N-Acetyl-L-methionine

EPA TSCA Chemical Inventory, JUNE 1993

1. Introduction of N-Acetyl-L-methionine

The IUPAC name of N-Acetyl-L-methionine is 2-acetamido-4-methylsulfanylbutanoic acid. With the CAS registry number 65-82-7, it is also named as L-Methionine, N-acetyl-. The product's categories are Amino Acid Derivatives; Amino Acids; Methionine [Met, M]; Ac-Amino Acids; Amino Acids (N-Protected); Biochemistry; Pharmaceutical Intermediates; Peptide Synthesis. It is white crystals which is aoluble in water, alcohol, alkaline solution and dilute inorganic acid, almost insoluble in ether. Wha's more, it is stable and incompatible with strong oxidizing agents. When heated to decomposition emits toxic fumes of NO_x. The storage environment should be well-ventilated, low-temperature and dry.

2. Properties of N-Acetyl-L-methionine

The other characteristics of this product can be summarized as: (1)ACD/LogP: -0.19; (2)# of Rule of 5 Violations: 0; (3)ACD/BCF (pH 5.5): 1; (4)ACD/BCF (pH 7.4): 1; (5)ACD/KOC (pH 5.5): 1; (6)ACD/KOC (pH 7.4): 1; (7)#H bond acceptors: 4; (8)#H bond donors: 2; (9)#Freely Rotating Bonds: 5; (10)Polar Surface Area: 71.91 Å²; (11)Index of Refraction: 1.51; (12)Molar Refractivity: 47.62 cm³; (13)Molar Volume: 158.9 cm³; (14)Polarizability: 18.87×10^-24 cm³; (15)Surface Tension: 45.7 dyne/cm; (16)Enthalpy of Vaporization: 78.15 kJ/mol; (17)Vapour Pressure: 1.72E-09 mmHg at 25°C; (18)Rotatable Bond Count: 5; (19)Tautomer Count: 2; (20)Exact Mass: 191.061614; (21)MonoIsotopic Mass: 191.061614; (22)Topological Polar Surface Area: 91.7; (23)Heavy Atom Count: 12; (24)Complexity: 172.

3. Structure Descriptors of N-Acetyl-L-methionine

You could convert the following datas into the molecular structure:
1). SMILES:O=C(N[C@H](C(=O)O)CCSC)C
2). InChI:InChI=1/C7H13NO3S/c1-5(9)8-6(7(10)11)3-4-12-2/h6H,3-4H2,1-2H3,(H,8,9)(H,10,11)/t6-/m0/s1 
3). InChIKey:XUYPXLNMDZIRQH-LURJTMIEBN

4. Toxicity of N-Acetyl-L-methionine

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intravenous	435mg/kg (435mg/kg)		Research Progress in Organic-Biological and Medicinal Chemistry. Vol. 2, Pg. 262, 1970.

5. Safety Information of N-Acetyl-L-methionine

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 24/25-36-26
WGK Germany: 3
RTECS: PD0480000
HazardClass: IRRITANT
HS Code: 29309070

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. So people should avoid contact with skin and eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing. 

6. Use and Preparation of N-Acetyl-L-methionine

Preparation of N-Acetyl-L-methionine: It can be obtained by acetylation of L-methionine with excess acetic acid or acetic anhydride.

Uses of N-Acetyl-L-methionine: It is used as accessorysubstance. It also can react with hydrazinecarboxylic acid tert-butyl ester to get Ac-Met-NHNHBoc. This reaction needs reagents 1-hydroxybenzotriazole, N,N'-dicyclohexylcarbodiimide and solvent dimethylformamide at ambient temperature. The yield is 41.9%.