Home LiteratureArticle Details
PMID: 8407823 Published · ppublish English Journal Article Research Support, Non-U.S. Gov't

Dibenzofuran 4,4a-dioxygenase from Sphingomonas sp. strain RW1: angular dioxygenation by a three-component enzyme system.

Journal of bacteriology ·Vol. 175 ·No. 20 ·1993-10-00 ·Pages 6467-75

Bünz PV, Cook AM

Abstract

Sphingomonas sp. strain RW1 synthesized a constitutive enzyme system that oxygenated dibenzofuran (DBF) to 2,2',3-trihydroxybiphenyl (THB). We purified this dibenzofuran 4,4a-dioxygenase system (DBFDOS) and found it to consist of four components which catalyzed three activities. Two isofunctional, monomeric flavoproteins (components A1 and A2; M(r) of about 44,000) transferred electrons from NADH to the second component (B; M(r) of about 12,000), a ferredoxin, which transported electrons to the heteromultimeric (alpha 2 beta 2) oxygenase component (C; M(r) of alpha, 45,000; M(r) of beta, 23,000). DBFDOS consumed 1 mol each of NADH, O2, and DBF, which was dioxygenated to about 1 mol of THB; no intermediate was observed. The reaction was thus the dioxygenation of DBF at the 4 and 4a positions to give a diene-diol-hemiacetal which rearomatized by spontaneous loss of a phenolate group to form THB. Components A1 and A2 each reduced dichlorophenolindophenol but had negligible activity with cytochrome c; each lost the yellow color, observed to be flavin adenine dinucleotide, upon purification. Component B, which transported electrons to the oxygenase or cytochrome c, had an N-terminal amino acid sequence with high homology to the putidaredoxin of cytochrome P-450cam. The oxygenase had the UV spectrum of a Rieske iron-sulfur center. We presume DBFDOS to be a class IIA dioxygenase system (EC 1.14.12.-), functionally similar to pyrazon dioxygenase.

MeSH Terms
Amino Acid Sequence Bacteria/enzymology Benzofurans/metabolism Ferredoxins/chemistry Molecular Sequence Data Oxidation-Reduction Oxidoreductases/metabolism Oxygenases/metabolism Sequence Homology, Amino Acid Substrate Specificity
Chemicals
Benzofurans Ferredoxins dibenzofuran Oxidoreductases Oxygenases
Authors & Affiliations
2 authors, click to expand affiliations / ORCID
Bünz P V
Institute of Microbiology, Swiss Federal Institute of Technology, Zürich.
Cook A M
References (21)
21 references, click to expand
  1. Phthalate dioxygenase reductase: a modular structure for electron transfer from pyridine nucleotides to [2Fe-2S].
    Science. 1992 Dec 4;258(5088):1604-10 PMID: 1280857
  2. Purification and properties of pyrazon dioxygenase from pyrazon-degrading bacteria.
    Eur J Biochem. 1977 Mar 15;74(1):89-97 PMID: 15833
  3. Cleavage of structural proteins during the assembly of the head of bacteriophage T4.
    Nature. 1970 Aug 15;227(5259):680-5 PMID: 5432063
  4. 4-Toluene sulfonate methyl-monooxygenase from Comamonas testosteroni T-2: purification and some properties of the oxygenase component.
    J Bacteriol. 1991 Jun;173(12):3741-8 PMID: 2050632
  5. 4-Sulphobenzoate 3,4-dioxygenase. Purification and properties of a desulphonative two-component enzyme system from Comamonas testosteroni T-2.
    Biochem J. 1991 Mar 15;274 ( Pt 3):833-42 PMID: 2012609
  6. Functional and evolutionary relationships among diverse oxygenases.
    Annu Rev Microbiol. 1992;46:565-601 PMID: 1444267
  7. Purification and some properties of component A of the 4-chlorophenylacetate 3,4-dioxygenase from Pseudomonas species strain CBS.
    J Biol Chem. 1986 Sep 25;261(27):12883-8 PMID: 3745216
  8. Putidaredoxin reductase and putidaredoxin. Cloning, sequence determination, and heterologous expression of the proteins.
    J Biol Chem. 1990 Apr 15;265(11):6066-73 PMID: 2180940
  9. Tricine-sodium dodecyl sulfate-polyacrylamide gel electrophoresis for the separation of proteins in the range from 1 to 100 kDa.
    Anal Biochem. 1987 Nov 1;166(2):368-79 PMID: 2449095
  10. Enzymatic -oxidation. VI. Isolation of homogeneous reduced diphosphopyridine nucleotide-rubredoxin reductase.
    J Biol Chem. 1972 Apr 10;247(7):2109-16 PMID: 4335861
  11. Dioxygenolytic cleavage of aryl ether bonds: 1,10-dihydro-1,10-dihydroxyfluoren-9-one, a novel arene dihydrodiol as evidence for angular dioxygenation of dibenzofuran.
    FEMS Microbiol Lett. 1989 Nov;53(1-2):205-9 PMID: 2612886
  12. Metabolism of Dibenzofuran by Pseudomonas sp. Strain HH69 and the Mixed Culture HH27.
    Appl Environ Microbiol. 1990 Apr;56(4):1148-56 PMID: 16348159
  13. 3-(2-hydroxyphenyl)catechol as substrate for proximal meta ring cleavage in dibenzofuran degradation by Brevibacterium sp. strain DPO 1361.
    J Bacteriol. 1991 Mar;173(6):1932-7 PMID: 2001996
  14. On the mechanism of dehydrogenation of fatty acyl derivatives of coenzyme A. VI. Isolation and properties of stable enzyme-substrate complexes.
    J Biol Chem. 1958 Oct;233(4):843-52 PMID: 13587504
  15. Degradation of p-toluenesulphonic acid via sidechain oxidation, desulphonation and meta ring cleavage in Pseudomonas (Comamonas) testosteroni T-2.
    J Gen Microbiol. 1989 Jul;135(7):1969-78 PMID: 2614395
  16. Initial steps in the degradation of benzene sulfonic acid, 4-toluene sulfonic acids, and orthanilic acid in Alcaligenes sp. strain O-1.
    Biodegradation. 1990;1(1):55-64 PMID: 1368142
  17. Purification and some properties of 2-halobenzoate 1,2-dioxygenase, a two-component enzyme system from Pseudomonas cepacia 2CBS.
    J Bacteriol. 1992 Jan;174(1):279-90 PMID: 1370284
  18. Metabolism of dibenzo-p-dioxin by Sphingomonas sp. strain RW1.
    Appl Environ Microbiol. 1992 Mar;58(3):1005-10 PMID: 1575472
  19. A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding.
    Anal Biochem. 1976 May 7;72:248-54 PMID: 942051
  20. Silver staining methods for polyacrylamide gel electrophoresis.
    Methods Enzymol. 1983;96:230-9 PMID: 6197605
  21. The electron-transport proteins of hydroxylating bacterial dioxygenases.
    Annu Rev Microbiol. 1992;46:277-305 PMID: 1444257
Article Info
Journal
Journal of bacteriology
Abbr.
J Bacteriol
ISSN
0021-9193
Published
1993-10-00
Pages
6467-75
Language
English
Region
United States
NLM ID
2985120R
PMCID
PMC206755
Subset
IM
Analysis Services
Analysis Services

Contact

No. 2 Wenbo Road, Zhangqiu District, Jinan, Shandong

Qilu Normal University · Genelibs Bioinformatics Lab

750 Shunhua Rd, Jinan

2F, Bldg F, University Science Park

Tel: 0531-88819269

WeChat Official Account

Follow our WeChat subscription account for real-time updates and the latest in medical and biological research.


Business Email

E-mail: product@genelibs.com