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Homocystine

Not to be confused with homocysteine.
Homocystine
Names
IUPAC name
(2S,2′S)-4,4'-Disulfanediylbis(2-aminobutanoic acid)
Other names
L-Homocystine; L-4,4′-Dithiobis(2-aminobutanoic acid)
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.009.966 Edit this at Wikidata
EC Number
  • 210-962-5
KEGG
UNII
  • InChI=1S/C8H16N2O4S2/c9-5(7(11)12)1-3-15-16-4-2-6(10)8(13)14/h5-6H,1-4,9-10H2,(H,11,12)(H,13,14)/t5-,6-/m0/s1
    Key: ZTVZLYBCZNMWCF-WDSKDSINSA-N
  • C(CSSCC[C@@H](C(=O)O)N)[C@@H](C(=O)O)N
Properties
C8H16N2O4S2
Molar mass 268.35 g·mol−1
Appearance colorless solid
Melting point 281–284 °C (538–543 °F; 554–557 K)[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Homocystine is the organosulfur compound with the formula (HO2CCH(NH2)CH2CH2S)2. It is disulfide derived from oxidation of homocysteine.[2] Its relationship with homocysteine is analogous to the relationship between cystine and cysteine.

References

  1. ^ "L-Homocystine". Sigma-Aldrich.
  2. ^ Jackson, Peter; Stanley, Keith; Luzio, J. Paul (1986). "Specific fluorescent detection of disulphide-bridged peptides on thin-layer chromatograms". Biochemical Society Transactions. 14 (4): 750–751. doi:10.1042/bst0140750.

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