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64340

Sigma-Aldrich

DL-Methionine

≥99.0% (NT)

Synonym(s):

(±)-2-Amino-4-(methylmercapto)butyric acid, DL-2-Amino-4-(methylthio)butanoic acid

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About This Item

Linear Formula:
CH3SCH2CH2CH(NH2)COOH
CAS Number:
Molecular Weight:
149.21
Beilstein:
636185
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26

product name

DL-Methionine, ≥99.0% (NT)

Quality Level

Assay

≥99.0% (NT)

form

powder or crystals

optical activity

[α]/D, c = 5 in 5 M HCl (inactive)

concentration

5% in 5 M HCl

ign. residue

≤0.05%

color

white

mp

280 °C (dec.) (lit.)

solubility

5 M HCl: 1 g/10 mL, clear, colorless to almost colorless

suitability

corresponds for TLC

application(s)

peptide synthesis

SMILES string

CSCCC(N)C(O)=O

InChI

1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)

InChI key

FFEARJCKVFRZRR-UHFFFAOYSA-N

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Application

DL-Methionine has been used to study the susceptibility of methionine to oxidation during the development of monoclonal antibodies.

Biochem/physiol Actions

Methionine is an essential amino acid which acts a precursor for transmethylation and transsulfuration. In proteins, L-methionine is the biologically active form. D-methionine is converted to L-methionine by enzymes in the body. The adenosylation of methionine results in the formation of S-adenosyl-L-methionine (SAM), which serves as a methyl donor to various substances. L-Methionine′s metabolic product glutathione is known to regulate immune response and has antiviral action.

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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L-methionine as immune supportive supplement: a clinical evaluation.
Van Brummelen and du Toit D
Amino Acids, 33(1), 157-163 (2007)
Rapid assessment of oxidation via middle-down LCMS correlates with methionine side-chain solvent-accessible surface area for 121 clinical stage monoclonal antibodies
Rong Yang
MAbs (2017)
Bio-Methionine Production from Glucose - Cost Analysis - Methionine E31A (2016)
Il Jin Cho et al.
Biochemical and biophysical research communications, 367(1), 190-194 (2008-01-02)
We investigated the hypolipidemic effect of resveratrol focused on the mRNA expression and hepatic HMG-CoA reductase (HMGR) activity in hamsters fed a high-fat diet. Male Syrian Golden hamsters were fed a high-fat diet containing 0.025% fenofibrate or 0.025% resveratrol for
Shawn Flanagan et al.
Antimicrobial agents and chemotherapy, 59(1), 178-185 (2014-10-22)
Prolonged treatment with the oxazolidinone linezolid is associated with myelosuppression, lactic acidosis, and neuropathies, toxicities likely caused by impairment of mitochondrial protein synthesis (MPS). To evaluate the potential of the novel oxazolidinone tedizolid to cause similar side effects, nonclinical and

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