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Influence of the Trans/Cis Conformer Ratio on the Stereoselectivity of Peptidic Catalysts.顺反异构体比例对肽类催化剂立体选择性的影响。
J Am Chem Soc. 2017 Nov 1;139(43):15356-15362. doi: 10.1021/jacs.7b06194. Epub 2017 Oct 18.
2
Pursuit of Noncovalent Interactions for Strategic Site-Selective Catalysis.追求非共价相互作用的战略位选择性催化。
Acc Chem Res. 2017 Mar 21;50(3):609-615. doi: 10.1021/acs.accounts.6b00613.
3
Parametrization of Non-covalent Interactions for Transition State Interrogation Applied to Asymmetric Catalysis.非共价相互作用的参数化用于过渡态探测在不对称催化中的应用。
J Am Chem Soc. 2017 May 24;139(20):6803-6806. doi: 10.1021/jacs.7b02311. Epub 2017 May 11.
4
Exploiting non-covalent π interactions for catalyst design.利用非共价π相互作用进行催化剂设计。
Nature. 2017 Mar 29;543(7647):637-646. doi: 10.1038/nature21701.
5
Diversity of Secondary Structure in Catalytic Peptides with β-Turn-Biased Sequences.具有偏向β-转角序列的催化肽的二级结构多样性
J Am Chem Soc. 2017 Jan 11;139(1):492-516. doi: 10.1021/jacs.6b11348. Epub 2016 Dec 28.
6
Aspartyl Oxidation Catalysts That Dial In Functional Group Selectivity, along with Regio- and Stereoselectivity.能够精确调控官能团选择性以及区域和立体选择性的天冬氨酰氧化催化剂。
ACS Cent Sci. 2016 Oct 26;2(10):733-739. doi: 10.1021/acscentsci.6b00237. Epub 2016 Sep 13.
7
Solution Structures and Molecular Associations of a Peptide-Based Catalyst for the Stereoselective Baeyer-Villiger Oxidation.基于肽的立体选择性 Baeyer-Villiger 氧化催化剂的溶液结构和分子缔合。
Org Lett. 2016 Sep 16;18(18):4646-9. doi: 10.1021/acs.orglett.6b02282. Epub 2016 Sep 2.
8
The Development of Multidimensional Analysis Tools for Asymmetric Catalysis and Beyond.多维分析工具在不对称催化及其他领域的发展
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9
Structural studies of β-turn-containing peptide catalysts for atroposelective quinazolinone bromination.用于对映选择性喹唑啉酮溴化反应的含β-转角肽催化剂的结构研究
Chem Commun (Camb). 2016 Apr 4;52(26):4816-9. doi: 10.1039/c6cc01428c. Epub 2016 Mar 10.
10
Enantioselective synthesis of 3-arylquinazolin-4(3H)-ones via peptide-catalyzed atroposelective bromination.通过肽催化的对映选择性溴化反应实现3-芳基喹唑啉-4(3H)-酮的对映选择性合成。
J Am Chem Soc. 2015 Sep 30;137(38):12369-77. doi: 10.1021/jacs.5b07726. Epub 2015 Sep 18.

基于肽的催化剂的参数化和分析，用于 3-芳基喹唑啉-4(3H)-酮的对映选择性溴化。

Parameterization and Analysis of Peptide-Based Catalysts for the Atroposelective Bromination of 3-Arylquinazolin-4(3H)-ones.

机构信息

Department of Chemistry, University of Utah , 315 South 1400 East, Salt Lake City, Utah 84112, United States.

Department of Chemistry, Yale University , P.O. Box 208107, New Haven, Connecticut 06520-8107, United States.

出版信息

J Am Chem Soc. 2018 Jan 24;140(3):868-871. doi: 10.1021/jacs.7b11303. Epub 2018 Jan 10.

DOI:10.1021/jacs.7b11303
PMID:29300461
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC5817992/
Abstract

We report the development of a method to parameterize and predict the performance of structurally flexible β-turn-containing peptide catalysts, using the atroposelective bromination of 3-arylquinazolin-4(3H)-ones as a case study. The multivariate correlations obtained for tetrapeptides of two β-turn types, type I' pre-helical and type II' β-hairpin, indicate that although one conformer may be associated with a more dominant contribution to the observed enantioselectivity, it is possible that multiple conformers contribute to a complex transition state ensemble.

摘要

我们报告了一种方法的开发，用于参数化和预测结构灵活的β-转角肽催化剂的性能，以 3-芳基喹唑啉-4(3H)-酮的对映选择性溴化为案例研究。对于两种β-转角类型的四肽（I'型预螺旋和 II'型β-发夹）获得的多元相关表明，尽管一种构象可能与观察到的对映选择性的更主要贡献相关，但可能有多种构象对复杂的过渡态系综有贡献。