Modifications of diketopiperazines assembled by cyclodipeptide synthases with cytochrome P
Cyclodipeptides
Cytochrome P450
Diversity of cyclodipeptides
Enzymatic modification
Journal
Applied microbiology and biotechnology
ISSN: 1432-0614
Titre abrégé: Appl Microbiol Biotechnol
Pays: Germany
ID NLM: 8406612
Informations de publication
Date de publication:
Mar 2021
Mar 2021
Historique:
received:
17
12
2020
accepted:
10
02
2021
revised:
04
02
2021
pubmed:
25
2
2021
medline:
15
5
2021
entrez:
24
2
2021
Statut:
ppublish
Résumé
2,5-Diketopiperazines are the smallest cyclic peptides comprising two amino acids connected via two peptide bonds. They can be biosynthesized in nature by two different enzyme families, either by nonribosomal peptide synthetases or by cyclodipeptide synthases. Due to the stable scaffold of the diketopiperazine ring, they can serve as precursors for further modifications by different tailoring enzymes, such as methyltransferases, prenyltransferases, oxidoreductases like cyclodipeptide oxidases, 2-oxoglutarate-dependent monooxygenases and cytochrome P
Identifiants
pubmed: 33625545
doi: 10.1007/s00253-021-11178-1
pii: 10.1007/s00253-021-11178-1
pmc: PMC7954767
doi:
Substances chimiques
Amino Acids
0
Diketopiperazines
0
Peptides, Cyclic
0
Cytochrome P-450 Enzyme System
9035-51-2
Peptide Synthases
EC 6.3.2.-
Types de publication
Journal Article
Review
Langues
eng
Sous-ensembles de citation
IM
Pagination
2277-2285Subventions
Organisme : Deutsche Forschungsgemeinschaft
ID : Li844/14-1
Organisme : Deutsche Forschungsgemeinschaft
ID : INST 160/620-1
Références
Nat Commun. 2018 Oct 5;9(1):4091
pubmed: 30291234
Nat Commun. 2020 Dec 7;11(1):6251
pubmed: 33288748
J Biol Chem. 1968 Jun 25;243(12):3543-6
pubmed: 4297783
J Am Chem Soc. 2020 Oct 14;142(41):17413-17424
pubmed: 32786740
Angew Chem Int Ed Engl. 2018 Jan 15;57(3):719-723
pubmed: 29194897
J Med Chem. 2012 Feb 9;55(3):1056-71
pubmed: 22185476
Sci Rep. 2019 Jun 25;9(1):9208
pubmed: 31239480
Biochemistry. 2013 Jun 18;52(24):4274-83
pubmed: 23705796
Proc Natl Acad Sci U S A. 2009 May 5;106(18):7426-31
pubmed: 19416919
J Nat Prod. 2020 Mar 27;83(3):770-803
pubmed: 32162523
Nat Chem Biol. 2009 Jun;5(6):414-20
pubmed: 19430487
Biochemistry. 2018 Jan 9;57(1):61-65
pubmed: 29053243
Proteins. 2014 Jun;82(6):1004-21
pubmed: 24356896
Chembiochem. 2021 Apr 16;22(8):1317-1328
pubmed: 33232569
Front Microbiol. 2015 Jul 30;6:785
pubmed: 26284060
J Antibiot (Tokyo). 2013 Jan;66(1):31-6
pubmed: 23093033
J Biol Chem. 2008 Nov 28;283(48):33406-16
pubmed: 18818197
Nat Prod Rep. 2020 Mar 25;37(3):312-321
pubmed: 31435633
Proc Natl Acad Sci U S A. 2016 Nov 29;113(48):13714-13719
pubmed: 27821776
Chem Commun (Camb). 2020 Sep 22;56(75):11042-11045
pubmed: 32808942
Micron. 2007;38(6):643-50
pubmed: 17071094
Chem Biol. 2013 Jun 20;20(6):828-38
pubmed: 23790493
Appl Environ Microbiol. 2002 Sep;68(9):4322-7
pubmed: 12200282
Chem Rev. 2012 Jul 11;112(7):3641-716
pubmed: 22575049
Mol Biosyst. 2016 Dec 20;13(1):9-22
pubmed: 27853778
Nat Prod Rep. 2018 Nov 14;35(11):1120-1139
pubmed: 30207358
Chem Biol. 2015 Mar 19;22(3):317-28
pubmed: 25794436
BMC Genomics. 2018 Jan 15;19(1):45
pubmed: 29334896
Antimicrob Agents Chemother. 2003 Jul;47(7):2113-7
pubmed: 12821455
Org Lett. 2019 Sep 6;21(17):6825-6829
pubmed: 31407584
Arch Biochem Biophys. 2003 Jan 1;409(1):2-6
pubmed: 12464237
Sci Rep. 2019 Dec 27;9(1):20226
pubmed: 31882990
iScience. 2020 Jul 24;23(7):101323
pubmed: 32659721
Curr Drug Targets Infect Disord. 2005 Sep;5(3):273-95
pubmed: 16181146
Angew Chem Int Ed Engl. 2019 Aug 12;58(33):11534-11540
pubmed: 31206992
Appl Environ Microbiol. 2018 Apr 16;84(9):
pubmed: 29500259
Front Microbiol. 2018 Feb 12;9:46
pubmed: 29483897
Nat Prod Rep. 2017 Aug 30;34(9):1141-1172
pubmed: 28758170
Org Lett. 2019 Nov 15;21(22):9104-9108
pubmed: 31663761
Nat Commun. 2018 Oct 24;9(1):4428
pubmed: 30356123
Org Biomol Chem. 2019 Feb 27;17(9):2305-2314
pubmed: 30688950
Chem Rev. 2017 Apr 26;117(8):5578-5618
pubmed: 28060488
Gen Pharmacol. 1996 Dec;27(8):1311-6
pubmed: 9304400
J Bacteriol. 1972 Jul;111(1):86-93
pubmed: 4204912
Lancet Respir Med. 2020 Jan;8(1):19
pubmed: 31706931
Chem Biol. 2002 Dec;9(12):1355-64
pubmed: 12498889
Biochemistry. 2010 Aug 31;49(34):7282-96
pubmed: 20690619
Org Lett. 2019 Sep 6;21(17):7094-7098
pubmed: 31429295
Int J Biochem Cell Biol. 2012 Mar;44(3):525-35
pubmed: 22185821
Nat Prod Rep. 2014 Oct;31(10):1474-87
pubmed: 25180619
Appl Microbiol Biotechnol. 2020 Mar;104(6):2523-2536
pubmed: 31989220
Org Lett. 2018 Aug 17;20(16):4921-4925
pubmed: 30074809
Microb Cell Fact. 2020 Sep 7;19(1):178
pubmed: 32894164