(2S)-2-azaniumyl-3-[[(2S)-2-azaniumyl-3-oxidanidyl-3-oxidanylidene-propyl]disulfanyl]propanoate

Base Information

• Chemical Name: (2S)-2-azaniumyl-3-[[(2S)-2-azaniumyl-3-oxidanidyl-3-oxidanylidene-propyl]disulfanyl]propanoate
• CAS No.: 349-46-2
• Molecular Formula: C6H12N2O4S2
• Molecular Weight: 240.304
• Hs Code.: 29309013
• Mol file: 349-46-2.mol

Synonyms:D-cystine zwitterion;CHEBI:145813;(2S,2'S)-3,3'-dithiobis(2-ammoniopropanoate);A822473;(2S,2'S)-3,3'-disulfanediylbis(2-ammoniopropanoate);(2S)-2-azaniumyl-3-[[(2S)-2-azaniumyl-3-oxidanidyl-3-oxidanylidene-propyl]disulfanyl]propanoate

Chemical Property of (2S)-2-azaniumyl-3-[[(2S)-2-azaniumyl-3-oxidanidyl-3-oxidanylidene-propyl]disulfanyl]propanoate

Chemical Property:

• Appearance/Colour: white crystals or crystalline powder
• Vapor Pressure: 4.62E-10mmHg at 25°C
• Melting Point: 265 °C (dec.)(lit.)
• Refractive Index: 1.652
• Boiling Point: 468.2 °C at 760 mmHg
• PKA: 1.70±0.10(Predicted)
• Flash Point: 237 °C
• PSA: 177.24000
• Density: 1.571 g/cm³
• LogP: 0.59220
• Storage Temp.: Store at RT.
• Solubility.: Aqueous Acid (Slightly), Aqueous Base (Slightly)
• Water Solubility.: 0.057 g/L (25 ºC)
• XLogP3: -5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 240.02384922
• Heavy Atom Count: 14
• Complexity: 181

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(C(C(=O)[O-])[NH3+])SSCC(C(=O)[O-])[NH3+]
• Isomeric SMILES: C([C@H](C(=O)[O-])[NH3+])SSC[C@H](C(=O)[O-])[NH3+]
• Uses: D-Cystine increases the rate of fertilization of mouse oocytes.

Technology Process of (2S)-2-azaniumyl-3-[[(2S)-2-azaniumyl-3-oxidanidyl-3-oxidanylidene-propyl]disulfanyl]propanoate

There total 76 articles about (2S)-2-azaniumyl-3-[[(2S)-2-azaniumyl-3-oxidanidyl-3-oxidanylidene-propyl]disulfanyl]propanoate 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:

type I collagen from Bester sturgeon scales → L-alanin (56-41-7,25191-17-7,18875-37-1) + L-valine (72-18-4,25609-85-2,7004-03-7,921-10-8) + L-serin (56-45-1,83245-15-2) + L-threonine (72-19-5,134357-96-3,7013-32-3,82822-12-6) + L-leucine (61-90-5,21675-61-6,25248-98-0,70-45-1) + L-isoleucine (73-32-5,959215-79-3,18875-42-8) + L-methionine (63-68-3,26062-47-5,58576-49-1) + L-lysine (56-87-1,3506-25-0) + L-Aspartic acid (56-84-8,25608-40-6,27881-03-4,32505-46-7,52526-39-3) + (5R)-5-hydroxy-L-lysine (504-91-6,1190-94-9,3506-26-1,6000-08-4,18899-29-1,18899-30-4,18899-31-5,52153-41-0,78088-29-6,28902-93-4) + L-arginine (74-79-3,25212-18-4) + S,S-cystine (349-46-2) + L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) + L-tyrosine (60-18-4,18875-48-4,25619-78-7,30704-25-7) + glycine (56-40-6,18875-39-3,25718-94-9) + L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) + 4R-4-hydroxyproline (51-35-4,30724-02-8) + L-histidine (71-00-1)

Guidance literature:

With hydrogenchloride; water; at 110 ℃; for 24h;

DOI:10.1016/j.foodchem.2014.03.075

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、 Komiyama, Tomoko,Fujimori, Ken. "Kinetic studies of the reaction of S-nitroso-L-cysteine with L-cysteine". . p. 175 - 180. Retrieved 1997.
• 2、 Nakajima,Okawa. "STUDIES ON 2-AZIRIDINECARBOXYLIC ACID: X. SIMPLE STEREOSPECIFIC SYNTHESIS OF OPTICALLY ACTIVE CYSTINE AND THREO-3,3 prime -DIMETHYLCYSTINE.". . p. 1565 - 1566. Retrieved 1983.
• 3、 Mani, Veerappan,Huang, Sheng-Tung,Devasenathipathy, Rajkumar,Yang, Thomas C. K.. "Electropolymerization of cobalt tetraamino-phthalocyanine at reduced graphene oxide for electrochemical determination of cysteine and hydrazine". . p. 38463 - 38469. Retrieved 2016/05/19.
• 4、 Zhang, Xi,Ookawa, Mika,Tan, Yongkai,Ura, Kazuhiro,Adachi, Shinji,Takagi, Yasuaki. "Biochemical characterisation and assessment of fibril-forming ability of collagens extracted from Bester sturgeon Huso huso × Acipenser ruthenus". . p. 305 - 312. Retrieved 2014/05/06.