(2S)-2-ammonio-4-(methylselanyl)butanoate

Base Information

• Chemical Name: (2S)-2-ammonio-4-(methylselanyl)butanoate
• CAS No.: 3211-76-5
• Molecular Formula: C5H11NO2Se
• Molecular Weight: 196.108
• Hs Code.: 29309090
• Mol file: 3211-76-5.mol

Synonyms:selenium L-methionine;L-selenomethionine zwitterion;CHEBI:62621;(2S)-2-ammonio-4-(methylselanyl)butanoate;(2S)-2-azaniumyl-4-(methylselanyl)butanoate

Chemical Property of (2S)-2-ammonio-4-(methylselanyl)butanoate

Chemical Property:

• Appearance/Colour: white to off-white powder
• Melting Point: 265 °C
• Refractive Index: 18 ° (C=0.5, 2mol/L HCl)
• Boiling Point: 320.78 °C at 760 mmHg
• PKA: 2.26±0.10(Predicted)
• Flash Point: 147.803 °C
• PSA: 63.32000
• LogP: 0.65930
• Storage Temp.: −20°C
• Solubility.: H2O: 50 mg/mL
• Water Solubility.: soluble
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 196.99550
• Heavy Atom Count: 9
• Complexity: 91.4

Purity/Quality:

99.0%, ^*data from raw suppliers

L-Selenomethionine ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Se]CCC(C(=O)[O-])[NH3+]
• Isomeric SMILES: C[Se]CC[C@@H](C(=O)[O-])[NH3+]
• Uses: A compound shown to increase expression of glutathione peroxidase Seleno-L-methionine has been used: in toxicity studies in Japanese Medaka embryosto study its effects on selenium status indicators in pregnant long-tailed macaques (Macaca Fascicularis)to label proteins for single wavelength anomalous dispersion (SAD) phasing

Technology Process of (2S)-2-ammonio-4-(methylselanyl)butanoate

There total 24 articles about (2S)-2-ammonio-4-(methylselanyl)butanoate 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: 96.0%

N-Boc-L-selenomethionine (45172-44-9,1219410-27-1) → Seleno-L-methionine (3211-76-5)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 0.5h; Ambient temperature;

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

Reference yield: 82.0%

sodium methylselenide (37773-10-7) + (3S)-(3-amino-3-carboxypropyl)dimethylsulfonium iodide (3493-11-6) → Seleno-L-methionine (3211-76-5)

Guidance literature:

In methanol; ethanol; at 45 ℃; for 9h; Solvent; Temperature; Inert atmosphere;

Reference yield: 81.8%

dimethyl sulfate (77-78-1) + L,L-selenohomocystine → Seleno-L-methionine (3211-76-5)

Guidance literature:

L,L-selenohomocystine; With sodium tetrahydroborate; ethanol; at 30 - 45 ℃; for 5h; Inert atmosphere;

dimethyl sulfate; at 25 - 30 ℃; for 3h; Temperature;

upstream raw materials:

(2S)-2-amino-4-(benzylselanyl)butanoic acid

methyl iodide

N-Boc-L-selenomethionine

2-Acetylamino-4-methylselanyl-butyric acid

Downstream raw materials:

1-Ethoxy-4-methylselanyl-benzene

(2S)-2-amino-4-(benzylselanyl)butanoic acid

L-selenohomocysteine

Refernces

• 1、 -. "Preparation method of L-selenomethionine". Paragraph 0030-0040. . Retrieved 2020/01/12.
• 2、 -. "Method for preparing L-selenomethionine". Paragraph 0011; 0016-0030. . Retrieved 2020/02/17.