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Nopaline (CAS 22350-70-5)

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Alternate Names:
N-[(1S)-4-[(Aminoiminomethyl)amino]-1-carboxybutyl]-D-glutamic Acid
CAS Number:
22350-70-5
Molecular Weight:
304.3
Molecular Formula:
C11H20N4O6
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Nopaline is a chemical compound present in Opuntia ficus-indica, known as the prickly pear cactus. It′s an amino acid produced by Agrobacterium tumefaciens, a bacterium that infects the plant and leads to tumor formation. Nopaline′s unique properties have made it a subject of extensive scientific research. It serves as a marker in genetic transformation experiments, where the nopaline synthase gene is introduced into plant cells along with a gene of interest, facilitating the identification of successfully transformed cells.l


Nopaline (CAS 22350-70-5) References

  1. Broad-Host-Range Agrocin of Agrobacterium tumefaciens.  |  Hendson, M., et al. 1983. Appl Environ Microbiol. 45: 1526-32. PMID: 16346290
  2. Promotion of crown-gall tumor growth by lysopine, octopine, nopaline, and carnosine.  |  Lippincott, JA., et al. 1972. Plant Physiol. 49: 131-7. PMID: 16657911
  3. Comparison between nuclear localization of nopaline- and octopine-specific Agrobacterium VirE2 proteins in plant, yeast and mammalian cells.  |  Tzfira, T. and Citovsky, V. 2001. Mol Plant Pathol. 2: 171-6. PMID: 20573004
  4. Octopine and nopaline strains of Agrobacterium tumefaciens differ in virulence; molecular characterization of the virF locus.  |  Melchers, LS., et al. 1990. Plant Mol Biol. 14: 249-59. PMID: 2101693
  5. Inactivation of the nopaline synthase gene by double transformation: reactivation by segregation of the induced DNA.  |  Fujiwara, T., et al. 1993. Plant Cell Rep. 12: 133-8. PMID: 24196849
  6. Cis-acting regulatory elements controlling temporal and organ-specific activity of nopaline synthase promoter.  |  Ha, SB. and An, GH. 1989. Nucleic Acids Res. 17: 215-23. PMID: 2563151
  7. Ornithine cyclodeaminase from octopine Ti plasmid Ach5: identification, DNA sequence, enzyme properties, and comparison with gene and enzyme from nopaline Ti plasmid C58.  |  Schindler, U., et al. 1989. J Bacteriol. 171: 847-54. PMID: 2644238
  8. Metabolome Analysis of Constituents in Membrane Vesicles for Clostridium thermocellum Growth Stimulation.  |  Ichikawa, S., et al. 2021. Microorganisms. 9: PMID: 33805707
  9. Expression of the nopaline synthase gene in Escherichia coli.  |  Gafni, Y. and Chilton, MD. 1985. Gene. 39: 141-6. PMID: 3912259
  10. Utilization of octopine and nopaline by Agrobacterium.  |  Lippincott, JA., et al. 1973. J Bacteriol. 116: 378-83. PMID: 4745420
  11. A functional map of the nopaline catabolism genes on the Ti plasmid of Agrobacterium tumefaciens C58.  |  Schardl, CL. and Kado, CI. 1983. Mol Gen Genet. 191: 10-6. PMID: 6577260
  12. Retention of tumor markers in F1 progeny plants from in vitro induced octopine and nopaline tumor tissues.  |  Wullems, GJ., et al. 1981. Cell. 24: 719-27. PMID: 7249079
  13. Octopine and nopaline metabolism in Agrobacterium tumefaciens and crown gall tumor cells: role of plasmid genes.  |  Montoya, AL., et al. 1977. J Bacteriol. 129: 101-7. PMID: 830636
  14. Octopine- and Nopaline-Inducible Proteins in Agrobacterium tumefaciens Are Also Induced by Arginine.  |  Palanichelvam, K. and Veluthambi, K. 1996. Curr Microbiol. 33: 156-62. PMID: 8672091

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Nopaline, 100 mg

sc-477424
100 mg
$561.00