562-48-1

Basic information

• Product Name: alpha-methylmethionine
• Synonyms: alpha-methylmethionine
• CAS NO: 562-48-1
• Molecular Formula: C6H13NO2S
• Molecular Weight: 0
• Mol File: 562-48-1.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 301.9°C at 760 mmHg
• Flash Point: 136.4°C
• Appearance: /
• Density: 1.166g/cm³
• Vapor Pressure: 0.000238mmHg at 25°C
• Refractive Index: 1.525
• CAS DataBase Reference: alpha-methylmethionine(CAS DataBase Reference)
• NIST Chemistry Reference: alpha-methylmethionine(562-48-1)
• EPA Substance Registry System: alpha-methylmethionine(562-48-1)

Safety Data

• Hazardous Substances Data: 562-48-1(Hazardous Substances Data)

Usage

Purification Methods

Crystallise α-methylmethionine from aqueous EtOH or H2O. [Pfister et al. J Am Chem Soc 77 697 1955, Potts J Chem Soc 1623 1955, Greenstein & Winitz The Chemistry of the Amino Acids J.

InChI:InChI=1/C6H13NO2S/c1-6(7,5(8)9)3-4-10-2/h3-4,7H2,1-2H3,(H,8,9)

Upstream product

• 138-08-9 phosphoenolpyruvic acid 
• 121703-94-4 N-Chloroacetyl-α-methylmethionine 
• 104057-78-5 (2S,4S)-3-benzoyl-2-(tert-butyl)-4-methyl-4-(3'-thiabutyl)-1,3-oxazolidin-5-one 
• 2749-07-7 2-amino-2-methyl-4-(methylthio)butanoic acid 
• 98336-99-3 5-methyl-5-(2-methylsulfanyl-ethyl)-imidazolidine-2,4-dione 
• 98262-63-6 (2R,5R)-1-benzoyl-2-(tert-butyl)-3,5-dimethyl-5-(3'-thiabutyl)imidazolidin-4-one 
• 103024-71-1 N-acetyl-2-methyl-D-methionine 
• 97443-89-5 (2S,5S)-1-benzoyl-2-(tert-butyl)-3-methyl-5-(3'-thiabutyl)imidazolidin-4-one 

Downstream Products

• 59013-75-1 L-α-methylmethionine 
• 95833-67-3 2-amino-4-methanesulfonyl-2-methyl-butyric acid 

Relevant articles and documents

Synthesis of α-Methyl-homocysteinethiolactone

A facile high yield large scale methylation procedure affording 2c is reported utilizing the N-bis(methylthio)-methylen-protected derivative 4a as an intermediate.The optical resolution of racemic 2c is described leading to (S)-2b.In addition the thiolactone 2c undergoes oxidative ring opening by bromine to the corresponding sulphonic acid 5. - Keywords.Radioprotection; Homocysteine derivatives; α-Substituted α-amino acid.

Kinetic Resolution of Unnatural and Rarely Occuring Amino Acids: Enantioselective Hydrolysis of N-Acyl Amino Acids Catalyzed by Acylase I

Acylase I (aminoacylase; N-acylamino-acid amidohydrolase, EC 3.5.1.14, from porcine kidney and the fungus Aspergillus) is broadly applicable enzymatic catalyst for the kinetic resolution of unnatural and rarely occuring α-amino acids.Its enantioselectivity for the hydrolysis of N-acyl L-α-amino acids is nearly absolute, yet it accepts substrates having a wide range of structure and functionality.This paper reports the initial rates of enzyme-catalyzed hydrolysis of over 50 N-acyl amino acids and analogues, the stabilities of the enzymes in aqueous and aqueous/organic solutions, and the effects of different acyl groups and metal ions on the rates of enzymatic hydrolysis.Eleven α-amino and α-methyl α-amino acids were resolved on a 2-29-g scale.Crude L- and D-amino acid products had generally >90percent ee.The utility of resolved amino acids as chiral synthons was illustrated by the preparation of (R)- and (S)-1-butene oxide and the diastereoselective (cis:trans, 7-8:1) iodolactonization of three 2-amino-4-alkenoic acid derivatives.

Isozyme-specific enzyme inhibitors. 12. C- and N-methylmethionines as substrates and inhibitors of methionine adenosyltransferases of normal and hepatoma rat tissues

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