Selenocystine

Base Information

• Chemical Name: Selenocystine
• CAS No.: 2897-21-4
• Deprecated CAS: 1192052-00-8,1464-43-3
• Molecular Formula: C₆H₁₂N₂O₄Se₂
• Molecular Weight: 334.092
• Hs Code.: 2922499990
• European Community (EC) Number: 636-685-3
• NSC Number: 172800
• DSSTox Substance ID: DTXSID70862672
• Wikipedia: Selenocystine
• Wikidata: Q27103768
• Mol file: 2897-21-4.mol

Synonyms:selenocystine;selenocystine, (D)-isomer;selenocystine, (DL)-isomer;selenocystine, (L)-isomer

Chemical Property of Selenocystine

Chemical Property:

• Vapor Pressure: 5.12E-13mmHg at 25°C
• Melting Point: 214.5°C
• Boiling Point: 538.3°Cat760mmHg
• PKA: 1.69±0.10(Predicted)
• Flash Point: 279.3°C
• PSA: 126.64000
• Density: g/cm³
• LogP: -0.62920
• Storage Temp.: −20°C
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 335.91275
• Heavy Atom Count: 14
• Complexity: 192

Purity/Quality:

98%,99%, ^*data from raw suppliers

Seleno-DL-cystine powder ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T,N
• Statements: 23/25-33-50/53
• Safety Statements: 20/21-28-45-60-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(C(=O)O)N)[Se][Se]CC(C(=O)O)N

Technology Process of Selenocystine

There total 28 articles about Selenocystine 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: 90.0%

β-chloro-L-alanine hydrochloride (51887-89-9,3157-46-8) → seleno-L-cystine (1464-43-3,2897-21-4,26932-45-6,29621-88-3)

Guidance literature:

With selenium; sodium tetrahydroborate; at 37 ℃; pH=9;

DOI:10.1016/S0960-894X(01)00590-X

Reference yield: 84.0%

L-dibenzyl N,N'-di(benzyloxycarbonyl)selenocystinate (109276-78-0) → seleno-L-cystine (1464-43-3,2897-21-4,26932-45-6,29621-88-3)

Guidance literature:

With hydrogen bromide; In acetic acid; for 2h; Ambient temperature;

DOI:10.1016/S0040-4020(01)88049-2

Reference yield: 82.0%

dimethyl 3,3'-diselanediyl-(2R,2'R)-bis(2-((tertbutoxycarbonyl)amino)propanoate) (195324-31-3) → seleno-L-cystine (1464-43-3,2897-21-4,26932-45-6,29621-88-3)

Guidance literature:

dimethyl 3,3'-diselanediyl-(2R,2'R)-bis(2-((tertbutoxycarbonyl)amino)propanoate); With water; trifluoroacetic acid; In dichloromethane; at 20 ℃; for 3h;

With hydrogenchloride; at 75 ℃; for 12h; Further stages.;

DOI:10.1021/ol015712o

upstream raw materials:

(2R)-serine O-sulfate

O-acetyl-D-serine

Se-benzyl-L-selenocysteine

L-dibenzyl N,N'-di(benzyloxycarbonyl)selenocystinate

Downstream raw materials:

Oxidized glutathione

C₁₃H₂₂N₄O₈SSe

L-selenocysteine

riboflavin

Refernces

• 1、 Satheeshkumar, Kandhan,Raju, Saravanan,Singh, Harkesh B.,Butcher, Ray J.. "Reactivity of Selenocystine and Tellurocystine: Structure and Antioxidant Activity of the Derivatives". supporting information. p. 17513 - 17522. Retrieved 2018/11/23.
• 2、 -. "Diphosphoric acid compounds, and preparation method and application thereof". Paragraph 0137; 0159. . Retrieved 2016/10/31.