Engineering Electron Transfer Pathway of Cytochrome P450s

Overview

Journal Molecules

Publisher MDPI

Specialty Biology

Date 2024 Jun 19

PMID 38893355

Authors

Jingting He

Xin Liu

Chun Li

Affiliations

Soon will be listed here.

Abstract

Cytochrome P450s (P450s), a superfamily of heme-containing enzymes, existed in animals, plants, and microorganisms. P450s can catalyze various regional and stereoselective oxidation reactions, which are widely used in natural product biosynthesis, drug metabolism, and biotechnology. In a typical catalytic cycle, P450s use redox proteins or domains to mediate electron transfer from NAD(P)H to heme iron. Therefore, the main factors determining the catalytic efficiency of P450s include not only the P450s themselves but also their redox-partners and electron transfer pathways. In this review, the electron transfer pathway engineering strategies of the P450s catalytic system are reviewed from four aspects: cofactor regeneration, selection of redox-partners, P450s and redox-partner engineering, and electrochemically or photochemically driven electron transfer.

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References

Guengerich F . Mechanisms of Cytochrome P450-Catalyzed Oxidations. ACS Catal. 2019; 8(12):10964-10976. PMC: 6519473. DOI: 10.1021/acscatal.8b03401. View

Ray M, Mhaske S, Haram S, Mazumdar S . Covalent conjugation of single-walled carbon nanotube with CYP101 mutant for direct electrocatalysis. Anal Biochem. 2021; 626:114204. DOI: 10.1016/j.ab.2021.114204. View

Guo X, Liu Y, Wang Q, Wang X, Li Q, Liu W . Non-natural Cofactor and Formate-Driven Reductive Carboxylation of Pyruvate. Angew Chem Int Ed Engl. 2019; 59(8):3143-3146. DOI: 10.1002/anie.201915303. View

Cook D, Finnigan J, Cook K, Black G, Charnock S . Cytochromes P450: History, Classes, Catalytic Mechanism, and Industrial Application. Adv Protein Chem Struct Biol. 2016; 105:105-26. DOI: 10.1016/bs.apcsb.2016.07.003. View

Agustinus B, Gillam E . Solar-powered P450 catalysis: Engineering electron transfer pathways from photosynthesis to P450s. J Inorg Biochem. 2023; 245:112242. DOI: 10.1016/j.jinorgbio.2023.112242. View

Wang H, Napoli K, Strobel H . Cytochrome P450 3A9 catalyzes the metabolism of progesterone and other steroid hormones. Mol Cell Biochem. 2000; 213(1-2):127-35. DOI: 10.1023/a:1007124417566. View

Kim B, Kim S, Park J, Park W, Hwang K, Yoon Y . Sequence-based screening for self-sufficient P450 monooxygenase from a metagenome library. J Appl Microbiol. 2007; 102(5):1392-400. DOI: 10.1111/j.1365-2672.2006.03169.x. View

Zhang X, Li S . Expansion of chemical space for natural products by uncommon P450 reactions. Nat Prod Rep. 2017; 34(9):1061-1089. DOI: 10.1039/c7np00028f. View

Munro A, Leys D, McLean K, Marshall K, Ost T, Daff S . P450 BM3: the very model of a modern flavocytochrome. Trends Biochem Sci. 2002; 27(5):250-7. DOI: 10.1016/s0968-0004(02)02086-8. View

10.

Hannemann F, Bichet A, Ewen K, Bernhardt R . Cytochrome P450 systems--biological variations of electron transport chains. Biochim Biophys Acta. 2006; 1770(3):330-44. DOI: 10.1016/j.bbagen.2006.07.017. View

11.

Papaleo E, Saladino G, Lambrughi M, Lindorff-Larsen K, Gervasio F, Nussinov R . The Role of Protein Loops and Linkers in Conformational Dynamics and Allostery. Chem Rev. 2016; 116(11):6391-423. DOI: 10.1021/acs.chemrev.5b00623. View

12.

Sono M, Roach M, Coulter E, Dawson J . Heme-Containing Oxygenases. Chem Rev. 1996; 96(7):2841-2888. DOI: 10.1021/cr9500500. View

13.

Guengerich F . Intersection of the Roles of Cytochrome P450 Enzymes with Xenobiotic and Endogenous Substrates: Relevance to Toxicity and Drug Interactions. Chem Res Toxicol. 2016; 30(1):2-12. PMC: 5293730. DOI: 10.1021/acs.chemrestox.6b00226. View

14.

Nakagawa F . An epidemiological modelling study to estimate the composition of HIV-positive populations including migrants from endemic settings. AIDS. 2016; 31(3):417-425. DOI: 10.1097/QAD.0000000000001329. View

15.

Shumyantseva V, Kuzikov A, Masamrekh R, Bulko T, Archakov A . From electrochemistry to enzyme kinetics of cytochrome P450. Biosens Bioelectron. 2018; 121:192-204. DOI: 10.1016/j.bios.2018.08.040. View

16.

Brown S, Clastre M, Courdavault V, OConnor S . De novo production of the plant-derived alkaloid strictosidine in yeast. Proc Natl Acad Sci U S A. 2015; 112(11):3205-10. PMC: 4371906. DOI: 10.1073/pnas.1423555112. View

17.

Paddon C, Keasling J . Semi-synthetic artemisinin: a model for the use of synthetic biology in pharmaceutical development. Nat Rev Microbiol. 2014; 12(5):355-67. DOI: 10.1038/nrmicro3240. View

18.

Li D, Wu Y, Zhang C, Sun J, Zhou Z, Lu W . Production of Triterpene Ginsenoside Compound K in the Non-conventional Yeast Yarrowia lipolytica. J Agric Food Chem. 2019; 67(9):2581-2588. DOI: 10.1021/acs.jafc.9b00009. View

19.

Urlacher V, Girhard M . Cytochrome P450 Monooxygenases in Biotechnology and Synthetic Biology. Trends Biotechnol. 2019; 37(8):882-897. DOI: 10.1016/j.tibtech.2019.01.001. View

20.

Denisov I, Makris T, Sligar S, Schlichting I . Structure and chemistry of cytochrome P450. Chem Rev. 2005; 105(6):2253-77. DOI: 10.1021/cr0307143. View