Chemical biology of molecular interaction between tea catechins with biological substances

茶儿茶素与生物物质分子相互作用的化学生物学

• 批准号: 21580148
• 负责人: NAKAYAMA Tsutomu
• 金额: $ 3.08万
• 依托单位: University of Shizuoka
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for Scientific Research (C)
• 财政年份: 2009
• 资助国家: 日本
• 起止时间: 2009 至 2011
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-21580148/
• 关键词: 食品化学; カテキン; 化学生物学; タンパク質; リン脂質; REDOR; NMR; ECg; DOSY; ケミカルバイオロジー

1.The association constants obtained from the frequency changes of quartz-crystal microbalance(QCM) revealed interactions of ECg and EGCg with HSA that are 100 times stronger than those of EC and EGC.2.The most important structural element contributing to the formation of protein carbonyl in HSA by tea catechins is the pyrogallol structural motif in the B-ring, followed by the galloyl group. By both mass spectrometry and electrophoresis/blotting with redox-cycling staining, we revealed that pyrogallol-type catechins had higher reactivity with protein thiols than catechol-type catechins.3.We synthesized[^<13> C]-ECg, in which the carbonyl carbon of the galloyl moiety was labeled by^<13> C isotope, and analyzed it by solid-state NMR spectroscopy. Solid-state^<31> P NMR analysis indicated that ECg changes the gel-to-liquid-crystalline phase transition temperature of DMPC bilayers as well as the dynamics and mobility of the phospholipids. The accurate intermolecular. interatomic distance between the labeled carbonyl carbon of[^<13> C]-ECg and the phosphorus of the phospholipid was determined to be 5.3±0.1 A by^<13> C.^<31> P rotational echo double resonance(REDOR) measurements.4.The DEAD-box RNA helicase p68, which is overexpressed in a variety of tumor cells and plays an important role in cancer development and progression, was identified as a novel EGCG-binding target.

1.石英晶体微天平（QCM）频率变化的关联常数显示，ECg和EGCg与HSA的相互作用比EC和EGC.2强100倍。茶儿茶素在HSA中形成蛋白羰基的最重要的结构元素是b环上的邻苯三酚结构基序，其次是没食子酰基。通过质谱分析和氧化还原循环染色电泳/印迹分析，我们发现邻苯三酚型儿茶素与蛋白质硫醇的反应活性高于儿茶酚型儿茶素。我们合成了[^<13> C]-ECg，其中没食子基部分的羰基碳用^<13> C同位素标记，并用固体核磁共振光谱对其进行了分析。固态^<31> P核磁共振分析表明，ECg改变了DMPC双层凝胶到液晶的相变温度以及磷脂的动力学和迁移率。精确的分子间。通过^<13> C.^<31> P旋转回声双共振（REDOR）测量，确定[^<13> C]-ECg中标记的羰基碳与磷脂中磷的原子间距离为5.3±0.1 A。DEAD-box RNA解旋酶p68在多种肿瘤细胞中过表达，在肿瘤的发生和进展中起重要作用，是一种新的egcg结合靶点。

项目成果

Interaction of epicatechin gallate with phospholipid membranes as revealed by solid-state NMR spectroscopy

• DOI: 10.1016/j.bbamem.2011.02.014
• 发表时间: 2011-06-01
• 期刊: BIOCHIMICA ET BIOPHYSICA ACTA-BIOMEMBRANES
• 影响因子: 3.4
• 作者: Uekusa, Yoshinori;Kamihira-Lshijima, Miya;Nakayama, Tsutornu
• 通讯作者: Nakayama, Tsutornu

Influence of the Galloyl Moiety in Tea Catechins on Binding Affinity for Human Serum Albumin

• DOI: 10.3177/jnsv.56.331
• 发表时间: 2010-10-01
• 期刊: JOURNAL OF NUTRITIONAL SCIENCE AND VITAMINOLOGY
• 影响因子: 1.6
• 作者: Minoda, Kanako;Ichikawa, Tatsuya;Nakayama, Tsutomu
• 通讯作者: Nakayama, Tsutomu

Human Serum Albumin as an Antioxidant in the Oxidation of (-)-Epigallocatechin Gallate: Participation of Reversible Covalent Binding for Interaction and Stabilization

• DOI: 10.1271/bbb.100600
• 发表时间: 2011-01-01
• 期刊: BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY
• 影响因子: 1.6
• 作者: Ishii, Takeshi;Ichikawa, Tatsuya;Nakayama, Tsutomu
• 通讯作者: Nakayama, Tsutomu

Structural characteristics of green tea catechins for formation of protein carbonyl in human serum albumin

• DOI: 10.1016/j.bmc.2010.06.021
• 发表时间: 2010-07-15
• 期刊: BIOORGANIC & MEDICINAL CHEMISTRY
• 影响因子: 3.5
• 作者: Ishii, Takeshi;Mori, Taiki;Nakayama, Tsutomu
• 通讯作者: Nakayama, Tsutomu

Interaction of tea catechins with phospholipids - Roles in their tastes and biological activities

• DOI: 10.38212/2224-6614.2142
• 发表时间: 2020-07
• 期刊: Journal of Food and Drug Analysis
• 影响因子: 3.6
• 作者: T. Nakayama;T. Ishii;Yoshinori Uekusa;Koichi Kato;S. Kumazawa