drugs in the GAT-T Ms were found to be superior to those for untreatment GAT Ms. Moreover, GAT-T interacts strongly with the anionic drugs in the order of Cf > Pb > Wf. This originates in the acidity of the anionic drugs used.

我们报道了l -色氨酸（Trp）经三氟乙酸（TFA）处理后在不同pH值下的显色现象，即从黄色到红色。为了阐明显色机理，对有色化合物进行了分馏和研究。发现色氨酸形成由三环结构组成的黄色化合物，颜色随pH变化的变化是由于吲哚环中的氮原子解离所致。经TFA处理后，共聚物（l -谷氨酸-共色氨酸）（GAT）中的色氨酸残基也形成了相同的三环结构，并在中性pH区通过正解离呈现出由黄色（高于pH 8.0）到红色（低于pH 7.0）的可逆颜色变化。采用可见光谱法和荧光分光光度法研究了经tfa处理的GAT （GAT- t）与阴离子分子的相互作用。GAT-T中的色氨酸残基除与疏水相互作用外，还与体积较大的阴离子药物如水蛋白（Wf）、纤维酸（Cf）和苯丁酮（Pb）发生静电相互作用，导致颜色由红色变为黄色。研究了阴离子药物在GAT-T微球（Ms）中的释放行为。GAT- t与阴离子药物的相互作用顺序为Cf b> Pb b> Wf，其结合的阴离子药物在GAT- t Ms中的数量和停留时间均优于未处理的GAT- t Ms。这源于所使用的阴离子药物的酸度。

项目成果

中西英二、杉本英樹ら: "アニオン性薬物の吸脱着を色変化で認識できるコポリペプチドゲルの調整"ネットワークポリマー. 20. 52-57 (1999)

Eiji Nakanishi、Hideki Sugimoto 等人：“通过颜色变化识别阴离子药物吸附和解吸的共聚肽凝胶的制备” Network Polymer 20. 52-57 (1999)。

E.Nakanishi,H.Sugimoto et al: "Interaction between anionic molecule and colored copolypeptide microspheres"Polymer Bulletin. 42. 395-401 (1999)

E.Nakanishi，H.Sugimoto等人：“阴离子分子与有色共聚肽微球之间的相互作用”Polymer Bulletin。

Eiji Nakanishi, Hideki Sugimoto, Daisuke Yoshimura, Takayoshi Hanai, Shigeru Okamoto and Sadao Hibi: "Preparation of copolypeptide hydrogels monitoring anionic drugs release with color changing"Networks polymer. 20. 52 (1999)

Eiji Nakanishi、Hideki Sugimoto、Daisuke Yoshimura、Takayoshi Hanai、Shigeru Okamoto 和 Sadao Hibi：“通过变色监测阴离子药物释放的共聚肽水凝胶的制备”网络聚合物。

Eiji Nakanishi, Hideki Sugimoto, Mariko Kamiya and Sadao Hibi: "Interaction between anionic molecule and colored copolypeptide microspheres"Polymer Bulletin. 42. 395 (1999)

Eiji Nakanishi、Hideki Sugimoto、Mariko Kamiya 和 Sadao Hibi：“阴离子分子与有色共聚肽微球之间的相互作用”聚合物通报。

H.Sugimoto,E.Nakanishi et al.: "pH response of coloured copolypeptide hydrogel containing tryptophan treated with trifluoroacetic acid" Polymer. 39. 5739-5745 (1998)

H.Sugimoto、E.Nakanishi 等人：“用三氟乙酸处理的含有色氨酸的有色共聚肽水凝胶的 pH 响应”聚合物。