EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

acetyl-laevo-methionine
(2S)-2-acetamido-4-methylsulfanylbutanoic acid

Supplier Sponsors

CAS Number: 65-82-7Picture of molecule3D/inchi
Other(deleted CASRN):10402-93-4
ECHA EINECS - REACH Pre-Reg:200-617-7
FDA UNII:9J12WX5B6A
Nikkaji Web:J4.840B
Beilstein Number:1725552
MDL:MFCD00064441
XlogP3:0.10 (est)
Molecular Weight:191.25021000
Formula:C7 H13 N O3 S
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome or firefox)
Category:special dietary and nutritional additives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
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Perfumer and Flavorist:Search
Google Patents:Search
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EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
FDA Mainterm (SATF):65-82-7 ; N-ACETYL-L-METHIONINE
FDA Regulation:
FDA PART 172 -- FOOD ADDITIVES PERMITTED FOR DIRECT ADDITION TO FOOD FOR HUMAN CONSUMPTION
Subpart D--Special Dietary and Nutritional Additives
Sec. 172.372 N-Acetyl-L-methionine.
 
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)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: skin conditioning
 
Suppliers:
BOC Sciences
For experimental / research use only.
Ac-Met-OH
Carbosynth
For experimental / research use only.
N-Acetyl-L-methionine
Glentham Life Sciences
N-Acetyl-L-methionine
Meafo
For experimental / research use only.
N-acetyl-L-methionine
Santa Cruz Biotechnology
For experimental / research use only.
N-Acetyl-L-methionine
Sigma-Aldrich
For experimental / research use only.
N-Acetyl-L-methionine ≥98.5% (T)
TCI AMERICA
For experimental / research use only.
N-Acetyl-L-methionine >98.0%(T)
United International
N-Acetyl-L-Methionine Nat.
Chemical Sources Association
Need This Item for Flavor/Food?: You can contact the Chemical Sources Association
 
Safety Information:
Preferred SDS: View
European information :
Most important hazard(s):
None - None found.
S 02 - Keep out of the reach of children.
S 24/25 - Avoid contact with skin and eyes.
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
intravenous-mouse LD50 435 mg/kg
Research Progress in Organic-Biological and Medicinal Chemistry. Vol. 2, Pg. 262, 1970.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
special dietary and nutritional additives
Recommendation for acetyl-laevo-methionine usage levels up to:
 not for fragrance use.
 
Recommendation for acetyl-laevo-methionine flavor usage levels up to:
 not for flavor use.
 
Safety References:
European Food Safety Authority (EFSA) reference(s):

Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in Contact with Food (AFC) on a request from the Commission related to N-Acetyl-L-methionine for use in foods for special medical purposes.
View page or View pdf

EPI System: View
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):65-82-7
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :448580
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
(2S)-2-acetamido-4-methylsulfanylbutanoic acid
Chemidplus:0000065827
RTECS:PD0480000 for cas# 65-82-7
 
References:
 (2S)-2-acetamido-4-methylsulfanylbutanoic acid
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):448580
Pubchem (sid):135029245
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
FDA Substances Added to Food (formerly EAFUS):View
CHEBI:View
CHEMBL:View
Golm Metabolome Database:Search
KEGG (GenomeNet):C02712
HMDB (The Human Metabolome Database):HMDB11745
FooDB:FDB001089
Export Tariff Code:2930.90.5050
FDA Listing of Food Additive Status:View
ChemSpider:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
 biological additives
 skin conditioning
 
Occurrence (nature, food, other):note
 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
 

Articles:

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
 
Notes:
Nutrient supplement used as a source of L-methionine
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