Novel L-cysteine-dependent maleylpyruvate isomerase in the gentisate pathway of Paenibacillus sp. strain NyZ101

Journal of Bacteriology

Volumn 194, Issue 15, 2012, Pages 3987-3994

  Liu, Ting Ting ^a   Zhou, Ning Yi ^a  

^a WUHAN INSTITUTE OF VIROLOGY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

3 HYDROXYBENZOIC ACID; CYSTEINE; GENTISIC ACID; ISOMERASE; MALEYLPYRUVATE ISOMERASE BAGL; NICKEL; UNCLASSIFIED DRUG;

ARTICLE; BACTERIAL GENE; BACTERIAL STRAIN; BACTERIUM ISOLATE; BIODEGRADATION; CATABOLISM; ENZYME ACTIVITY; ENZYME ANALYSIS; GENE IDENTIFICATION; GENE SEQUENCE; NONHUMAN; NUCLEOTIDE SEQUENCE; PAENIBACILLUS; PAENIBACILLUS NYZ101; PRIORITY JOURNAL; PROTEIN FUNCTION; REACTION ANALYSIS; SEQUENCE ANALYSIS; SEQUENCE HOMOLOGY;

CHROMATOGRAPHY, GEL; CIS-TRANS-ISOMERASES; CLONING, MOLECULAR; CYSTEINE; DNA, BACTERIAL; GENE ORDER; GENTISATES; HYDROXYBENZOIC ACIDS; KINETICS; METABOLIC NETWORKS AND PATHWAYS; MODELS, MOLECULAR; MOLECULAR SEQUENCE DATA; PAENIBACILLUS; PROTEIN MULTIMERIZATION; RECOMBINANT PROTEINS; SEQUENCE ANALYSIS, DNA;

NEGIBACTERIA; PAENIBACILLUS SP.; POSIBACTERIA;

EID: 84866334421     PISSN: 00219193     EISSN: 10985530     Source Type: Journal    
DOI: 10.1128/JB.00050-12     Document Type: Article

References (46)

1. Arnold K, Bordoli L, Kopp J, Schwede T. 2006. The SWISS-MODEL workspace: a web-based environment for protein structure homology modeling. Bioinformatics. 22:195-201.
2. Bayly RC, Chapman PJ, Dagley S, Diberardino D. 1980. Purification and some properties of maleylpyruvate hydrolase and fumarylpyruvate hydrolase from Pseudomonas alcaligenes. J. Bacteriol. 143:70-77.
3. Beharry Z, Palzkill T. 2005. Functional analysis of active site residues of the fosfomycin resistance enzyme FosA from Pseudomonas aeruginosa. J. Biol. Chem. 280:17786-17791.
4. Bernat BA, Laughlin LT, Armstrong RN. 1997. Fosfomycin resistance protein (FosA) is a manganese metalloglutathione transferase related to glyoxalase I and the extradiol dioxygenases. Biochemistry 36:3050-3055.
5. Board PG, Baker RT, Chelvanayagam G, Jermiin LS. 1997. Zeta, a novel class of glutathione transferases in a range of species from plants to humans. Biochem. J. 328(Pt 3):929-935.
6. Bradford MM. 1976. A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. Anal. Biochem. 72:248-254.
7. Cao M, Bernat BA, Wang Z, Armstrong RN, Helmann JD. 2001. FosB, a cysteine-dependent fosfomycin resistance protein under the control of sigma(W), an extracytoplasmic-function sigma factor in Bacillus subtilis. J. Bacteriol. 183:2380-2383.
8. Clark JS, Buswell JA. 1979. Catabolism of gentisic acid by two strains of Bacillus stearothermophilus. J. Gen. Microbiol.. 112:191-195.
9. Cooper DR, Grelewska K, Kim CY, Joachimiak A, Derewenda ZS. 2010. The structure of DinB from Geobacillus stearothermophilus: a representative of a unique four-helix-bundle superfamily. Acta Crystallogr. Sect F Struct. Biol. Crystallogr. Commun. 66:219-224.
10. Crawford RL. 1975. Degradation of 3-hydroxybenzoate by bacteria of the genus Bacillus. Appl. Microbiol.. 30:439-444.
11. Crawford RL. 1976. Pathways of 4-hydroxybenzoate degradation among species of Bacillus. J. Bacteriol. 127:204-210.
12. Crawford RL, Frick TD. 1977. Rapid spectrophotometric differentiation between glutathione-dependent and glutathione-independent gentisate and homogentisate pathways. Appl. Environ. Microbiol. 34:170-174.
13. Crawford RL, Olson PE. 1979. Catabolism of 2-hydroxybenzoate by Bacillus species. FEMS Microbiol. Lett.. 5:193-195.
14. Fahey RC. 2001. Novel thiols of prokaryotes. Annu. Rev. Microbiol.. 55:333-356.
15. Fahey RC, Brown WC, Adams WB, Worsham MB. 1978. Occurrence of glutathione in bacteria. J. Bacteriol. 133:1126-1129.
16. Feng J, et al. 2006. The gene ncgl2918 encodes a novel maleylpyruvate isomerase that needs mycothiol as cofactor and links mycothiol biosynthesis and gentisate assimilation in Corynebacterium glutamicum. J. Biol. Chem. 281:10778-10785.
17. Fuenmayor SL, Wild M, Boyes AL, Williams PA. 1998. A gene cluster encoding steps in conversion of naphthalene to gentisate in Pseudomonas sp. strain U2. J. Bacteriol.. 180:2522-2530.
18. Goetz FE, Harmuth LJ. 1992. Gentisate pathway in Salmonella typhimurium: metabolism of m-hydroxybenzoate and gentisate. FEMS Microbiol. Lett.. 76:45-49.
19. Hagedorn SR, Bradley G, Chapman PJ. 1985. Glutathione-independent isomerization of maleylpyruvate by Bacillus megaterium and other grampositive bacteria. J. Bacteriol.. 163:640-647.
20. Hopper DJ, Chapman PJ, Dagley S. 1968. Enzymic formation of Dmalate. Biochem. J.. 110:798-800.
21. Jeon CO, Park M, Ro HS, Park W, Madsen EL. 2006. The naphthalene catabolic (nag) genes of Polaromonas naphthalenivorans CJ2: evolutionary implications for two gene clusters and novel regulatory control. Appl. Environ. Microbiol. 72:1086-1095.
22. Jones DC, Cooper RA. 1990. Catabolism of 3-hydroxybenzoate by the gentisate pathway in Klebsiella pneumoniae M5a1. Arch. Microbiol. 154: 489-495.
23. Laapoh C, Bayly RC. 1980. Evidence for isofunctional enzymes used in meta-cresol and 2,5-xylenol degradation via the gentisate pathway in Pseudomonas alcaligenes. J. Bacteriol.. 143:59-69.
24. Lack L. 1961. Enzymic cis-trans isomerization of maleylpyruvic acid. J. Biol. Chem.. 236:2835-2840.
25. Lack L. 1959. The enzymic oxidation of gentisic acid. Biochim, Biophys, Acta. 34:117-123.
26. Larkin MJ, Day MJ. 1986. The metabolism of carbaryl by three bacterial isolates, Pseudomonas s. (NCIB 12042 and 12043) and Rhodococcus sp. (NCIB 12038) from garden soil. J. Appl. Bacteriol.. 60:233-242.
27. Liu DQ, Liu H, Gao XL, Leak DJ, Zhou NY. 2005. Arg169 is essential for catalytic activity of 3-hydroxybenzoate 6-hydroxylase from Klebsiella pneumoniae M5a1. Microbiol. Res.. 160:53-59.
28. Liu TT, et al. 2010. Functional characterization of a gene cluster involved in gentisate catabolism in Rhodococcus sp. strain NCIMB 12038. Appl. Microbiol. Biotechnol.
29. -δδCT method. Methods 25: 402-408.
30. Marsh M, et al. 2008. Structure of bacterial glutathione S-transferase maleyl pyruvate isomerase and implications for mechanism of isomerization. J. Mol. Biol.. 384:165-177.
31. Newton GL, et al. 1996. Distribution of thiols in microorganisms: mycothiol is a major thiol in most actinomycetes. J. Bacteriol. 178:1990-1995.
32. Newton GL, Leung SS, Wakabayashi JI, Rawat M, Fahey RC. 2011. The DinB superfamily includes novel mycothiol, bacillithiol, and glutathione S-transferases. Biochemistry. 50:10751-10760.
33. Quevillon E, et al. 2005. InterProScan: protein domains identifier. Nucleic Acids Res. 33:W116-W120.
34. Rajan SS, Yang XJ, Shuvalova L, Collart F, Anderson WF. 2004. YfiT from Bacillus subtilis is a probable metal-dependent hydrolase with an unusual four-helix bundle topology. Biochemistry. 43:15472-15479.
35. Robson ND, Parrott S, Cooper RA. 1996. In vitro formation of a catabolic plasmid carrying Klebsiella pneumoniae DNA that allows growth of Escherichia coli K-12 on 3-hydroxybenzoate. Microbiology. 142:2115-2120.
36. Shen XH, Jiang CY, Huang Y, Liu ZP, Liu SJ. 2005. Functional identification of novel genes involved in the glutathione-independent gentisate pathway in Corynebacterium glutamicum. App. Environ. Microbiol.. 71:3442-3452.
37. Siebert PD, Chenchik A, Kellogg DE, Lukyanov KA, Lukyanov SA. 1995. An improved PCR method for walking in uncloned genomic DNA. Nucleic Acids Res.. 23:1087-1088.
38. Suzuki H, Hashimoto W, Kumagai H. 1999. Glutathione metabolism in Escherichia coli. J. Mol. Catal. B Enzymol.. 6:175-184.
39. Tamura K, et al. 2011. MEGA5: molecular evolutionary genetics analysis using maximum likelihood, evolutionary distance, and maximum parsimony methods. Mol. Biol. Evol.. 28:2731-2739.
40. Wang LH, Hamzah RY, Yu Y, Tu SC. 1987. Pseudomonas cepacia 3-hydroxybenzoate 6-hydroxylase: induction, purification, and characterization. Biochemistry 26:1099-1104.
41. Wang R, et al. 2007. Crystal structures and site-directed mutagenesis of a mycothiol-dependent enzyme reveal a novel folding and molecular basis for mycothiol-mediated maleylpyruvate isomerization. J. Biol. Chem. 282:16288-16294.
42. Woodcock DM, et al. 1989. Quantitative evaluation of Escherichia coli host strains for tolerance to cytosine methylation in plasmid and phage recombinants. Nucleic Acids Res. 17:3469-3478.
43. Ye J, McGinnis S, Madden TL. 2006. BLAST: improvements for better sequence analysis. Nucleic Acids Res. 34:W6-W9.
44. Zhang JJ, Liu H, Xiao Y, Zhang XE, Zhou NY. 2009. Identification and characterization of catabolic para-nitrophenol 4-monooxygenase and para-benzoquinone reductase from Pseudomonas sp. strain WBC-3. J. Bacteriol.. 191:2703-2710.
45. Zhou NY, Fuenmayor SL, Williams PA. 2001. nag genes of Ralstonia (formerly Pseudomonas) sp. strain U2 encoding enzymes for gentisate catabolism. J. Bacteriol. 183:700-708.
46. Zhuang Z, Song F, Takami H, Dunaway-Mariano D. 2003. The BH1999 protein of Bacillus halodurans C-125 is gentisyl-coenzyme A thioesterase. J. Bacteriol.. 186:393-399.