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. 1976 Sep;127(3):1239–1247. doi: 10.1128/jb.127.3.1239-1247.1976

Metabolism of 5-hydroxylysine in Pseudomonas fluorescens.

J D Friede, L M Henderson
PMCID: PMC232916  PMID: 821924

Abstract

Hydroxylysine is metabolized via two routes by a Pseudomonas fluorescens strain as shown by the oxidation of selected intermediates. Hydroxy-L-lysine is oxidized via a pathway analogous to the monooxygenase pathway for L-lysine, and data suggest that at least some of tthe enzymes are those involved in the metabolism of L-lysine. Hydroxy-L-lysine is also converted by a racemase to allohydroxy-D-lysine, which is then degraded via a pathway analogous to, but different from, that described for D-lysine, involving hydroxy-L-pipecolate, 2-amino-5-hydroxyadipate, and 2-hydroxyglutarate. Data obtained with mutants unable to oxidize L-pipecolate suggest that the enzymes for the metabolism of hydroxy-L-pipecolate are distinct from those for L-pipecolate. Studies on D- and L-lysine degradation have shown that the previously described pathways for these compounds are present in this soil pseudomonad.

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Selected References

These references are in PubMed. This may not be the complete list of references from this article.

  1. BASSO L. V., RAO D. R., RODWELL V. W. Metabolism of pipecolic acid in a Pseudomonas species. II. delta1-Piperideine-6-carboxylic acid and alpha-aminoadipic acid-delta-semial-dehyde. J Biol Chem. 1962 Jul;237:2239–2245. [PubMed] [Google Scholar]
  2. Baginsky M. L., Rodwell V. W. Metabolism of Pipecolic Acid in a Pseudomonas Species IV. Electron Transport Particle of Pseudomonas putida. J Bacteriol. 1966 Aug;92(2):424–432. doi: 10.1128/jb.92.2.424-432.1966. [DOI] [PMC free article] [PubMed] [Google Scholar]
  3. Baginsky M. L., Rodwell V. W. Metabolism of pipecolic acid in a Pseudomonas species. V. Pipecolate oxidase and dehydrogenase. J Bacteriol. 1967 Oct;94(4):1034–1039. doi: 10.1128/jb.94.4.1034-1039.1967. [DOI] [PMC free article] [PubMed] [Google Scholar]
  4. Calvert A. F., Rodwell V. W. Metabolism of pipecolic acid in a Pseudomonas species. 3. L-alpha-aminoadipate delta-semialdehyde:nicotinamide adenine dinucleotide oxidoreductase. J Biol Chem. 1966 Jan 25;241(2):409–414. [PubMed] [Google Scholar]
  5. Chang Y. F., Adams E. Induction of separate catabolic pathways for L- and D-lysine in Pseudomonas putida. Biochem Biophys Res Commun. 1971 Nov 5;45(3):570–577. doi: 10.1016/0006-291x(71)90455-4. [DOI] [PubMed] [Google Scholar]
  6. Friede J. D., Gilboe D. P., Triebwasser K. C., Henderson L. M. Transport of lysine and hydroxylysine in Streptococcus faecalis. J Bacteriol. 1972 Jan;109(1):179–185. doi: 10.1128/jb.109.1.179-185.1972. [DOI] [PMC free article] [PubMed] [Google Scholar]
  7. Gale E. F., Epps H. M. Studies on bacterial amino-acid decarboxylases: 1. l(+)-lysine decarboxylase. Biochem J. 1944;38(3):232–242. doi: 10.1042/bj0380232. [DOI] [PMC free article] [PubMed] [Google Scholar]
  8. HAMILTON P. B., ANDERSON R. A. Hydroxylysine: isolation from gelatin and resolution of its diastereoisomers by ion exchange chromatography. J Biol Chem. 1955 Mar;213(1):249–258. [PubMed] [Google Scholar]
  9. HENDLER R. W., ANFINSEN C. B. The incorporation of carbon dioxide into both carboxyl groups of glutamic acid. J Biol Chem. 1954 Jul;209(1):55–62. [PubMed] [Google Scholar]
  10. Hammerstedt R. H., Swan P. B., Henderson L. M. Degradation of 5-hydroxylysine in the rat and in the perfused liver. Arch Biochem Biophys. 1968 Oct;128(1):243–251. doi: 10.1016/0003-9861(68)90028-3. [DOI] [PubMed] [Google Scholar]
  11. Hiles R. A., Triebwasser K. C., Henderson L. M. The degradation of hydroxy-L-lysine in liver via its phosphate ester. Biochem Biophys Res Commun. 1970 Nov 9;41(3):662–668. doi: 10.1016/0006-291x(70)90064-1. [DOI] [PubMed] [Google Scholar]
  12. Hiles R. A., Willett C. J., Henderson L. M. Hydroxylysine metabolism in rats, mice, and chickens. J Nutr. 1972 Feb;102(2):195–203. doi: 10.1093/jn/102.2.195. [DOI] [PubMed] [Google Scholar]
  13. IRREVERRE F., PIEZ K. A., WOLFF H. L. The separation and determination of cyclic imino acids. J Biol Chem. 1956 Dec;223(2):687–697. [PubMed] [Google Scholar]
  14. KING E. O., WARD M. K., RANEY D. E. Two simple media for the demonstration of pyocyanin and fluorescin. J Lab Clin Med. 1954 Aug;44(2):301–307. [PubMed] [Google Scholar]
  15. LOWRY O. H., ROSEBROUGH N. J., FARR A. L., RANDALL R. J. Protein measurement with the Folin phenol reagent. J Biol Chem. 1951 Nov;193(1):265–275. [PubMed] [Google Scholar]
  16. Lindahl G., Lindstedt G., Lindstedt S. Metabolism of 2-amino-5-hydroxyadipic acid in the rat. Arch Biochem Biophys. 1967 Mar;119(1):347–352. doi: 10.1016/0003-9861(67)90463-8. [DOI] [PubMed] [Google Scholar]
  17. Lindstedt S., Lindstedt G., Mitoma C. Studies on the metabolism of lysine and 5-hydroxylysine. Arch Biochem Biophys. 1967 Mar;119(1):336–346. doi: 10.1016/0003-9861(67)90462-6. [DOI] [PubMed] [Google Scholar]
  18. Miller D. L., Rodwell V. W. Metabolism of basic amino acids in Pseudomonas putida. Catabolism of lysine by cyclic and acyclic intermediates. J Biol Chem. 1971 May 10;246(9):2758–2764. [PubMed] [Google Scholar]
  19. NUMA S., ISHIMURA Y., NAKAZAWA T., OKAZAKI T., HAYAISHI O. ENZYMIC STUDIES ON THE METABOLISM OF GLUTARATE IN PSEUDOMONAS. J Biol Chem. 1964 Nov;239:3915–3926. [PubMed] [Google Scholar]
  20. Polan C. E., Smith W. G., Hammerstedt R. H., Henderson L. M. Metabolism of hydroxylysine by rats. J Nutr. 1967 Feb;91(2):143–150. doi: 10.1093/jn/91.2.143. [DOI] [PubMed] [Google Scholar]
  21. REES M. W. Studies on the amide and C-terminal residues in proteins. 4. Separation and quantitative determination of beta-amino alcohols. Biochem J. 1958 Jan;68(1):118–122. doi: 10.1042/bj0680118. [DOI] [PMC free article] [PubMed] [Google Scholar]
  22. Reitz M. S., Rodwell V. W. Alpha-hydroxyglutarate oxidoreductase of Pseudomonas putida. J Bacteriol. 1969 Nov;100(2):708–714. doi: 10.1128/jb.100.2.708-714.1969. [DOI] [PMC free article] [PubMed] [Google Scholar]
  23. Reitz M. S., Rodwell V. W. Delta-aminovaleramidase of Pseudomonas putida. J Biol Chem. 1970 Jun;245(12):3091–3096. [PubMed] [Google Scholar]
  24. SINEX F. M., VAN SLYKE D. D., CHRISTMAN D. R. The source and state of the hydroxylysine of collagen. II. Failure of free hydroxylysine to serve as a source of the hydroxylysine or lysine of collagen. J Biol Chem. 1959 Apr;234(4):918–921. [PubMed] [Google Scholar]
  25. SMITH W. G., HENDERSON L. M. RELATIONSHIPS OF LYSINE AND HYDROXYLYSINE IN STREPTOCOCCUS FAECALIS AND LEUCONOSTOC MESENTEROIDES. J Biol Chem. 1964 Jun;239:1867–1871. [PubMed] [Google Scholar]
  26. Shigesada K., Ebisuno T., Katsuki H. 5-Amino-4-hydroxyvaleric acid: a new intermediate in 5-aminolevulinate metabolism of Rhodospirillum rubrum. Biochem Biophys Res Commun. 1970 Apr 8;39(1):135–141. doi: 10.1016/0006-291x(70)90768-0. [DOI] [PubMed] [Google Scholar]
  27. Stanier R. Y., Palleroni N. J., Doudoroff M. The aerobic pseudomonads: a taxonomic study. J Gen Microbiol. 1966 May;43(2):159–271. doi: 10.1099/00221287-43-2-159. [DOI] [PubMed] [Google Scholar]
  28. Takeda H., Yamamoto S., Kojima Y., Hayaishi O. Studies on monooxygenases. I. General properties of crystalline L-lysine monooxygenase. J Biol Chem. 1969 Jun 10;244(11):2935–2941. [PubMed] [Google Scholar]
  29. Tsai C. H., Henderson L. M. Degradation of O-phosphohydroxylysine by rat liver. Purification of the phospho-lyase. J Biol Chem. 1974 Sep 25;249(18):5784–5789. [PubMed] [Google Scholar]
  30. Tsai C. H., Henderson L. M. Degradation of O-phosphohydroxylysine in rat liver. Purification and properties of 2-aminoadipic semialdehyde dehydrogenase. J Biol Chem. 1974 Sep 25;249(18):5790–5792. [PubMed] [Google Scholar]
  31. VAN SLYKE D. D., SINEX F. M. The course of hydroxylation of lysine to form hydroxylysine in collagen. J Biol Chem. 1958 Jun;232(2):797–806. [PubMed] [Google Scholar]

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