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Merck
CN

64320

L-Methionine

≥99.0% (NT)

Synonym(s):

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

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About This Item

Linear Formula:
CH3SCH2CH2CH(NH2)CO2H
CAS Number:
Molecular Weight:
149.21
EC Number:
200-562-9
UNSPSC Code:
12352209
MDL number:
Beilstein/REAXYS Number:
1722294
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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

SMILES string

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

assay

≥99.0% (NT)

optical activity

[α]20/D +23.7±0.5°, c = 5% in 5 M HCl

impurities

≤0.5% foreign amino acids

ign. residue

≤0.1% (as SO4)

loss

≤0.1% loss on drying, 110 °C

mp

284 °C (dec.) (lit.)

anion traces

chloride (Cl-): ≤50 mg/kg, sulfate (SO42-): ≤50 mg/kg

cation traces

Ca: ≤10 mg/kg, Cd: ≤5 mg/kg, Co: ≤5 mg/kg, Cr: ≤5 mg/kg, Cu: ≤5 mg/kg, Fe: ≤5 mg/kg, K: ≤50 mg/kg, Mg: ≤5 mg/kg, Mn: ≤5 mg/kg, NH4+: ≤100 mg/kg, Na: ≤100 mg/kg, Ni: ≤5 mg/kg, Pb: ≤5 mg/kg, Zn: ≤5 mg/kg

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Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Gang Shen et al.
Journal of medicinal chemistry, 49(10), 3003-3011 (2006-05-12)
S-Ribosylhomocysteinase (LuxS) catalyzes the cleavage of the thioether linkage in S-ribosylhomocysteine (SRH) to produce homocysteine and 4,5-dihydroxy-2,3-pentanedione, the precursor of autoinducer 2. Inhibitors of LuxS should interfere with bacterial interspecies communication and potentially provide a novel class of antibacterial agents.
Alessandra S Eustáquio et al.
Nature chemical biology, 4(1), 69-74 (2007-12-07)
Halogen atom incorporation into a scaffold of bioactive compounds often amplifies biological activity, as is the case for the anticancer agent salinosporamide A (1), a chlorinated natural product from the marine bacterium Salinispora tropica. Significant effort in understanding enzymatic chlorination
Denis Fourches et al.
Chemical research in toxicology, 23(1), 171-183 (2009-12-18)
Drug-induced liver injury is one of the main causes of drug attrition. The ability to predict the liver effects of drug candidates from their chemical structures is critical to help guide experimental drug discovery projects toward safer medicines. In this

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