D-Methionine

Reported in EPA TSCA Inventory.

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%.

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%.

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.