28
Views
47
CrossRef citations to date
0
Altmetric
Research Article

Monoterpene Dissimilation: Chemical and Genetic Models

, &
Pages 291-310 | Published online: 25 Sep 2008

References

  • Bannerjee D., Sandeis L. E., Sokatch J. R. Properties of purified methylmalonate semialdehyde dehydrogenase from Psuedomonas aeruginosa. J. Biol. Chem. 1970; 245: 1828
  • Bradshaw W. H., Conrad H. E., Corey E. J., Gunsalus I. C., Lednicer D. Microbial degradation of (+)-camphor. J. Am. Chem. Soc. 1959; 81: 5507
  • Cardini G., Jurtshuk P. Cytochrome P450 involvement in the oxidation of n-octane by cell-free extracts of Corynebacterium sp. strain 7E1C. J. Biol. Chem. 1968; 243: 6070
  • Chakrabarty A. M., Gunsalus I. C. Defective phage and chromosome mobilization in Pseudomonas putida. Proc. Natl. Acad. Set. U.S.A. 1969; 64: 1217
  • Chakrabarty A. M., Gunsalus I. C. Degradative pathways specified by extxachromosomal gene clusters in Pseudomonas. Genetics 1971; 68: 10
  • Chakrabarty A. M., Gunsalus I. C. CAM plasmid in pseudomonads: Transfer polarity and genetic circularity. Bacteriol. Proc. 1971; 46
  • Chapman P. J., Kuo J-F., Gunsalus I. C. Camphor oxidation: 2,6-diketocamphane pathway in diphtheroid. Fed Proc. 1963; 22: 296
  • Chapman P. J., Cushman D., Kuo J-F., Le Gall J., Gunsalus I. C. Pathways in microbial metabolism of camphor enantiomers. 148th Meeting of the American Chemical Society. Chicago, Ill. 1964, Abstract
  • Chapman P. J., Meerman G., Gunsalus I. C., Srinivsan R., Rinehart K. L. A new acyclic acid intermediate in camphor oxidation. J. Am. Chem. Soc. 1966; 88: 618
  • Conrad H. E., Corey E. J., Gunsalus I. C., Hartman R. Enzymatic lactonization of terpenoids. Fed. Proc. 1961; 20: 43
  • Conrad H. F., Bus Du R., Gunsalus I. C. An enzyme system for cyclic ketone lactonization. Biochem. Biophys. Res. Commun. 1961; 6: 293
  • Conrad H. E., Bus Du R., Namtvedt M. J., Gunsalus I. C. Mixed function oxidation: II. Separation and properties of the enzyme catalyzing camphor lactonization. J. Biol. Chem. 1965; 240: 495
  • Conrad H. E., Hedegaard J., Gunsalus I. C., Corey E. J., Hisashi U. Lactone intermediates in the microbial oxidation of (+)-camphor. Tetrahedron Letters 1965; 10: 561
  • Conrad H. E., Lieb K., Gunsalus I. C. Mixed function oxidation: III. An electron transport complex in camphor ketolactonization. J. Biol. Chem. 1965; 240: 4029
  • Cooke R., Tsibris J. C. M., Debrunner P., Tsai R. L., Gunsalus I. C., Frauenfelder H. Mössbauer studies on putidaredoxin. Proc. Natl. Acad. Sci., U.S.A. 1968; 59: 1045
  • Cushman D. W., Gunsalus I. C. A ferredoxin-type protein component in the bornane-5-exo-hydroxylase. 152nd Meeting of the American Chemical Society. New York, N. Y. 1966, Abstract
  • Cushman D. W., Tsai R. L., Gunsalus I. C. The fetoprotein component of a methylene hydroxylase. Biochem. Biophys. Res. Commun. 1967; 26: 577
  • Cushman D. W., Gunsalus I. C. Methylene hydroxylation: Bornane-5-exo-hydroxylase. Bacteriol. Proc. 1968; 86
  • Dunn H. 1971, Personal communication
  • Dus K., Katagiri M., Yu C-A., Erbes D. L., Gunsalus I. C. Chemical characterization of cytochrome P450cam. Biochem. Biophys. Res. Commun. 1970; 40: 1431
  • Dus K., Lipscomb J. D., Gunsalus I. C. Structure-function parameters of the pure soluble camphor methylene hydroxylase components and system. 162nd Meeting of the American Chemical Society. Washington, D. C. 1971, Abstract
  • Gunsalus I. C., Conrad H. C., Trudgill P. W., Jacobson L. A. Regulation of catabolic metabolism. Israel J. Med. Sci. 1965; 1: 1099
  • Gunsalus I. C., Trudgill P. W., Cushman D. W. Components and reactions of ketolactonases and methylene hydroxylases. Biological and Chemical Aspects of Oxygenases, K. Bloch, O. Hayaishi. Maruzen Co., Ltd., Tokyo 1966; 339
  • Gunsalus I. C., Ganguli B. N., Katigiri M., Tsibris J. C. M., Debrunner P., Frauenfelder H. Oxygenation: A specific soluble cytochrome P450 coupled enzyme complex. Science 1968; 160: 438
  • Gunsalus I. C., Tsai R. L., Tyson C. A., Hsu M-C., Yu C-A. A crystalline P450 hydroxylase: Reactions and properties. Fourth International Conference on Magnetic Resonance in Biological Systems. OxfordUK 1970, Abstract
  • Gunsalus I. C., Tyson C. A., Lipscomb J. D. The cytochrome P450 reduction and oxygenation systems. Second International Symposium on Oxidases, Memphis, Term., Proceedings. 1971, in press
  • Hartline R. L., Gunsalus I. C. Induction specificity and catabolite repression of the early enzymes in camphor degradation by Pseudomonas putida. J. Bacteriol. 1971; 106: 468
  • Jacobson L. A. Enzyme induction and repression in the catabolism of (+)-camphor by Pseudomonas putida. Ph.D. dissertation, University of Illinois. 1967
  • Ishimura Y., Ullrich V., Peterson J. A. Oxygenated cytochrome P450 and its possible role in enzymic hydroxylation. Biochem. Biophys. Res. Commun. 1971; 42: 150
  • Katagiri M., Ganguli B. N., Gunsalus I. C. Pseudomonas cytochrome P450: A soluble component of a methylene hydroxylase system. Fed. Proc. 1968; 27: 525
  • Katagiri M., Ganguli B. N., Gunsalus I. C. A soluble cytochrome P450 functional in methylene hydroxylation. J. Biol. Chem. 1968; 243: 3543
  • Kay J. W. D., Conrad H. E., Gunsalus I. C. Camphor degradation: Hydroxy intermediate formed by a soil diphtheroid. Bacterial. Proc. 1962; 30
  • Kuo J-F., Prairie R., Gunsalus I. C. Specificity of hydroxyterpene dehydrogenase. 6th International Congress of Biochemistry. New York, N. Y. 1964, Abstract
  • Kusunose M., Kusunose E., Coon M. J. Enzymatic ω-oxidation of fatty acids. I. Products of octonoate, deconoate, and laurate oxidation. J. Biol. Chem. 1964; 239: 1347
  • Le Gall J., Bertland A. U., Namtvedt M. J., Conrad H. E. Enzymes and intermediates from D- and L-camphor induced pseudomonads. Fed. Proc. 1963; 22: 295
  • Lu A. Y. H., Coon M. I. Role of hemeprotein P450 in fatty acid ω-hydroxylation in a soluble enzyme system from liver microsomes. J. Biol. Chem. 1968; 243: 1331
  • Marshall V. P. Regulation of branched chain amino acid catabolism in Pseudomonas putida. Ph. D. dissertation, Univ. of Okla. 1970
  • Marshall V. P., Sokatch J. R. Synthesis of valine catabolic enzymes in Pseudomonas putida. Fed. Proc. 1971; 20: 1167
  • Muller-Eberhard U., Liem H. H., Yu C-A., Gunsalus I. C. Removal of heme from cytochrome P450cam by hemopexin and apomyoglobin associated with loss of P450 hydroxylase activity. Biochem. Biophys. Res. Commun. 1969; 35: 229
  • Orme-Johnson W. H., Hansen R. E., Beinert H., Tsibris J. C. M., Bartholomaus R. C., Gunsalus I. C. On the sulfur components of iron-sulfur proteins: I. The number of acid-labile groups sharing an unpaired electron with iron. Proc. Natl. Acad. Sci., U.S.A. 1968; 60: 368
  • Ornstor L. N. Regulation of catabolic pathways in Pseudomonas. Bacteriol. Rev. 1971; 35: 87
  • Peterson J. A., Basu D., Coon M. J. Enzymatic ω-hydroxylation, Electron carriers in fatty acid and hydrocarbon hydroxylation. J. Biol. Chem. 1966; 241: 5162
  • Prairie R. L., Kuo J-F., Gunsalus I. C. The specificity of hydroxycamphor dehydrogenases. Symposium on Recent Advances in the Chemistry of Terpenoids. National Chemical Laboratory, PoonaIndia 1964, Abstract
  • Prairie R. L., Kuo J-F., Chapman P. J., Gunsalus I. C. The interconversion of hydroxy- and ketobornanes. Symposium on the Chemistry of Natural Products. StockholmSweden 1966, Abstract
  • Rangachari P. N., Namtvedt M. J., Gunsalus I. C. Hydroxyterpene dehydrogenase from a diphtheroid, strain T1. Fed. Proc. 1967; 26: 602
  • Rheinwald J. G. The genetic organization of peripheral metabolism: A transmissible plasmid controlling camphor oxidation. Pseudomonas putida. M. S. thesis, University of Illinois. 1970
  • Rheinwald J. G., Chakrabarty A. M., Gunsalus I. C. A transmissible plasmid controlling camphor degradation. Pseudomonas putida, in preparation
  • Schmidt G. L. Control and convergence in the valine-isobutyrate oxidative pathway. B. S. thesis, University of Illinois. 1967
  • Sokatch J. R., Sanders L. E., Marshall V. P. Oxidation of methylmalonate semialdehyde to propionylcoenzyme A in Pseudomonas aeruginosa grown on valine. J. Biol. Chem. 1968; 243: 2500
  • Sokatch J. R. 1971, personal communication
  • Trudgill P. W., Bus Du R., Gunsalus I. C. Purification of a flavoprotein moiety of a mixed function oxidase system. Fed. Proc. 1965; 24: 604
  • Trudgill P. W., Bus Du R., Gunsalus I. C. Mixed function oxidation: V. Flavin interaction with a reduced diphosphopyridine nucleotide dehydrogenase, one of the enzymes participating in camphor lactonization. J. Biol. Chem. 1966; 241: 1194
  • Trudgill P. W., Bus Du R., Gunsalus I. C. Mixed function oxidation: VI. Purification of a tightly coupled electron transport complex in camphor lactonization. J. Biol. Chem. 1966; 241: 4288
  • Tsai R. L., Gunsalus I. C. Kenetics and reaction mechanisms of a methylene hydroxylase horn Pseudomonas putida. Symposium on Mössbauer Spectroscopy in Biological Systems. Monticello, Ill. 1964, Abstract
  • Tsai R. L. The chemistry of oxygen reduction: A methylene hydroxylase system and components. Ph.D. dissertation, University of Illinois. 1969
  • Tsai R. L., Yu C-A., Gunsalus I. C., Peisach J., Blumberg W., Orme-Johnson W. H., Beinert H. Spin-state changes in cytochrome P450cam on binding of specific substrates. Proc Natl. Acad. Sci., U.S.A. 1970; 66: 1157
  • Tsai R. L., Gunsalus I. C., Dus K. Composition and structure of camphor hydroxylase components. Biochem. Biophys. Res. Commun. 1971; 45: 1300
  • Tsai R. L., Gunsalus I. C. Induction and enzyme patterns of convergent pathways of the D- and L-camphor catabolic pathways, in preparation
  • Tsibris J. C. M., Tsai R. L., Gunsalus I. C. Chemical properties of native reconstituted apoputidaredoxin. 153rd Meeting of the American Chemical Society. Chicago, Ill. 1967, Abstract
  • Tsibris J. C. M., Namtvedt M. J., Gunsalus I. C. Selenium as an acid labile sulfur replacement in putidaredoxin. Biochem. Biophys. Res. Commun. 1968; 30: 323
  • Tsibris J. C. M., Tsai R. L., Gunsalus I. C., Orme-Johnson W. H., Hansen R. E., Beinert H. The number of iron atoms in the paramagnetic center (g=1.94) of reduced putidaredoxin, a nonheme iron protein. Proc. Natl. Acad. Sci., U.S.A. 1968; 59: 959
  • Yu C-A., Gunsalus I. C. Monoxygenases: Three components of (+)-camphor ketolactonase I. Bacteriol. Proc. 1968; 127
  • Yu C-A., Gunsalus I. C. Monoxygenases: VII. Camphor ketolactonase I, and the role of three protein components. J. Biol. Chem. 1969; 244: 6149
  • Yu C-A. Components and properties of the ketolactonase I enzymatic oxygenase system. Ph.D. dissertation, University of Illinois. 1969
  • Yu C-A., Gunsalus I. C. Crystalline cytochrome P450cam. Biochem. Biophys. Res. Commun. 1970; 40: 1423
  • Yu C-A., Gunsalus I. C. Reconstitution of holo P450cam and P420 from pure oxygenase apocytochrome. Bacteriol. Proc. 1970; 40

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.