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| CAS No.: | 3211-76-5 |
|---|---|
| Name: | L-(+)-Selenomethionine |
| Molecular Structure: | |
|
|
|
| Formula: | C5H11NO2Se |
| Molecular Weight: | 196.108 |
| Synonyms: | Butanoic acid,2-amino-4-(methylseleno)-, (S)-;Butyric acid, 2-amino-4-(methylselenyl)-, L-(8CI);L-Selenomethionine;Seleno-L-methionine;Selenomethionine; |
| EINECS: | 608-705-0 |
| Melting Point: | 265 °C |
| Boiling Point: | 320.78 °C at 760 mmHg |
| Flash Point: | 147.803 °C |
| Solubility: | H2O: 50 mg/mL |
| Appearance: | white to off-white powder |
| Hazard Symbols: |
 T,  N
|
| Risk Codes: | 23/25-33-50/53 |
| Safety: | 20/21-28-45-60-61-28A |
| Transport Information: | UN 3283 6.1/PG 2 |
| PSA: | 63.32000 |
| LogP: | 0.65930 |
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N-Boc-L-selenomethionine
- 3211-76-5
Seleno-L-methionine
| Conditions | Yield |
|---|---|
| With trifluoroacetic acid In dichloromethane for 0.5h; Ambient temperature; | 96% |
- 37773-10-7
sodium methylselenide
- 3493-11-6
(3S)-(3-amino-3-carboxypropyl)dimethylsulfonium iodide
- 3211-76-5
Seleno-L-methionine
| Conditions | Yield |
|---|---|
| In methanol; ethanol at 45℃; for 9h; Solvent; Temperature; Inert atmosphere; | 82% |
| Conditions | Yield |
|---|---|
| Stage #1: L,L-selenohomocystine With sodium tetrahydroborate; ethanol at 30 - 45℃; for 5h; Inert atmosphere; Stage #2: dimethyl sulfate at 25 - 30℃; for 3h; Temperature; | 81.8% |
- 917-54-4
methyllithium
- 15159-66-7
α-amino-γ-bromobutyric acid methyl ester hydrochloride
- 3211-76-5
Seleno-L-methionine
| Conditions | Yield |
|---|---|
| Stage #1: methyllithium; α-amino-γ-bromobutyric acid methyl ester hydrochloride With selenium; boric acid tributyl ester In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide at -78 - 20℃; for 0.166667h; Inert atmosphere; Stage #2: With methanol; sodium hydroxide In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide for 0.166667h; Temperature; Reagent/catalyst; | 66% |
- 3211-76-5
Seleno-L-methionine
| Conditions | Yield |
|---|---|
| (i) aq. H2SO4, AcOEt, (ii) HBr, HSCH2CH2OH, AcOH; Multistep reaction; |
- 19635-25-7
(2S)-2-amino-4-(benzylselanyl)butanoic acid
- 74-88-4
methyl iodide
- 3211-76-5
Seleno-L-methionine
| Conditions | Yield |
|---|---|
| (i) Na, liq. NH3, (ii) /BRN= 969135/, NH4Cl; Multistep reaction; |
- 3211-76-5
Seleno-L-methionine
| Conditions | Yield |
|---|---|
| at 39℃; aminoacylase; |
- 174463-50-4
2-Acetylamino-4-methylselanyl-butyric acid
- 3211-76-5
Seleno-L-methionine
| Conditions | Yield |
|---|---|
| With acylase from Aspergillus oryzae; water at 20 - 37℃; |
- 3211-76-5
Seleno-L-methionine
| Conditions | Yield |
|---|---|
| With pig kidney acylase I In phosphate buffer at 37℃; for 0.166667h; pH=7.4; Enzyme kinetics; Deacetylation; |
| Conditions | Yield |
|---|---|
| With E. coli cobalamin-independent methionine synthase (2-649) Enzyme kinetics; Methylation; |
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Specification
The IUPAC name of L-(+)-Selenomethionine is (2S)-2-amino-4-methylselanylbutanoic acid. With the CAS registry number 3211-76-5, it is also named as Selenomethionine. The product's categories are Amino Acid Derivatives; Methionine [Met, M]; Amino Acids; Antioxidant; Biochemistry; Biological-modified Amino Acids; Classes of Metal Compounds; Se (Selenium) Compounds; Semimetal Compounds. Besides, it is white to off-white powder, which should be stored in closed, cool and dry place at -20 °C. In addition, its molecular formula is C5H11NO2Se and molecular weight is 196.11.
The other characteristics of this product can be summarized as: (1)ACD/LogP: 0.15; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5):; (4)ACD/LogD (pH 7.4):; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 3; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 63.32 Å2; (13)Flash Point: 147.803 °C; (14)Melting Point: 265 °C; (15)Solubility: H2O: 50 mg/mL; (16)alpha: 18 °(c=1, 1N HCl); (17)Enthalpy of Vaporization: 61.843 kJ/mol; (18)Boiling Point: 320.78 °C at 760 mmHg; (19)Vapour Pressure: 0 mmHg at 25 °C.
Preparation of L-(+)-Selenomethionine: this chemical can be prepared by 2-tert-Butoxycarbonylamino-4-methylselanyl-butyric acid.
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This reaction needs trifluoroacetic acid and CH2Cl2 at ambient temperature for 30 min. The yield is 96 %.
Uses of L-(+)-Selenomethionine: this chemical can be used to incorporate into proteins in place of methionine aids the structure elucidation of proteins by X-ray crystallography using multi-wavelength anomalous diffraction (MAD). It also can be used as food additive.
When you are using this chemical, please be cautious about it as the following: it is toxic by inhalation and if swallowed. It is also danger of cumulative effects. When using, do not smoke, eat or drink. And after contact with skin, wash immediately with plenty of soap-suds. Moreover, it is very toxic to aquatic organisms that may cause long-term adverse effects in the aquatic environment. This material and its container must be disposed of as hazardous waste. Additionally, please avoid release to the environment. Refer to special instructions / safety data sheets. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
People can use the following data to convert to the molecule structure.
(1)SMILES: C[Se]CC[C@@H](C(=O)O)N
(2)InChI: InChI=1/C5H11NO2Se/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m0/s1
(3)InChIKey: RJFAYQIBOAGBLC-BYPYZUCNBA