penicillamine cysteine disulfide

Base Information

• Chemical Name: penicillamine cysteine disulfide
• CAS No.: 18840-45-4
• Molecular Formula: C₈H₁₆N₂O₄S₂
• Molecular Weight: 268.358
• Mol file: 18840-45-4.mol

Synonyms:Alanine,3,3-dimethyl-3,3'-dithiodi- (6CI,7CI); D-Valine,3-[(2-amino-2-carboxyethyl)dithio]-, (R)-; Valine,3-[(L-2-amino-2-carboxyethyl)dithio]-, D- (8CI); L-Cysteine-D-penicillaminedisulfide; Penicillamine cysteine disulfide

Chemical Property of penicillamine cysteine disulfide

Chemical Property:

• Vapor Pressure: 7.31E-10mmHg at 25°C
• Melting Point: 195°
• Refractive Index: 1.618
• Boiling Point: 463.2°Cat760mmHg
• PKA: 2.00±0.10(Predicted)
• Flash Point: 233.9°C
• PSA: 177.24000
• Density: 1.443g/cm³
• LogP: 1.37080
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: Water (Slightly, Sonicated)

Purity/Quality:

L-Cysteine-D-penicillamineDisulfide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: L-Cysteine-D-penicillamine Disulfide is the major urinary metabolite of D-Penicillamine (P223000). L-Cysteine-D-penicillamine Disulfide exposure induces vacuolation in cultured fibroblasts from individuals with cystinosis.

Technology Process of penicillamine cysteine disulfide

There total 8 articles about penicillamine cysteine disulfide 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:

3,3-dimethyl-D-cysteine (52-67-5) + (ethylsulfonylsulfanyl)cysteine → L-Cystein-D-penicillamin-disulfid (18840-45-4)

Guidance literature:

In water-d2; chemoselective reaction;

DOI:10.1002/chem.201604391

Reference yield:

3,3-dimethyl-D-cysteine (52-67-5) + C7H15NO4S2 → L-Cystein-D-penicillamin-disulfid (18840-45-4)

Guidance literature:

In water-d2; at 20 ℃; pH=4.5;

DOI:10.1002/chem.201800681

Reference yield:

3,3-dimethyl-D-cysteine (52-67-5) + S-(phenylsulfonyl)-L-cysteine (97512-83-9) → L-Cystein-D-penicillamin-disulfid (18840-45-4)

Guidance literature:

With ethylenediaminetetraacetic acid; ammonium formate; for 0.0333333h; pH=4; pH-value; Solvent;

DOI:10.1039/c4ob00995a

upstream raw materials:

3,3-dimethyl-D-cysteine

L-cystine

cystine sulphoxide

cysteinyl thiocyanate

Refernces

• 1、 Schneider,Pfeuti,de Weck. "Aspects of formation of the D-penicillamine-antigenic determinant from penicilloyl compounds.". . p. 1235 - 1243. Retrieved 1973.
• 2、 Sch?fer, Olga,Barz, Matthias. "Of Thiols and Disulfides: Methods for Chemoselective Formation of Asymmetric Disulfides in Synthetic Peptides and Polymers". . p. 12131 - 12142. Retrieved 2018/08/01.
• 3、 Reeves,Joshi,Campanello,Hilmer,Chetia,Vance,Reinschmidt,Miller,Giedroc,Dratz,Singel,Grieco. "Conversion of S-phenylsulfonylcysteine residues to mixed disulfides at pH 4.0: Utility in protein thiol blocking and in protein-S-nitrosothiol detection". . p. 7942 - 7956. Retrieved 2015/02/18.