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D-Methionine

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Name

D-Methionine

EINECS 206-483-6
CAS No. 348-67-4 Density 1.206 g/cm3
PSA 88.62000 LogP 0.85170
Solubility 53 g/L (20°C) in water Melting Point 273-275 °C
Formula C5H11NO2S Boiling Point 306.9 °C at 760 mmHg
Molecular Weight 149.214 Flash Point 139.4 °C
Transport Information N/A Appearance white crystalline powder
Safety 22-24/25-36-26 Risk Codes 33-36/37/38
Molecular Structure Molecular Structure of 348-67-4 (D-Methionine) Hazard Symbols IrritantXi
Synonyms

Methionine,D- (8CI);(R)-Methionine;D-2-Amino-4-(methylthio)butyric acid;(R)-2-Amino-4-(methylmercapto)butyric acid;

Article Data 58

D-Methionine Consensus Reports

Reported in EPA TSCA Inventory.

D-Methionine Specification

The CAS registry number of D-Methionine is 348-67-4. In addition, the molecular formula is C5H11NO2S and the molecular weight is 149.21. The IUPAC name is (2R)-2-amino-4-methylsulfanylbutanoic acid. What's more, it is a kind of white crystalline powder and incompatible with strong oxidizing agents. And it should be stored in a cool and dry place.

Physical properties about this chemical are: (1)ACD/LogP: 0.37; (2)ACD/LogD (pH 5.5): -2.13; (3)ACD/LogD (pH 7.4): -2.13; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 3; (9)#H bond donors: 3; (10)#Freely Rotating Bonds: 5; (11)Polar Surface Area: 54.84 Å2; (12)Index of Refraction: 1.53; (13)Molar Refractivity: 38.26 cm3; (14)Molar Volume: 123.7 cm3; (15)Polarizability: 15.17 ×10-24cm3; (16)Surface Tension: 50.5 dyne/cm; (17)Density: 1.206 g/cm3; (18)Flash Point: 139.4 °C; (19)Enthalpy of Vaporization: 60.21 kJ/mol; (20)Boiling Point: 306.9 °C at 760 mmHg; (21)Vapour Pressure: 0.00017 mmHg at 25°C.

Preparation of D-Methionine: it can be prepared by methioninamide hydrochloride. This reaction will need catalyst Escherichia coli JM109/pCl38DP and various solvents. The reaction time is 10 hours at reaction temperature of 30 °C. The yield is about 97%.

D-Methionine can be prepared by methioninamide hydrochloride

Uses of D-Methionine: it can react with carbonochloridic acid benzyl ester to get N-benzyloxycarbonyl-D-methionine. This reaction will need reagent NaHCO3. The reaction time is 24 hours at reaction temperature of 23 °C. The yield is about 87%.

D-Methionine can react with carbonochloridic acid benzyl ester to get N-benzyloxycarbonyl-D-methionine

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. And it has danger of cumulative effects. During using it, wear suitable protective clothing and avoid contact with skin and eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. In addition, you should not breathe dust.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)[C@H](N)CCSC
(2)Std.InChI: InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m1/s1
(3)Std.InChIKey: FFEARJCKVFRZRR-SCSAIBSYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD50 intraperitoneal 5223mg/kg (5223mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Archives of Biochemistry and Biophysics. Vol. 64, Pg. 319, 1956.

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