Literature DB >> 12502369

8-Aza-immucillins as transition-state analogue inhibitors of purine nucleoside phosphorylase and nucleoside hydrolases.

Gary B Evans1, Richard H Furneaux, Graeme J Gainsford, John C Hanson, Gregory A Kicska, Antony A Sauve, Vern L Schramm, Peter C Tyler.   

Abstract

The 8-aza-immucillins (8-aza-9-deazapurines linked from C9 to C1 of 1,4-dideoxy-1,4-iminoribitol) have been designed as transition-state analogues of the reactions catalyzed by purine nucleoside phosphorylase and nucleoside hydrolases. Syntheses of the 8-aza-immucillin analogues of inosine and adenosine are described. They are powerful inhibitors of the target enzymes with equilibrium dissociation constants as low as 42 pM.

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Year:  2003        PMID: 12502369     DOI: 10.1021/jm0203332

Source DB:  PubMed          Journal:  J Med Chem        ISSN: 0022-2623            Impact factor:   7.446


  7 in total

1.  Characterization of nicotinamidases: steady state kinetic parameters, classwide inhibition by nicotinaldehydes, and catalytic mechanism.

Authors:  Jarrod B French; Yana Cen; Tracy L Vrablik; Ping Xu; Eleanor Allen; Wendy Hanna-Rose; Anthony A Sauve
Journal:  Biochemistry       Date:  2010-11-15       Impact factor: 3.162

2.  A synchrotron radiation study of the one-dimensional complex of sodium with (1S)-N-carboxylato-1-(9-deazaadenin-9-yl)-1,4-dideoxy-1,4-imino-D-ribitol, a member of the 'immucillin' family.

Authors:  Graeme J Gainsford; Richard H Furneaux; Peter C Tyler; Anthony Sauve; Vern L Shramm
Journal:  Acta Crystallogr C       Date:  2010-02-03       Impact factor: 1.172

Review 3.  Cardiac aging: from molecular mechanisms to significance in human health and disease.

Authors:  Dao-Fu Dai; Tony Chen; Simon C Johnson; Hazel Szeto; Peter S Rabinovitch
Journal:  Antioxid Redox Signal       Date:  2012-04-03       Impact factor: 8.401

4.  Carbocyclic 4'-Epiformycin.

Authors:  Jian Zhou; Minmin Yang; Akin Akdag; Haisheng Wang; Stewart W Schneller
Journal:  Tetrahedron       Date:  2008-01-07       Impact factor: 2.457

5.  Structural determinants of the 5'-methylthioinosine specificity of Plasmodium purine nucleoside phosphorylase.

Authors:  Teraya M Donaldson; Li-Min Ting; Chenyang Zhan; Wuxian Shi; Renjian Zheng; Steven C Almo; Kami Kim
Journal:  PLoS One       Date:  2014-01-08       Impact factor: 3.240

6.  Consecutive three-component synthesis of 3-(hetero)aryl-1H-pyrazoles with propynal diethylacetal as a three-carbon building block.

Authors:  Lucilla Levi; Christina Boersch; Charlotte F Gers; Eugen Merkul; Thomas J J Müller
Journal:  Molecules       Date:  2011-11-07       Impact factor: 4.411

7.  Reverse C-glycosidase reaction provides C-nucleotide building blocks of xenobiotic nucleic acids.

Authors:  Martin Pfeiffer; Bernd Nidetzky
Journal:  Nat Commun       Date:  2020-12-08       Impact factor: 14.919

  7 in total

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