Point-to-Axial Chirality Transfer: Enabling Stereochemical Determinations and Enantioselective Reactions

点到轴手性转移:实现立体化学测定和对映选择性反应

基本信息

  • 批准号:
    1856335
  • 负责人:
  • 金额:
    $ 48万
  • 依托单位:
  • 依托单位国家:
    美国
  • 项目类别:
    Standard Grant
  • 财政年份:
    2019
  • 资助国家:
    美国
  • 起止时间:
    2019-08-01 至 2022-07-31
  • 项目状态:
    已结题

项目摘要

In this project, funded by the Chemical Structure, Dynamics, and Mechanisms-B Program of the Chemistry Division, Professor Babak Borhan of the Chemistry Department at Michigan State University (MSU) is developing new methods to identify the chirality of organic molecules. Chirality, also referred to as handedness, is an important property of molecules. Human hands are not identical, but mirror images of each other (the two hands are not superimposable). The relationship between two objects that are mirror images of each other, have a center of chirality, and are referred to as enantiomers. There are numerous examples of enantiomers in biology and medicine. For example, Thalidomide, a drug that was used in the late 1960s and early 1970s, led to the embryonic mis-development of a number of babies is an example of a mixture of enantiomers. One of the enantiomers was biologically active as an anti-nausea agent to treat morning sickness in pregnant women. The other enantiomer was teratogenic, which interfered with the correct embryonic development. The drug was given as a mixture of the two enantiomers, causing tragedy. From this experience, scientists have learned that the ability to identify the chirality of a molecule is of utmost importance. The Borhan group is developing new methods to rapidly identify the chirality of organic molecules to ensure the safety of drugs such as Thalidomide. Professor Borhan organizes and leads Project SEED activities at MSU. Project SEED is a ten-week summer program funded in part through the American Chemical Society and various organizations at MSU, to support the research of high school students from financially-disadvantaged families. The goals of the project are to provide simple, rapid, efficient, and non-ambiguous procedures for the absolute stereochemical determination of chiral organic molecules, many of which are synthetic intermediates of bioactive compounds or newly isolated pharmacologically-active metabolites. The project relies heavily on Circular Dichroism (CD) as the tool for observing the host-guest interactions between the chiral compounds and the receptors. The functionalities of interest include chiral epoxides, phosphines, phosphine oxides, boranes, alkenes, alkynes, and alkyl arenes. In addition, the endowed helicity of the supramolecular complexes, induced through interactions with the bound asymmetric guest molecules, will be used towards asymmetric catalysis.This award reflects NSF's statutory mission and has been deemed worthy of support through evaluation using the Foundation's intellectual merit and broader impacts review criteria.
在这个由化学系化学结构、动力学和机制-B项目资助的项目中,密歇根州立大学(MSU)化学系的Babak Borhan教授正在开发识别有机分子手性的新方法。 手性,也称为手性,是分子的重要性质。 人类的手并不完全相同,而是彼此的镜像(两只手不能重叠)。 互为镜像的两个物体之间的关系,具有手性中心,称为对映体。在生物学和医学中有许多对映体的例子。 例如,沙利度胺,一种在20世纪60年代末和70年代初使用的药物,导致许多婴儿的胚胎发育不良,就是对映体混合物的一个例子。 其中一种对映体具有生物活性,可作为抗恶心剂治疗孕妇的晨吐。 另一种对映体是致畸的,它干扰了正确的胚胎发育。 这种药物是以两种对映体的混合物的形式给药的,造成了悲剧。 从这一经验中,科学家们了解到,识别分子手性的能力至关重要。 Borhan小组正在开发新的方法来快速识别有机分子的手性,以确保沙利度胺等药物的安全性。 教授Borhan组织和领导项目种子活动在密歇根州立大学。 种子项目是一个为期十周的暑期项目,部分由美国化学学会和密歇根州立大学的各种组织资助,以支持来自经济困难家庭的高中生的研究。 该项目的目标是为手性有机分子的绝对立体化学测定提供简单,快速,有效和明确的程序,其中许多是生物活性化合物的合成中间体或新分离的药理活性代谢产物。 该项目在很大程度上依赖于圆二色性(CD)作为观察手性化合物和受体之间的主客体相互作用的工具。 感兴趣的官能团包括手性环氧化物、膦、氧化膦、硼烷、烯烃、炔和烷基芳烃。 此外,通过与非对称客体分子的相互作用,超分子复合物的螺旋性将被用于非对称催化。该奖项反映了NSF的法定使命,并通过使用基金会的知识价值和更广泛的影响审查标准进行评估,被认为值得支持。

项目成果

期刊论文数量(4)
专著数量(0)
科研奖励数量(0)
会议论文数量(0)
专利数量(0)

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Babak Borhan其他文献

Mimicking Microbial Rhodopsin Isomerization
  • DOI:
    10.1016/j.bpj.2017.11.3153
  • 发表时间:
    2018-02-02
  • 期刊:
  • 影响因子:
  • 作者:
    Alireza Ghanbarpour;Muath Nairat;Meisam Nosrati;Elizabeth Santos;Chrysoula Vasileiou;Babak Borhan;James Geiger
  • 通讯作者:
    James Geiger
Reversible Michael Addition of an Engineered Cysteine Residue to a Light Activated Ligand, a New Design Strategy for a Synthetic Photoswitchable Fluorescent Protein
  • DOI:
    10.1016/j.bpj.2020.11.2251
  • 发表时间:
    2021-02-12
  • 期刊:
  • 影响因子:
  • 作者:
    Soham Maity;Wei Sheng;Nona Ehyaei;Thomas E. Kimmel;James H. Geiger;Babak Borhan
  • 通讯作者:
    Babak Borhan
Investigate the Existence of Domain Swapped Dimer in iLPB Family
  • DOI:
    10.1016/j.bpj.2018.11.2567
  • 发表时间:
    2019-02-15
  • 期刊:
  • 影响因子:
  • 作者:
    Nona Ehyaei;Zahra Assar-Nossoni;James H. Geiger;Babak Borhan
  • 通讯作者:
    Babak Borhan
Laser Flash Photolysis study on Photochemistry of Rhodopsin Mimics
视紫红质模拟物光化学的激光闪光光解研究
  • DOI:
  • 发表时间:
    2013
  • 期刊:
  • 影响因子:
    0
  • 作者:
    Keiichi Inoue;Yuuya Ozaki;James H. Geiger;Babak Borhan;Hideki Kandori
  • 通讯作者:
    Hideki Kandori
Role of Water Molecules in the Wavelength Regulation of Photo Switchable Rhodopsin Mimic (hCRBPII)
  • DOI:
    10.1016/j.bpj.2019.11.2047
  • 发表时间:
    2020-02-07
  • 期刊:
  • 影响因子:
  • 作者:
    Nona Ehyaei;Zahra Nossoni;Hadi Nayebi Gavgani;Meisam Nosrati;Wenjing Wang;Joelle Eaves;Mustapha Akhdar;Chrysoula Vasileilou;Babak Borhan;James H. Geiger
  • 通讯作者:
    James H. Geiger

Babak Borhan的其他文献

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{{ truncateString('Babak Borhan', 18)}}的其他基金

Point-to-Axial Chirality Transfer: Enabling Stereochemica Determinations and Enantioselective Reactions
点到轴手性转移:实现立体化学测定和对映选择性反应
  • 批准号:
    2247261
  • 财政年份:
    2023
  • 资助金额:
    $ 48万
  • 项目类别:
    Standard Grant
Mechanistic Studies of Halenium-Alkene Additions for Chemical Catalysis
化学催化中铯-烯烃加成机理研究
  • 批准号:
    2154923
  • 财政年份:
    2022
  • 资助金额:
    $ 48万
  • 项目类别:
    Continuing Grant
Mechanistic Studies of Halenium-Alkene Additions for Chemical Catalysis
化学催化中铯-烯烃加成机理研究
  • 批准号:
    1362812
  • 财政年份:
    2014
  • 资助金额:
    $ 48万
  • 项目类别:
    Standard Grant
Receptor Mediated Circular Dichroism Spectroscopy
受体介导的圆二色光谱
  • 批准号:
    1213759
  • 财政年份:
    2012
  • 资助金额:
    $ 48万
  • 项目类别:
    Standard Grant
Chiral Halenium Ions for Enantioselective Chemical Processes
用于对映选择性化学过程的手性铪离子
  • 批准号:
    0957462
  • 财政年份:
    2010
  • 资助金额:
    $ 48万
  • 项目类别:
    Standard Grant
CAREER: Receptor Mediated Circular Dichroism Spectroscopy
职业:受体介导的圆二色光谱
  • 批准号:
    0094131
  • 财政年份:
    2001
  • 资助金额:
    $ 48万
  • 项目类别:
    Continuing Grant

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相似海外基金

Point-to-Axial Chirality Transfer: Enabling Stereochemica Determinations and Enantioselective Reactions
点到轴手性转移:实现立体化学测定和对映选择性反应
  • 批准号:
    2247261
  • 财政年份:
    2023
  • 资助金额:
    $ 48万
  • 项目类别:
    Standard Grant
Nickel-Catalyzed Enantio- and Diastereoconvergent Allenylation of Alkyl Electrophiles: Concurrent Generation of Point and Axial Chirality
镍催化烷基亲电子试剂的对映和非对映会聚烯酰化:同时生成点和轴向手性
  • 批准号:
    441670404
  • 财政年份:
    2020
  • 资助金额:
    $ 48万
  • 项目类别:
    Research Fellowships
Creation and function of extremely small photoswitch having axial chirality
具有轴向手性的极小光电开关的创建和功能
  • 批准号:
    16K13976
  • 财政年份:
    2016
  • 资助金额:
    $ 48万
  • 项目类别:
    Grant-in-Aid for Challenging Exploratory Research
Elucidation of axial chirality in sulfonamide and development of novel medicinal compounds
磺酰胺轴向手性的阐明和新型药物化合物的开发
  • 批准号:
    16K08326
  • 财政年份:
    2016
  • 资助金额:
    $ 48万
  • 项目类别:
    Grant-in-Aid for Scientific Research (C)
New Catalytic Asymmetric Methods to Control Axial Chirality in Allenes
控制艾伦轴向手性的新催化不对称方法
  • 批准号:
    1362953
  • 财政年份:
    2014
  • 资助金额:
    $ 48万
  • 项目类别:
    Continuing Grant
Synthesis of non-biaryl compounds with axial chirality and their application to asymmetric reactions
轴向手性非联芳基化合物的合成及其在不对称反应中的应用
  • 批准号:
    26410109
  • 财政年份:
    2014
  • 资助金额:
    $ 48万
  • 项目类别:
    Grant-in-Aid for Scientific Research (C)
Novel enantioselective routes to molecules posessing planar, helical and axial chirality
具有平面、螺旋和轴向手性分子的新型对映选择性途径
  • 批准号:
    298386-2010
  • 财政年份:
    2014
  • 资助金额:
    $ 48万
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    Discovery Grants Program - Individual
Stereochemistry based on the axial chirality and development of novel bioactive compounds
基于轴向手性的立体化学和新型生物活性化合物的开发
  • 批准号:
    25860091
  • 财政年份:
    2013
  • 资助金额:
    $ 48万
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    Grant-in-Aid for Young Scientists (B)
Novel enantioselective routes to molecules posessing planar, helical and axial chirality
具有平面、螺旋和轴向手性分子的新型对映选择性途径
  • 批准号:
    298386-2010
  • 财政年份:
    2013
  • 资助金额:
    $ 48万
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Stereocontrolled synthesis of functionalized biaryl derivatives possessing axial chirality and stereogenic center(s)
具有轴向手性和立体中心的官能化联芳基衍生物的立体控制合成
  • 批准号:
    25460024
  • 财政年份:
    2013
  • 资助金额:
    $ 48万
  • 项目类别:
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