Exploration of Iron- and a-Ketoglutarate-Dependent Dioxygenases as Practical Biocatalysts in Natural Product Synthesis.
Journal
Synlett : accounts and rapid communications in synthetic organic chemistry
ISSN: 0936-5214
Titre abrégé: Synlett
Pays: Germany
ID NLM: 9203577
Informations de publication
Date de publication:
2021
2021
Historique:
entrez:
20
8
2021
pubmed:
21
8
2021
medline:
21
8
2021
Statut:
ppublish
Résumé
Catalytic C─H oxidation is a powerful transformation with enormous promise to streamline access to complex molecules. In recent years, biocatalytic C─H oxidation strategies have received tremendous attention due to their potential to address unmet regio- and stereoselectivity challenges that are often encountered with the use of small-molecule-based catalysts. This Account provides an overview of recent contributions from our laboratory in this area, specifically in the use of iron- and α-ketoglutarate-dependent dioxygenases in the chemoenzymatic synthesis of complex natural products.
Identifiants
pubmed: 34413574
doi: 10.1055/s-0040-1707320
pmc: PMC8372184
mid: NIHMS1702730
doi:
Types de publication
Journal Article
Langues
eng
Pagination
775-784Subventions
Organisme : NIGMS NIH HHS
ID : R35 GM128895
Pays : United States
Références
Biochem Biophys Res Commun. 2005 Dec 9;338(1):175-90
pubmed: 16168954
Proc Natl Acad Sci U S A. 2016 Apr 19;113(16):E2286-95
pubmed: 27071098
J Org Chem. 2000 Dec 1;65(24):8214-23
pubmed: 11101376
ACS Catal. 2013 Oct 4;3(10):
pubmed: 24244885
Crit Rev Biochem Mol Biol. 2004 Jan-Feb;39(1):21-68
pubmed: 15121720
J Am Chem Soc. 2018 Sep 19;140(37):11863-11869
pubmed: 30192526
J Org Chem. 2003 Jan 10;68(1):83-91
pubmed: 12515465
Chembiochem. 2017 Aug 4;18(15):1523-1528
pubmed: 28489306
Angew Chem Int Ed Engl. 2012 Sep 3;51(36):8960-9009
pubmed: 22887739
Appl Microbiol Biotechnol. 2013 Mar;97(6):2467-72
pubmed: 22584432
Science. 2015 Jun 5;348(6239):1106-12
pubmed: 26045430
Mol Cell. 2018 Apr 5;70(1):83-94.e7
pubmed: 29625040
J Biol Chem. 2015 Aug 21;290(34):20702-20711
pubmed: 26152721
Appl Biochem Biotechnol. 1997 Jun;66(3):197-238
pubmed: 9276922
Angew Chem Int Ed Engl. 2019 Dec 19;58(52):18854-18858
pubmed: 31610076
Proc Natl Acad Sci U S A. 2012 Nov 6;109(45):18367-71
pubmed: 23091006
Biochemistry. 2018 Jan 30;57(4):403-412
pubmed: 29140086
Angew Chem Int Ed Engl. 2019 Jun 11;58(24):8226-8230
pubmed: 30920120
Leukemia. 2007 Apr;21(4):838-42
pubmed: 17268529
ACS Cent Sci. 2020 May 27;6(5):622-635
pubmed: 32490181
Angew Chem Int Ed Engl. 2008;47(22):4224-7
pubmed: 18435444
Angew Chem Int Ed Engl. 2018 Apr 23;57(18):5037-5041
pubmed: 29481729
Angew Chem Int Ed Engl. 2013 May 17;52(21):5450-88
pubmed: 23526565
Trends Biotechnol. 2019 Aug;37(8):882-897
pubmed: 30739814
J Am Chem Soc. 2012 Jan 25;134(3):1396-9
pubmed: 22235964
J Org Chem. 2016 Mar 4;81(5):2078-86
pubmed: 26840613
Acc Chem Res. 2012 Jun 19;45(6):911-22
pubmed: 22546004
Tetrahedron. 2019 Mar 1;75(9):1115-1121
pubmed: 31274935
Chem Soc Rev. 2012 Feb 7;41(3):1218-60
pubmed: 22008827
Cell Chem Biol. 2020 Oct 15;27(10):1318-1326.e18
pubmed: 32763140
Chem Soc Rev. 2011 Apr;40(4):1885-98
pubmed: 21390391
Arch Biochem Biophys. 2014 Feb 15;544:2-17
pubmed: 24361254
Appl Microbiol Biotechnol. 2010 Oct;88(3):719-26
pubmed: 20665018
ACS Cent Sci. 2017 Dec 27;3(12):1304-1310
pubmed: 29296671
Angew Chem Int Ed Engl. 2019 Jun 17;58(25):8454-8457
pubmed: 30995339
Biochem Biophys Res Commun. 1966 Jul 20;24(2):179-84
pubmed: 5965224
J Am Chem Soc. 2013 Mar 20;135(11):4457-66
pubmed: 23451921
ACS Chem Biol. 2017 Dec 15;12(12):3067-3075
pubmed: 29131568
Environ Microbiol. 2007 Jul;9(7):1640-50
pubmed: 17564599
Chem Sci. 2017 Nov 1;8(11):7521-7527
pubmed: 29163906
J Am Chem Soc. 2017 Jun 14;139(23):7913-7920
pubmed: 28525276
Nat Chem. 2011 Aug 14;3(9):738-43
pubmed: 21860465
J Am Chem Soc. 2019 Dec 26;141(51):20269-20277
pubmed: 31840992
Appl Microbiol Biotechnol. 2014 May;98(9):3869-76
pubmed: 24682483
Angew Chem Int Ed Engl. 2019 Aug 19;58(34):11657-11660
pubmed: 31241812
J Org Chem. 2018 Jul 20;83(14):7407-7415
pubmed: 29771530
Org Biomol Chem. 2019 Feb 13;17(7):1736-1739
pubmed: 30320324
Trends Biochem Sci. 2013 Mar;38(3):140-50
pubmed: 23356956
ACS Cent Sci. 2016 Feb 24;2(2):99-108
pubmed: 27163034
J Am Chem Soc. 2013 Sep 25;135(38):14052-5
pubmed: 24020940
J Am Chem Soc. 2017 Mar 15;139(10):3595-3598
pubmed: 28248493
Trends Biochem Sci. 2011 Jan;36(1):7-18
pubmed: 20728359
J Am Chem Soc. 2018 May 9;140(18):6027-6032
pubmed: 29672038
Org Lett. 2006 Jun 22;8(13):2819-21
pubmed: 16774265
Science. 2014 Mar 14;343(6176):1216-20
pubmed: 24626923
Nat Prod Rep. 2013 Jan;30(1):21-107
pubmed: 23135477
Chem Soc Rev. 2020 Nov 21;49(22):8137-8155
pubmed: 32701110
Angew Chem Int Ed Engl. 2014 Apr 25;53(18):4642-7
pubmed: 24692320
Acc Chem Res. 2015 Sep 15;48(9):2612-21
pubmed: 26280131
Nat Chem. 2018 Feb;10(2):119-125
pubmed: 29359749
J Biol Chem. 2010 Oct 22;285(43):32710-32719
pubmed: 20710026
Science. 2007 Nov 2;318(5851):783-7
pubmed: 17975062
J Am Chem Soc. 2015 Aug 19;137(32):10160-3
pubmed: 26256033
Biochemistry. 2019 Oct 15;58(41):4169-4182
pubmed: 31553576
Nat Prod Rep. 2011 Oct;28(11):1854-67
pubmed: 21904761
Biochemistry. 2006 Mar 21;45(11):3692-702
pubmed: 16533052
Chem Soc Rev. 2020 Aug 7;49(15):5310-5358
pubmed: 32568340
Chem Soc Rev. 2011 Apr;40(4):1976-91
pubmed: 21298176
Nat Prod Rep. 2020 Aug 1;37(8):1065-1079
pubmed: 32055818
Bioorg Med Chem. 2015 Mar 15;23(6):1284-306
pubmed: 25698617
Chembiochem. 2010 Dec 10;11(18):2502-5
pubmed: 21108271
J Am Chem Soc. 2018 Feb 14;140(6):2067-2071
pubmed: 29373009
Biochim Biophys Acta. 2016 May;1864(5):453-70
pubmed: 26845569
Tetrahedron. 2019 Jun 14;75(24):3253-3257
pubmed: 31885405
J Am Chem Soc. 2018 Jan 24;140(3):1165-1169
pubmed: 29283572