ChemicalBook CAS DataBase List 3211-76-5

3211-76-5

Name	L-(+)-Selenomethionine
CAS	3211-76-5
EINECS(EC#)	608-705-0
Molecular Formula	C5H11NO2Se
MDL Number	MFCD00037210
Molecular Weight	196.11
MOL File	3211-76-5.mol

Synonyms

2-AMINO-4-(METHYLSELENO)BUTANOIC ACID L-(+)-2-AMINO-4-(METHYLSELENO)BUTANOIC ACID L-(+)-SELENOMETHIONINE L-SELENOMETHIONINE (S)-(+)-2-AMINO-4-(METHYLSELENO)BUTANOIC ACID (S)-2-AMINO-4-(METHYLSELENO)BUTYRIC ACID SELENO-L-METHIONINE SELENOMETHIONINE, L-(+)- SEMET L(+)-SELENOMETHIONINE 99+% E.E. (S)-2-AMINO-4-(METHYLSELENYL)BUTYRIC ACID L(+)-Selenomethionine, ee 99+%, 99+% Butanoic acid, 2-amino-4-(methylseleno)-, (2S)- L-SELENOMETHIONINE SELENO-L-METHIONINE L-SE-MET-OH L-selenomethionine （L-se-Met-OH） BUTYRICACID,2-AMINO-4-(METHYLSELENYL)-,L- L-SELENOMETHIONINE 0.5% L-SELENOMETHIONINE USP THALLIUM ETHYLSUFATE (S)-(+)-2-Amino-4-(methylseleno)butanoic acid, (S)-2-Amino-4-(methylseleno)butyric acid, L-Selenomethionine, Seleno-L-methionine

Chemical Properties

Appearance	Solid
Melting point	265 °C
alpha	18 º (c=1, 1N HCl)
Boiling point	320.8±37.0 °C(Predicted)
refractive index	18 ° (C=0.5, 2mol/L HCl)
storage temp.	−20°C
solubility	H₂O: 50 mg/mL
form	powder
pka	2.26±0.10(Predicted)
color	white to off-white
Water Solubility	soluble
Merck	8441
Cosmetics Ingredients Functions	ANTIOXIDANT
InChI	InChI=1S/C5H11NO2Se/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m0/s1
InChIKey	RJFAYQIBOAGBLC-BYPYZUCNSA-N
SMILES	C(O)(=O)[C@@H](N)CC[Se]C
LogP	0.152 (est)
CAS DataBase Reference	3211-76-5(CAS DataBase Reference)

Safety Data

Symbol(GHS)	GHS06,GHS08,GHS09
Signal word	Danger
Hazard statements	H301+H331-H373-H410
Precautionary statements	P260-P301+P330+P331+P310-P304+P340+P311-P403+P233
Hazard Codes	T,N
Risk Statements	R23/25:Toxic by inhalation and if swallowed . R33:Danger of cumulative effects. R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment . less more
Safety Statements	S20/21:When using, do not eat, drink or smoke . S28:After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) . S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . S60:This material and/or its container must be disposed of as hazardous waste . S61:Avoid release to the environment. Refer to special instructions safety data sheet . less more
RIDADR	UN 3283 6.1/PG 2
WGK Germany	3
RTECS	EK7713840
F	10
HazardClass	6.1
PackingGroup	III
HS Code	29309090
Storage Class	6.1A - Combustible acute toxic Cat. 1 and 2 very toxic hazardous materials
Hazard Classifications	Acute Tox. 3 Inhalation Acute Tox. 3 Oral Aquatic Acute 1 Aquatic Chronic 1 STOT RE 2

Raw materials And Preparation Products

Hazard Information

Chemical Properties

Solid

Uses

A compound shown to increase expression of glutathione peroxidase

Definition

ChEBI: The L-enantiomer of selenomethionine.

General Description

Seleno-L-Methionine (SeMet), an organic form of selenium is found in Cupriavidus metallidurans.

Biochem/physiol Actions

Seleno-L-Methionine (SeMet) is capable of repressing atopic dermatitis (AD)-like skin lesions. It can also prevent the expression of total immunoglobulin E (IgE) and interleukin 4 (IL-4). It can cause ecotoxicity as it is absorbed by fish through diet.

Synthesis

2185-03-7

37773-10-7

3211-76-5

Under nitrogen protection, 13.75 g of L-homoserine lactone hydrochloride was mixed with 40 mL of N,N-dimethylformamide (DMF) and stirred until completely dissolved. Subsequently, 15.2 g of methyl selenate (CAS:37773-10-7) was dissolved in 20 mL of DMF and slowly added to the above reaction system. The reaction was heated and refluxed for 2 hours. Upon completion of the reaction, the pH of the reaction system was adjusted to 6.0 with aqueous acetic acid and a white solid was precipitated. The resulting solid was dissolved in a mixed solvent of water and ethanol for recrystallization to obtain L-selenomethionine. The total yield of this synthetic route was 72.11%, the chemical purity of the product was greater than 99% and the enantiomeric excess value (ee) was greater than 99%.

References

[1] Patent: CN106928110, 2017, A. Location in patent: Paragraph 0028; 0030

Material Safety Data Sheet(MSDS)

Spectrum Detail

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