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RESID:AA0269
L-cysteine persulfide

Alternate names: 2-amino-3-disufanylpropanoic acid;
2-amino-3-hydrodisulfidopropanoic acid;
2-amino-3-hydropersulfidopropanoic acid;
2-amino-3-persulfhydrylpropanoic acid;
3-(thiosulfeno)-alanine;
S-sulfanylcysteine;
thiocysteine

Systematic names: (R)-2-amino-3-disulfanylpropanoic acid
Cross-references: CAS:5652-32-4

Dates:
Created: 14-May-1999
Structure revised: 14-May-1999
Text changed: 31-Mar-2005

Formula: C 3 H 5 N 1 O 1 S 2
Formula weight: #chem 135.21 #phys 134.981255

Correction formula: C 0 H 0 N 0 O 0 S 1
Correction weight: #chem 32.06 #phys 31.972071

Reference 1:
Authors: Branzoli, U.; Massey, V.
Journal: J. Biol. Chem. 249, 4346-4349, 1974
Title: Evidence for an active site persulfide residue in rabbit liver aldehyde oxidase.
Cross-references: PIR:A58961; PMID:4276457
Note: investigation of persulfide group chemistry

Reference 2:
Authors: Zheng, L.; White, R.H.; Cash, V.L.; Dean, D.R.
Journal: Biochemistry 33, 4714-4720, 1994
Title: Mechanism for the desulfurization of L-cysteine catalyzed by the nifS gene product.
Cross-references: PIR:A54246; PMID:8161529
Note: chemical detection of persulfide group

Reference 3:
Authors: Arendsen, A.F.; Hadden, J.; Card, G.; McAlpine, A.S.; Bailey, S.; Zaitsev, V.; Duke, E.H.M.; Lindley, P.F.; Kroeckel, M.; Trautwein, A.X.; Feiters, M.C.; Charnock, J.M.; Garner, C.D.; Marritt, S.J.; Thomson, A.J.; Kooter, I.M.; Johnson, M.K.; van den Berg, W.A.M.; van Dongen, W.M.A.M.; Hagen, W.R.
Journal: J. Biol. Inorg. Chem. 3, 81-95, 1998
Title: The "prismane" protein resolved: X-ray structure at 1.7 angstroms and multiple spectroscopy of two novel 4Fe clusters.
Cross-references: PIR:A58942
Note: X-ray crystallography, 1.7 angstroms; EPR, Moessbauer, and MCD spectrographic analysis

Reference 4:
Authors: de Beus, M.D.; Chung, J.; Colon, W.
Journal: Protein Sci. 13, 1347-1355, 2004
Title: Modification of cysteine 111 in Cu/Zn superoxide dismutase results in altered spectroscopic and biophysical properties.
Cross-references: PMID:15096637
Note: spectrographic, and mass spectrometric detection; chemical characterization

Comment: In desulfurization, the sulfur is donated by free cysteine to peptidyl-cysteine producing free alanine and peptidyl-cysteine persulfide. See also RESID:AA0101 and RESID:AA0268.

Sequence code: C
Cross-references: GO:0018179; GO:0018192

Source: natural

UniProt Features
ACT_SITE
ACT_SITE Cysteine persulfide intermediate
MOD_RES Cysteine persulfide

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