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653152

Sigma-Aldrich

4-Mercaptophenylacetic acid

97%

Sinonimo/i:

(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

Formula condensata:
HSC6H4CH2CO2H
Numero CAS:
39161-84-7
Peso molecolare:
168.21
Numero MDL:
MFCD00797617
Codice UNSPSC:
12352100
ID PubChem:
24883931
NACRES:
NA.22

Saggio

97%

Forma fisica

solid

Punto di fusione

105-109 °C (lit.)

Temperatura di conservazione

2-8°C

Stringa SMILE

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)
ORXSLDYRYTVAPC-UHFFFAOYSA-N

Descrizione generale

4-Mercaptophenylacetic acid (MPAA), a thiol additive, is widely used in Native Chemical Ligation (NCL) reactions for selective and efficient ligation of peptide fragments.

Applicazioni

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.

Pittogrammi

CorrosionExclamation mark
GHS05,GHS07

Avvertenze

Danger

Indicazioni di pericolo

H315,H318,H335

Classi di pericolo

Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves

Certificati d'analisi (COA)

Cerca il Certificati d'analisi (COA) digitando il numero di lotto/batch corrispondente. I numeri di lotto o di batch sono stampati sull'etichetta dei prodotti dopo la parola ‘Lotto’ o ‘Batch’.

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Sigma-Aldrich

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Mesna United States Pharmacopeia (USP) Reference Standard

USP

1392807

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4-Mercaptophenylboronic acid 90%

Sigma-Aldrich

524018

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Sigma-Aldrich

C4706

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Sunithi Gunasekera et al.
Frontiers in microbiology, 11, 168-168 (2020-03-11)
Can antimicrobial activity and peptide stability of alpha-helical peptides be increased by making them into dimers and macrocycles? Here, we explore that concept by using KR-12 as the starting point for peptide engineering. KR-12 has previously been determined as the
Lin Zhang et al.
Chemical science, 10(11), 3271-3280 (2019-04-19)
Targeted antibody blocking enables characterization of binding sites on immunoglobulin G (IgG), and can efficiently eliminate harmful antibodies from organisms. In this report, we present a novel peptide-denoted as a dual-functional conjugate of antigenic peptide and Fc-III mimetics (DCAF)-for targeted
Palladium mediated rapid deprotection of N-terminal cysteine under native chemical ligation conditions for the efficient preparation of synthetically challenging proteins
Jbara M, et al.
Journal of the American Chemical Society, 138(15), 5069-5075 (2016)
One-pot chemical synthesis of small ubiquitin-like modifier protein-peptide conjugates using bis (2-sulfanylethyl) amido peptide latent thioester surrogates
Boll E, et al.
Nature Protocols, 10(2), 269-269 (2015)
Daniel J Capon et al.
Proceedings of the Japan Academy. Series B, Physical and biological sciences, 87(9), 603-616 (2011-11-15)
There is a significant need for antibodies that can bind targets with greater affinity. Here we describe a novel strategy employing chemical semisynthesis to produce symmetroadhesins: antibody-like molecules having nonprotein hinge regions that are more flexible and extendible and are
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