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4-Mercaptophenylacetic acid

ALDRICH/653152 - 97%

Synonym: (4-Carboxymethyl)thiophenol; (4-Sulfanylphenyl)acetic acid; 2-(4-Mercaptophenyl)acetic acid; 2-(4-Sulfanylphenyl)acetic acid; 4-Mercaptobenzeneacetic acid; p-Mercaptophenylacetic acid

CAS Number: 39161-84-7
Empirical Formula (Hill Notation): C8H8O2S
Molecular Weight: 168.21
MDL Number: MFCD00797617
Linear Formula: HSC6H4CH2CO2H
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-653152-1G 1 g
$112.00
1/EA
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45-653152-5G 5 g
$309.00
1/EA
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assay 97%
form solid
functional group carboxylic acid
InChI 1S/C8H8O2S/c9-8(10)5-6-1-3-7(11)4-2-6/h1-4,11H,5H2,(H,9,10)
InChI key ORXSLDYRYTVAPC-UHFFFAOYSA-N
mp 105-109 °C (lit.)
Quality Level 100 
SMILES string OC(=O)Cc1ccc(S)cc1
storage temp. 2-8°C
Application: 4-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.

General description: 4-Mercaptophenylacetic acid (MPAA), a thiol additive, is widely used in Native Chemical Ligation (NCL) reactions for selective and efficient ligation of peptide fragments.
Packaging: 1, 5 g in glass bottle
Purity 97%
mp 105-109 °C (lit.)
Storage Temp. 2-8°C
UNSPSC 12352100

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