Characterization and application of fusidane antibiotic biosynethsis enzyme 3-ketosteroid-Δ1-dehydrogenase in steroid transformation

Applied Microbiology and Biotechnology

Volumn 96, Issue 1, 2012, Pages 133-142

  Chen, Miao Miao ^a   Wang, Feng Qing ^a   Lin, Liang Cai ^a   Yao, Kang ^a   Wei, Dong Zhi ^a  

^a EAST CHINA UNIVERSITY OF SCIENCE AND TECHNOLOGY   (China)

Author keywords

1,4 Androstadiene 3,17 dione; 3 Ketosteroid 1 dehydrogenase; 4 Androstene 3,17 dione; Boldenone; Steroid transformation; Steroidal antibiotic fusidanes

Indexed keywords

1,4-ANDROSTADIENE-3,17- DIONE; 4-ANDROSTENE-3 ,17-DIONE; BOLDENONE; STEROID TRANSFORMATION; STEROIDAL ANTIBIOTIC FUSIDANES;

AMINO ACIDS; ANTIBIOTICS; ASPERGILLUS; CYTOLOGY; DEHYDROGENATION; ESCHERICHIA COLI; GENETIC ENGINEERING;

ENZYMES;

3 KETOSTEROID DELTA 1 DEHYDROGENASE; AMINO ACID; ANDROSTENEDIONE; ANTIBIOTIC AGENT; BOLDENONE; BOLDIONE; FUSIDANE; OXIDOREDUCTASE; POLYPEPTIDE; STEROID; TESTOSTERONE 17BETA DEHYDROGENASE; UNCLASSIFIED DRUG;

ALCOHOL; AMINO ACID; ANTIBIOTICS; BACTERIUM; ENZYME ACTIVITY; GENE EXPRESSION; PEPTIDE; PROTEIN; RECOMBINATION; STEROID; TRANSFORMATION; YEAST;

ANTIBIOTIC BIOSYNTHESIS; ARTICLE; ASPERGILLUS FUMIGATUS; CATALYSIS; CYTOPLASM; ENZYME ACTIVITY; ESCHERICHIA COLI; NONHUMAN; PICHIA PASTORIS; PROTEIN EXPRESSION;

ASPERGILLUS FUMIGATUS; BIOTRANSFORMATION; CELL MEMBRANE; CHLOROFLEXI; CYTOPLASM; ESCHERICHIA COLI; GENE EXPRESSION; OXIDOREDUCTASES; PICHIA; SEQUENCE ALIGNMENT; SEQUENCE HOMOLOGY, AMINO ACID; STEROIDS;

ASPERGILLUS FUMIGATUS; ESCHERICHIA COLI; PICHIA PASTORIS; THERMOMICROBIUM ROSEUM DSM 5159;

EID: 84866034908     PISSN: 01757598     EISSN: 14320614     Source Type: Journal    
DOI: 10.1007/s00253-011-3855-5     Document Type: Article

References (28)

1. Abul-hajj YJ (1972) Stereochemistry of C-l,2 dehydrogenation of 5β-pregnane-3,11,20-trione by Septomyxa affinis. J Biol Chem 247:689-691
2. Atrat P, Hösel P, Richter W, Meyer H, Hörhold C (1991) Interactions of Mycobacterium fortuitum with solid sterol substrate particles. J Basic Microb 31:413-422
3. 1-dehydrogenase, a flavoprotein catalyzing the second step in anoxic cholesterol metabolism. Appl Environ Microbiol 74:107-113
4. Choi KP, Molnar IJ, Yamashita M (1995) Purification and characterization of the 3-ketosteroid-Δ1-dehydrogenase of Arthrobacter simplex produced in Streptomyces lividans. J Biochem 117(5):1043-1049
5. Donova MV (2007) Transformation of steroids by actinobacteria: a review. Appl Biochem Microbiol 43:1-14
6. Donova MV, Egorova OV, Nikolayeva VM (2005) Steroid 17β-reduction by microorganisms: a review. Process Biochem 40:2253-2262
7. Fernandes P, Cruz A, Angelova B, Pinheiro HM, Cabral JMS (2003) Microbial conversion of steroid compounds: recent developments. Enzyme Microb Tech 32:688-705
8. 4(5α)-dehydrogenase: gene and protein characterization. J Bacteriol 178:3322-3330
9. Freigassner M, Pichler H, Glieder A (2009) Tuning microbial hosts for membrane protein production. Microb Cell Fact 8:69
10. Handumrongkul C, Ma DP, Silva JL (1998) Cloning and expression of Candida guilliermindii xylose reductase gene (xyll) in Pichia pastoris. Appl Microbiol Biotechnol 49:399-404
11. Itagaki E, Matushita H, Hata T (1990) The enzymatic transformation of water-insoluble reactants in nonaqueous solvents. Conversion of cholesterol to cholest-4-ene-3-one by a Nocardia sp. J Biochem 108:122-127
12. Larkin MA, Blackshields G, Brown NP, Chenna R, McGettigan PA, McWilliam H, Valentin F, Wallace IM, Wilm A, Lopez R, Thompson JD, Gibson TJ, Higgins DG (2007) Clustal W and Clustal X version 2.0. Bioinformatics 23:2947-2948
13. 1-dehydrogenase from Arthrobacter simplex in Bacillus subtilis. Lett Appl Microbiol 44:563-568
14. Linares DM, Geertsma ER, Poolman B (2010) Evolved Lactococcus lactis strains for enhanced expression of recombinant membrane proteins. J Mol Biol 40:45-55
15. Lodeiro S, Xiong Q, Wilson WK, Ivanova Y, Smith ML, May GS, Matsuda SPT (2009) Protostadienol biosynthesis and metabolism in the pathogenic fungus Aspergillus fumigatus. Org Lett 11:1241-1244
16. Malaviya A, Gomes J (2008) Androstenedione production by biotransformation of phytosterols. Biores Technol 99:6725-6737
17. Mitsuguchi H, Seshime Y (2009) Biosynthesis of steroidal antibiotic fusidanes: functional analysis of oxidosqualene cyclase and subsequent tailoring enzymes from Aspergillus fumigatus. J Am Chem Soc 131:6402-6411
18. 5-isomerase and a hypothetical regulatory protein. Mol Microbiol 15:895-905
19. 1- dehydrogenase of Rhodococcus rhodochrous sequencing of the genomic DNA and hyperexpression purification, and characterization of the recombinant enzyme. J Biochem 124:1026-1032
20. Nierman WC, Pain A, Anderson MJ, Wortman JR, Kim HS, Arroyo J, Berriman M, Abe K, Archer DB, Bermejo C, Bennett J, Bowyer P, Chen D, Collins M, Coulsen R, Davies R, Dyer PS, Farman M, Fedorova N, Fedorova N, Feldblyum TV, Fischer R, Fosker N, Fraser A, García JL, García MJ, Goble A, Goldman GH, Gomi K, Griffith-Jones S, Gwilliam R, Haas B, Haas H, Harris D, Horiuchi H, Huang J, Humphray S, Jiménez J, Keller N, Khouri H, Kitamoto K, Kobayashi T, Konzack S, Kulkarni R, Kumagai T, Lafton A, Latgé JP, Li W, Lord A, Lu C, Majoros WH, May GS, Miller BL, Mohamoud Y, Molina M, Monod M, Mouyna I, Mulligan S, Murphy L, O'Neil S, Paulsen I, Peñalva MA, Pertea M, Price C, Pritchard BL, Quail MA, Rabbinowitsch E, Rawlins N, Rajandream MA, Reichard U, Renauld H, Robson GD, Córdoba SR, Rodríguez-Peña JM, Ronning CM, Rutter S, Salzberg SL, Sanchez M, Sánchez-Ferrero JC, Saunders D, Seeger K, Squares R, Squares S, Takeuchi M, Tekaia F, Turner G, Aldana CRV, Weidman J, White O, Woodward J, Yu JH, Fraser C, Galagan JE, Asai K, Machida M, Hall N, Barrell B, Denning DW (2005) Genomic sequence of the pathogenic and allergenic filamentous fungus Aspergillus fumigatus. Nature 438:1151-1156
21. 1-dehydrogenase. J Bacteriol 9:7210-7219
22. Rajkhowa RC, Goswami P, Singh HD (2000) Mode of uptake of sterol by Arthrobacter simplex. World J Microb Biotech 16:63-68
23. Sih CJ, Bennet RE (1962) Steroid 1-dehydrogenase of Nocardia restrictus. Biochim Biophys Acta 56:584-592
24. Szentirmai A (1990) Microbial physiology of sidechain degradation of sterols. J Ind Microbiol 6:101-116
25. 1-dehydrogenase isoenzyme. Microbiol 148:3285-3292
26. Wagner M, Atrat PG, Wagner B, Hanemann V, Clark-Curtiss JE (1992) Overexpression of a Rhodococcus erythropolis protein in Escherichia coli with immunological identity to the Rhodococcus steroid-1-dehydrogenase. Immunoelectron microscopic localization and electrophoretic studies. J Basic Microbiol 32:269-277
27. Wei W, Wang F, Fan S, Wei D (2010) Inactivation and augmentation of the primary 3-ketosteroid-Δ1-dehydrogenase in Mycobacterium neoaurum NwIB-01: biotransformation of soybean phytosterols to 4-androstene-3,17-dione or 1,4-androstadiene-3,17-dione. Appl Environ Microbiol 76:4578-4582
28. Wierenga RK, Terpstra P, Hoi WGJ (1986) Prediction of the occurrence of the ADP-binding flap-fold in proteins, using amino acid sequence fingerprint. J Mol Biol 187:101-107