Encyclopedia / Organic Intermediate / Pharmaceutical Intermediates / Vitamins, Amino Acids and Coenzymes

L-Cystine

CAS：56-89-3
MW:240.30048
MF：C6H12N2O4S2

L-cystine (formula: (SCH2CH(NH2) CO2H)2), the L-form of cystine) is a covalently linked dimeric nonessential amino acid formed through the oxidation of cysteine. It is contained in many foods including eggs, meat, dairy products, and whole grains as well as in skin and hairs. L-cystine and L-methionine are the amino-acids required for wound healing and formation of epithelial tissue. It is able to stimulate the hematopoietic system and promote the formation of white and red blood cells. It can also be used as a component of parental and enteral nutrition. It can also be used for the treatment of dermatitis and protection of liver function. L-cystine is manufactured through the enzymatic conversion from DL-amino thiazoline carboxylic acid. View more+

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Names and ldentifier
Properties
Use and Manufacturing
Safety and Handling
Msds
NMR Spectrum
Other Information
Computational chemical data
Related Questions
Realated Product Infomation

1. Names and Identifiers

1.1 Name: L-Cystine

1.2 Synonyms: (r-(r*,r*))-3,3’-dithiobis(2-aminopropanoicacid); 1-cystine; 3,3’-dithiobis(2-amino-,(r-(r*,r*))-propanoicaci; 3,3’-dithiobis(2-aminopropanoicacid); 3,3’-dithiobis-l-alanin; 3,3'-Dithiobis(2-aminopropanoic acid); 3,3'-Dithiodialanine; Alanine, 3,3'-dithiobis-;

1.3 CAS No.: 56-89-3

1.4 CID: 67678

1.5 EINECS: 200-296-3

1.6 Molecular Formula: C6H12N2O4S2

1.7 Inchi: InChI=1S/C6H12N2O4S2/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)/t3-,4-/m0/s1

1.8 InChkey: LEVWYRKDKASIDU-IMJSIDKUSA-N

1.9 Canonical Smiles: C(C(C(=O)O)N)SSCC(C(=O)O)N

1.10 Isomers Smiles: C([C@@H](C(=O)O)N)SSC[C@@H](C(=O)O)N

2. Properties

2.1 Solubility: 1 M HCl: 100?mg/mL

2.2 Appearance: White crystalline powder

2.3 Storage: Ambient temperatures.

2.4 Chemical Properties: A white or almost white, crystalline powder, practically insoluble in water and in alcohol.

2.5 Color/Form: White

2.6 pKa: 1.0, 2.1, 8.02, 8.71(at 25℃)

2.7 Water Solubility: 0.112 g/L (25 °C) in water

2.8 Stability: Stable. Incompatible with strong oxidizing agents.

2.9 StorageTemp: Store at RT.

3. Use and Manufacturing

3.1 Description: L-Cystine (CAS 56-89-3) is a non-essential amino acid that is naturally found in many proteins. It is a white crystalline powder with a molecular structure consisting of two cysteine molecules linked by a disulfide bond. L-Cystine is sparingly soluble in water and insoluble in alcohol and ether. It has a melting point of approximately 240-250°C and a density of 1.32 g/cm3. This chemical is stable under normal conditions and does not decompose easily.

Applicable Fields
L-Cystine has various applications in different fields:

Pharmaceutical Industry: L-Cystine is used as a dietary supplement and is commonly found in nutritional supplements and pharmaceutical formulations. It is known for its antioxidant properties and is believed to have potential benefits for hair, skin, and nail health.

Food Industry: L-Cystine is used as a food additive in certain processed foods. It acts as a dough conditioner and improves the texture and quality of baked goods. It is also used as a flavor enhancer in some savory products.

Cosmetics Industry: L-Cystine is used in various cosmetic products, particularly those targeting hair and skin. It is believed to promote hair growth and strengthen hair follicles. It is also used in skincare products for its antioxidant and anti-aging properties.

Storage Conditions
L-Cystine should be stored in a cool, dry place, away from direct sunlight. It should be kept in a tightly sealed container to prevent moisture absorption. Proper storage conditions help maintain the stability and quality of the chemical.

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3.2 Purification Methods: Cystine disulfoxide impurity is removed by treating an aqueous suspension with H2S. The cystine is filtered off, washed with distilled water and dried at 100o under a vacuum over P2O5. Crystallise it by dissolving in 1.5M HCl, then adjusting to neutral pH with ammonia. Likely impurities are D-cystine, meso-cystine and tyrosine. Also purify it by dissolving it in 10% NH3 and adding gradually dilute AcOH until the point of precipitation and cooling slowly [Dughton & Harrison Acta Cryst 12 396, 402 1959.] Alternatively dissolve it in 6N NH4OH and evaporate it at room temperature for crystallisation to occur. [Chaney & Steinrauf Acta Cryst 30 711 1974, Beilstein 4 IV 3155.] L-Cystine Preparation Products And Raw materials Raw materials

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

4. Safety and Handling

4.1 Safety Profile: Low toxicity by ingestion. When heated to decomposition it emits toxic fumes of PO, and SOx

4.2 Safety: Hazard Codes:?Xi
Risk Statements: 36/37/38?
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-24/25?
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.?
S36:Wear suitable protective clothing.?
S24/25:Avoid contact with skin and eyes.
RIDADR: 2811
WGK Germany: 3
RTECS: HA2690000
Hazard Note: Irritant
PackingGroup: III
HS Code: 29309014

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4.3 Specification: ?Cystine , its cas register number is 56-89-3. It also can be called?(R-(R*,R*))-3,3'-Dithiobis(2-aminopropanoic acid) ; 1-Cystine ; 3,3'-Dithiobis(2-aminopropanoic acid) ; 3,3'-Dithiobis(2-aminopropanoic acid), (R-(R*,R*))- ; 3,3'-Dithiodialanine ; Alanine, 3,3'-dithiobis- ; Bis(beta-amino-beta-carboxyethyl)disulfide ; Cysteine disulfide ; beta,beta'-Diamino-beta,beta'-dicarboxydiethyl disulfide .It is a?white crystalline powder.

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4.4 Toxicity

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	> 961mg/kg (961mg/kg)	?	Yakugaku Zasshi. Journal of Pharmacy. Vol. 94, Pg. 1419, 1974.
rat	LDLo	oral	25gm/kg (25000mg/kg)	?	Oyo Yakuri. Pharmacometrics. Vol. 15, Pg. 199, 1978.

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5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Not classified.

2.2 GHS label elements, including precautionary statements

Pictogram(s)	No symbol.
Signal word	No signal word.
Hazard statement(s)	none
Precautionary statement(s)
Prevention	none
Response	none
Storage	none
Disposal	none

2.3 Other hazards which do not result in classification

none

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6. NMR Spectrum

13C NMR : in D2O

IR : KBr disc

IR : nujol mull

Mass

7. Synthesis Route

56-89-3Total: 76 Synthesis Route

52-90-4 515 Suppliers

56-89-3 538 Suppliers

56-88-2 22 Suppliers

56-89-3 538 Suppliers

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8. Precursor and Product

precursor:

56-45-1

52-89-1

533-77-7

616-91-1

56-88-2

56-89-3

52-90-4

product:

302-72-7

56-41-7

107-96-0

56-88-2

331-90-8

75-47-8

505-73-7

921-01-7

51-85-4

52-90-4

9. Computed Properties

Molecular Weight：240.30048g/mol
Molecular Formula：C₆H₁₂N₂O₄S₂
Compound Is Canonicalized：True
Exact Mass：-6.3
XLogP3-AA：240.02384922
Monoisotopic Mass：240.02384922
Complexity：192
Rotatable Bond Count：7
Hydrogen Bond Donor Count：4
Hydrogen Bond Acceptor Count：8
Topological Polar Surface Area：177
Heavy Atom Count：：14
Defined Atom Stereocenter Count：2
Undefined Atom Stereocenter Count：0
Defined Bond Stereocenter Count：0
Undefined Bond Stereocenter Count：0
Isotope Atom Count：0
Covalently-Bonded Unit Count：1
CACTVS Substructure Key Fingerprint：AAADccBjOABgAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAHgQQCAAACCjFwASACABAAgAIAACQCAAAAAAAAAAAAIGAAAACAAAAAAAAQAAAEAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAA==

10.Other Information

Usage: L-Cystine is used as an antioxidant, protecting tissues against radiation and pollution. It finds application in protein synthesis. It is required for utilization of vitamin B6 and is useful in healing burns and wounds. It is also is required by certain malignant cell lines in the culture medium as well as for the growth of certain micro-organisms. It is useful in the stimulation of hematopoietic system and promotes the formation of white and red blood cells. It is an active ingredient in medications used to treat dermatitis.

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Usage: L-cysteine acts as a major source of sulfur in cell culture. Cysteine has been used in pulse-chase experiments to study protein expression from an inducible promoter. L-Cysteine is used to supplement cell culture media.

11. Toltal 486 Suppliers View more

Weifang Xingbei International Trade Co., Ltd

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Baoji Guokang Healthchem co.,ltd

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Factory Sale favorable price High purity 98.5% L-Cystine C6H12N2O4S2 With stock

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Hebei Crovell Biotech Co. Ltd

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12. Related Questions

: What are the Biological Implications of L-Cystine in Human Health?General Description L-Cystine, a non-essential amino acid, is essential for protein synthesis due to its sulfur-containing thiol group. It plays a crucial role in forming disulfide bridges for protein..; How to Produce L-Cystine and L-Half Cystine?Background L-Cystine can be easily reduced to L-Half Cystine. Both L-Cystine and L-Half Cystine are sulfur-containing amino acids used as raw materials for drugs, food, cosmetics, and cold wave hair l..; What is L-Cystine and its Applications?L-Cystine, also known as L-Cystine, is a white solid powder at room temperature and pressure. It is soluble in water but insoluble in ethanol and other organic solvents. It is easily soluble in dilute..

13. Realated Product Infomation