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 |
|---|---|---|
| Palladium(II) and platinum(II) complexes as synthetic peptidases. | 2001 |
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| The viral transmembrane superfamily: possible divergence of Arenavirus and Filovirus glycoproteins from a common RNA virus ancestor. | 2001 |
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| 1.9 A x-ray study shows closed flap conformation in crystals of tethered HIV-1 PR. | 2001 Apr 1 |
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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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| Intestinal uptake of betaine in vitro and the distribution of methyl groups from betaine, choline, and methionine in the body of broiler chicks. | 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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| The amino acid profiles of the whole plant and of four plant residues from temperate and tropical forages. | 2001 Feb |
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| [Inhibition effect of Amaryllidaceae alkaloids, lycorine and lycoricidinol on macrophage TNF-alpha production]. | 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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| Vibrational spectroscopic study of DL-methionine dihydrogen phosphate. | 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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| Effects of acute methionine loading and vitamin C on endogenous fibrinolysis, endothelium-dependent vasomotion and platelet aggregation. | 2001 Feb |
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| Therapeutic targets in radiotherapy. | 2001 Feb 1 |
|
| 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 |
|
| Regulation of cell function by methionine oxidation and reduction. | 2001 Feb 15 |
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| Trp 346 and Leu 352 residues in protective antigen are required for the expression of anthrax lethal toxin activity. | 2001 Feb 16 |
|
| Extracellular amino acid profiles in the paraventricular nucleus of the rat hypothalamus are influenced by diet composition. | 2001 Feb 23 |
|
| Steroidogenic acute regulatory protein expression is dependent upon post-translational effects of cAMP-dependent protein kinase A. | 2001 Feb 28 |
|
| Orientations of Tyr 21 and Tyr 24 in the capsid of filamentous virus Ff determined by polarized Raman spectroscopy. | 2001 Feb 6 |
|
| [Homocysteine, endothelial dysfunction and cardiovascular risk: pathomechanisms and therapeutic options]. | 2001 Jan |
|
| The influence of drinking water containing sodium chloride on performance and eggshell quality of a modern, colored layer strain. | 2001 Jan |
|
| Intestinal disappearance and mesenteric and portal appearance of amino acids in dairy cows fed ruminally protected methionine. | 2001 Jan |
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| Effects of alimet on nutrient digestibility, bacterial protein synthesis, and ruminal disappearance during continuous culture. | 2001 Jan |
|
| Effects of methionine loading on plasma and erythrocyte sulphur amino acids and sulph-hydryls before and after co-factor supplementation in haemodialysis patients. | 2001 Jan |
|
| Retarded myelination in the lumbar spinal cord of piglets born with spread-leg syndrome. | 2001 Jan |
|
| 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 Jan |
|
| Lack of association between the Met196Arg polymorphism in the TNFR2 gene and autoimmune diseases accompanied by vasculitis including SLE in Japanese. | 2001 Jan |
|
| Characterization of promoter region and genomic structure of the murine and human genes encoding Src like adapter protein. | 2001 Jan 10 |
|
| Cloning and functional analysis of the Sry-related HMG box gene, Sox18. | 2001 Jan 10 |
|
| Sec63p and Kar2p are required for the translocation of SRP-dependent precursors into the yeast endoplasmic reticulum in vivo. | 2001 Jan 15 |
|
| Thromboangiitis obliterans (Buerger's disease). | 2001 Jan 18 |
|
| 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 |
|
| Evaluation of lysine and methionine production in some Lactobacilli and yeasts from ogi. | 2001 Jan 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 Jan 22 |
|
| 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 Jan 23 |
|
| Mapping the energy surface for the folding reaction of the coiled-coil peptide GCN4-p1. | 2001 Jan 23 |
|
| The additional methionine residue at the N-terminus of bacterially expressed human interleukin-2 affects the interaction between the N- and C-termini. | 2001 Jan 30 |
|
| Crystallization and preliminary X-ray crystallographic studies of recombinant human betaine-homocysteine S-methyltransferase. | 2001 Mar |
|
| Structure of the M148Q mutant of rusticyanin at 1.5 A: a model for the copper site of stellacyanin. | 2001 Mar |
|
| Synthesis of active high mannose-type lipoprotein lipase in human adipose tissues. | 2001 Mar |
|
| Inhibitory effect of reactive oxygen species on angiotensin I-converting enzyme (kininase II). | 2001 Mar |
|
| The effects of oral methionine and homocysteine on endothelial function. | 2001 Mar |
|
| Evidence against oxidative stress as mechanism of endothelial dysfunction in methionine loading model. | 2001 Mar |
|
| 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 |
|
| Thermodynamics of the helix-coil transition: Binding of S15 and a hybrid sequence, disulfide stabilized peptide to the S-protein. | 2001 Mar 1 |
|
| COMT-dependent protection of dopaminergic neurons by methionine, dimethionine and S-adenosylmethionine (SAM) against L-dopa toxicity in vitro. | 2001 Mar 2 |
|
| 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 Mar 2 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:01:06 GMT 2023
by
admin
on
Fri Dec 15 15:01:06 GMT 2023
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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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| Code System | Code | Type | Description | ||
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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 |
