Literature DB >> 19552444

New S-adenosyl-L-methionine analogues: synthesis and reactivity studies.

Andrew P Townsend1, Stefanie Roth, Huw E L Williams, Eleni Stylianou, Neil R Thomas.   

Abstract

Two new and complementary synthetic strategies for 5'-N-chloroethylamino-5'-deoxyadenosines are presented. Additionally, the reaction kinetics of their conversion into aziridines under typical enzyme assay conditions is reported using time-resolved NMR spectroscopy. A stable photocaged derivative of 5'-N-chloroethylamino-5'-deoxyadenosine has also been synthesized, and its stability and activation in aqueous solution at physiological pH have been examined.

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Year:  2009        PMID: 19552444     DOI: 10.1021/ol9009859

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  11 in total

1.  6'-Oxa Analogs of S-Adenosylhomocysteine.

Authors:  Weikuan Li; Wei Ye; Stewart W Schneller
Journal:  Tetrahedron       Date:  2012-01-07       Impact factor: 2.457

2.  Design, synthesis, and kinetic analysis of potent protein N-terminal methyltransferase 1 inhibitors.

Authors:  Gang Zhang; Stacie Lynn Richardson; Yunfei Mao; Rong Huang
Journal:  Org Biomol Chem       Date:  2015-02-25       Impact factor: 3.876

3.  Photoinitiated release of an aziridinium ion precursor for the temporally controlled alkylation of nucleophiles.

Authors:  Stephen T McCarron; Mariel Feliciano; Jeffreys N Johnson; James J Chambers
Journal:  Bioorg Med Chem Lett       Date:  2013-02-21       Impact factor: 2.823

4.  Parallel solution-phase synthesis of an adenosine antibiotic analog library.

Authors:  Omar Moukha-chafiq; Robert C Reynolds
Journal:  ACS Comb Sci       Date:  2013-02-11       Impact factor: 3.784

Review 5.  SAM/SAH Analogs as Versatile Tools for SAM-Dependent Methyltransferases.

Authors:  Jing Zhang; Yujun George Zheng
Journal:  ACS Chem Biol       Date:  2015-11-16       Impact factor: 5.100

6.  Parallel solution-phase synthesis and general biological activity of a uridine antibiotic analog library.

Authors:  Omar Moukha-chafiq; Robert C Reynolds
Journal:  ACS Comb Sci       Date:  2014-04-03       Impact factor: 3.784

7.  Nucleophilic displacement reactions of 5'-derivatised nucleosides in a vibration ball mill.

Authors:  Olga Eguaogie; Patrick F Conlon; Francesco Ravalico; Jamie S T Sweet; Thomas B Elder; Louis P Conway; Marc E Lennon; David R W Hodgson; Joseph S Vyle
Journal:  Beilstein J Org Chem       Date:  2017-01-13       Impact factor: 2.883

8.  Selective inhibition of TRPM2 channel by two novel synthesized ADPR analogues.

Authors:  Xiao Luo; Meng Li; Kaiyu Zhan; Wei Yang; Lihe Zhang; KeWei Wang; Peilin Yu; Liangren Zhang
Journal:  Chem Biol Drug Des       Date:  2017-11-15       Impact factor: 2.817

Review 9.  Methyltransferase-Directed Labeling of Biomolecules and its Applications.

Authors:  Jochem Deen; Charlotte Vranken; Volker Leen; Robert K Neely; Kris P F Janssen; Johan Hofkens
Journal:  Angew Chem Int Ed Engl       Date:  2017-04-10       Impact factor: 15.336

10.  Synthesis and Biological Evaluation of 1,3-Dideazapurine-Like 7-Amino-5-Hydroxymethyl-Benzimidazole Ribonucleoside Analogues as Aminoacyl-tRNA Synthetase Inhibitors.

Authors:  Baole Zhang; Luping Pang; Manesh Nautiyal; Steff De Graef; Bharat Gadakh; Eveline Lescrinier; Jef Rozenski; Sergei V Strelkov; Stephen D Weeks; Arthur Van Aerschot
Journal:  Molecules       Date:  2020-10-16       Impact factor: 4.411

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