Methionine sulfoxide

Names

[ Name ]:
Methionine sulfoxide

[Synonym ]:
(3-Amino-3-carboxypropyl)(methyl)sulfoniumolate
2-Amino-4-(methylsulfinyl)butanoic acid
EINECS 263-700-7
2-Amino-4-(methylsulfinyl)butyric Acid
Butanoic acid, 2-amino-4-(methylsulfinyl)-
sulfonium, (3-amino-3-carboxypropyl)hydroxymethyl-, inner salt
MFCD00002620
DL-METHIONINE SULFOXIDE
UNII:O74B4F6OYL

Biological Activity

[Description]:

Methionine sulfoxide is an oxidation product of methionine with reactive oxygen species and can be regarded as a biomarker of oxidative stress in vivo.

[Related Catalog]:

Research Areas >> Metabolic Disease

Natural Products >> Others

[Target]

Human Endogenous Metabolite

[References]

[1]. Mashima R, et al. Simultaneous determination of methionine sulfoxide and methionine in blood plasma using gas chromatography-mass spectrometry. Anal Biochem. 2003 Feb 1;313(1):28-33.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
434.3±40.0 °C at 760 mmHg

[ Melting Point ]:
240ºC

[ Molecular Formula ]:
C₅H₁₁NO₃S

[ Molecular Weight ]:
165.211

[ Flash Point ]:
216.4±27.3 °C

[ Exact Mass ]:
165.045959

[ PSA ]:
99.60000

[ LogP ]:
-1.62

[ Vapour Pressure ]:
0.0±2.2 mmHg at 25°C

[ Index of Refraction ]:
1.570

[ Water Solubility ]:
Soluble in water and Hcl.

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Safety Phrases ]:
24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
ES7120000

Articles

Copper(II) complexes of neurokinin A with point mutation (S5A) and products of copper-catalyzed oxidation; role of serine residue in peptides containing neurokinin A sequence.

J. Inorg. Biochem. 121 , 1-9, (2013)

A potentiometric, spectroscopic (UV-visible, CD and EPR) and electrospray ionization mass spectrometric (ESI-MS) study of Cu(II) binding to the neurokinin A with point mutation (S5A) (ANKA), His-Lys-T...

Changes of metabolic profiles in an oral squamous cell carcinoma cell line induced by eugenol.

In Vivo 27(2) , 233-43, (2013)

We have recently reported that eugenol exerted indiscriminate cytotoxicity towards normal oral cells and oral squamous cell carcinoma (OSCC) cell lines without induction of apoptosis markers. In order...

A sulfonium cation intermediate in the mechanism of methionine sulfoxide reductase B: a DFT study.

J. Phys. Chem. B 115(29) , 9202-12, (2011)

The hybrid density functional theory method B3LYP in combination with three systematically larger active site models has been used to investigate the substrate binding and catalytic mechanism by which...