Name | dl-methionine sulfone |
Synonyms | Methioninesulfone METHIONINESULPHONE dl-methionine sulfone DL-METHIONINE SULFONE DL-BANTHIONINE SULFONE DL-methionine S-dioxide 2-Amino-4-(methylsulfonyl)butyric Acid DL-2-AMINO-4-(METHYLSULFONYL)BUTYRIC ACID (2R)-2-ammonio-4-(methylsulfonyl)butanoate Butanoic acid, 2-amino-4-(methylsulfonyl)- DL-2-AMINO-4-[METHYLSULFONYL]BUTANOIC ACID |
CAS | 820-10-0 |
EINECS | 212-466-4 |
InChI | InChI=1/C5H11NO4S/c1-11(9,10)3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m1/s1 |
Molecular Formula | C5H11NO4S |
Molar Mass | 181.21 |
Density | 1.385±0.06 g/cm3(Predicted) |
Melting Point | ~250 °C (dec.) |
Boling Point | 450.5±40.0 °C(Predicted) |
Flash Point | 226.3°C |
Solubility | Aqueous Acid (Slightly), Water (Slightly, Heated) |
Vapor Presure | 2.26E-09mmHg at 25°C |
Appearance | Solid |
Color | White to Off-White |
BRN | 2089918 |
pKa | 2.10±0.10(Predicted) |
Storage Condition | Refrigerator |
Refractive Index | 1.512 |
MDL | MFCD00025079 |
Safety Description | S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. |
WGK Germany | 3 |
TSCA | Yes |
overview | methionine is easily oxidized to methionine sulfoxide and methionine sulfone. According to the literature, methionine sulfoxide has a greater damage effect on male liver cells than female liver cells. Methionine sulfone is a candidate molecule for diapause induction. The presence of methionine sulfoxide and methionine sulfone impurities poses a potential threat to the clinical safety of compound amino acid injection (18AA). |
preparation | methionine oxidation: methionine is dissolved in 5M perchloric acid aqueous solution, 0.05M ammonium molybdate, hydrogen peroxide, water and pyridine are added for neutralization (PH = 7), acetone is added for precipitation, purification and drying to obtain methionine sulfone (II). Among them, methionine: 5M perchloric acid: water: 0.05M ammonium molybdate: 30% hydrogen peroxide: water: acetone = 0.0336mol: 7ml: 45ml: 3ml: 7g: 70ml: 240ml. |
detection | HPLC method for simultaneous direct determination of methionine sulfoxide (MSO) and methionine sulfone (MSO2) impurities in compound amino acid injection (18AA). TitankC18 chromatographic column (4.6mm × 250mm,5 μm), 10mmol/L(NH4)2HPO4 buffer (containing 10mmol/L1-sodium octane sulfonate, pH adjusted to 1.9 with phosphoric acid) as mobile phase A, acetonitrile as mobile phase B, gradient elution, flow rate 1.0 mL/min, detection wavelength 205nm, injection volume 100 μL, column temperature 4 ℃. The results show that methionine sulfoxide and methionine sulfone can be effectively separated under the optimized conditions. The detection limits (S/N = 3) of methionine sulfoxide and methionine sulfone were 0.09 μg/mL and 1.35 μg/mL, respectively; the quantitative limits (S/N = 10) were 0.31 μg/mL and 4.51 μg/mL, respectively; the linear relationship between methionine sulfoxide and methionine sulfone was good in the range of 0.31~201.76 μg/mL and 4.51~225.72 μg/mL, respectively; the recoveries were 99.1% ~ 102.2% (methionine sulfoxide) and 98.2% ~ 101.2% (methionine sulfone), respectively. This method can be used to detect methionine sulfoxide and methionine sulfone in compound amino acid injection (18AA) in conventional laboratory and pharmaceutical industry. |
EPA chemical information | information provided by: ofmpub.epa.gov (external link) |