Literature DB >> 14507192

Synthesis of a transition state analogue inhibitor of purine nucleoside phosphorylase via the Mannich reaction.

Gary B Evans1, Richard H Furneaux, Peter C Tyler, Vern L Schramm.   

Abstract

[reaction: see text] The expeditious convergent synthesis of the potent human purine nucleoside phosphorylase inhibitor DADMe-Immucillin-G (3) was achieved via the Mannich reaction. The Mannich chemistry of a series of deazapurines and amine hydrochlorides was also investigated.

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Year:  2003        PMID： 14507192     DOI： 10.1021/ol035293q

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


  21 in total

1.  Altered enthalpy-entropy compensation in picomolar transition state analogues of human purine nucleoside phosphorylase.

Authors:  Achelle A Edwards; Jennifer M Mason; Keith Clinch; Peter C Tyler; Gary B Evans; Vern L Schramm
Journal:  Biochemistry       Date:  2009-06-16       Impact factor: 3.162

2.  A beta-fluoroamine inhibitor of purine nucleoside phosphorylase.

Authors:  Jennifer M Mason; Andrew S Murkin; Lei Li; Vern L Schramm; Graeme J Gainsford; Brian W Skelton
Journal:  J Med Chem       Date:  2008-09-25       Impact factor: 7.446

Review 3.  Enzymatic transition states, transition-state analogs, dynamics, thermodynamics, and lifetimes.

Authors:  Vern L Schramm
Journal:  Annu Rev Biochem       Date:  2011       Impact factor: 23.643

4.  Oligonucleotide transition state analogues of saporin L3.

Authors:  Jennifer M Mason; Hongling Yuan; Gary B Evans; Peter C Tyler; Quan Du; Vern L Schramm
Journal:  Eur J Med Chem       Date:  2016-10-27       Impact factor: 6.514

5.  Four generations of transition-state analogues for human purine nucleoside phosphorylase.

Authors:  Meng-Chiao Ho; Wuxian Shi; Agnes Rinaldo-Matthis; Peter C Tyler; Gary B Evans; Keith Clinch; Steven C Almo; Vern L Schramm
Journal:  Proc Natl Acad Sci U S A       Date:  2010-03-08       Impact factor: 11.205

6.  Structure and inhibition of a quorum sensing target from Streptococcus pneumoniae.

Authors:  Vipender Singh; Wuxian Shi; Steven C Almo; Gary B Evans; Richard H Furneaux; Peter C Tyler; Gavin F Painter; Dirk H Lenz; Simon Mee; Renjian Zheng; Vern L Schramm
Journal:  Biochemistry       Date:  2006-10-31       Impact factor: 3.162

7.  Third-generation immucillins: syntheses and bioactivities of acyclic immucillin inhibitors of human purine nucleoside phosphorylase.

Authors:  Keith Clinch; Gary B Evans; Richard F G Fröhlich; Richard H Furneaux; Peter M Kelly; Laurent Legentil; Andrew S Murkin; Lei Li; Vern L Schramm; Peter C Tyler; Anthony D Woolhouse
Journal:  J Med Chem       Date:  2009-02-26       Impact factor: 7.446

8.  Distortional binding of transition state analogs to human purine nucleoside phosphorylase probed by magic angle spinning solid-state NMR.

Authors:  Mathew J Vetticatt; Boris Itin; Gary B Evans; Vern L Schramm
Journal:  Proc Natl Acad Sci U S A       Date:  2013-09-16       Impact factor: 11.205

9.  Tight binding enantiomers of pre-clinical drug candidates.

Authors:  Gary B Evans; Scott A Cameron; Andreas Luxenburger; Rong Guan; Javier Suarez; Keisha Thomas; Vern L Schramm; Peter C Tyler
Journal:  Bioorg Med Chem       Date:  2015-07-30       Impact factor: 3.641

10.  Immucillins in custom catalytic-site cavities.

Authors:  Andrew S Murkin; Keith Clinch; Jennifer M Mason; Peter C Tyler; Vern L Schramm
Journal:  Bioorg Med Chem Lett       Date:  2008-08-19       Impact factor: 2.823
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