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653152

4-Mercaptophenylacetic acid

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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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1 g
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2 790,00 CZK
5 g
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7 690,00 CZK

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

2 790,00 CZK

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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:
  • 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.


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This Item
633453633658751294
description

97%

description

97%

description

97%

description

97%

assay

97%

assay

97%

assay

97%

assay

97%

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

form

solid

form

solid

form

solid

form

solid

storage temp.

2-8°C

storage temp.

-

storage temp.

-

storage temp.

2-8°C

mp

105-109 °C (lit.)

mp

150-154 °C (lit.)

mp

195-199 °C (lit.)

mp

67-71 °C

functional group

carboxylic acid

functional group

carboxylic acid, nitrile

functional group

carboxylic acid

functional group

carboxylic acid, ketone


pictograms

CorrosionExclamation mark

signalword

Danger

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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