653152
4-Mercaptophenylacetic acid
97%
Synonym(s):
(4-Carboxymethyl)thiophenol, (4-Sulfanylphenyl)acetic acid, 2-(4-Mercaptophenyl)acetic acid, 2-(4-Sulfanylphenyl)acetic acid, 4-Mercaptobenzeneacetic acid, p-Mercaptophenylacetic acid
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About This Item
Linear Formula:
HSC6H4CH2CO2H
CAS Number:
Molecular Weight:
168.21
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
97%
Form:
solid
Quality Segment
assay
97%
form
solid
mp
105-109 °C (lit.)
functional group
carboxylic acid
storage temp.
2-8°C
SMILES string
OC(=O)Cc1ccc(S)cc1
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
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.
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:
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.
signalword
Danger
hcodes
Hazard Classifications
Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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