(-)-Cystine
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(-)-Cystine
structure -
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CAS No:
56-89-3
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Formula:
C6H12N2O4S2
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Chemical Name:
(-)-Cystine
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Synonyms:
L-Cystine;Cystine,L-;Bis(β-amino-β-carboxyethyl) disulfide;Cystine acid;β,β′-Diamino-β,β′-dicarboxydiethyl disulfide;Dicysteine;3,3′-Dithiobis(2-aminopropanoic acid);β,β′-Dithiodialanine;Cystine;L-Cysteine disulfide;Propanoic acid,3,3′-dithiobis[2-amino-,[R-(R*,R*)]-;(-)-Cystine;L-Cystin;L-(-)-Cystine;Oxidized L-cysteine;[R-(R*,R*)]-3,3′-Dithiobis[2-aminopropanoic acid];l-Cystine;L-Alanine,3,3′-dithiobis-;NSC 13203;24645-67-8;154605-69-3
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CAS No:
Description
L-Cystine is an amino acid and intracellular thiol, which plays a critical role in the regulation of cellular processes.
DryPowder|Solid
L-cystine is the L-enantiomer of the sulfur-containing amino acid cystine. It has a role as a flour treatment agent, a human metabolite, a Saccharomyces cerevisiae metabolite, a mouse metabolite and an EC 1.2.1.12 (aspartate-semialdehyde dehydrogenase) inhibitor. It is a cystine, a L-cysteine derivative and a non-proteinogenic L-alpha-amino acid. It is a conjugate acid of a L-cystine anion. It is an enantiomer of a D-cystine. It is a tautomer of a L-cystine zwitterion.|A covalently linked dimeric nonessential amino acid formed by the oxidation of cysteine. Two molecules of cysteine are joined together by a disulfide bridge to form cystine.|Cystine is not considered one of the 20 amino acids, Cystine is a sulfur-containing derivative obtained from oxidation of cysteine amino acid thiol side chains. It functions as an antioxidant and protects tissues against radiation and pollution, slowing the aging process. It also aids protein synthesis. Cystine is abundant in many proteins of skeletal tissues and skin, and found in insulin and digestive enzymes chromotrypsinogen A, papain, and trypsinogen. (NCI04)|A covalently linked dimeric nonessential amino acid formed by the oxidation of CYSTEINE. Two molecules of cysteine are joined together by a disulfide bridge to form cystine.
Characteristics
177.24000
-6.3
DryPowder
1.677 g/cm3
260.5 °C (decomp)
468.2ºC at 760 mmHg
237ºC
1.653
H2O: 0.112 g/L (25 ºC);1 M HCl: 100 mg/mL
Store at RT.
1None
1
149.4 Ų [M+H]+ [CCS Type: DT, Method: single field calibrated with Agilent tune mix (Agilent)]|145 Ų [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine]|149.4 Ų [M+H]+ [CCS Type: DT, Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]|151.2 Ų [M+Na]+ [CCS Type: DT, Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]|143 Ų [M-H]- [CCS Type: DT, Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]|147.3 Ų [M+Na-2H]- [CCS Type: DT, Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]|148.1 Ų [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]|144.39 Ų [M-H]- [CCS Type: DT, Method: stepped-field]|150.08 Ų [M+H]+ [CCS Type: DT, Method: stepped-field]|151.81 Ų [M+Na]+ [CCS Type: DT, Method: stepped-field]|147.3 Ų [M-2H+Na]-
Safety Information
III
UN 2811 6.1/PG 3
3
R36/37/38
S24/25
HA2690000
Xi
Stable. Incompatible with strong oxidizing agents.
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
H315
Not Classified
Toxicity
With typical doses of 1 to 1.5 grams daily, the most commonly reported side effects have been gastrointestinal, such as nausea. There are rare reports of cystine renal stone formation, Single injections of L-cysteine (0.6-1.5 g/kg) into 4-day-old pups resulted in massive damage to cortical neurons, permanent retinal dystrophy, atrophy of the brain and hyperactivity.
Drug Information
It has been claimed that L-cysteine has anti-inflammatory properties, that it can protect against various toxins, and that it might be helpful in osteoarthritis and rheumatoid arthritis. More research will have to be done before L-cysteine can be indicated for any of these conditions. Research to date has mostly been in animal models.|Parenteral nutrition
L-Cystine is a covalently linked dimeric nonessential amino acid formed by the oxidation of cysteine. Two molecules of cysteine are joined together by a disulfide bridge to form cystine. Cystine is a chemical substance which naturally occurs as a deposit in the urine, and can form a calculus (hard mineral formation) when deposited in the kidney. The compound produced when two cysteine molecules linked by a disulfide (S-S) bond. Cystine is required for proper vitamin B6 utilization and is also helpful in the healing of burns and wounds, breaking down mucus deposits in illnesses such as bronchitis as well as cystic fibrosis. Cysteine also assists in the supply of insulin to the pancreas, which is needed for the assimilation of sugars and starches. It increases the level of glutathione in the lungs, liver, kidneys and bone marrow, and this may have an anti-aging effect on the body by reducing age-spots etc.
Certain conditions, e.g. an acetaminophen overdose, deplete hepatic glutathione and subject the tissues to oxidative stress resulting in loss of cellular integrity. L-Cystine serves as a major precursor for synthesis of glutathione.
Copper Cystinate
(-)-Cystine Use and Manufacturing
L-Cystine is a non-essential amino acid for human development. L-Cystine is formed by the dimerization of two cysteines through the sulfur.Used for biochemical research, preparation of biological culture medium, medicine for the prevention and treatment of hepatitis, radiation injury, various alopecia, and drug poisoning, and also for acute infectious diseases, bronchial asthma, neuralgia, eczema and burns treatment.Used in medicine, cosmetics, food additives, etc.
Fillers
Food Products
Food, beverage, and tobacco product manufacturing|L-Cystine: ACTIVE
Food additives -> Flavoring Agents|Human Drugs -> EU pediatric investigation plans|Cosmetics -> Antistatic; Hair conditioning
Flavoring Agents
Computed Properties
Molecular Weight:240.3
XLogP3:-6.3
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:7
Exact Mass:240.02384922
Monoisotopic Mass:240.02384922
Topological Polar Surface Area:177
Heavy Atom Count:14
Complexity:192
Defined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Drug Function and Efficacy
No specific pharmacological effects mentioned
Registered Holders
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Jinyao Pharmaceutical Co., Ltd.
Active
China
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Sichuan Xieli Pharmaceutical Co., Ltd.
Active
China
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Jiangxi Xinganjiang Pharmaceutical Co., Ltd.
Active
China
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