NADPH-Cytochrome P450 Reductase: Molecular Cloning and Functional Characterization of Two Paralogs from Withania somnifera (L.) Dunal

PLoS ONE

Volumn 8, Issue 2, 2013, Pages

  Rana, Satiander ^a   Lattoo, Surrinder K ^a   Dhar, Niha ^a   Razdan, Sumeer ^a   Bhat, Wajid Waheed ^a   Dhar, Rekha S ^a   Vishwakarma, Ram ^a  

^a CSIR INDIAN INSTITUTE OF INTEGRATIVE MEDICINE   (India)

Author keywords

[No Author keywords available]

Indexed keywords

GLUTATHIONE TRANSFERASE; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE FERRIHEMOPROTEIN REDUCTASE; UNCLASSIFIED DRUG; WITHAFERIN A; WITHANOLIDE; WITHANOLIDE A;

ADAPTATION; AMPLICON; ARTICLE; BERRY; CONTROLLED STUDY; FLOWER; GENE EXPRESSION; GENETIC ANALYSIS; GENETIC VARIABILITY; GENOME ANALYSIS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HOST RESISTANCE; METABOLIC REGULATION; MOLECULAR CLONING; NONHUMAN; NUCLEOTIDE SEQUENCE; OPEN READING FRAME; PARALOGY; PHYLOGENETIC TREE; PLANT GENE; PLANT LEAF; PLANT ROOT; PLANT STEM; PLANT STRESS; PLANT TISSUE; PROTEIN FUNCTION; REAL TIME POLYMERASE CHAIN REACTION; SOUTHERN BLOTTING; SPECIES DIFFERENCE; TISSUE SPECIFICITY; TRANSCRIPTION REGULATION; WITHANIA SOMNIFERA; WITHANIA SOMNIFERA CPR1 GENE; WITHANIA SOMNIFERA CPR2 GENE;

AMINO ACID SEQUENCE; CLONING, MOLECULAR; DNA, COMPLEMENTARY; ESCHERICHIA COLI; GENE EXPRESSION; GENE EXPRESSION REGULATION, PLANT; ISOENZYMES; MODELS, MOLECULAR; MOLECULAR SEQUENCE DATA; NADPH-FERRIHEMOPROTEIN REDUCTASE; ORGAN SPECIFICITY; PHYLOGENY; PROTEIN CONFORMATION; SEQUENCE ALIGNMENT; WITHANIA; WITHANOLIDES;

EID: 84874308835     PISSN: None     EISSN: 19326203     Source Type: Journal    
DOI: 10.1371/journal.pone.0057068     Document Type: Article

References (57)

1. Lattoo SK, Dhar RS, Khan S, Bamotra S, Dhar AK, (2007) Temporal sexual maturation and incremental staminal movement encourages mixed mating in Withania somnifera- An insurance for reproductive success. Current Science 92: 1390-1399.
2. Rana S, Dhar N, Bhat WW, Razdan S, Khan S, et al. (2012) A 12-deoxywithastramonolide-rich somaclonal variant in Withania somnifera (L.) Dunal-molecular cytogenetic analysis and significance as a chemotypic resource. In Vitro Cellular & Developmental Biology-Plant: 1-9.
3. Mishra LC, Singh BB, Dagenais S, (2000) Scientific basis for the therapeutic use of Withania somnifera (ashwagandha): a review. Alternative medicine review: a journal of clinical therapeutic 5: 334-346.
4. Kulkarni SK, Dhir A, (2008) Withania somnifera: An Indian ginseng. Progress in Neuro-Psychopharmacology & Biological Psychiatry 32: 1093-1105.
5. Jayaprakasam B, Padmanabhan K, Nair M, (2010) Withanamides in Withania somnifera Fruit Protect PC-12 Cells from beta-Amyloid Responsible for Alzheimer's Disease. Phytotherapy Research 24: 859-863.
6. Elsakka M, Grigorescu E, Stanescu U, Dorneanu V, (1990) New data referring to chemistry of Withania somnifera species. Revista medico-chirurgicala a Societatii de Medici si Naturalisti din Iasi 94: 385-387.
7. Mirjalili MH, Moyano E, Bonfill M, Cusido RM, Palazon J (2009) Steroidal lactones from Withania somnifera, an ancient plant for novel medicine. Molecules. Switzerland. 2373-2393.
8. Hahm ER, Moura MB, Kelley EE, Van Houten B, Shiva S, et al. (2011) Withaferin A-Induced Apoptosis in Human Breast Cancer Cells Is Mediated by Reactive Oxygen Species. Plos One 6.
9. Kaileh M, Vanden Berghe W, Heyerick A, Horion J, Piette J, et al. (2007) Withaferin A strongly elicits I kappa B kinase beta hyperphosphorylation concomitant with potent inhibition of its kinase activity. Journal of Biological Chemistry 282: 4253-4264.
10. Koduru S, Kumar R, Srinivasan S, Evers MB, Damodaran C, (2010) Notch-1 Inhibition by Withaferin-A: A Therapeutic Target against Colon Carcinogenesis. Molecular Cancer Therapeutics 9: 202-210.
11. Kuzuyama T, (2002) Mevalonate and nonmevalonate pathways for the biosynthesis of isoprene units. Bioscience, biotechnology, and biochemistry 66: 1619-1627.
12. Chaurasiya N, Sangwan N, Sabir F, Misra L, Sangwan R, (2012) Withanolide biosynthesis recruits both mevalonate and DOXP pathways of isoprenogenesis in Ashwagandha Withania somnifera L. (Dunal). Plant Cell Reports 31: 1889-1897.
13. Guengerich FP, (2001) Common and uncommon cytochrome P450 reactions related to metabolism and chemical toxicity. Chemical Research in Toxicology 14: 611-650.
14. Hrycay EG, Bandiera SM, (2012) The monooxygenase, peroxidase, and peroxygenase properties of cytochrome P450. Archives of Biochemistry and Biophysics 522: 71-89.
15. Nelson DR, Schuler MA, Paquette SM, Werck-Reichhart D, Bak S, (2004) Comparative genomics of rice and Arabidopsis. Analysis of 727 cytochrome P450 genes and pseudogenes from a monocot and a dicot. Plant Physiology 135: 756-772.
16. Simmons DL, Lalley PA, Kasper CB, (1985) Chromosomal assignments of genes coding for components of the mixed-function oxidase system in mice. Genetic localization of the cytochrome P-450PCN and P-450PB gene families and the nadph-cytochrome P-450 oxidoreductase and epoxide hydratase genes. The Journal of biological chemistry 260: 515-521.
17. Huang FC, Sung PH, Do YY, Huang PL (2012) Differential expression and functional characterization of the NADPH cytochrome P450 reductase genes from Nothapodytes foetida. Plant Sci. Ireland: 2012 Elsevier Ireland Ltd. 16-23.
18. Ro D, Ehlting J, Douglas C, (2002) Cloning, functional expression, and subcellular localization of multiple NADPH-cytochrome P450 reductases from hybrid poplar. Plant Physiology 130: 1837-1851.
19. Koopmann E, Hahlbrock K, (1997) Differentially regulated NADPH: cytochrome P450 oxidoreductases in parsley. Proceedings of the National Academy of Sciences of the United States of America 94: 14954-14959.
20. Benveniste I, Lesot A, Hasenfratz MP, Kochs G, Durst F, (1991) Multiple forms of NADPH-cytochrome P450 reductase in higher plants. Biochem Biophys Res Commun 177: 105-112.
21. Mizutani M, Ohta D, (1998) Two isoforms of NADPH: cytochrome P450 reductase in Arabidopsis thaliana- Gene structure, heterologous expression in insect cells, and differential regulation. Plant Physiology 116: 357-367.
22. Schwarz H, Liu B, Peters S, Barillas W, Beerhues L, (2009) Purification, cDNA cloning and functional expression of NADPH-cytochrome P450 reductase from Centaurium erythraea cell cultures. Plant Biol (Stuttg) 11: 300-306.
23. Yang CQ, Lu S, Mao YB, Wang LJ, Chen XY, (2010) Characterization of two NADPH: Cytochrome P450 reductases from cotton (Gossypium hirsutum). Phytochemistry 71: 27-35.
24. Eberle D, Ullmann P, Werck-Reichhart D, Petersen M, (2009) cDNA cloning and functional characterisation of CYP98A14 and NADPH:cytochrome P450 reductase from Coleus blumei involved in rosmarinic acid biosynthesis. Plant Mol Biol 69: 239-253.
25. Shet MS, Sathasivan K, Arlotto MA, Mehdy MC, Estabrook RW, (1993) Purification, characterization, and cDNA cloning of an NADPH-cytochrome P450 reductase from mung bean. Proc Natl Acad Sci U S A 90: 2890-2894.
26. Rosco A, Pauli HH, Priesner W, Kutchan TM, (1997) Cloning and heterologous expression of NADPH-cytochrome P450 reductases from the Papaveraceae. Arch Biochem Biophys 348: 369-377.
27. Jennewein S, Park H, DeJong JM, Long RM, Bollon AP, et al. (2005) Coexpression in yeast of Taxus cytochrome P450 reductase with cytochrome P450 oxygenases involved in Taxol biosynthesis. Biotechnol Bioeng 89: 588-598.
28. Werck-Reichhart D, Hehn A, Didierjean L, (2000) Cytochromes P450 for engineering herbicide tolerance. Trends Plant Sci 5: 116-123.
29. Feldmann KA, (2001) Cytochrome P450s as genes for crop improvement. Curr Opin Plant Biol 4: 162-167.
30. Bhat WW, Lattoo SK, Razdan S, Dhar N, Rana S, et al. (2012) Molecular cloning, bacterial expression and promoter analysis of squalene synthase from Withania somnifera (L.) Dunal. Gene 499: 25-36.
31. Duan H, Schuler M, (2006) Heterologous expression and strategies for encapsulation of membrane-localized plant P450s. Phytochemistry Reviews 5: 507-523.
32. Schuler MA, Werck-Reichhart D, (2003) Functional genomics of P450s. Annual Review of Plant Biology 54: 629-667.
33. Larkin MA, Blackshields G, Brown NP, Chenna R, McGettigan PA, et al. (2007) Clustal W and clustal X version 2.0. Bioinformatics 23: 2947-2948.
34. Geourjon C, Deleage G, (1995) SOPMA: significant improvements in protein secondary structure prediction by consensus prediction from multiple alignments. Comput Appl Biosci 11: 681-684.
35. Kelley LA, Sternberg MJE, (2009) Protein structure prediction on the Web: a case study using the Phyre server. Nature Protocols 4: 363-371.
36. Wass MN, Kelley LA, Sternberg MJE, (2010) 3DLigandSite: predicting ligand-binding sites using similar structures. Nucleic Acids Research 38: W469-W473.
37. Sambrook J, Russell DW (2001) Molecular Cloning: A Laboratory Manual: Cold Spring Harbor Laboratory Press.
38. Dhar RS, Verma V, Suri KA, Sangwan RS, Satti NK, et al. (2006) Phytochemical and genetic analysis in selected chemotypes of Withania somnifera. Phytochemistry 67: 2269-2276.
39. Urban P, Mignotte C, Kazmaier M, Delorme F, Pompon D, (1997) Cloning, yeast expression, and characterization of the coupling of two distantly related Arabidopsis thaliana NADPH-cytochrome P450 reductases with P450 CYP73A5. J Biol Chem 272: 19176-19186.
40. McLean KJ, Sabri M, Marshall KR, Lawson RJ, Lewis DG, et al. (2005) Biodiversity of cytochrome P450 redox systems. Biochemical Society Transactions 33: 796-801.
41. Varadarajan J, Guilleminot J, Saint-Jore-Dupas C, Piegu B, Chaboute M, et al. (2010) ATR3 encodes a diflavin reductase essential for Arabidopsis embryo development. New Phytologist 187: 67-82.
42. Mizutani M, Ohta D, (2010) Diversification of P450 genes during land plant evolution. Annu Rev Plant Biol 61: 291-315.
43. Jensen K, Moller B, (2010) Plant NADPH-cytochrome P450 oxidoreductases. Phytochemistry 71: 132-141.
44. Smith G, Tew D, Wolf C, (1994) Dissection of NADPH-cytochrome P450 oxidoreductase into distinct functional domains. Proceedings of the National Academy of Sciences of the United States of America 91: 8710-8714.
45. Shen A, Kasper C, (1993) Role of Acidic Residues in the Interaction of Nadph-Cytochrome-P450 Oxidoreductase with Substrates. Protein Engineering 6: 50-50.
46. Wang M, Roberts D, Paschke R, Shea T, Masters B, et al. (1997) Three-dimensional structure of NADPH-cytochrome P450 reductase: Prototype for FMN- and FAD-containing enzymes. Proceedings of the National Academy of Sciences of the United States of America 94: 8411-8416.
47. Sevrioukova I, Li H, Zhang H, Peterson J, Poulos T, (1999) Structure of a cytochrome P450-redox partner electron-transfer complex. Proceedings of the National Academy of Sciences of the United States of America 96: 1863-1868.
48. Hubbard P, Shen A, Paschke R, Kasper C, Kim J, (2001) NADPH-cytochrome P450 oxidoreductase- Structural basis for hydride and electron transfer. Journal of Biological Chemistry 276: 29163-29170.
49. Aigrain L, Pompon D, Truan G, Morera S, (2009) Cloning, purification, crystallization and preliminary X-ray analysis of a chimeric NADPH-cytochrome P450 reductase. Acta Crystallographica Section F-Structural Biology and Crystallization Communications 65: 210-212.
50. Andersen J, Utermohlen J, Feyereisen R, (1994) Expression of house-fly cyp6a1 and NADPH-cytochrome P450 reductase in Escherichia coli and reconstitution of an insecticide-metabolizing P450 system. Biochemistry 33: 2171-2177.
51. Pritchard M, Glancey M, Blake J, Gilham D, Burchell B, et al. (1998) Functional co-expression of CYP2D6 and human NADPH-cytochrome P450 reductase in Escherichia coli. Pharmacogenetics 8: 33-42.
52. Pal S, Singh S, Shukla AK, Gupta MM, Khanuja SPS, et al. (2011) Comparative withanolide profiles, gene isolation, and differential gene expression in the leaves and roots of Withania somnifera. Journal of Horticultural Science & Biotechnology 86: 391-397.
53. Wasternack C, Parthier B, (1997) Jasmonate-signalled plant gene expression. Trends in Plant Science 2: 302-307.
54. Lamb C, Dixon RA, (1997) The oxidative burst in plant disease resistance. Annu Rev Plant Physiol Plant Mol Biol 48: 251-275.
55. Lee MH, Jeong JH, Seo JW, Shin CG, Kim YS, et al. (2004) Enhanced triterpene and phytosterol biosynthesis in Panax ginseng overexpressing squalene synthase gene. Plant Cell Physiol. Japan. 976-984.
56. Kim OT, Kim SH, Ohyama K, Muranaka T, Choi YE, et al. (2010) Upregulation of phytosterol and triterpene biosynthesis in Centella asiatica hairy roots overexpressed ginseng farnesyl diphosphate synthase. Plant Cell Rep 29: 403-411.
57. Razdan S, Bhat W, Rana S, Dhar N, Lattoo S, et al. (2012) Molecular characterization and promoter analysis of squalene epoxidase gene from Withania somnifera (L.) Dunal. Molecular Biology Reports: 1-12.