L-Cystine
- Iupac Name：(2R)-2-amino-3-[[(2R)-2-amino-2-carboxyethyl]disulfanyl]propanoic acid
- CAS No.: 56-89-3
- Molecular Weight：240.30048
- Modify Date.: 2022-11-05 12:50
- Introduction: 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+
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(EC#)
- 200-296-3
- 1.6 Molecular Formula
- C6H12N2O4S2 (isomer)
- 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 Density
- 1.571
- 2.1 Melting point
- 260-261℃
- 2.1 Boiling point
- 468.2 °C at 760 mmHg
- 2.1 Refractive index
- -222.5 ° (C=1, 1mol/L HCl)
- 2.1 Flash Point
- 237 °C
- 2.1 Precise Quality
- 240.02400
- 2.1 PSA
- 177.24000
- 2.1 logP
- 0.59220
- 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 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
- 3.2 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 Hazard Codes
- Xi
- 4.1 Risk Statements
- R36/37/38
- 4.1 Safety Statements
- S24/25
- 4.1 Packing Group
- III
- 4.1 RIDADR
- 25kgs
- 4.1 Safety Profile
- Low toxicity by ingestion. When heated to decomposition it emits toxic fumes of PO, and SOx
- 4.2 WGK Germany
- 3
- 4.2 RTECS
- HA2690000
- 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
- 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.
- 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. |
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
7. Synthesis Route
56-89-3Total: 19 Synthesis Route
-
|
|
 |
|
Literatures:
Journal of Biological Chemistry, , vol. 65, p. 150
Journal of Physical Chemistry, , vol. 32, p. 1031
Journal of Biological Chemistry, , vol. 94, p. 244
Pr.Soc.exp.Biol.Med., , vol. 29, p. 41
Journal of Biological Chemistry, , vol. 97, p. XXIV
Journal of Biological Chemistry, , vol. 98, p. 578
Journal of the American Chemical Society, , vol. 44, p. 341
Journal of Biological Chemistry, , vol. 102, p. 287,294
Yield: null
|
-
-
8. Other Information
- 8.0 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.
- 8.1 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.
9. Computational chemical data
- Molecular Weight: 240.30048g/mol
- Molecular Formula: C6H12N2O4S2
- Compound Is Canonicalized: True
- XLogP3-AA: -6.3
- Exact Mass: 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. Recommended Suppliers
-
- Products:Cosmetic Raw Materials,solvents,etc.
- Tel:86-311-66562153
- Email:breeduan@crovellbio.com
-
- Products:Pharma &Food Intermediates
Water Treatment Chemicals
Industrial Specialties
Fine Chemicals
- Tel:86-27-85835203
- Email:steven@cspharmchem.com
-
- Products:Organic intermediates, Organic solvents,Cosmetic raw materials ...
- Tel:00-86-19930553744
- Email:Berry@hbzebo.com
L-Cystine
- Purity:99%Packing: 200kg/bag FOB
- Price: 1 USD/g
- Time: 2023/05/30
Inquire
-
- Products:chemicals
- Tel:0311-18503114-031178503114
- Email:mandy@rilonchem.com
-
- Products:My whatsapp:+86 13043111536 cas no.1451-82-7,79099-07-3,5449-12-7,5337-93-9,49851-31-2,288573-56-8
- Tel:86-311-13260653921
- Email:Cara@wh-xiju.com
11. Realated Product Infomation
skype
3YRS
