CAS 63-68-3 L-Methionine - Catalysts / Alfa Chemistry

Synonyms

S-Methyl-L-homocystein

IUPAC Name

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

Molecular Weight

149.21

Molecular Formula

C5H11NO2S

Canonical SMILES

CSCCC(C(=O)O)N

InChI

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 °C(lit.)

Flash Point

139.4 °C

Purity

98%

Density

1.34 g/cm

Solubility

Soluble in water

Appearance

White solid

Storage

20-25 °C

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

H-Bond Acceptor

H-Bond Donor

Heavy Atom Count

Isomeric SMILES

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

Monoisotopic Mass

149.05104977

NSC Number

760117

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);

Physical State

Liquid

Refractive Index

1.5216

Rotatable Bond Count

Topological Polar Surface Area

88.6 Å²

Undefined Atom Stereocenter Count

UNII

AE28F7PNPL

Vapor Pressure

8.14X10-8 mm Hg at 25 deg C (est);

Application

L-Methionine serves as a vital sulfur-containing essential amino acid crucial for a myriad of bodily functions. It plays an indispensable role in human, mammalian, and avian growth and development by acting as a fundamental substrate for protein synthesis. Moreover, it is a key intermediate in transmethylation reactions, donating methyl groups critical for various biological processes. Since L-Methionine cannot be produced by the body, it must be obtained through dietary sources. In addition, it is the metabolic precursor to cysteine, contributing sulfur necessary for its synthesis, and aids in the production of S-Adenosyl-L-methionine (SAMe), which is used in treating diverse conditions like depression, liver disorders, and musculoskeletal issues. Beyond its nutritional importance, L-Methionine finds applications in healthcare as a hepatoprotectant, an antidote for acetaminophen poisoning, and a urinary acidifier. While it is utilized in nutritional supplements and pharmaceutical formulations, it is also widely employed as a feed additive to bolster animal growth.

December 24, 2024

Essential Amino Acid for Research and Industry

L-Methionine from Alfa Chemistry is a game-changer for our lab. Used as a methyl donor, it supports our biochemical studies, particularly in protein synthesis and metabolic precursor roles. Highly recommended for clarity and reproducibility.