Literature DB >> 15280948

Compelling evidence for a stepwise mechanism of the alkaline cyclisation of uridine 3'-phosphate esters.

Harri Lonnberg1, Roger Stromberg, Andrew Williams.   

Abstract

A Bronsted graph with a convex break at pK(a)(Lg)= 12.58 provides compelling evidence for an intermediate in the alkaline cyclisation of uridine 3'-phosphate esters. The transient pentacoordinated oxyphosphorane dianion intermediate collapses to reactant and cyclic uridine 2',3'-monophosphate faster than it can pseudo-rotate and isomerise to the 2'-isomer.

Entities:  

Mesh：

Substances：

Year:  2004        PMID： 15280948     DOI： 10.1039/b406926a

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN： 1477-0520            Impact factor:   3.876


  14 in total

1.  Altered transition state for the reaction of an RNA model catalyzed by a dinuclear zinc(II) catalyst.

Authors:  Tim Humphry; Subashree Iyer; Olga Iranzo; Janet R Morrow; John P Richard; Piotr Paneth; Alvan C Hengge
Journal:  J Am Chem Soc       Date:  2008-12-31       Impact factor: 15.419

Review 2.  Integration of kinetic isotope effect analyses to elucidate ribonuclease mechanism.

Authors:  Michael E Harris; Joseph A Piccirilli; Darrin M York
Journal:  Biochim Biophys Acta       Date:  2015-04-30

3.  Crystal structure and biochemical studies of the trans-acting polyketide enoyl reductase LovC from lovastatin biosynthesis.

Authors:  Brian D Ames; Chi Nguyen; Joel Bruegger; Peter Smith; Wei Xu; Suzanne Ma; Emily Wong; Steven Wong; Xinkai Xie; Jesse W-H Li; John C Vederas; Yi Tang; Shiou-Chuan Tsai
Journal:  Proc Natl Acad Sci U S A       Date:  2012-06-25       Impact factor: 11.205

Review 4.  Altered (transition) states: mechanisms of solution and enzyme catalyzed RNA 2'-O-transphosphorylation.

Authors:  Daniel L Kellerman; Darrin M York; Joseph A Piccirilli; Michael E Harris
Journal:  Curr Opin Chem Biol       Date:  2014-07-12       Impact factor: 8.822

5.  Kinetic isotope effects for RNA cleavage by 2'-O- transphosphorylation: nucleophilic activation by specific base.

Authors:  Michael E Harris; Qing Dai; Hong Gu; Daniel L Kellerman; Joseph A Piccirilli; Vernon E Anderson
Journal:  J Am Chem Soc       Date:  2010-08-25       Impact factor: 15.419

Review 6.  Experimental analyses of the chemical dynamics of ribozyme catalysis.

Authors:  Michael E Harris; Adam G Cassano
Journal:  Curr Opin Chem Biol       Date:  2008-10-24       Impact factor: 8.822

7.  Linear free energy relationships in RNA transesterification: theoretical models to aid experimental interpretations.

Authors:  Ming Huang; Darrin M York
Journal:  Phys Chem Chem Phys       Date:  2014-08-14       Impact factor: 3.676

8.  Experimental and computational analysis of the transition state for ribonuclease A-catalyzed RNA 2'-O-transphosphorylation.

Authors:  Hong Gu; Shuming Zhang; Kin-Yiu Wong; Brian K Radak; Thakshila Dissanayake; Daniel L Kellerman; Qing Dai; Masaru Miyagi; Vernon E Anderson; Darrin M York; Joseph A Piccirilli; Michael E Harris
Journal:  Proc Natl Acad Sci U S A       Date:  2013-07-22       Impact factor: 11.205

9.  The effects of sulfur substitution for the nucleophile and bridging oxygen atoms in reactions of hydroxyalkyl phosphate esters.

Authors:  Subashree Iyer; Alvan C Hengge
Journal:  J Org Chem       Date:  2008-06-06       Impact factor: 4.354

10.  Mechanistic insights into RNA transphosphorylation from kinetic isotope effects and linear free energy relationships of model reactions.

Authors:  Haoyuan Chen; Timothy J Giese; Ming Huang; Kin-Yiu Wong; Michael E Harris; Darrin M York
Journal:  Chemistry       Date:  2014-09-15       Impact factor: 5.236
View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.