Role of the Carboxylate in Enzyme-Catalyzed Decarboxylation of Orotidine 5'-Monophosphate: Transition State Stabilization Dominates Over Ground State Destabilization.


Journal

Journal of the American Chemical Society
ISSN: 1520-5126
Titre abrégé: J Am Chem Soc
Pays: United States
ID NLM: 7503056

Informations de publication

Date de publication:
28 08 2019
Historique:
pubmed: 1 8 2019
medline: 2 10 2020
entrez: 1 8 2019
Statut: ppublish

Résumé

Kinetic parameters

Identifiants

pubmed: 31365243
doi: 10.1021/jacs.9b04823
pmc: PMC6735427
doi:

Substances chimiques

Carboxylic Acids 0
Protons 0
orotidylic acid 2149-82-8
Uridine Monophosphate E2OU15WN0N
Orotidine-5'-Phosphate Decarboxylase EC 4.1.1.23

Types de publication

Journal Article Research Support, N.I.H., Extramural

Langues

eng

Sous-ensembles de citation

IM

Pagination

13468-13478

Subventions

Organisme : NIGMS NIH HHS
ID : R01 GM039754
Pays : United States
Organisme : NIGMS NIH HHS
ID : R01 GM116921
Pays : United States

Références

Biochemistry. 1999 May 18;38(20):6369-73
pubmed: 10350453
Proc Natl Acad Sci U S A. 2000 Feb 29;97(5):2011-6
pubmed: 10681417
Proc Natl Acad Sci U S A. 2000 Feb 29;97(5):2017-22
pubmed: 10681441
J Org Chem. 2000 Jun 2;65(11):3409-15
pubmed: 10843624
Biochemistry. 2000 Sep 26;39(38):11788-800
pubmed: 10995247
Biochemistry. 2000 Dec 5;39(48):14728-38
pubmed: 11101287
Biochemistry. 1975 May 20;14(10):2269-75
pubmed: 1170882
Chembiochem. 2001 Feb 2;2(2):109-11
pubmed: 11828433
Biochemistry. 2002 Mar 26;41(12):4002-11
pubmed: 11900543
J Am Chem Soc. 2002 Mar 27;124(12):2957-68
pubmed: 11902887
Annu Rev Biochem. 2002;71:847-85
pubmed: 12045113
Biochemistry. 2003 Mar 18;42(10):2933-40
pubmed: 12627959
Curr Opin Struct Biol. 2003 Apr;13(2):184-92
pubmed: 12727511
Eur J Biochem. 2003 May;270(10):2312-21
pubmed: 12752451
Nucleic Acids Res. 2003 Jul 1;31(13):3784-8
pubmed: 12824418
J Biol Chem. 2004 Apr 2;279(14):14240-4
pubmed: 14734540
J Biol Chem. 2004 Dec 24;279(52):54312-8
pubmed: 15501823
J Am Chem Soc. 2004 Nov 17;126(45):14698-9
pubmed: 15535676
Bioorg Chem. 2006 Apr;34(2):59-65
pubmed: 16457871
Proc Natl Acad Sci U S A. 1981 Jul;78(7):4046-50
pubmed: 16593049
Chem Rev. 2006 Aug;106(8):3210-35
pubmed: 16895325
Biochemistry. 2007 Mar 13;46(10):2842-55
pubmed: 17298082
Bioorg Chem. 2007 Dec;35(6):465-9
pubmed: 17889251
J Am Chem Soc. 2007 Oct 31;129(43):12946-7
pubmed: 17918849
Biochemistry. 2007 Nov 20;46(46):13331-43
pubmed: 17967036
Structure. 2008 Jan;16(1):82-92
pubmed: 18184586
J Am Chem Soc. 2008 Feb 6;130(5):1574-5
pubmed: 18186641
Biochemistry. 2008 Jul 29;47(30):7785-7
pubmed: 18598058
J Mol Biol. 2009 Apr 17;387(5):1199-210
pubmed: 19236876
Biochemistry. 2009 Jun 23;48(24):5510-7
pubmed: 19435313
Biochemistry. 2009 Jun 23;48(24):5518-31
pubmed: 19435314
Nature. 2009 May 21;459(7245):393-7
pubmed: 19458715
Chemistry. 2009 Jul 6;15(27):6619-25
pubmed: 19472232
Biochemistry. 2009 Aug 25;48(33):8006-13
pubmed: 19618917
Biochemistry. 2009 Sep 15;48(36):8738-45
pubmed: 19678695
Biochemistry. 2010 Feb 9;49(5):824-6
pubmed: 20050635
Chem Commun (Camb). 2010 May 14;46(18):3158-60
pubmed: 20424759
J Am Chem Soc. 2010 May 26;132(20):7018-24
pubmed: 20441167
J Am Chem Soc. 2010 Sep 29;132(38):13525-32
pubmed: 20822141
Curr Opin Struct Biol. 2010 Dec;20(6):702-10
pubmed: 20951028
J Am Chem Soc. 2011 May 4;133(17):6545-8
pubmed: 21486036
J Am Chem Soc. 1986 Nov 1;108(24):7549-53
pubmed: 22283256
Biochemistry. 2012 Jun 12;51(23):4630-2
pubmed: 22620855
J Am Chem Soc. 2012 Sep 5;134(35):14580-94
pubmed: 22812629
J Am Chem Soc. 2012 Nov 7;134(44):18374-9
pubmed: 23072514
Biochemistry. 2013 Jan 22;52(3):537-46
pubmed: 23276261
Biochemistry. 2013 Mar 26;52(12):2021-35
pubmed: 23327224
J Biol Chem. 2013 Mar 29;288(13):9011-6
pubmed: 23395822
ACS Catal. 2013 Jul 5;3(7):1601-1617
pubmed: 23914308
Biochemistry. 2013 Oct 22;52(42):7500-11
pubmed: 24053466
J Am Chem Soc. 2013 Nov 20;135(46):17432-43
pubmed: 24151964
Curr Opin Chem Biol. 2014 Aug;21:1-10
pubmed: 24699188
J Am Chem Soc. 2014 Jul 16;136(28):10156-65
pubmed: 24958125
J Am Chem Soc. 2015 Jan 28;137(3):1372-82
pubmed: 25555107
J Am Chem Soc. 2015 Apr 29;137(16):5312-5
pubmed: 25884759
J Genet Genomics. 2015 May 20;42(5):221-34
pubmed: 26059770
Biochemistry. 2015 Jul 28;54(29):4555-64
pubmed: 26135041
Acc Chem Res. 2015 Nov 17;48(11):2843-9
pubmed: 26528892
J Chem Theory Comput. 2007 May;3(3):949-60
pubmed: 26627415
J Biol Chem. 1989 Jul 25;264(21):12737-43
pubmed: 2745463
J Am Chem Soc. 2016 Nov 23;138(46):15251-15259
pubmed: 27792325
Protein Eng Des Sel. 2017 Mar 1;30(3):157-165
pubmed: 27903763
Synlett. 2017 Jul;28(12):2407-2421
pubmed: 28993718
J Am Chem Soc. 2017 Nov 15;139(45):16048-16051
pubmed: 29058891
Acc Chem Res. 2018 Apr 17;51(4):960-969
pubmed: 29595949
J Am Chem Soc. 2018 Dec 19;140(50):17580-17590
pubmed: 30475611
J Am Chem Soc. 2019 Feb 27;141(8):3320-3331
pubmed: 30703322
Proc Natl Acad Sci U S A. 1988 Jul;85(13):4696-9
pubmed: 3133659
J Am Chem Soc. 1970 May 6;92(9):2891-900
pubmed: 5439974
Methods Enzymol. 1982;87:551-606
pubmed: 6294457
Science. 1995 Jan 6;267(5194):90-3
pubmed: 7809611
Adv Enzymol Relat Areas Mol Biol. 1975;43:219-410
pubmed: 892

Auteurs

Bogdana Goryanova (B)

Department of Chemistry , University at Buffalo, SUNY , Buffalo , New York 14260-3000 , United States.

Tina L Amyes (TL)

Department of Chemistry , University at Buffalo, SUNY , Buffalo , New York 14260-3000 , United States.

John P Richard (JP)

Department of Chemistry , University at Buffalo, SUNY , Buffalo , New York 14260-3000 , United States.

Articles similaires

alpha-Synuclein Humans Animals Mice Lewy Body Disease
Saccharomyces cerevisiae Aldehydes Biotransformation Flavoring Agents Lipoxygenase
Receptor, Cannabinoid, CB1 Ligands Molecular Dynamics Simulation Protein Binding Thermodynamics
1.00
Saccharomyces cerevisiae Lysine Cell Nucleolus RNA, Ribosomal Saccharomyces cerevisiae Proteins

Classifications MeSH