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Chemical Compound Review

Rhizobitoxine     (E,2S)-2-amino-4-[(2R)-2- amino-3-hydroxy...

Synonyms: AC1O5M0N, 37658-95-0
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Disease relevance of Rhizobitoxine


High impact information on Rhizobitoxine

  • The CBLAVG structure furthermore suggests a binding mode for rhizobitoxine and explains the failure of MVG to inhibit CBL [4].
  • Bradyrhizobium elkanii rtxC gene is required for expression of symbiotic phenotypes in the final step of rhizobitoxine biosynthesis [5].
  • In addition, complementation analysis of rtxC by cosmids differing in rtxC transcription levels suggested that rhizobitoxine production correlates with the amount of rtxC transcript [5].
  • A large-deletion mutant of B. elkanii, USDA94 Delta rtx::Omega 1, which lacks rtxA, ORF1 (rtxC), ORF2, and ORF3, did not produce rhizobitoxine, dihydrorhizobitoxine, or serinol [6].
  • The broad-host-range cosmid pLAFR1, which contains rtxA and these ORFs, complemented rhizobitoxine production in USDA94 Delta rtx::Omega 1 [6].

Biological context of Rhizobitoxine

  • Thus, desaturation of dihydrorhizobitoxine by rtxC-encoded protein is essential for the bacterium to show rhizobitoxine phenotypes in planta [5].
  • In light of results from DNA sequence comparison, gene disruption experiments, and dihydrorhizobitoxine production from various substrates, we discuss the biosynthetic pathway of rhizobitoxine and its evolutionary significance in bradyrhizobia [6].
  • Rhizobitoxine did not cause cell death at a concentration sufficient to eliminate hydrogenase expression [7].
  • We cloned and sequenced a cluster of genes involved in the biosynthesis of rhizobitoxine, a nodulation enhancer produced by Bradyrhizobium elkanii [6].
  • Further complementation experiments involving cosmid derivatives obtained by random mutagenesis with a kanamycin cassette revealed that at least rtxA and rtxC are necessary for rhizobitoxine production [6].

Associations of Rhizobitoxine with other chemical compounds


Gene context of Rhizobitoxine


  1. Bradyrhizobium japonicum rhizobitoxine genes and putative enzyme functions: expression requires a translational frameshift. Ruan, X., Zhang, C., Peters, N.K. Proc. Natl. Acad. Sci. U.S.A. (1993) [Pubmed]
  2. New assay for rhizobitoxine based on inhibition of 1-aminocyclopropane-1-carboxylate synthase. Yasuta, T., Satoh, S., Minamisawa, K. Appl. Environ. Microbiol. (1999) [Pubmed]
  3. Rapid and sensitive assay for the phytotoxin rhizobitoxine. Ruan, X., Peters, N.K. Appl. Environ. Microbiol. (1991) [Pubmed]
  4. Slow-binding inhibition of Escherichia coli cystathionine beta-lyase by L-aminoethoxyvinylglycine: a kinetic and X-ray study. Clausen, T., Huber, R., Messerschmidt, A., Pohlenz, H.D., Laber, B. Biochemistry (1997) [Pubmed]
  5. Bradyrhizobium elkanii rtxC gene is required for expression of symbiotic phenotypes in the final step of rhizobitoxine biosynthesis. Okazaki, S., Sugawara, M., Minamisawa, K. Appl. Environ. Microbiol. (2004) [Pubmed]
  6. DNA sequence and mutational analysis of rhizobitoxine biosynthesis genes in Bradyrhizobium elkanii. Yasuta, T., Okazaki, S., Mitsui, H., Yuhashi, K., Ezura, H., Minamisawa, K. Appl. Environ. Microbiol. (2001) [Pubmed]
  7. Rhizobitoxine inhibition of hydrogenase synthesis in free-living Bradyrhizobium japonicum. Minamisawa, K., Fukai, K., Asami, T. J. Bacteriol. (1990) [Pubmed]
  8. Rhizobitoxine modulates plant-microbe interactions by ethylene inhibition. Sugawara, M., Okazaki, S., Nukui, N., Ezura, H., Mitsui, H., Minamisawa, K. Biotechnol. Adv. (2006) [Pubmed]
  9. Isolation and characterization of rhizobitoxine mutants of Bradyrhizobium japonicum. Ruan, X., Peters, N.K. J. Bacteriol. (1992) [Pubmed]
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