Details
Stereochemistry | RACEMIC |
Molecular Formula | C5H11NO2S |
Molecular Weight | 149.211 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CSCCC(N)C(O)=O
InChI
InChIKey=FFEARJCKVFRZRR-UHFFFAOYSA-N
InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)
DL-Methionine is a racemic form of the respective sulfur aminoacid. DL-Methionine participates in synthesis of tissue proteins, vitamins, enzymes and hormones taking part in nitrogen, carbohydrate and fat metabolisms, and it is the important source of methyl groups for synthesis of all nucleic acids, as well as the sulfur source for sulfonic compounds. Methionine is used to prevent liver damage in acetaminophen (Tylenol) poisoning. It is also used for increasing the acidity of urine, treating liver disorders, and improving wound healing. Other uses include treating depression, alcoholism, allergies, asthma, copper poisoning, radiation side effects, schizophrenia, drug withdrawal, and Parkinson's disease. It is also used as a food additive in livestock to boost performance. DL-Methionin is the first limiting amino acid in poultry, and probably also in high-yielding cows, and is the second or third limiting amino acid in pigs fed conventional diets.
Approval Year
PubMed
Title | Date | PubMed |
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Proteasome involvement in agonist-induced down-regulation of mu and delta opioid receptors. | 2001 Apr 13 |
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Cytochrome p450 CYP79F1 from arabidopsis catalyzes the conversion of dihomomethionine and trihomomethionine to the corresponding aldoximes in the biosynthesis of aliphatic glucosinolates. | 2001 Apr 6 |
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Bus, a bushy Arabidopsis CYP79F1 knockout mutant with abolished synthesis of short-chain aliphatic glucosinolates. | 2001 Feb |
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Measurement of the synthesis, turnover, and assembly of alpha- and beta-erythroid and nonerythroid spectrins in cultured rat hippocampal neurons. | 2001 Feb |
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A bifunctional dihydrofolate synthetase--folylpolyglutamate synthetase in Plasmodium falciparum identified by functional complementation in yeast and bacteria. | 2001 Feb |
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Similarity between condensed phase and gas phase chemistry: fragmentation of peptides containing oxidized cysteine residues and its implications for proteomics. | 2001 Feb |
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Lowered weight gain during pregnancy and risk of neural tube defects among offspring. | 2001 Feb |
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Elevation of asymmetrical dimethylarginine may mediate endothelial dysfunction during experimental hyperhomocyst(e)inaemia in humans. | 2001 Feb |
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The folate cycle and disease in humans. | 2001 Feb |
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In situ kinetic characterization of methylthioadenosine transport by the adenosine transporter (P2) of the African Trypanosoma brucei brucei and Trypanosoma brucei rhodesiense. | 2001 Feb 15 |
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Rate of intrachain contact formation in an unfolded protein: temperature and denaturant effects. | 2001 Feb 2 |
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Importance of the anticodon sequence in the aminoacylation of tRNAs by methionyl-tRNA synthetase and by valyl-tRNA synthetase in an Archaebacterium. | 2001 Feb 2 |
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A 7-kDa prion protein (PrP) fragment, an integral component of the PrP region required for infectivity, is the major amyloid protein in Gerstmann-Sträussler-Scheinker disease A117V. | 2001 Feb 23 |
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Steroidogenic acute regulatory protein expression is dependent upon post-translational effects of cAMP-dependent protein kinase A. | 2001 Feb 28 |
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Effects of alimet on nutrient digestibility, bacterial protein synthesis, and ruminal disappearance during continuous culture. | 2001 Jan |
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Impaired response to interferon-gamma in activated macrophages due to tyrosine nitration of STAT1 by endogenous nitric oxide. | 2001 Jan |
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Direct actions of cannabinoids on synaptic transmission in the nucleus accumbens: a comparison with opioids. | 2001 Jan |
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Maternal plasma homocysteine levels in women with preterm premature rupture of membranes. | 2001 Jan |
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Intestinal aminooligopeptidase in diabetic BioBreed rat: altered posttranslational processing and trafficking. | 2001 Jan |
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Homocysteine and thiol metabolites in vitamin B12 deficiency. | 2001 Jan |
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Analysis of the subsite specificity of rat insulysin using fluorogenic peptide substrates. | 2001 Jan 12 |
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Selective degradation of oxidized calmodulin by the 20 S proteasome. | 2001 Jan 12 |
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Haem-linked interactions in horseradish peroxidase revealed by spectroscopic analysis of the Phe-221-->Met mutant. | 2001 Jan 15 |
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Comparison of Vif sequences from diverse geographical isolates of HIV type 1 and SIV(cpz) identifies substitutions common to subtype C isolates and extensive variation in a proposed nuclear transport inhibition signal. | 2001 Jan 20 |
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Mapping the energy surface for the folding reaction of the coiled-coil peptide GCN4-p1. | 2001 Jan 23 |
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Structure of the M148Q mutant of rusticyanin at 1.5 A: a model for the copper site of stellacyanin. | 2001 Mar |
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Inhibitory effect of reactive oxygen species on angiotensin I-converting enzyme (kininase II). | 2001 Mar |
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The effects of oral methionine and homocysteine on endothelial function. | 2001 Mar |
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Evidence against oxidative stress as mechanism of endothelial dysfunction in methionine loading model. | 2001 Mar |
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Kinetics of the reactions of hypochlorous acid and amino acid chloramines with thiols, methionine, and ascorbate. | 2001 Mar 1 |
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Relative reactivities of N-chloramines and hypochlorous acid with human plasma constituents. | 2001 Mar 1 |
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Thermodynamics of the helix-coil transition: Binding of S15 and a hybrid sequence, disulfide stabilized peptide to the S-protein. | 2001 Mar 1 |
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Impaired ATP synthase assembly associated with a mutation in the human ATP synthase subunit 6 gene. | 2001 Mar 2 |
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Signalling pathways regulating the dephosphorylation of Ser729 in the hydrophobic domain of protein kinase Cepsilon upon cell passage. | 2001 Mar 30 |
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Prostaglandin endoperoxide H synthase-1: the functions of cyclooxygenase active site residues in the binding, positioning, and oxygenation of arachidonic acid. | 2001 Mar 30 |
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Sequence requirements for the N-methyl-D-aspartate receptor antagonist activity of conantokin-R. | 2001 Mar 9 |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.rxlist.com/methionine/supplements.htm
For acetaminophen (Tylenol) poisoning: 2.5 grams of methionine every 4 hours for 4 doses to prevent liver damage and death. Methionine must be given within 10 hours of taking the acetaminophen.
Route of Administration:
Oral
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Classification Tree | Code System | Code | ||
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CFR |
21 CFR 172.320
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JECFA EVALUATION |
DL-METHIONINE
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NCI_THESAURUS |
C2081
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DSLD |
56 (Number of products:121)
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9100
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1643292
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876
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CHEMBL274119
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200-432-1
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DB13972
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SUB13641MIG
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59-51-8
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RACEMETHIONINE
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PRIMARY | Description: An almost white, crystalline powder or small flakes. Solubility: Sparingly soluble in water; very slightly soluble in ethanol (~750 g/l) TS. It dissolves in dilute acids and in dilute solutions of the alkali hydroxides. Category: Antidote.Storage: DL-Methionine should be protected from light. Additional information: Melting temperature, about 270 ?C.Requirements: DL-Methionine contains not less than 99.0% and not more than 101.0% of C5H11NO2S, calculated with reference to the dried substance. | ||
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9241
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73JWT2K6T3
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DTXSID9020821
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M7317
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C84131
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73JWT2K6T3
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16811
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ACTIVE MOIETY
SALT/SOLVATE (PARENT)