Oxygen reactivity with pyridoxal 5'-phosphate enzymes: biochemical implications and functional relevance.
Aromatic aldehyde
Decarboxylase
Oxidase activity
Oxidative stress
Pyridoxal 5′-phosphate-dependent enzymes
Journal
Amino acids
ISSN: 1438-2199
Titre abrégé: Amino Acids
Pays: Austria
ID NLM: 9200312
Informations de publication
Date de publication:
Aug 2020
Aug 2020
Historique:
received:
06
05
2020
accepted:
18
08
2020
pubmed:
28
8
2020
medline:
23
6
2021
entrez:
27
8
2020
Statut:
ppublish
Résumé
The versatility of reactions catalyzed by pyridoxal 5'-phosphate (PLP) enzymes is largely due to the chemistry of their extraordinary catalyst. PLP is necessary for many reactions involving amino acids. Reaction specificity is controlled by the orientation of the external aldimine intermediate that is formed upon addition of the amino acidic substrate to the coenzyme. The breakage of a specific bond of the external aldimine gives rise to a carbanionic intermediate. From this point, the different reaction pathways diverge leading to multiple activities: transamination, decarboxylation, racemization, elimination, and synthesis. A significant novelty appeared approximately 30 years ago when it was reported that some PLP-dependent decarboxylases are able to consume molecular oxygen transforming an amino acid into a carbonyl compound. These side paracatalytic reactions could be particularly relevant for human health, also considering that some of these enzymes are responsible for the synthesis of important neurotransmitters such as γ-aminobutyric acid, dopamine, and serotonin, whose dysregulation under oxidative conditions could have important implications in neurodegenerative states. However, the reactivity of PLP enzymes with dioxygen is not confined to mammals/animals. In fact, some plant PLP decarboxylases have been reported to catalyze oxidative reactions producing carbonyl compounds. Moreover, other recent reports revealed the existence of new oxidase activities catalyzed by new PLP enzymes, MppP, RohP, Ind4, CcbF, PvdN, Cap15, and CuaB. These PLP enzymes belong to the bacterial and fungal kingdoms and are present in organisms synthesizing bioactive compounds. These new PLP activities are not paracatalytic and could only scratch the surface on a wider and unexpected catalytic capability of PLP enzymes.
Identifiants
pubmed: 32844248
doi: 10.1007/s00726-020-02885-6
pii: 10.1007/s00726-020-02885-6
pmc: PMC7497351
doi:
Substances chimiques
Amino Acids
0
Pyridoxal Phosphate
5V5IOJ8338
Carboxy-Lyases
EC 4.1.1.-
Dopa Decarboxylase
EC 4.1.1.-
Oxygen
S88TT14065
Types de publication
Journal Article
Review
Langues
eng
Sous-ensembles de citation
IM
Pagination
1089-1105Subventions
Organisme : Università degli Studi di Verona
ID : FUR2019-JP2017
Références
Biochemistry. 2019 Feb 26;58(8):1038-1042
pubmed: 30699288
Protein Sci. 1995 Jul;4(7):1291-304
pubmed: 7670372
PLoS One. 2011 Jan 24;6(1):e16124
pubmed: 21283636
Structure. 1999 May;7(5):567-81
pubmed: 10378276
Eur J Biochem. 1979 Oct;100(1):295-300
pubmed: 385313
Eur J Biochem. 1994 May 1;221(3):997-1002
pubmed: 8181483
J Biosci Bioeng. 2014 Nov;118(5):496-501
pubmed: 24863180
Biochemistry. 1991 Aug 13;30(32):7883-7
pubmed: 1868063
Curr Med Chem. 2016;23(24):2706-2714
pubmed: 27516196
. 2003 Sep;4(9):850-4
pubmed: 12949584
J Biol Chem. 1994 Oct 28;269(43):26684-90
pubmed: 7929401
Eur J Biochem. 2001 May;268(10):2975-81
pubmed: 11358515
Biochem Biophys Res Commun. 1971 Nov 5;45(3):716-22
pubmed: 4331471
Eur J Biochem. 1976 Mar 16;63(1):223-31
pubmed: 770167
J Biol Chem. 2013 Jan 25;288(4):2376-87
pubmed: 23204519
FEBS J. 2012 Mar;279(5):779-92
pubmed: 22268978
Insect Biochem Mol Biol. 2017 Dec;91:34-43
pubmed: 29037755
J Biol Chem. 1999 Aug 20;274(34):24366-71
pubmed: 10446215
Biochemistry. 2015 Dec 1;54(47):7029-40
pubmed: 26551990
J Biol Chem. 1977 Oct 25;252(20):7168-73
pubmed: 561784
Clin Exp Immunol. 2001 Nov;126(2):242-9
pubmed: 11703367
Neurosci Lett. 2015 Mar 17;590:134-7
pubmed: 25637699
Brain Res. 2003 Nov 7;989(2):205-13
pubmed: 14556942
Proc Natl Acad Sci U S A. 2018 Jan 30;115(5):974-979
pubmed: 29343643
Proc Natl Acad Sci U S A. 2020 Jan 14;117(2):1174-1180
pubmed: 31882449
Biochem Biophys Res Commun. 1981 Mar 31;99(2):576-83
pubmed: 7236285
Biochim Biophys Acta. 2003 Apr 11;1647(1-2):42-7
pubmed: 12686106
Neurochem Res. 2007 Apr-May;32(4-5):871-91
pubmed: 17342415
J Pharmacol Exp Ther. 2018 Jul;366(1):113-124
pubmed: 29700232
Proc Natl Acad Sci U S A. 2020 May 19;117(20):10806-10817
pubmed: 32371491
Plant J. 2011 May;66(4):591-602
pubmed: 21284755
Biochemistry. 2012 Jan 10;51(1):265-72
pubmed: 22148553
Biochim Biophys Acta. 1995 Apr 27;1248(2):81-96
pubmed: 7748903
J Biol Chem. 1996 Sep 27;271(39):23954-9
pubmed: 8798628
J Biol Chem. 2002 Sep 27;277(39):36357-62
pubmed: 12118007
Acta Crystallogr F Struct Biol Commun. 2016 May;72(Pt 5):403-8
pubmed: 27139833
Trends Biochem Sci. 2006 May;31(5):276-83
pubmed: 16600599
Arch Biochem Biophys. 2014 Mar 15;546:1-7
pubmed: 24407024
Neurotoxicology. 2011 Aug;32(4):471-7
pubmed: 21514317
J Biol Chem. 2016 Nov 11;291(46):23929-23938
pubmed: 27703013
Biochemistry. 1969 Nov;8(11):4477-82
pubmed: 4311034
FEBS J. 2020 Apr;287(7):1403-1428
pubmed: 32142210
Protein Sci. 2001 Jun;10(6):1178-86
pubmed: 11369856
FEBS Lett. 2005 Sep 26;579(23):5175-80
pubmed: 16150447
FEBS Lett. 1996 Sep 2;392(3):281-4
pubmed: 8774862
Nat Chem. 2018 Dec;10(12):1234-1245
pubmed: 30297752
Proc Natl Acad Sci U S A. 1966 Apr;55(4):712-6
pubmed: 5219675
Nat Rev Microbiol. 2014 Jan;12(1):35-48
pubmed: 24336183
Proc Natl Acad Sci U S A. 2006 May 23;103(21):8287-92
pubmed: 16698923
Acc Chem Res. 2007 May;40(5):325-33
pubmed: 17474709
J Mol Biol. 1995 Oct 6;252(5):643-55
pubmed: 7563080
Curr Med Chem. 2017;24(3):226-244
pubmed: 27881066
Biochemistry. 2008 Jul 8;47(27):7187-95
pubmed: 18547057
Biochem J. 2000 Dec 1;352 Pt 2:533-8
pubmed: 11085948
Proc Nutr Soc. 2001 May;60(2):171-8
pubmed: 11681632
J Biol Chem. 1999 Feb 26;274(9):5514-21
pubmed: 10026165
Angew Chem Int Ed Engl. 2019 Aug 19;58(34):11647-11651
pubmed: 31231913
Chembiochem. 2016 Jan;17(2):132-6
pubmed: 26632772
Eur J Biochem. 1980;107(1):73-7
pubmed: 6995116
J Biol Chem. 2015 Nov 13;290(46):27660-79
pubmed: 26381411
Eur J Biochem. 1992 Feb 1;203(3):563-9
pubmed: 1735441
Eur J Biochem. 1988 Aug 1;175(2):433-8
pubmed: 2900141
Neurochem Res. 2008 Jan;33(1):185-93
pubmed: 17712632
J Am Chem Soc. 2016 May 25;138(20):6348-51
pubmed: 27171737
Planta. 2002 Nov;216(1):38-43
pubmed: 12430012
Biochem Biophys Res Commun. 2012 Feb 10;418(2):211-6
pubmed: 22266321
Plant Mol Biol. 1984 Sep;3(5):281-8
pubmed: 24310513
J Biol Chem. 2006 Aug 18;281(33):23357-66
pubmed: 16766535
Biochemistry. 2018 Jun 12;57(23):3252-3264
pubmed: 29473729
Nat Chem Biol. 2016 Mar;12(3):194-9
pubmed: 26807714
J Biochem. 1997 Nov;122(5):961-8
pubmed: 9443811
ACS Chem Biol. 2018 Dec 21;13(12):3343-3353
pubmed: 30484626
Eur J Biochem. 1986 Nov 3;160(3):515-20
pubmed: 3536509
Biochim Biophys Acta. 2011 Sep;1814(9):1113-9
pubmed: 21640851
J Biomed Sci. 2001 Jul-Aug;8(4):359-64
pubmed: 11455199
Trends Biochem Sci. 2012 Sep;37(9):373-80
pubmed: 22819837
Phytochemistry. 2000 May;54(2):121-38
pubmed: 10872203
Amino Acids. 2014 Jan;46(1):31-46
pubmed: 22903433
Biochem J. 1999 Sep 15;342 Pt 3:509-12
pubmed: 10477260
Adv Enzymol Relat Areas Mol Biol. 2011;77:307-60
pubmed: 21692372
FASEB J. 2019 Oct;33(10):11507-11527
pubmed: 31345061
ACS Chem Biol. 2018 Apr 20;13(4):965-974
pubmed: 29466666
Biochemistry. 1998 May 5;37(18):6552-61
pubmed: 9572873