Chiroptical Induced CPL-Based Tool as a Probe of Biological Substrates

基于手性光学诱导 CPL 的工具作为生物底物的探针

• 批准号: 9273553
• 负责人: Gilles Muller
• 金额: $ 10.76万
• 依托单位: SAN JOSE STATE UNIVERSITY
• 依托单位国家: 美国
• 财政年份: 2010
• 资助国家: 美国
• 起止时间: 2010-01-01 至 2020-08-31
• 项目状态: 已结题
• 来源: https://reporter.nih.gov/project-details/9273553
• 关键词: Acids; Affect; Amino Acids; Antibiotics; Binding; Biochemistry; Bioinorganic Chemistry; Biological; Biological Sciences; Biology; Bovine Serum Albumin; Characteristics; Chemicals; Complement; Complex; Development; Discrimination; Environment; Europium; Exhibits; Fingerprint; Funding; Geometry; Grant; Human; Image; Investigation; Ions; Knowledge; Laboratories; Lanthanoid Series Elements; Ligands; Light; Luminescent Measurements; Macromolecular Complexes; Malates; Metals; Methods; Modeling; Molecular; Molecular Conformation; Molecular Probes; Nature; Noise; Organic solvent product; Property; Proteins; Reporting; Research; Research Project Grants; Sampling; Serum Albumin; Signal Transduction; Solvents; Source; Spectrum Analysis; Structure; Techniques; Technology; Tetracyclines; Therapeutic Uses; Tissues; United States National Institutes of Health; Variant; aqueous; base; biological systems; chemical property; chromophore; design; interest; light scattering; luminescence; metal complex; molecular recognition; novel; public health relevance; sugar; tool

DESCRIPTION (provided by applicant): Circularly polarized luminescence (CPL)-active lanthanide(III) complexes present a new method for chiral distinction of biomolecules upon metal binding or structural arrangements. This study is envisaged to understand the significantly different photophysical and chiroptical properties of the europium(III)-tetracycline (Eu:TC) complex. It is worth noting that the TC class of antibiotics has achieved importance beyond their therapeutic use as broad-spectrum antibiotics because many metal complexes utilizing TC have been used as luminescent probes for the investigation of biomolecular interactions. The method involves understanding the (a) speciation of TC, (b) conformation and ternary complexes formed between the Eu:TC complexes in aqueous and/or organic solvents at varied pH values and (c) variation of this Eu:TC complex using various TC-like derivatives. By identifying the structural changes of the various Eu:TC complexes, this CPL-active luminescent molecular probe can be designed and studied in diverse solutions at targeted pH values to allow for the molecular and chiral recognition/sensing of biomolecules such as amino acids, sugar derivatives, proteins, etc. Using luminescence, 5D07F0 Eu(III) excitation, and CPL spectroscopy, will allow for the study of the Eu:TC complex to recognize and interact with different chiral compounds in solution. The results from this study will explicate information on the local microenvironment about the lanthanide(III) metal by understanding the interactions of added analytes, in reference to chiral biomolecules like L-malic acid, human serum albumin (HSA), and bovine serum albumin (BSA), on the Eu:TC probe. CPL spectroscopy is used as a "fingerprint" to indicate the structural changes within the Eu:TC complex as a result in a chiral signal correlated to the molecular and chiral sensing of an added biomolecule. The use of molecular probing using luminescent lanthanide(III) metals will aid in understanding the structural and functional aspects of each essential metal ion within many biological systems. In addition, the development of a straightforward and sensitive CPL-based technique for chiral elucidation has the potential to become a standard technique in biology and biochemistry laboratories, so the broader impacts are significant.

描述（由申请人提供）：圆偏振发光（CPL）-活性镧系元素（III）配合物提供了一种新的方法，用于在金属结合或结构排列时手性区分生物分子。本研究旨在了解铕（III）-四环素（Eu：TC）配合物的显着不同的物理和手性性质。值得注意的是，TC类抗生素的重要性已超出其作为广谱抗生素的治疗用途，因为许多利用TC的金属络合物已被用作研究生物分子相互作用的发光探针。 该方法包括理解（a）TC的形态，（B）在不同pH值下在水和/或有机溶剂中Eu：TC络合物之间形成的构象和三元络合物，以及（c）使用各种TC样衍生物的这种Eu：TC络合物的变化。通过识别各种Eu：TC复合物的结构变化，可以在目标pH值的不同溶液中设计和研究这种CPL活性发光分子探针，以允许生物分子（例如氨基酸、糖衍生物、蛋白质等）的分子和手性识别/传感。7 F0 Eu（III）激发和CPL光谱将允许研究Eu：TC络合物在溶液中识别不同的手性化合物并与之相互作用。从这项研究的结果将解释有关镧系元素（III）金属的局部微环境的信息，通过了解添加的分析物的相互作用，在参考手性生物分子，如L-苹果酸，人血清白蛋白（HSA），牛血清白蛋白（BSA），Eu：TC探针。CPL光谱被用作“指纹”来指示Eu：TC络合物内的结构变化，作为与所添加的生物分子的分子和手性感测相关的手性信号的结果。使用发光镧系元素（III）金属的分子探测的使用将有助于理解许多生物系统中的每个基本金属离子的结构和功能方面。此外，开发一种简单而灵敏的基于CPL的手性解析技术有可能成为生物学和生物化学实验室的标准技术，因此更广泛的影响是显着的。

项目成果

C*-BODIPYs: Exploring a New Strategy to Transfer Chirality towards BODIPY Chiroptics†.

C*-BODIPY：探索将手性转移到 BODIPY Chiroptics 的新策略。

• DOI: 10.3390/ecsoc-23-06610
• 发表时间: 2019
• 期刊: Proceedings
• 作者: Jiménez,Josué;Sánchez-Camacho,Juan;Moreno,Florencio;Agarrabeitia,AntoniaR;Arbeloa,Teresa;Cabreros,TrevorA;Muller,Gilles;Bañuelos,Jorge;Maroto,BeatrizL;delaMoya,Santiago
• 通讯作者: delaMoya,Santiago

Enantiomerically Pure 5,13-Dicyano-9-oxa[7]helicene: Synthesis and Study.

对映体纯 5,13-二氰基-9-氧杂[7]螺旋烯：合成和研究。

• DOI: 10.1002/ejoc.201800922
• 发表时间: 2018
• 期刊: European journal of organic chemistry
• 影响因子: 2.8
• 作者: Gupta,Riddhi;Cabreros,TrevorA;Muller,Gilles;Bedekar,AshutoshV
• 通讯作者: Bedekar,AshutoshV

Corrigendum: Physicochemical and Electronic Properties of Cationic [6]Helicenes: from Chemical and Electrochemical Stabilities to Far-Red (Polarized) Luminescence.

勘误表：阳离子[6]螺旋烯的物理化学和电子性质：从化学和电化学稳定性到远红（偏振）发光。

• DOI: 10.1002/chem.201901658
• 发表时间: 2019
• 期刊: Chemistry (Weinheim an der Bergstrasse, Germany)
• 作者: Bosson,Johann;Labrador,GeraldineM;Pascal,Simon;Miannay,François-Alexandre;Yushchenko,Oleksandr;Li,Haidong;Bouffier,Laurent;Sojic,Neso;Tovar,RobertoC;Muller,Gilles;Jacquemin,Denis;Laurent,AdèleD;LeGuennic,Boris;Vauthey,Eric

Circularly polarized laser emission in optically active organic dye solutions.

• DOI: 10.1039/c7cp03303f
• 发表时间: 2017-08-23
• 期刊: Physical chemistry chemical physics : PCCP
• 作者: Cerdán L;Moreno F;Johnson M;Muller G;de la Moya S;García-Moreno I
• 通讯作者: García-Moreno I

Conformational changes and chiroptical switching of enantiopure bis-helicenic terpyridine upon Zn(2+) binding.

• DOI: 10.1039/c6cc01748g
• 发表时间: 2016-05-01
• 期刊: Chemical communications (Cambridge, England)
• 作者: Isla H;Srebro-Hooper M;Jean M;Vanthuyne N;Roisnel T;Lunkley JL;Muller G;Williams JA;Autschbach J;Crassous J
• 通讯作者: Crassous J