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. 1977 May;130(2):968–971. doi: 10.1128/jb.130.2.968-971.1977

Transport of 3,4-dihydroxybutyl-1-phosphonate, an analogue of sn-glycerol 3-phosphate.

Z Leifer, R Engel, B E Tropp
PMCID: PMC235309  PMID: 400804

Abstract

3,4-Dihydroxybutyl-1-phosphonate (DHBP), an analogue of glycerol 3-phosphate, is actively transported by the sn-glycerol 3-phosphate transport system of Escherichia coli strain 8. The Km for the transport of DHBP is 200 microM.

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Selected References

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  1. Cheng P. J., Hickey R., Engel R., Tropp B. E. Rabbit muscle L-glycerol-3-phosphate dehydrogenase. Substrate activity of 3,4-dihydroxybutyl 1-phosphonate and 4-hydroxy-3-oxobutyl 1-phosphonate. Biochim Biophys Acta. 1974 Mar 21;341(1):85–92. doi: 10.1016/0005-2744(74)90068-0. [DOI] [PubMed] [Google Scholar]
  2. Cheng P. J., Nunn W. D., Tyhach R. J., Goldstein S. L., Engel R., Tropp B. E. Investigations concerning the mode of action of 3,4-dihydroxybutyl-1-phosphonate on Escherichia coli. J Biol Chem. 1975 Mar 10;250(5):1633–1639. [PubMed] [Google Scholar]
  3. Cozzarelli N. R., Freedberg W. B., Lin E. C. Genetic control of L-alpha-glycerophosphate system in Escherichia coli. J Mol Biol. 1968 Feb 14;31(3):371–387. doi: 10.1016/0022-2836(68)90415-4. [DOI] [PubMed] [Google Scholar]
  4. Freedberg W. B., Lin E. C. Three kinds of controls affecting the expression of the glp regulon in Escherichia coli. J Bacteriol. 1973 Sep;115(3):816–823. doi: 10.1128/jb.115.3.816-823.1973. [DOI] [PMC free article] [PubMed] [Google Scholar]
  5. GAREN A., LEVINTHAL C. A fine-structure genetic and chemical study of the enzyme alkaline phosphatase of E. coli. I. Purification and characterization of alkaline phosphatase. Biochim Biophys Acta. 1960 Mar 11;38:470–483. doi: 10.1016/0006-3002(60)91282-8. [DOI] [PubMed] [Google Scholar]
  6. Goldstein S. L., Braksmayer D., Tropp B. E., Engel R. Isosteres of natural phosphates. 2. Synthesis of the monosodium salt of 4-hydroxy-3-oxobutyl-1-phosphonic acid, an isostere of dihydroxyacetone phosphate. J Med Chem. 1974 Mar;17(3):363–364. doi: 10.1021/jm00249a026. [DOI] [PubMed] [Google Scholar]
  7. HAYASHI S., KOCH J. P., LIN E. C. ACTIVE TRANSPORT OF L-ALPHA-GLYCEROPHOSPHATE IN ESCHERICHIA COLI. J Biol Chem. 1964 Sep;239:3098–3105. [PubMed] [Google Scholar]
  8. Kistler W. S., Lin E. C. Anaerobic L- -glycerophosphate dehydrogenase of Escherichia coli: its genetic locus and its physiological role. J Bacteriol. 1971 Dec;108(3):1224–1234. doi: 10.1128/jb.108.3.1224-1234.1971. [DOI] [PMC free article] [PubMed] [Google Scholar]
  9. Klein D. A., Engel R., Tropp B. E. Incorporation of 3,4-dihydroxybutyl-1-phosphonate, a glycerol 3-phosphate analogue, into the cell wall of Bacillus subtilis. J Bacteriol. 1977 Jan;129(1):550–553. doi: 10.1128/jb.129.1.550-553.1977. [DOI] [PMC free article] [PubMed] [Google Scholar]
  10. Lin E. C. Glycerol dissimilation and its regulation in bacteria. Annu Rev Microbiol. 1976;30:535–578. doi: 10.1146/annurev.mi.30.100176.002535. [DOI] [PubMed] [Google Scholar]
  11. Pizer L. I., Merlie J. P., De Leon M. P. Metabolic consequences of limited phospholipid synthesis in Escherichia coli. J Biol Chem. 1974 May 25;249(10):3212–3224. [PubMed] [Google Scholar]
  12. Rosenkranz H. S., Carr H. S. Silver sulfadiazine: effect on the growth and metabolism of bacteria. Antimicrob Agents Chemother. 1972 Nov;2(5):367–372. doi: 10.1128/aac.2.5.367. [DOI] [PMC free article] [PubMed] [Google Scholar]
  13. Shopsis C. S., Engel R., Tropp B. E. Effects of phosphonic acid analogues of glycerol-3-phosphate on the growth of Escherichia coli. J Bacteriol. 1972 Oct;112(1):408–412. doi: 10.1128/jb.112.1.408-412.1972. [DOI] [PMC free article] [PubMed] [Google Scholar]
  14. Shopsis C. S., Engel R., Tropp B. E. The inhibition of phosphatidylglycerol synthesis in Escherichia coli by 3,4-dihydroxybutyl-1-phosphonate. J Biol Chem. 1974 Apr 25;249(8):2473–2477. [PubMed] [Google Scholar]
  15. Shopsis C. S., Nunn W. D., Engel R., Tropp B. E. Effects of phosphonic acid analogues of glycerol-3-phosphate on the growth of Escherichia coli: phospholipid metabolism. Antimicrob Agents Chemother. 1973 Oct;4(4):467–473. doi: 10.1128/aac.4.4.467. [DOI] [PMC free article] [PubMed] [Google Scholar]
  16. Tang C. T., Engel R., Tropp B. E. L-Glyceraldehude 3-phosphate, a bactericidal agent. Antimicrob Agents Chemother. 1977 Jan;11(1):147–153. doi: 10.1128/aac.11.1.147. [DOI] [PMC free article] [PubMed] [Google Scholar]
  17. Tyhach R. J., Engel R., Tropp B. E. Metabolic fate of 3,4-dihydroxybutyl-1-phosphonate in Escherichia coli. J Biol Chem. 1976 Nov 10;251(21):6717–6723. [PubMed] [Google Scholar]
  18. Tyhach R. J., Rosenthal A. F., Tropp B. E. Substrate activity of phosphonic acid analogues of CDPdiglyceride in the synthesis of phosphoglycerides in Escherichia coli. Biochim Biophys Acta. 1975 Apr 18;388(1):29–37. doi: 10.1016/0005-2760(75)90059-4. [DOI] [PubMed] [Google Scholar]
  19. Venkateswaran P. S., Wu H. C. Isolation and characterization of a phosphonomycin-resistant mutant of Escherichia coli K-12. J Bacteriol. 1972 Jun;110(3):935–944. doi: 10.1128/jb.110.3.935-944.1972. [DOI] [PMC free article] [PubMed] [Google Scholar]

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