L-Cystine dihydrochloride (BAT-003976)
* For research use only

Category
L-Amino Acids
Catalog number
BAT-003976
CAS number
30925-07-6
Molecular Formula
C6H12N2O4S2·2HCl
Molecular Weight
313.20
L-Cystine dihydrochloride
Synonyms
(H-L-Cys-OH)2 2HCl; L-Cystine 2HCl; Dl-cystine HCl; L-Cystine dihydrochloride; dl-cystinedihydrochloridecrystalline
Appearance
White to slightly yellow crystalline
Purity
≥ 99% (Assay: anhydrous basis)
Density
g/cm3
Boiling Point
505.5 °C at 760 mmHg
Storage
Store at RT
InChI
InChI=1S/C6H12N2O4S2.2ClH/c7-3(5(9)10)1-13-14-2-4(8)6(11)12;;/h3-4H,1-2,7-8H2,(H,9,10)(H,11,12);2*1H/t3-,4-;;/m0../s1
InChI Key
HHGZUQPEIHGQST-RGVONZFCSA-N
Canonical SMILES
C(C(C(=O)O)N)SSCC(C(=O)O)N.Cl.Cl
1.Novel chemiluminescence-inducing cocktails, part I: the role in light emission of combinations of luminal with SIN-1, selenite, albumin, glucose oxidase and Co2+.
Ginsburg I1, Sadovnic M, Oron M, Kohen R. Inflammopharmacology. 2004;12(4):289-303.
It is known that many agents influence the capacity of cells to produce reactive oxygen species. However, assaying these agents, both those that stimulate and those that inhibit reactive oxygen production, can be complicated and time consuming. Here, a method is described in which two different cocktails are employed to stimulate luminol-dependent chemiluminescence (LDCL). These cocktails are comprised of luminol, with either sodium selenite [IV] (SEL) or tellurite [IV] (TEL) (where IV and VI refer to the 4+ or 6+ oxidation state of selenium or tellurium salts, respectively), morpholinosidonimine (SIN-1), serum albumin and Co(2+), called the SIN-1a (with selenite) and SIN1b (with tellurite) cocktails, respectively; or luminol with glucose oxidase (GO), sodium selenite [IV] and Co(2+), called the GO cocktail. The cocktails functioned best in Hank's balanced salt solution (HBSS) containing 1% glucose at pH 7.4, incubated at approximately 22 degrees C.
2.Anti-hemolytic and peroxyl radical scavenging activity of organoselenium compounds: an in vitro study.
Kumar BS1, Kunwar A, Singh BG, Ahmad A, Priyadarsini KI. Biol Trace Elem Res. 2011 May;140(2):127-38. doi: 10.1007/s12011-010-8692-3. Epub 2010 Apr 28.
Selenium-containing amino acids, selenocystine (CysSeSeCys), methylselenocysteine (MeSeCys), and selenomethionine (SeMet) have been examined for anti-hemolytic and peroxyl radical scavenging ability. Effect of these compounds on membrane lipid peroxidation, release of hemoglobin, and loss of intracellular K(+) ion as a consequence of peroxyl radicals-induced oxidation of human red blood cells were used to evaluate their anti-hemolytic ability. The peroxyl radicals were generated from thermal degradation of 2,2'-azobis(2-methylpropionamidine) dihydrochloride. Significant delay (t(eff)) was observed in oxidative damage in the presence of the selenium compounds. From the IC(50) values for the inhibition of hemolysis, lipid peroxidation, and K(+) ion leakage, the relative anti-hemolytic ability of the compounds were found to be in the order of CysSeSeCys > MeSeCys > SeMet. The anti-hemolytic abilities of the compounds, when compared with sodium selenite (Na(2)SeO(3)) under identical experimental conditions, were found to be better than Na(2)SeO(3).
3.In vitro and in vivo comparison of sulfur donors as antidotes to acute cyanide intoxication.
Baskin SI1, Porter DW, Rockwood GA, Romano JA Jr, Patel HC, Kiser RC, Cook CM, Ternay AL Jr. J Appl Toxicol. 1999 May-Jun;19(3):173-83.
Antidotes for cyanide (CN) intoxication include the use of sulfane sulfur donors (SSDs), such as thiosulfate, which increase the conversion of CN to thiocyanate by the enzyme rhodanese. To develop pretreatments that might be useful against CN, SSDs with greater lipophilicity than thiosulfate were synthesized and assessed. The ability of SSDs to protect mice against 2LD50 of sodium cyanide (NaCN) administered either 15 or 60 min following administration of an SSD was assessed. To study the mechanism of action of the SSD, the candidate compounds were examined in vitro for their effect on rhodanese and 3-mercaptopyruvate sulfurtransferase (MST) activity under increasing SSD concentrations. Tests were conducted on nine candidate SSDs: ICD1021 (3-hydroxypyridin-2-yl N-[(N-methyl-3-aminopropyl)]-2-aminoethyl disulfide dihydrochloride), ICD1022, (3-hydroxypyridin-2-yl N-[(N-methyl-3-aminopropyl)]-2-aminoethyl disulfide trihydrochloride), ICD1584 (diethyl tetrasulfide), ICD1585 (diallyl tetrasulfide), ICD1587 (diisopropyl tetrasulfide); ICD1738 (N-(3-aminopropyl)-2-aminoethyl 2-oxopropyl disulfide dihydrochloride), ICD1816 (3,3'-tetrathiobis-N-acctyl-L-alanine), ICD2214 (2-aminoethyl 4-methoxyphenyl disulfide hydrochloride) and ICD2467 (bis(4-methoxyphenyl) disulfide).
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