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
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.007.150
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 Y
    Key: JMQMNWIBUCGUDO-WHFBIAKZSA-N Y
  • 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)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

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).