4-MERCAPTOPHENYLACETIC ACID

4-MERCAPTOPHENYLACETIC ACID Basic information
Product Name:4-MERCAPTOPHENYLACETIC ACID
Synonyms:4-MERCAPTOBENZENEACETATE;4-MERCAPTOPHENYLACETIC ACID;4-Mercaptophenylacetic Acid ( MPAA);2-(4-sulfanylphenyl)acetic acid;MPAA;4-Mercaptophenylacetic acid 97%;4-Mercaptophenylacetic acid≥ 98% (HPLC);Benzeneacetic acid,4-mercapto-
CAS:39161-84-7
MF:C8H8O2S
MW:168.21
EINECS:
Product Categories:Aromatic Phenylacetic Acids and Derivatives;Intermediates;Sulfur & Selenium Compounds;Organic Building Blocks;Sulfur Compounds;Thiols/Mercaptans
Mol File:39161-84-7.mol
4-MERCAPTOPHENYLACETIC ACID Structure
4-MERCAPTOPHENYLACETIC ACID Chemical Properties
Melting point 105-109 °C (lit.)
Boiling point 336.0±17.0 °C(Predicted)
density 1.299±0.06 g/cm3(Predicted)
storage temp. 2-8°C
solubility Acetonitrile (Slightly), DMSO (Slightly)
pka4.21±0.10(Predicted)
form Solid
color Off-White
Water Solubility Slightly soluble in water. Soluble in Dichloromethane, Ethanol and Methanol
Sensitive Air Sensitive
Safety Information
Hazard Codes Xi
Risk Statements 37/38-41
Safety Statements 26-36/37/39
RIDADR UN 3335
WGK Germany 3
HS Code 2930909899
MSDS Information
ProviderLanguage
SigmaAldrich English
4-MERCAPTOPHENYLACETIC ACID Usage And Synthesis
Chemical Properties4-MERCAPTOPHENYLACETIC ACID is White Powder
Uses4-Mercaptophenylacetic acid has been used in the preparation of small ubiquitin-like modifier peptides from bis(2-sulfanylethyl)amido peptide via sequential native chemical ligation.
It can be used:
  • On-resin preparation of peptide-α thiophenylesters which are used in a chemical ligation process for the chemical synthesis of peptides.
  • In one pot deprotection of (acetamido-methyl)cysteine following native chemical ligation and/or desulfurization method for the preparation of peptides.
  • Palladium facilitated deprotection of N-terminal cysteine through native chemical ligation method for the preparation of synthetically challenging proteins.

Uses4-MERCAPTOPHENYLACETIC ACID is a redox buffer that increases the folding rate of disulfide-containing proteins realative to traditional buffers such as glutathione and glutathione-disulfide. A useful synthetic intermediate for the preparation of novel antiinflammatory agents.
4-MERCAPTOPHENYLACETIC ACID Preparation Products And Raw materials
Preparation Productsmethyl 2-(4-(chlorosulfonyl)phenyl)acetate-->[4-(Isopropylsulfonyl)phenyl]acetic acid
AMINO[4-(METHYLSULFANYL)PHENYL]ACETIC ACID [4-(ETHYLSULFONYL)PHENYL]ACETIC ACID protizinic acid 4-MERCAPTOPHENYLACETIC ACID [4-(BENZYLSULFONYL)PHENYL]ACETIC ACID (R)-4-METHYLTHIOMANDELIC ACID metiazinic acid Zaltoprofen 4-Methylthiophenylacetic acid [S,(+)]-α-Mercaptophenylacetic acid methyl ester 4-(TRIFLUOROMETHYLTHIO)PHENYLACETIC ACID alpha-Methyl-4-((1-methylethyl)thio)benzeneacetic acid [R,(-)]-α-Mercaptophenylacetic acid methyl ester 4-Methylsulphonylphenylacetic acid 2-MERCAPTOPHENYLACETIC ACID (+/-)-ALPHA-METHYL-(4-SULFONOPHENYL)GLYCINE Benzeneacetic acid, 2,5-dimethoxy-4-(pentylthio)- ETHYL 4-THIOMETHYLBENZOYLFORMATE

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