Djenkolic acid

Djenkolic acid
Names
IUPAC name
(2R)-2-Amino-3-[[(2R)-2-amino-3-hydroxy-3-oxopropyl] sulfanylmethylsulfanyl]propanoic acid
Other names
Djenkolate; Jengkolic acid; S,S'-Methylenebiscysteine[1]
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.007.150 Edit this at Wikidata
EC Number
  • 207-863-4
KEGG
UNII
  • InChI=1S/C7H14N2O4S2/c8-4(6(10)11)1-14-3-15-2-5(9)7(12)13/h4-5H,1-3,8-9H2,(H,10,11)(H,12,13)/t4-,5-/m0/s1 checkY
    Key: JMQMNWIBUCGUDO-WHFBIAKZSA-N checkY
  • InChI=1/C7H14N2O4S2/c8-4(6(10)11)1-14-3-15-2-5(9)7(12)13/h4-5H,1-3,8-9H2,(H,10,11)(H,12,13)/t4-,5-/m0/s1
    Key: JMQMNWIBUCGUDO-WHFBIAKZBK
  • O=C(O)[C@@H](N)CSCSC[C@H](N)C(=O)O
Properties
C7H14N2O4S2
Molar mass 254.33 g/mol
1.02 g L−1 (at 30±0.5°C)[2]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Djenkolic acid (or sometimes jengkolic acid) is a sulfur-containing non-protein amino acid naturally found in the djenkol beans of the Southeast Asian plant Archidendron jiringa. Its chemical structure is similar to cystine but contains a methylene (single carbon) unit in between the two sulfur atoms. There is about 20 grams of djenkolic acid per kilogram of dry djenkol beans, and it has also been reported in smaller amounts in the seeds of other leguminous plants such as Leucaena esculenta (2.2 g/kg) and Pithecolobium ondulatum (2.8 g/kg).[3]

  1. ^ "Djenkolic acid". The On-line Medical Dictionary. 5 March 2000. Retrieved 15 November 2008.[dead link]
  2. ^ Cite error: The named reference Patterson was invoked but never defined (see the help page).
  3. ^ D'Mello, J. P. Felix (1991). Toxic Amino Acids. In J. P. F. D'Mello, C. M. Duffus, J. H. Duffus (Eds.) Toxic Substances in Crop Plants. Woodhead Publishing. pp. 21–48. ISBN 0-85186-863-0. Google Book Search. Retrieved on November 15, 2008.