L-methionine-S-sulfoxide

Base Information

• Chemical Name: L-methionine-S-sulfoxide
• CAS No.: 3226-65-1
• Molecular Formula: C5H11NO3S
• Molecular Weight: 165.213
• Hs Code.: 2930909090
• Mol file: 3226-65-1.mol

Synonyms:L-methionine-S-sulfoxide

Chemical Property of L-methionine-S-sulfoxide

Chemical Property:

• Appearance/Colour: White crystalline solid
• Melting Point: 234-235 °C
• Boiling Point: 434.3 °C at 760 mmHg
• PKA: 2.14±0.10(Predicted)
• Flash Point: 216.4 °C
• PSA: 99.60000
• Density: 1.385 g/cm³
• LogP: 0.73290
• Storage Temp.: 2-8°C
• Solubility.: Aqueous Acid (Slightly), Water (Slightly)
• XLogP3: -3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 165.04596439
• Heavy Atom Count: 10
• Complexity: 142

Purity/Quality:

98%min ^*data from raw suppliers

L-Methionine Sulfoxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CS(=O)CCC(C(=O)[O-])[NH3+]
• Isomeric SMILES: CS(=O)CC[C@@H](C(=O)[O-])[NH3+]
• Uses: An intermediate in the synthesis of the acyclic amino carboxylic acid L-Methionine sulfoximine An intermediate in the synthesis of the acyclic amino carboxylic acid L-Methionine sulfoximine.

Technology Process of L-methionine-S-sulfoxide

There total 39 articles about L-methionine-S-sulfoxide 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: 100.0%

L-methionine (63-68-3,26062-47-5,58576-49-1) → L-methionine sulfoxide (3226-65-1,86631-49-4,779988-65-7)

Guidance literature:

With N-chloro-succinimide; for 1h; Ambient temperature; sodium citrate-NaCl buffer pH=2.2;

DOI:10.1246/bcsj.61.2083

Reference yield:

DL-methionine (59-51-8,26062-47-5,58576-49-1) → 3-methylthio-1-propanamine (4104-45-4) + 3-(methylsulfenyl)propanal (3268-49-3) + methionine S-oxide (3226-65-1,86631-49-4,779988-65-7) + 2-aminobutanoic acid (2835-81-6)

Guidance literature:

With water; dinitrogen monoxide; Mechanism; Quantum yield; γ-irradiation;

DOI:10.1021/tx900427d

Reference yield:

squamin E → L-alanin (56-41-7,25191-17-7,18875-37-1) + L-threonine (72-19-5,134357-96-3,7013-32-3,82822-12-6) + L-methionine sulfoxide (3226-65-1,86631-49-4,779988-65-7) + 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)

Guidance literature:

With hydrogenchloride; In water; at 50 ℃; for 24h;

DOI:10.1016/j.phytochem.2021.112839

upstream raw materials:

L-methionine

trans-5-chloro-6-hydroperoxy-5,6-dihydrothymine

formic acid

dihydrogen peroxide

Downstream raw materials:

L-methionine sulfone

trans-5-chloro-6-hydroxy-5,6-dihydrothymine

L-2-aminobutyric acid

L-methionine

Refernces

• 1、 Pérez-Arnaiz, Cristina,Acu?a, María Isabel,Busto, Natalia,Echevarría, Igor,Martínez-Alonso, Marta,Espino, Gustavo,García, Bego?a,Domínguez, Fernando. "Thiabendazole-based Rh(III) and Ir(III) biscyclometallated complexes with mitochondria-targeted anticancer activity and metal-sensitive photodynamic activity". . p. 279 - 293. Retrieved 2018.
• 2、 Casta?o, Carolina,Thomas, Andrés H.,Lorente, Carolina. "Type I Photosensitized Oxidation of Methionine?". . p. 91 - 98. Retrieved 2021.
• 3、 Maity, Sanhita,Sepay, Nayim,Pal, Sampa,Sardar, Subrata,Parvej, Hasan,Pal, Swarnali,Chakraborty, Jishnu,Pradhan, Anirban,Halder, Umesh Chandra. "Modulation of amyloid fibrillation of bovine β-lactoglobulin by selective methionine oxidation". . p. 11192 - 11203. Retrieved 2021.
• 4、 Sharanabasamma,Tuwar, Suresh M.. "Kinetics and mechanism of oxidation of DL-methionine by hexacyanoferrate(III) in aqueous alkaline medium". . p. 177 - 187. Retrieved 2010.
• 5、 Gurame,Supale,Gokavi, Gavisiddappa S.. "Kinetic and mechanistic study of oxidation of L-methionine by Waugh-type enneamolybdomanganate(IV) in perchloric acid". . p. 789 - 795. Retrieved 2010.
• 6、 Sosa-Rueda, Javier,Domínguez-Meléndez, Vanihamin,Ortiz-Celiseo, Araceli,López-Fentanes, Fernando C.,Cuadrado, Cristina,Fernández, José J.,Daranas, Antonio Hernández,Cen-Pacheco, Francisco. "Squamins C–F, four cyclopeptides from the seeds of Annona globiflora". . . Retrieved 2021/08/04.
• 7、 ?or?evi?, Luka,Cai, Kang,Chen, Hongliang,Chen, Xiao-Yang,Feng, Yuanning,Jaynes, Tyler,Jiao, Yang,Mao, Haochuan,Qiu, Yunyan,Stoddart, J. Fraser,Stupp, Samuel I.,Wasielewski, Michael R.,Young, Ryan M.,Zhang, Long. "A Donor-Acceptor [2]Catenane for Visible Light Photocatalysis". supporting information. p. 8000 - 8010. Retrieved 2021/06/27.