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Chemical Compound Review

homoserine     2-amino-4-hydroxy-butanoic acid

Synonyms: DL-Homoserine, H-DL-HoSer-OH, PubChem13833, ACMC-1B2HI, AG-B-89468, ...
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Disease relevance of homoserine


Psychiatry related information on homoserine


High impact information on homoserine

  • Different bacterial species may produce different AHLs, which vary in the length and substitution of the acyl chain but contain the same homoserine lactone moiety [1].
  • Strain BH72 appears to be 'disarmed' compared to plant pathogens, having only a few enzymes that degrade plant cell walls; it lacks type III and IV secretion systems, related toxins and an N-acyl homoserine lactones-based communication system [6].
  • A. tumefaciens regulates Ti plasmid conjugal transfer by a quorum-sensing signal, N-3-oxo-octanoyl homoserine lactone (3OC8HSL), also known as Agrobacterium autoinducer [7].
  • Acyl homoserine lactones (acyl-HSLs) are important intercellular signaling molecules used by many bacteria to monitor their population density in quorum-sensing control of gene expression [8].
  • H. virescens employs a constitutive enzyme of the larval gut, known trivially as canavanine hydrolase (CH), to catalyze an irreversible hydrolysis of L-canavanine to L-homoserine and hydroxyguanidine [9].

Chemical compound and disease context of homoserine


Biological context of homoserine


Anatomical context of homoserine


Associations of homoserine with other chemical compounds


Gene context of homoserine


Analytical, diagnostic and therapeutic context of homoserine


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  2. Sensing starvation: a homoserine lactone--dependent signaling pathway in Escherichia coli. Huisman, G.W., Kolter, R. Science (1994) [Pubmed]
  3. Regulation of gene expression by cell-to-cell communication: acyl-homoserine lactone quorum sensing. Fuqua, C., Parsek, M.R., Greenberg, E.P. Annu. Rev. Genet. (2001) [Pubmed]
  4. N-acyl homoserine lactone binding to the CarR receptor determines quorum-sensing specificity in Erwinia. Welch, M., Todd, D.E., Whitehead, N.A., McGowan, S.J., Bycroft, B.W., Salmond, G.P. EMBO J. (2000) [Pubmed]
  5. Self perception in bacteria: quorum sensing with acylated homoserine lactones. Fuqua, C., Greenberg, E.P. Curr. Opin. Microbiol. (1998) [Pubmed]
  6. Complete genome of the mutualistic, N(2)-fixing grass endophyte Azoarcus sp. strain BH72. Krause, A., Ramakumar, A., Bartels, D., Battistoni, F., Bekel, T., Boch, J., B??hm, M., Friedrich, F., Hurek, T., Krause, L., Linke, B., McHardy, A.C., Sarkar, A., Schneiker, S., Syed, A.A., Thauer, R., Vorh??lter, F.J., Weidner, S., P??hler, A., Reinhold-Hurek, B., Kaiser, O., Goesmann, A. Nat. Biotechnol. (2006) [Pubmed]
  7. Genetic control of quorum-sensing signal turnover in Agrobacterium tumefaciens. Zhang, H.B., Wang, L.H., Zhang, L.H. Proc. Natl. Acad. Sci. U.S.A. (2002) [Pubmed]
  8. Acyl homoserine-lactone quorum-sensing signal generation. Parsek, M.R., Val, D.L., Hanzelka, B.L., Cronan, J.E., Greenberg, E.P. Proc. Natl. Acad. Sci. U.S.A. (1999) [Pubmed]
  9. The biochemical basis for L-canavanine tolerance by the tobacco budworm Heliothis virescens (Noctuidae). Melangeli, C., Rosenthal, G.A., Dalman, D.L. Proc. Natl. Acad. Sci. U.S.A. (1997) [Pubmed]
  10. Expression of the gene for Bacillus subtilis aspartokinase II in Escherichia coli. Bondaryk, R.P., Paulus, H. J. Biol. Chem. (1985) [Pubmed]
  11. The functional unit of polyenzymes. Determination by radiation inactivation. Kempner, E.S., Miller, J.H., Schlegel, W., Hearon, J.Z. J. Biol. Chem. (1980) [Pubmed]
  12. Cystathionine gamma-lyase of Streptomyces phaeochromogenes. The occurrence of cystathionine gamma-lyase in filamentous bacteria and its purification and characterization. Nagasawa, T., Kanzaki, H., Yamada, H. J. Biol. Chem. (1984) [Pubmed]
  13. Localization of OccR-activated and TraR-activated promoters that express two ABC-type permeases and the traR gene of Ti plasmid pTiR10. Fuqua, C., Winans, S.C. Mol. Microbiol. (1996) [Pubmed]
  14. A hierarchical quorum-sensing system in Yersinia pseudotuberculosis is involved in the regulation of motility and clumping. Atkinson, S., Throup, J.P., Stewart, G.S., Williams, P. Mol. Microbiol. (1999) [Pubmed]
  15. Generation of cell-to-cell signals in quorum sensing: acyl homoserine lactone synthase activity of a purified Vibrio fischeri LuxI protein. Schaefer, A.L., Val, D.L., Hanzelka, B.L., Cronan, J.E., Greenberg, E.P. Proc. Natl. Acad. Sci. U.S.A. (1996) [Pubmed]
  16. Regulation of quorum sensing in Pseudomonas. Venturi, V. FEMS Microbiol. Rev. (2006) [Pubmed]
  17. Enhancement of 5-fluorouracil sensitivity by an rTS signaling mimic in H630 colon cancer cells. Dolnick, R., Wu, Q., Angelino, N.J., Stephanie, L.V., Chow, K.C., Sufrin, J.R., Dolnick, B.J. Cancer Res. (2005) [Pubmed]
  18. Kinetic and regulatory mechanisms for (Escherichia coli) homoserine dehydrogenase-I. Equilibrium isotope exchange kinetics. Wedler, F.C., Ley, B.W. J. Biol. Chem. (1993) [Pubmed]
  19. The cyclic AMP-dependent protein kinase from bovine cardiac muscle is a homoserine kinase. Prorok, M., Sukumaran, D.K., Lawrence, D.S. J. Biol. Chem. (1989) [Pubmed]
  20. Inhibition of sickling in erythrocytes by amino acids. Rumen, N.M. Blood (1975) [Pubmed]
  21. IL-8 production in human lung fibroblasts and epithelial cells activated by the Pseudomonas autoinducer N-3-oxododecanoyl homoserine lactone is transcriptionally regulated by NF-kappa B and activator protein-2. Smith, R.S., Fedyk, E.R., Springer, T.A., Mukaida, N., Iglewski, B.H., Phipps, R.P. J. Immunol. (2001) [Pubmed]
  22. A characterization of DNA release in Pseudomonas aeruginosa cultures and biofilms. Allesen-Holm, M., Barken, K.B., Yang, L., Klausen, M., Webb, J.S., Kjelleberg, S., Molin, S., Givskov, M., Tolker-Nielsen, T. Mol. Microbiol. (2006) [Pubmed]
  23. Purification and characterization of the higher plant enzyme L-canaline reductase. Rosenthal, G.A. Proc. Natl. Acad. Sci. U.S.A. (1992) [Pubmed]
  24. Aspartokinase I-homoserine dehydrogenase I of Escherichia coli K12 (lambda). Activation by monovalent cations and an analysis of the effect of the adenosine triphosphate-magnesium ion complex on this activation process. Ogilvie, J.W., Vickers, L.P., Clark, R.B., Jones, M.M. J. Biol. Chem. (1975) [Pubmed]
  25. Characterization of the catalase-peroxidase KatG from Burkholderia pseudomallei by mass spectrometry. Donald, L.J., Krokhin, O.V., Duckworth, H.W., Wiseman, B., Deemagarn, T., Singh, R., Switala, J., Carpena, X., Fita, I., Loewen, P.C. J. Biol. Chem. (2003) [Pubmed]
  26. Threonine-sensitive homoserine dehydrogenase and aspartokinase activities of Escherichia coli K12. Kinetic and spectroscopic effects upon binding of serine and threonine. Costrejean, J.M., Truffa-Bachi, P. J. Biol. Chem. (1977) [Pubmed]
  27. Irreversible inhibition of lysyl oxidase by homocysteine thiolactone and its selenium and oxygen analogues. Implications for homocystinuria. Liu, G., Nellaiappan, K., Kagan, H.M. J. Biol. Chem. (1997) [Pubmed]
  28. Structure of the yeast HOM3 gene which encodes aspartokinase. Rafalski, J.A., Falco, S.C. J. Biol. Chem. (1988) [Pubmed]
  29. Nucleotide sequence of the metA gene encoding homoserine trans-succinylase in Escherichia coli. Duclos, B., Cortay, J.C., Bleicher, F., Ron, E.Z., Richaud, C., Saint Girons, I., Cozzone, A.J. Nucleic Acids Res. (1989) [Pubmed]
  30. Identification and characterization of mutants affecting transcription termination at the threonine operon attenuator. Lynn, S.P., Bauer, C.E., Chapman, K., Gardner, J.F. J. Mol. Biol. (1985) [Pubmed]
  31. Transcriptional and biochemical regulation of a novel Arabidopsis thaliana bifunctional aspartate kinase-homoserine dehydrogenase gene isolated by functional complementation of a yeast hom6 mutant. Rognes, S.E., Dewaele, E., Aas, S.F., Jacobs, M., Frankard, V. Plant Mol. Biol. (2003) [Pubmed]
  32. Saccharomyces carlsbergensis contains two functional MET2 alleles similar to homologues from S. cerevisiae and S. monacensis. Hansen, J., Kielland-Brandt, M.C. Gene (1994) [Pubmed]
  33. Substitutions engineered by chemical synthesis at three conserved sites in mitochondrial cytochrome c. Thermodynamic and functional consequences. Wallace, C.J., Mascagni, P., Chait, B.T., Collawn, J.F., Paterson, Y., Proudfoot, A.E., Kent, S.B. J. Biol. Chem. (1989) [Pubmed]
  34. Characterization of proteolysis fragments of aspartokinase I: homoserine dehydrogenase I. Fluorescence and circular dichroism studies. McMahon, P.L., Takahashi, M. J. Biol. Chem. (1983) [Pubmed]
  35. A newly identified regulator is required for virulence and toxin production in Pseudomonas syringae. Kitten, T., Kinscherf, T.G., McEvoy, J.L., Willis, D.K. Mol. Microbiol. (1998) [Pubmed]
  36. In vitro biosynthesis of the Pseudomonas aeruginosa quorum-sensing signal molecule N-butanoyl-L-homoserine lactone. Jiang, Y., Camara, M., Chhabra, S.R., Hardie, K.R., Bycroft, B.W., Lazdunski, A., Salmond, G.P., Stewart, G.S., Williams, P. Mol. Microbiol. (1998) [Pubmed]
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