3-(Methylthio)propionic acid

Modify Date: 2024-01-01 18:27:01

3-(Methylthio)propionic acid Structure
3-(Methylthio)propionic acid structure
Common Name 3-(Methylthio)propionic acid
CAS Number 646-01-5 Molecular Weight 120.17
Density 1.16 Boiling Point 130ºC 2mm
Molecular Formula C4H8O2S Melting Point 16ºC
MSDS N/A Flash Point 130°C/15mm

 Use of 3-(Methylthio)propionic acid


3-(Methylthio)propionic acid is an intermediate in the methionine metabolism.

 Names

Name 3-(methylthio)propionic acid
Synonym More Synonyms

 3-(Methylthio)propionic acid Biological Activity

Description 3-(Methylthio)propionic acid is an intermediate in the methionine metabolism.
Related Catalog
In Vitro 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].
Cell Assay 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].
References

[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.

[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.

[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.

[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.

 Chemical & Physical Properties

Density 1.16
Boiling Point 130ºC 2mm
Melting Point 16ºC
Molecular Formula C4H8O2S
Molecular Weight 120.17
Flash Point 130°C/15mm
PSA 52.32000
LogP 1.67190
Index of Refraction 1.4884

 Safety Information

Risk Phrases R34
Safety Phrases S26-S36/37/39-S45
RIDADR UN 3265
Packaging Group II
Hazard Class 8.0
HS Code 2930909090

 Synthetic Route

 Customs

HS Code 2930909090
Summary 2930909090. other organo-sulphur compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

 Synonyms

MFCD00059635
3-methylsulfanylpropanoic acid
3-Methylmercaptopropionic Acid
EINECS 211-460-9
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