Imaging the Absolute Configuration of a Chiral Epoxide in the Gas Phase

Imaging the Absolute Configuration of a Chiral Epoxide in the Gas Phase
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DOI:
10.1126/science.1246549
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发表时间:
2013-11-29
期刊:
影响因子:
56.9
通讯作者:
Kreckel, Holger
Kreckel, Holger
中科院分区:
综合性期刊1区
文献类型:
--
作者:
Herwig, Philipp;Zawatzky, Kerstin;Kreckel, Holger

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在化学和生物学中,手性或手性是指存在于两种空间构型中的分子,它们是彼此不一致的镜像。几乎所有的生物活性分子都是手性的,正确确定它们的绝对构型对于理解和发展涉及手性分子的过程至关重要。异常x射线衍射和振动光学活性测量被广泛用于确定固体或液体样品的绝对构型。确定气相中手性分子的绝对构型仍然是一个艰巨的挑战。本文证明了同位素标记(R,R)-2,3-二deuterooxirane的绝对构型是通过箔诱导的单个分子库仑爆炸成像确定的。我们的技术提供了明确和直接的小气相物质的绝对构型,包括离子和分子碎片。
In chemistry and biology, chirality, or handedness, refers to molecules that exist in two spatial configurations that are incongruent mirror images of one another. Almost all biologically active molecules are chiral, and the correct determination of their absolute configuration is essential for the understanding and the development of processes involving chiral molecules. Anomalous x-ray diffraction and vibrational optical activity measurements are broadly used to determine absolute configurations of solid or liquid samples. Determining absolute configurations of chiral molecules in the gas phase is still a formidable challenge. Here we demonstrate the determination of the absolute configuration of isotopically labeled (R,R)-2,3-dideuterooxirane by foil-induced Coulomb explosion imaging of individual molecules. Our technique provides unambiguous and direct access to the absolute configuration of small gas-phase species, including ions and molecular fragments.