3-(Methylthio)propionic acid
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3-(Methylthio)propionic acid is an intermediate in the methionine metabolism.
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- Reinheit: 98.97%
- CAS. Nr.: 646-01-5
- Formel: C4H8O2S
- Molecular Weight:120.17
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Speicherung:Pure form -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 6 months , -20°C, 1 month
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Biologische Aktivität
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Human Endogenous Metabolite |
Methionine has consistently been shown to be the most toxic amino acid in experiments devised to assess the relative toxicity of dietary amino acids. 3-methylthiopropionate is an intermediate in methionine catabolism in rat and monkey liver in vitro. This pathway appears to account for a major portion of methionine oxidation in vitro[1]. Cultures of Streptomyces lincolnensis accumulated 3-methylthioacrylic acid in amounts directly related to the concentration of methionine in the medium. The first intermediate in the pathway may be the keto acid, which is then oxidatively decarboxylated to 3-methylthiopropionic acid[2]. The purified 3-MTPA has antifungal activity in assays using F. oxysporum as a model fungus. Daily measurements of shoot and root length shows severe inhibition of seed germination and root and shoot development at concentrations above 12mg for partially purified extracts[3]. 3-methylthiopropionic acid ethyl ester possesses potential anticarcinogenic properties by inducing differentiation in well-differentiated colon cancer cells. Treatment of RCM-1 cells for 4 days with 3-methylthiopropionic acid ethyl ester between the doses of 0.25 and 2 mM progressively increases the percent area occupied by duct structures relative to the control, and also induces an increase in the number and the maximum diameter of the ducts in each culture plate[4].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS. Nr. 646-01-5
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Appearance Liquid (Density: 1.160 g/cm3)
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Molecular Weight 120.17
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Formel C4H8O2S
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Color Colorless to light yellow
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SMILES
O=C(O)CCSC
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Synonyms
3-Methylsulfanylpropionic acid
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Structure Classification
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Initial Source
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Versand
Room temperature in continental US; may vary elsewhere.
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Speicherung
Pure form -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Lösungsmittel & Löslichkeit
DMSO : ≥ 250 mg/mL (2080.39 mM; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
H2O : 25 mg/mL (208.04 mM; Need ultrasonic)
* "≥" means soluble, but saturation unknown.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.
Konzentration (Stammlösung) × Volumen (Stammlösung) = Konzentration (Ziellösung) × Volumen (Ziellösung)
For the following dissolution methods, please prepare the working solution directly:
It is recommended to prepare fresh solutions and use them promptly within a short period of time.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.
Add each solvent one by one: PBS
Solubility: 100 mg/mL (832.15 mM); Clear solution; Need ultrasonic
Protokoll
RCM-1 cells are each plated into 35-mm plastic culture plates. Twenty-four hours after plating, cells are treated with 3-methylthiopropionic acid ethyl ester in 2 mL of 10% FBS-RPMI+F12 for 4 days, and are counted by using a hemacytometer, after trypsinization with 0.25% trypsin and 1 mM EDTA[4].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Reinheit & Dokumentation
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Data Sheet (272 KB)
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SDS (416 KB)
- English - EN (416 KB)
- Français - FR (416 KB)
- Deutsch - DE (416 KB)
- Norwegian - NO (416 KB)
- Español - ES (416 KB)
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- Italian - IT (416 KB)
- Portuguese - PT (416 KB)
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Handling Instructions (2659 KB)
Verweise
[1]. Steele RD, et al. Identification of 3-methylthiopropionic acid as an intermediate in mammalian methioninemetabolism in vitro. J Biol Chem. 1978 Nov 10;253(21):7844-50. [Content Brief]
[2]. Surette R, et al. Formation of 3-methylthioacrylic acid from methionine by Streptomyces lincolnensis. Isolation of a peroxidase. J Antibiot (Tokyo). 1976 Jun;29(6):646-52. [Content Brief]
[3]. Kim YC, et al. 3-methylthiopropanoic acid produced by Enterobacter intermedium 60-2G inhibits fungal growth and weed seedling development. J Antibiot (Tokyo). 2003 Feb;56(2):177-80. [Content Brief]
[4]. Nakamura Y, et al. 3-Methylthiopropionic acid ethyl ester, isolated from Katsura-uri (Japanese pickling melon, Cucumis melo var. conomon), enhanced differentiation in human colon cancer cells. J Agric Food Chem. 2008 May 14;56(9):2977-84. [Content Brief]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| H2O / DMSO | 1 mM | 8.3215 mL | 41.6077 mL | 83.2154 mL | 208.0386 mL |
| 5 mM | 1.6643 mL | 8.3215 mL | 16.6431 mL | 41.6077 mL | |
| 10 mM | 0.8322 mL | 4.1608 mL | 8.3215 mL | 20.8039 mL | |
| 15 mM | 0.5548 mL | 2.7738 mL | 5.5477 mL | 13.8692 mL | |
| 20 mM | 0.4161 mL | 2.0804 mL | 4.1608 mL | 10.4019 mL | |
| 25 mM | 0.3329 mL | 1.6643 mL | 3.3286 mL | 8.3215 mL | |
| 30 mM | 0.2774 mL | 1.3869 mL | 2.7738 mL | 6.9346 mL | |
| 40 mM | 0.2080 mL | 1.0402 mL | 2.0804 mL | 5.2010 mL | |
| 50 mM | 0.1664 mL | 0.8322 mL | 1.6643 mL | 4.1608 mL | |
| 60 mM | 0.1387 mL | 0.6935 mL | 1.3869 mL | 3.4673 mL | |
| 80 mM | 0.1040 mL | 0.5201 mL | 1.0402 mL | 2.6005 mL | |
| 100 mM | 0.0832 mL | 0.4161 mL | 0.8322 mL | 2.0804 mL |
* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.
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