meso-Cystine

Base Information

• Chemical Name: meso-Cystine
• CAS No.: 6020-39-9
• Molecular Formula: C6H12N2O4S2
• Molecular Weight: 240.304
• Hs Code.: 2930909090
• European Community (EC) Number: 200-296-3
• UNII: KQY8R188E2
• DSSTox Substance ID: DTXSID90208952
• Nikkaji Number: J14.061I
• Wikipedia: Cystine
• Wikidata: Q27282385
• NCI Thesaurus Code: C29610
• Mol file: 6020-39-9.mol

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

Chemical Property of meso-Cystine

Chemical Property:

• Melting Point: 200-218 °C (decomp)
• Refractive Index: 1.6000 (estimate)
• Boiling Point: 468.2±45.0 °C(Predicted)
• PKA: 1.70±0.10(Predicted)
• PSA: 177.24000
• Density: 1.5416 (rough estimate)
• LogP: 0.59220
• Water Solubility.: 56mg/L(25 oC)
• 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:

99.0% ^*data from raw suppliers

MESO-CYSTINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

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

Technology Process of meso-Cystine

There total 61 articles about meso-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:

L-Cysteine (52-90-4) → 2-amino-3-hydroxysulfanylpropionic acid (73243-12-6) + L-cysteinesulfinic acid (1115-65-7) + L-Cysteic acid (498-40-8,3024-83-7) + L-cystine (6020-39-9)

Guidance literature:

With N-chlorotaurine sodium salt; In water; at 20 ℃; pH=7; Product distribution; Kinetics;

DOI:10.1002/1521-4184(200212)335:9<411::AID-ARDP411>3.0.CO;2-D

upstream raw materials:

rac-cysteine

L-Cysteine

disulfanediyldiacetic acid

L-cystine

Downstream raw materials:

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

methylthiol

diethyl sulphide

rac-cysteine

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.