acetyl-laevo-methionine

(2S)-2-acetamido-4-methylsulfanylbutanoic acid

CAS: 65-82-7 C7 H13 N O3 S MW: 191.25021000

Identification

Nameacetyl-laevo-methionine
CAS Number65-82-7
EINECS200-617-7
FDA UNII9J12WX5B6A
Molecular FormulaC7 H13 N O3 S
Molecular Weight191.25021000
MDL NumberMFCD00064441
Nikkaji NumberJ4.840B
Beilstein1725552
XlogP30.10 (est)

Regulatory

FDA Mainterm (SATF)65-82-7 ; N-ACETYL-L-METHIONINE
FDA RegulationFDA PART 172 -- FOOD ADDITIVES PERMITTED FOR DIRECT ADDITION TO FOOD FOR HUMAN CONSUMPTION

Physical Properties

Assay 99.00 to 100.00
Food Chemicals Codex Listed No
Optical Rotation -23.00 to -19.00
Melting Point 105.00 to 108.00 °C. @ 760.00 mm Hg
Boiling Point 453.60 °C. @ 760.00 mm Hg (est)
Flash Point 442.00 °F. TCC ( 227.78 °C. )
logP (o/w) -0.885 (est)
Soluble in water, 3.07E+05 mg/L @ 25 °C (exp)

Cosmetic Information

CosIngcosmetic data
Cosmetic Usesskin conditioning

No sensory data available

Safety Information

Preferred SDSView
European informationMost important hazard(s):
Oral/Parenteral Toxicityintravenous-mouse LD50 435 mg/kg
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryspecial dietary and nutritional additives
Recommendation for acetyl-laevo-methionine usage levels up tonot for fragrance use.
Recommendation for acetyl-laevo-methionine flavor usage levels up tonot for flavor use.

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Potential Uses

biological additives skin conditioning

Natural Occurrence

not found in nature

Synonyms

Ac-DL-Met-OH Ac-Met-OH (2S)-2- acetamido-4-(methylsulfanyl)butanoic acid (2S)-2- acetamido-4-methylsulfanylbutanoic acid acetyl methionine acetyl-L-methionine N- acetyl-L-methionine acetyl-laevo-methionine N- acetyl-laevo-methionine N- acetyl-methionine L-(N- acetyl)methionine laevo-(N- acetyl)methionine 2- acetylamino-4-methylsulfanyl-butyric acid 2-( acetylamino)-4-(methylthio)butanoic acid acetylmethionine N- acetylmethionine methionine, N-acetyl- L- methionine, N-acetyl- thiomedon PubMed: Effect of N-acetyl-l-methionine supplementation on lactation performance and plasma variables in mid-lactating dairy cows PubMed: Grafted hyaluronic acid N-acetyl-l-methionine for targeting of LAT1 receptor: In-silico, synthesis and microscale thermophoresis studies PubMed: Effects of excess dietary l-methionine and N-acetyl-l-methionine on growing rats PubMed: Plasma and urinary methionine levels in one-year-old infants after oral loading with L-methionine and N-acetyl-L-methionine PubMed: Plasma methionine levels in normal adult subjects after oral loading with L-methionine and N-acetyl-L-methionine PubMed: Influence of supplementing a methionine derivative, N-acetyl-l-methionine, in dairy diets on production and ruminal fermentation by lactating cows during early to mid lactation PubMed: Potential roles of flavin-containing monooxygenases in sulfoxidation reactions of l-methionine, N-acetyl-l-methionine and peptides containing l-methionine PubMed: Portal and vena caval plasma methionine concentrations in young pigs administered L-methionine, N-acetyl-L-methionine and N-acetyl-D-methionine PubMed: L-methionine inhibits reaction of DNA with anticancer cis-diamminedichloroplatinum(II) PubMed: Comparative metabolism of L-methionine and N-acetylated derivatives of methionine PubMed: N-acetyl-L-methionine is a superior protectant of human serum albumin against post-translational oxidation as compared to N-acetyl-L-tryptophan PubMed: [Hydrolysis of N-acetyl-L- and N-acetyl-D,L-methionine by microbial aminacylase] PubMed: Nitrogen retention in men fed isolated soybean protein supplemented with L-methionine, D-methionine, N-acetyl-L-methionine, or inorganic sulfate PubMed: Bis-pentafluorobenzyl derivatives of N-acetyl-L-methionine and N-acetyl-L-selenomethionine for the quantitative determination in human plasma by gas chromatography-negative ion chemical ionisation m PubMed: N-acetyl-l-methionine is a superior protectant of human serum albumin against photo-oxidation and reactive oxygen species compared to N-acetyl-L-tryptophan PubMed: Crystallographic analysis of the ternary complex of octanoate and N-acetyl-l-methionine with human serum albumin reveals the mode of their stabilizing interactions PubMed: Acylase I-catalyzed deacetylation of N-acetyl-L-cysteine and S-alkyl-N-acetyl-L-cysteines PubMed: In vivo metabolism of L-methionine in mice: evidence for stereoselective formation of methionine-d-sulfoxide and quantitation of other major metabolites PubMed: Acetylmethionine as a source of methionine for the rat PubMed: Investigation of antioxidative effects of a cardioprotective solution in heart tissue PubMed: Molecular cloning and biochemical characterization of L-N-carbamoylase from Sinorhizobium meliloti CECT4114 PubMed: Antioxidant Solution in Combination with Angiotensin-(1-7) Provides Myocardial Protection in Langendorff-Perfused Rat Hearts PubMed: Nutritional value and safety of methionine derivatives, isomeric dipeptides and hydroxy analogs in mice PubMed: Efficacy of the D- and L-isomers of N-acetylmethionine for chicks fed diets containing either crystalline amino acids or intact protein PubMed: Characterization of prolidase I and II purified from normal human erythrocytes: comparison with prolidase in erythrocytes from a patient with prolidase deficiency PubMed: Purification and properties of thermostable N-acylamino acid racemase from Amycolatopsis sp. TS-1-60 PubMed: Effects of geometric isomerism in dinuclear antitumor platinum complexes on their interactions with N-acetyl-L-methionine PubMed: Sulfur amino acid requirements of immature Beagle dogs PubMed: [Kinetics and thermodynamics of the hydrolysis-synthesis reaction of acetyl-L-methionine catalyzed by acylase I from hog kidney] PubMed: Bioavailability of acetylated derivatives of methionine, threonine, and lysine PubMed: Purification and characterization of a novel aminoacylase from Streptomyces mobaraensis PubMed: Chemical Characteristics of Electron Shuttles Affect Extracellular Electron Transfer: Shewanella decolorationis NTOU1 Simultaneously Exploiting Acetate and Mediators PubMed: Specific enhancement of acylase I and acylpeptide hydrolase activities by the corresponding N-acetylated substrates in primary rat hepatocyte cultures PubMed: Growth inhibition of subcutaneously transplanted hepatomas without cachexia by alteration of the dietary arginine-methionine balance PubMed: Importance of product inhibition in the kinetics of the acylase hydrolysis reaction by differential stopped flow microcalorimetry PubMed: Physicochemical and catalytic properties of acylase I from aspergillus melleus immobilized on amino- and carbonyl-grafted st”ber silica PubMed: Method development and validation for the analysis of a new anti-cancer infusion solution via HPLC PubMed: Assessment of ionic liquids' toxicity through the inhibition of acylase I activity on a microflow system PubMed: (13)C MR reporter probe system using dynamic nuclear polarization PubMed: Characterization of an aminoacylase from the hyperthermophilic archaeon Pyrococcus furiosus PubMed: Properties and localization of N-acetylglutamate deacetylase from Pseudomonas aeruginosa PubMed: Modulation of the chemical and biological properties of trans platinum complexes: monofunctional platinum complexes containing one nucleobase as potential antiviral chemotypes PubMed: Trichinella spiralis: proteinases in the larvae PubMed: Electrophoretic patterns of aminoacylase-1 (ACY-1) isozymes in vertebrate cells and histochemical procedure for detecting ACY-1 activity PubMed: Structural basis for catalytic racemization and substrate specificity of an N-acylamino acid racemase homologue from Deinococcus radiodurans PubMed: Vitamin B6 utilization in active and inactive young men PubMed: Temperature dependence of the kinetics of the acylase hydrolysis reaction by differential stopped flow microcalorimetry PubMed: Enzyme histochemical discrimination between tryptase and chymase in mast cells of human gut PubMed: Human and porcine aminoacylase I overproduced in a baculovirus expression vector system: evidence for structural and functional identity with enzymes isolated from kidney PubMed: Interaction of the synthetic ultimate carcinogens, N-sulfonoxy- and N-acetoxy-2-acetylaminofluorene, and of enzymatically activated N-hydroxy-2-acetylaminofluorene with nucleophiles PubMed: [Method of measuring activity of amino acid acylase] PubMed: Pyridine-carboxylate complexes of platinum. Effect of N,O-chelate formation on model bifunctional DNA-DNA and DNA-protein interactions PubMed: A kinetic study of hog kidney aminoacylase PubMed: Alteration of metal ions improves the activity and thermostability of aminoacylase from hyperthermophilic archaeon Pyrococcus horikoshii PubMed: Ring-Opened Adducts of the Anticancer Drug Carboplatin with Sulfur Amino Acids PubMed: Investigation of proteinases in the digestive tract using 4-methoxy-2-naphthylamine (MNA) substrates PubMed: Probing the catalytic center of porcine aminoacylase 1 by site-directed mutagenesis, homology modeling and substrate docking PubMed: Interaction of nucleophiles with the enzymatically-activated carcinogen, N-hydroxy-2-acetylaminofluorene, and with the model ester, N-acetoxy-2-acetylaminofluorene PubMed: Centrifugal partition chromatographic reaction for the production of chiral amino acids PubMed: The catalytic effect of bovine serum albumin on the ortho rearrangement of the potential ultimate carcinogen, N-(sulfooxy)-2-(acetylamino)fluorene, generated enzymatically from N-hydroxy-2-(acetylam PubMed: Solvolysis and metabolic degradation, by rat liver, of the ultimate carcinogen, N-sulfonoxy-2-acetylaminofluorene PubMed: Localisation of esteroproteases in 'resting' salivary glands from different species and the effects of the organophosphorus inhibitor E600 PubMed: Isolation and partial characterization of rat urinary esterase A2 PubMed: Histochemical demonstration of mouse submandibular esterproteases with a new chromogenic substrate