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L-Cystine dihydrochloride

* Please kindly note that our products are not to be used for therapeutic purposes and cannot be sold to patients.

L-Cystine is a non-essential amino acid for human development. L-Cystine is formed by the dimerization of two cysteines through the sulfur.

Category

L-Amino Acids

Catalog number

BAT-003976

CAS number

30925-07-6

Molecular Formula

C6H12N2O4S2.2HCl

Molecular Weight

313.22

IUPAC Name

(2R)-2-amino-3-[[(2R)-2-amino-2-carboxyethyl]disulfanyl]propanoic acid;dihydrochloride

Synonyms

L-Cystine, hydrochloride (1:2); Cystine, dihydrochloride, L-; Cystine dihydrochloride; (2R,2'R)-3,3'-disulfanediylbis(2-aminopropanoic acid) dihydrochloride

Related CAS

56-89-3 (free base) 58293-66-6 (dihydrate)

Appearance

White to slightly yellow crystalline

Purity

≥95%

Melting Point

>195°C (dec.)

Storage

Store at 2-8°C

Solubility

Soluble in Aqueous Acid (Slightly, Sonicated), DMSO (Slightly), Methanol (Slightly)

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

L-Cystine dihydrochloride, a derivative of the amino acid cystine, boasts diverse applications in the realms of bioscience and industry. Here are four key applications of L-Cystine dihydrochloride:

Nutritional Supplements: Widely utilized in dietary supplements, L-Cystine dihydrochloride plays a pivotal role in promoting the growth of hair and nails. Its sulfur content effectively fortifies keratin structures, leading to the cultivation of healthier hair and nails. Furthermore, it contributes to enhancing the immune system and fostering overall body wellness, embodying a multifaceted approach to bolstering health.

Cell Culture Media: Within the confines of research laboratories, L-Cystine dihydrochloride emerges as an indispensable component of cell culture media. Serving as a nutritional wellspring of cystine, a vital nutrient for cellular growth and protein synthesis, it facilitates the sustenance and propagation of cell lines for a plethora of experimental endeavors. Researchers lean on its properties to ensure the vitality and progression of diverse cell cultures, underpinning numerous scientific investigations.

Cosmetic Formulations: Renowned for its antioxidant prowess, L-Cystine dihydrochloride garners inclusion in cosmetic formulations owing to its protective benefits for the skin against oxidative stress and environmental aggressors. By shielding the skin from damage and bolstering its resilience, this compound contributes to overall skin health. It finds its way into an array of skincare products such as creams, lotions, and serums focused on anti-aging and skin rejuvenation, embodying a potent ally in the quest for radiant and youthful skin.

Pharmaceutical Applications: In the realm of pharmaceuticals, L-Cystine dihydrochloride assumes a critical role in the formulation of medications tailored to combat cystinuria. Its unique ability to enhance the solubility of cystine in urine proves instrumental in thwarting the formation of kidney stones. This therapeutic intervention stands as a cornerstone in managing and ameliorating symptoms in individuals afflicted by cystinuria, offering relief and improved quality of life.

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).