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)
| Molecular Formula | C5H11NO2S |
| Molecular Weight | 149.211 |
| Charge | 0 |
| Count |
|
| Stereochemistry | RACEMIC |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Optical Activity | ( + / - ) |
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 |
|---|---|---|
| 1.9 A x-ray study shows closed flap conformation in crystals of tethered HIV-1 PR. | 2001-04-01 |
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| COMT-dependent protection of dopaminergic neurons by methionine, dimethionine and S-adenosylmethionine (SAM) against L-dopa toxicity in vitro. | 2001-03-02 |
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| Axon terminals containing CGRP-immunoreactivity form synapses with CRF- and Met-enkephalin-immunopositive neurons in the laterodorsal division of the bed nucleus of the stria terminalis in the rat. | 2001-03-02 |
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| Kinetics of the reactions of hypochlorous acid and amino acid chloramines with thiols, methionine, and ascorbate. | 2001-03-01 |
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| Relative reactivities of N-chloramines and hypochlorous acid with human plasma constituents. | 2001-03-01 |
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| Thermodynamics of the helix-coil transition: Binding of S15 and a hybrid sequence, disulfide stabilized peptide to the S-protein. | 2001-03-01 |
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| Crystallization and preliminary X-ray crystallographic studies of recombinant human betaine-homocysteine S-methyltransferase. | 2001-03 |
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| Structure of the M148Q mutant of rusticyanin at 1.5 A: a model for the copper site of stellacyanin. | 2001-03 |
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| Synthesis of active high mannose-type lipoprotein lipase in human adipose tissues. | 2001-03 |
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| Inhibitory effect of reactive oxygen species on angiotensin I-converting enzyme (kininase II). | 2001-03 |
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| The effects of oral methionine and homocysteine on endothelial function. | 2001-03 |
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| Evidence against oxidative stress as mechanism of endothelial dysfunction in methionine loading model. | 2001-03 |
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| Steroidogenic acute regulatory protein expression is dependent upon post-translational effects of cAMP-dependent protein kinase A. | 2001-02-28 |
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| Extracellular amino acid profiles in the paraventricular nucleus of the rat hypothalamus are influenced by diet composition. | 2001-02-23 |
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| Trp 346 and Leu 352 residues in protective antigen are required for the expression of anthrax lethal toxin activity. | 2001-02-16 |
|
| In situ kinetic characterization of methylthioadenosine transport by the adenosine transporter (P2) of the African Trypanosoma brucei brucei and Trypanosoma brucei rhodesiense. | 2001-02-15 |
|
| Regulation of cell function by methionine oxidation and reduction. | 2001-02-15 |
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| Orientations of Tyr 21 and Tyr 24 in the capsid of filamentous virus Ff determined by polarized Raman spectroscopy. | 2001-02-06 |
|
| Therapeutic targets in radiotherapy. | 2001-02-01 |
|
| Bus, a bushy Arabidopsis CYP79F1 knockout mutant with abolished synthesis of short-chain aliphatic glucosinolates. | 2001-02 |
|
| Measurement of the synthesis, turnover, and assembly of alpha- and beta-erythroid and nonerythroid spectrins in cultured rat hippocampal neurons. | 2001-02 |
|
| Intestinal uptake of betaine in vitro and the distribution of methyl groups from betaine, choline, and methionine in the body of broiler chicks. | 2001-02 |
|
| A bifunctional dihydrofolate synthetase--folylpolyglutamate synthetase in Plasmodium falciparum identified by functional complementation in yeast and bacteria. | 2001-02 |
|
| The amino acid profiles of the whole plant and of four plant residues from temperate and tropical forages. | 2001-02 |
|
| [Inhibition effect of Amaryllidaceae alkaloids, lycorine and lycoricidinol on macrophage TNF-alpha production]. | 2001-02 |
|
| Similarity between condensed phase and gas phase chemistry: fragmentation of peptides containing oxidized cysteine residues and its implications for proteomics. | 2001-02 |
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| Vibrational spectroscopic study of DL-methionine dihydrogen phosphate. | 2001-02 |
|
| Lowered weight gain during pregnancy and risk of neural tube defects among offspring. | 2001-02 |
|
| Elevation of asymmetrical dimethylarginine may mediate endothelial dysfunction during experimental hyperhomocyst(e)inaemia in humans. | 2001-02 |
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| Effects of acute methionine loading and vitamin C on endogenous fibrinolysis, endothelium-dependent vasomotion and platelet aggregation. | 2001-02 |
|
| The additional methionine residue at the N-terminus of bacterially expressed human interleukin-2 affects the interaction between the N- and C-termini. | 2001-01-30 |
|
| Electronic characterization of the oxidized state of the blue copper protein rusticyanin by 1H NMR: is the axial methionine the dominant influence for the high redox potential? | 2001-01-23 |
|
| Mapping the energy surface for the folding reaction of the coiled-coil peptide GCN4-p1. | 2001-01-23 |
|
| Evaluation of lysine and methionine production in some Lactobacilli and yeasts from ogi. | 2001-01-22 |
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| The effects of processing methods on the levels of lysine, methionine and the general acceptability of ogi processed using starter cultures. | 2001-01-22 |
|
| 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. | 2001-01-20 |
|
| Thromboangiitis obliterans (Buerger's disease). | 2001-01-18 |
|
| Sec63p and Kar2p are required for the translocation of SRP-dependent precursors into the yeast endoplasmic reticulum in vivo. | 2001-01-15 |
|
| Characterization of promoter region and genomic structure of the murine and human genes encoding Src like adapter protein. | 2001-01-10 |
|
| Cloning and functional analysis of the Sry-related HMG box gene, Sox18. | 2001-01-10 |
|
| [Homocysteine, endothelial dysfunction and cardiovascular risk: pathomechanisms and therapeutic options]. | 2001-01 |
|
| The influence of drinking water containing sodium chloride on performance and eggshell quality of a modern, colored layer strain. | 2001-01 |
|
| Intestinal disappearance and mesenteric and portal appearance of amino acids in dairy cows fed ruminally protected methionine. | 2001-01 |
|
| Effects of alimet on nutrient digestibility, bacterial protein synthesis, and ruminal disappearance during continuous culture. | 2001-01 |
|
| Effects of methionine loading on plasma and erythrocyte sulphur amino acids and sulph-hydryls before and after co-factor supplementation in haemodialysis patients. | 2001-01 |
|
| Retarded myelination in the lumbar spinal cord of piglets born with spread-leg syndrome. | 2001-01 |
|
| Near-infrared reflectance spectroscopy enables the fast and accurate prediction of the essential amino acid contents in soy, rapeseed meal, sunflower meal, peas, fishmeal, meat meal products, and poultry meal. | 2001-01 |
|
| Lack of association between the Met196Arg polymorphism in the TNFR2 gene and autoimmune diseases accompanied by vasculitis including SLE in Japanese. | 2001-01 |
|
| Palladium(II) and platinum(II) complexes as synthetic peptidases. | 2001 |
|
| The viral transmembrane superfamily: possible divergence of Arenavirus and Filovirus glycoproteins from a common RNA virus ancestor. | 2001 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 17:35:22 GMT 2025
by
admin
on
Mon Mar 31 17:35:22 GMT 2025
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| Record UNII |
73JWT2K6T3
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| Record Status |
Validated (UNII)
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| Record Version |
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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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1414
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DTXSID9020821
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m7317
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C84131
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100000089062
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73JWT2K6T3
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16811
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ACTIVE MOIETY |
