L-Methionine

CAS

63-68-3

Catalog Number

ACM63683-2

Category

Amino Acids

Molecular Weight

149.21

Molecular Formula

CH3SCH2CH2CH(NH2)CO2H

MSDS COA Spec Sheet

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Specification

Synonyms

(S)-2-Amino-4-(methylmercapto)butyric acid, L-2-Amino-4-(methylthio)butanoic acid

IUPAC Name

(2S)-2-Amino-4-methylsulfanylbutanoic acid

Canonical SMILES

CSCC[C@H](N)C(O)=O

InChI

1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m0/s1

InChI Key

FFEARJCKVFRZRR-BYPYZUCNSA-N

Boiling Point

393.91 °C

Melting Point

284 ℃(dec.) (lit.)

Flash Point

139.4 °C

Density

1.34 g/cm

Solubility

H2O: 25 mg/mL

Appearance

White solid

Application

L-Methionine has been used as a component of media to culture various cancer cells and to study its effects on the cell cycle. It has also been used as a component of DMEM medium to culture satellite cells from the white muscle of trouts.

Storage

20-25 °C

Assay

99.0-101.0%

Beilstein

1722294

Biochem Physiol Actions

Methionine is an essential amino acid which acts a precursor for transmethylation and transsulphuration. In proteins, L-methionine is the biologically active form. 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.

Biological Source

non-animal source

Color

white

Color/Form

Minute hexagonal plates from dilute alcohol;Colorless or white, lustrous plates or as white, crystalline powder;

Complexity

Covalently-Bonded Unit Count

Decomposition

When heated to decomposition it emits very toxic fumes of /nitric oxide/ and /sulfur oxide/.;

Defined Atom Stereocenter Count

EC Number

200-562-9

Exact Mass

149.05104977

Form

powder

Gene Information

rat Ggt1(116568)

H-Bond Acceptor

H-Bond Donor

Heavy Atom Count

Impurity Content

endotoxin, tested

Isomeric SMILES

CSCC[C@@H](C(=O)O)N

MDL Number

MFCD00063097

Monoisotopic Mass

149.05104977

NACRES

NA.26

NSC Number

760117

Octanol Water Partition Coefficient

-1.87 (LogP);log Kow = -1.87;-1.87;

Odor

Faint;

Other Experimental

Specific optical rotation: +8.12 deg at 25 deg C/D (c = 0.8); -21.19 deg at 25 deg C/D (c = 0.8 in 0.2N HCl) /Methione, D-form/;Platelets from alcohol. mp 281 deg C (decomposes), density 1.340; pKa1 = 2.28, pKa2 = 9.21; pH of 1% aqueous solution 5.6-6.1; Rf value 0.77. Solubility in water (g/L) at 0 deg C: 18.18; at 25 deg C: 33.81; at 50 deg C: 60/.70; at 75 deg C: 15.2 deg C. Soluble in dilute acids, alkalies. Very slightly soluble in 95% alcohol. Insoluble in ether. /Methionine, DL-form/;IR: 2549 (Coblentz Society Spectral Collection) /Methionine (DL)/;UV: 1-65 (Organic Electronic Spectral Data, Phillips et al, John Wiley & Sons, New York) /Methionine (DL)/;13C NMR: 135 (Johnson and Jankowski, Carbon-13 NMR Spectra, John Wiley & Sons, New York) /Methionine (DL)/;MASS: 442 (National Bureau of Standards EPA-NIH Mass Spectra Data Base, NSRDS-NBS-63) /Methionine (DL)/;Henry's Law constant = 2.11X10-11 atm-cu m/mol at 25 deg C (est);Hydroxyl radical reaction rate constant = 5.13X10-11 cu cm/molec-sec at 25 deg C (est);

5.6-6.1 (1%, H₂O)

Physical Description

Minute hexagonal plates from dilute alcohol. (NTP, 1992);Solid;

Physical State

Liquid

pKa

2.13(at 25 °C)

PubChem ID

24896818

Quality Level

300

Refractive Index