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D-Methionine

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D-Methionine Basic information

Product Name:
D-Methionine
Synonyms:
  • D-2-AMINO-4-[METHYLTHIO]BUTANOIC ACID
  • d-2-amino-4-(methylthio)butyric acid
  • H-D-MET-OH
  • D-LOBAMINE
  • D-METHIONINE
  • D-BANTHIONINE
  • (R)-2-AMINO-4-(METHYLMERCAPTO)BUTYRIC ACID
  • (2R)-2-Amino-4-methylsulfanylbutanoic acid
CAS:
348-67-4
MF:
C5H11NO2S
MW:
149.21
EINECS:
206-483-6
Product Categories:
  • PROTECTED AMINO ACID & PEPTIDES
  • Methionine [Met, M]
  • Amino Acids and Derivatives
  • Amino Acids and Derivatives
  • Amino ACIDS SERIES
  • Amino Acid Derivatives
  • Amino Acids
Mol File:
348-67-4.mol
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D-Methionine Chemical Properties

Melting point:
273-275 °C
alpha 
-24 º (c=8, 6N HCl)
Boiling point:
306.9±37.0 °C(Predicted)
Density 
1.113 (estimate)
refractive index 
1.5216 (estimate)
storage temp. 
Sealed in dry,Room Temperature
solubility 
53 g/L (20°C)
pka
2.23±0.10(Predicted)
form 
Powder
color 
White to off-white
Water Solubility 
53 g/L (20 ºC)
Merck 
14,5975
BRN 
1722293
Stability:
Stable. Incompatible with strong oxidizing agents.
LogP
0.370 (est)
CAS DataBase Reference
348-67-4(CAS DataBase Reference)
NIST Chemistry Reference
D-(l)-Methionine(348-67-4)
EPA Substance Registry System
D-Methionine (348-67-4)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
33-36/37/38
Safety Statements 
22-24/25-36-26
WGK Germany 
3
RTECS 
PD0455000
TSCA 
Yes
HS Code 
29304090

MSDS

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D-Methionine Usage And Synthesis

Chemical Properties

White crystalline powder

Uses

D-Methionine is used to rescue noise-induced hearing loss. It is used to improve the nutritive value of animal feed.

Definition

ChEBI: An optically active form of methionine having D-configuration.

Biochem/physiol Actions

D-methionine has been shown to rescue noise-induced hearing loss.

Synthesis

1509-92-8

348-67-4

The general procedure for the determination of N-d-AAase activity using N-acetyl-D-methionine as substrate was as follows: first, N-d-AAase was incubated with N-acetyl-D-methionine at 4°C. Subsequently, a colorimetric solution mixture containing d-amino acid oxidase (coupled with horseradish peroxidase), peroxidase (10 U/mL), 4-aminoantipyrine (0.04 mg/mL) and phenol (0.8 mM) was added. Absorbance (OD) was measured at 520 nm. The unit of enzyme activity was defined as the amount of catalytic production of 1 μmol D-methionine per minute. Protein concentration was determined by the Bradford method using bovine serum albumin as standard [32]. The kinetic parameters kcat and Km were determined by fitting the initial rate as a function of substrate concentration to the Michaelis-Menten equation.

References

[1] Journal of the American Chemical Society, 1953, vol. 75, p. 4058
[2] Journal of Biological Chemistry, 1952, vol. 194, p. 455,458
[3] Journal of the American Chemical Society, 1951, vol. 73, p. 4604
[4] Bulletin of the Agricultural Chemical Society of Japan, 1957, vol. 21, p. 235,237
[5] Bioscience, biotechnology, and biochemistry, 1992, vol. 56, # 9, p. 1392 - 1395

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