H-Met(O)-OH

Names

[ Name ]:
H-Met(O)-OH

[Synonym ]:
Butanoic acid, 2-amino-4-(methylsulfinyl)-, (2S)-
EINECS 221-758-0
(2S)-2-Amino-4-(methylsulfinyl)butanoic acid
(3-Amino-3-carboxypropyl)(methyl)sulfoniumolate
2-Amino-4-(methylsulfinyl)butanoic acid
UNII:XN1XVI4B2C
MFCD00063093
L-methionine S-oxide
L-2-Amino-4-(methylsulfinyl)butanoic acid
Butanoic acid, 2-amino-4-(methylsulfinyl)-
sulfonium, (3-amino-3-carboxypropyl)hydroxymethyl-, inner salt
UNII:O74B4F6OYL
L-Methionine Sulfoxide
H-Met(O)-OH

Biological Activity

[Description]:

L-Methionine sulfoxide (H-Met(O)-OH), a metabolite of Methionine, induces M1/classical macrophage polarization, and modulates oxidative stress and purinergic signaling parameters[1].

[Related Catalog]:

Research Areas >> Metabolic Disease

[References]

[1]. Dos Santos LM, et al. Methionine and methionine sulfoxide treatment induces M1/classical macrophage polarization and modulates oxidative stress and purinergic signaling parameters. Mol Cell Biochem. 2017 Jan;424(1-2):69-78.

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

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

[ Melting Point ]:
234-235ºC

[ 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

[ Storage condition ]:
2-8°C

[ Stability ]:
Temperature Sensitive, Hygroscopic

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H319

[ Precautionary Statements ]:
P305 + P351 + P338

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

[ Hazard Codes ]:
Xn

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ HS Code ]:
2930909090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2930909090

[ Summary ]:
2930909090. other organo-sulphur compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

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...

Arrest defective 1 regulates the oxidative stress response in human cells and mice by acetylating methionine sulfoxide reductase A.

Cell Death Dis. 5 , e1490, (2014)

Methionine sulfoxide reductase A (MSRA) protects proteins from oxidation, and also helps remove reactive oxygen species (ROS) by recovering antioxidant enzymes inactivated by oxidation. Although its f...