D-Cystine

Base Information

• Chemical Name: D-Cystine
• CAS No.: 923-32-0
• Molecular Formula: C6H12N2O4S2
• Molecular Weight: 240.304
• Hs Code.: 29309014
• European Community (EC) Number: 200-296-3,206-486-2
• UNII: KX1RHN0Y0B,06681CV9GH
• DSSTox Substance ID: DTXSID301031752
• Nikkaji Number: J9.193F
• Wikipedia: Cystine
• Wikidata: Q27116494
• NCI Thesaurus Code: C29610
• Metabolomics Workbench ID: 55119
• Mol file: 923-32-0.mol

Synonyms:Copper Cystinate;Cystine;L Cystine;L-Cystine

Chemical Property of D-Cystine

Chemical Property:

• Appearance/Colour: white to off-white powder
• Vapor Pressure: 4.62E-10mmHg at 25°C
• Melting Point: 227 °C (dec.)(lit.)
• Refractive Index: 1.652
• Boiling Point: 468.2 °C at 760 mmHg
• PKA: 2.1(at 35℃)
• Flash Point: 237 °C
• PSA: 177.24000
• Density: 1.571 g/cm³
• LogP: 0.59220
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: 1 M HCl: soluble
• Water Solubility.: Soluble in dilute acid and alkali solution, highly soluble in water, not soluble in alcohol.
• XLogP3: -6.3
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 7
• Exact Mass: 240.02384922
• Heavy Atom Count: 14
• Complexity: 192

Purity/Quality:

BR，99% ^*data from raw suppliers

DL-Cystine 99+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 36/37/38-22
• Safety Statements: 37/39-26-24/25-36

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Biological Agents -> Amino Acids and Derivatives
• Canonical SMILES: C(C(C(=O)O)N)SSCC(C(=O)O)N
• Isomeric SMILES: C([C@H](C(=O)O)N)SSC[C@H](C(=O)O)N
• Recent NIPH Clinical Trials: Perioperative oral administration of Cystine and Theanine enhances recovery after thoracoscopic esophagectomy
• Uses: Cystine is a nonessential amino acid that acts as a nutrient and dietary supplement. It is very slightly soluble in water and in alcohol. it improves the biological quality of the total protein in foods containing naturally occurring intact protein. DL-cystine is used in the preparation of sulfur-containing dimeric and monomeric surfactants.

Technology Process of D-Cystine

There total 61 articles about D-Cystine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

rac-cysteine (921-01-7,3374-22-9,4371-52-2,40143-64-4,40143-66-6,40143-69-9,52-90-4) → cysteine disulfide (56-89-3,349-46-2,923-32-0,6020-39-9,24645-67-8,35100-73-3,40143-67-7)

Guidance literature:

With nitrogen(II) oxide; In water; for 0.25h; Ambient temperature;

DOI:10.1021/jo00340a038

Reference yield:

rac-cysteine (921-01-7,3374-22-9,4371-52-2,40143-64-4,40143-66-6,40143-69-9,52-90-4) + 3'-azido-2',3'-deoxythymidine (30516-87-1,399024-19-2) → cysteine disulfide (56-89-3,349-46-2,923-32-0,6020-39-9,24645-67-8,35100-73-3,40143-67-7) + thymin (65-71-4,28806-14-6,691841-57-3) + 3'-amino-3'-deoxythymidine (52450-18-7)

Guidance literature:

With sodium dihydrogenphosphate dihydrate; sodium phosphate dibasic dodecahydrate; water; dinitrogen monoxide; γ-irradiation;

DOI:10.1016/j.tet.2012.04.050

Reference yield:

S,S'-methylenebis(cysteine) (498-59-9) → formaldehyd (50-00-0,30525-89-4,61233-19-0) + rac-cysteine (921-01-7,3374-22-9,4371-52-2,40143-64-4,40143-66-6,40143-69-9,52-90-4) + cysteine disulfide (56-89-3,349-46-2,923-32-0,6020-39-9,24645-67-8,35100-73-3,40143-67-7)

Guidance literature:

DOI:10.1021/ja01849a038

upstream raw materials:

rac-cysteine

L-Cysteine

disulfanediyldiacetic acid

L-cystine

Downstream raw materials:

S,S-cystine

2-amino-⁽²⁾-thiazoline-4-carboxylic acid

methylthiol

diethyl sulphide

Refernces

• 1、 Foster, Jeffrey C.,Powell, Chadwick R.,Radzinski, Scott C.,Matson, John B.. "S-aroylthiooximes: A facile route to hydrogen sulfide releasing compounds with structure-dependent release kinetics". supporting information. p. 1558 - 1561. Retrieved 2014/04/17.
• 2、 Yang, Jun,?e?kute, Jolita,Cole, Christian M.,Devaraj, Neal K.. "Live-cell imaging of cyclopropene tags with fluorogenic tetrazine cycloadditions". supporting information; scheme or table. p. 7476 - 7479. Retrieved 2012/09/08.