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64319

Sigma-Aldrich

L-Methionine

BioUltra, ≥99.5% (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
Beilstein/REAXYS Number:
1722294
EC Number:
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26

biological source

synthetic

Quality Level

product line

BioUltra

assay

≥99.5% (NT)

form

powder or crystals

optical activity

[α]20/D +23.7±0.5°, c = 5% in 5 M HCl

impurities

insoluble matter, passes filter test
≤0.5% foreign amino acids

ign. residue

≤0.1%

loss

≤0.1% loss on drying, 20 °C (HV)

color

white

mp

284 °C (dec.) (lit.)

solubility

1 M HCl: 0.5 M at 20 °C, clear, colorless

anion traces

chloride (Cl-): ≤50 mg/kg
sulfate (SO42-): ≤100 mg/kg

cation traces

Al: ≤5 mg/kg
As: ≤0.1 mg/kg
Ba: ≤5 mg/kg
Bi: ≤5 mg/kg
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
Li: ≤5 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Mo: ≤5 mg/kg
NH4+: ≤100 mg/kg
Na: ≤50 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Sr: ≤5 mg/kg
Zn: ≤5 mg/kg

λ

0.5 M in 1 M HCl

UV absorption

λ: 260 nm Amax: 0.40
λ: 280 nm Amax: 0.05

SMILES string

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

Gene Information

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Application

<ul>
<li><strong>ROS-Responsive and Self-Tumor Curing Methionine Polymer Library Based Nanoparticles with Self-Accelerated Drug Release and Hydrophobicity/Hydrophilicity Switching Capability for Enhanced Cancer Therapy</strong>: This publication details the development of L-Methionine based nanoparticles, showcasing its pivotal role in advancing drug delivery systems for cancer treatment. The study highlights the potential of these systems in enhancing therapeutic efficacy through controlled drug release (Liu et al., 2024).</li>
<li><strong>N-acetyl-l-methionine dietary supplementation improves meat quality by oxidative stability of finishing Angus heifers</strong>: This study explores the benefits of L-Methionine supplementation in animal diets, emphasizing its impact on improving meat quality and oxidative stability, which is crucial for the meat production industry and nutritional science (Liu et al., 2024).</li>
</ul>

Other Notes

Synthesis of labels for protonation studies by Fourier Transform Infrared Methods for L-glutaric-513C acid; Spacer in isotachophoresis of serum proteins; Essential in culture media for some malignant human cell lines; Growth requirement of various microorganisms

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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W Kreis
Cancer treatment reports, 63(6), 1069-1072 (1979-06-01)
Published reports indicate that normal rodent cells can grow in medium containing either L-methionine or L-homocysteine, whereas malignant rodent cells have an absolute requirement for L-methionine. Our studies with two normal human cell lines (fetal lung fibroblasts and bladder epithelial
T. Hine et al.
Electrophoresis ?83, 541-541 (1984)
Bacteriorhodopsin: fourier transform infrared methods for studies of protonation of carboxyl groups.
G Dollinger et al.
Methods in enzymology, 127, 649-662 (1986-01-01)
CRC Handbook of Microbiology, 4, 1-1 (1974)
W Kreis et al.
Cancer research, 40(3), 634-641 (1980-03-01)
Human embryonic lung fibroblasts (F-136-35-56) capable of growing in medium containing DL-homocysteine instead of L-methionine and human acute lymphoblastic leukemia cells (CCRF-HSB-2) with absolute methionine requirement exhibited dose-dependent growth inhibition when semipurified L-methionine-degrading enzyme (L-methioninase, EC 4.4.1.11) was added to

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