Nopaline

Nopaline
Stereo, skeletal formula of nopaline
Names
IUPAC name
(2R)-2-[[(1S)-1-Carboxy-4-(diaminomethylideneamino)butyl]amino]pentanedioic acid
Other names
N2-(D-1,3-Dicarboxypropyl)-L-arginine
Identifiers
CAS Number
  • 22350-70-5 ☒N
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:17249
ChemSpider
  • 19976727
KEGG
  • C01682
PubChem CID
  • 108012
UNII
  • QJ8EP5F7X8 checkY
CompTox Dashboard (EPA)
  • DTXSID20945005
InChI
  • InChI=1S/C11H20N4O6/c12-11(13)14-5-1-2-6(9(18)19)15-7(10(20)21)3-4-8(16)17/h6-7,15H,1-5H2,(H,16,17)(H,18,19)(H,20,21)(H4,12,13,14)/t6-,7+/m0/s1 checkY
    Key: LMKYZBGVKHTLTN-NKWVEPMBSA-N checkY
  • C(C[C@@H](C(=O)O)N[C@H](CCC(=O)O)C(=O)O)CN=C(N)N
Properties
Chemical formula
 C11H20N4O6
Molar mass 304.303 g·mol−1
Related compounds
Related opines
 Octopine
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Chemical compound

Nopaline is a chemical compound derived from the amino acids glutamic acid and arginine. It is classified as an opine. Ti plasmids are classified on the basis of the different types of opines they produce.[1] These may be nopaline plasmids, octopine plasmids and agropine plasmids. These opines are condensation products of amino acids and keto acids or may be derived from sugars. The opines are used as carbon and nitrogen sources and metabolized by Agrobacterium.

References

  1. ^ Depicker, A.; Stachel, S.; Dhaese, P.; Zambryski, P.; Goodman, H. M. (1982). "Nopaline synthase: Transcript mapping and DNA sequence". Journal of Molecular and Applied Genetics. 1 (6): 561–73. PMID 7153689.


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