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具有合成结构的自动催化和有机催化。

Autocatalysis and organocatalysis with synthetic structures.

机构信息

The Skaggs Institute for Chemical Biology and Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037, USA.

出版信息

Proc Natl Acad Sci U S A. 2010 Jan 12;107(2):541-4. doi: 10.1073/pnas.0912769107. Epub 2009 Dec 17.

DOI:10.1073/pnas.0912769107
PMID:20018652
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC2818938/
Abstract

The discovery of ribozymes led to the proposal of an RNA world, where a single type of molecule was supposedly capable of self-replication and chemical catalysis. We show here that both autocatalysis and organocatalysis can be engineered into a synthetic structure. The compound is shown to selectively accelerate its own formation and catalyze either hydrogenation or nucleophilic addition to alpha,beta-unsaturated aldehydes. The observed reactivity indicates that the components of a purported pre-RNA world conceivably include smaller organic molecules.

摘要

核酶的发现促使人们提出了“RNA 世界”假说,即单一类型的分子应该具有自我复制和化学催化的能力。在这里,我们展示了可以将自动催化和有机催化两种催化方式设计到一个合成结构中。该化合物被证明能够选择性地加速自身的形成,并催化α,β-不饱和醛的加氢或亲核加成反应。所观察到的反应活性表明,所谓的原始 RNA 世界的组成部分可能包括更小的有机分子。

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本文引用的文献

1
Synthetic autocatalysts show organocatalysis of other reactions.人工合成自催化剂表现出对其他反应的有机催化作用。
Chem Commun (Camb). 2009 Dec 21(47):7324-6. doi: 10.1039/b916836b. Epub 2009 Nov 2.
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Self-sustained replication of an RNA enzyme.一种RNA酶的自我维持复制
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Systems chemistry.系统化学
Chem Soc Rev. 2008 Jan;37(1):101-8. doi: 10.1039/b611921m. Epub 2007 Sep 3.
4
Enantioselective organocatalytic transfer hydrogenation reactions using Hantzsch esters.使用汉斯酯的对映选择性有机催化转移氢化反应
Acc Chem Res. 2007 Dec;40(12):1327-39. doi: 10.1021/ar7001864.
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Stronger Brønsted acids.更强的布朗斯台德酸。
Chem Rev. 2007 Dec;107(12):5744-58. doi: 10.1021/cr068374j. Epub 2007 Nov 6.
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Competition, cooperation, and mutation: improving a synthetic replicator by light irradiation.竞争、合作和突变:通过光照改善合成复制子。
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Mapping the landscape of potentially primordial informational oligomers: oligodipeptides tagged with 2,4-disubstituted 5-aminopyrimidines as recognition elements.绘制潜在原始信息寡聚物的图谱:以2,4-二取代5-氨基嘧啶标记的寡二肽作为识别元件。
Angew Chem Int Ed Engl. 2007;46(14):2478-84. doi: 10.1002/anie.200603209.
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Mapping the landscape of potentially primordial informational oligomers: oligodipeptides and oligodipeptoids tagged with triazines as recognition elements.
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Asymmetric catalysis by chiral hydrogen-bond donors.手性氢键供体的不对称催化作用。
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