4-Mercaptophenylacetic acid - ≥96% , CAS No.39161-84-7

CAS: 39161-84-7 Cat. No.: M471020 Summenformel: HSC₆H₄CH₂CO₂H Molekulargewicht: 168.21 EG-Nummer: 627-721-9

GRADE & PURITY ≥96%

Synonyms

AS-35995 | (4-mercaptophenyl)acetic acid | 2-(4-mercaptophenyl)acetic acid | A824433 | ORXSLDYRYTVAPC-UHFFFAOYSA-N | 2-(4-sulfanylphenyl)acetic Acid | EN300-82202 | 4-mercaptophenylaceti cacid | SCHEMBL165930 | 4-Mercaptophenylacetic acid [MI] | 4-Mercapt

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Übersicht

Description

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-αthiophenylesters 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 ofN-terminal cysteine through native chemical ligation method for the preparation of synthetically challenging proteins.

Specifications

Synonyme

AS-35995 | (4-mercaptophenyl)acetic acid | 2-(4-mercaptophenyl)acetic acid | A824433 | ORXSLDYRYTVAPC-UHFFFAOYSA-N | 2-(4-sulfanylphenyl)acetic Acid | EN300-82202 | 4-mercaptophenylaceti cacid | SCHEMBL165930 | 4-Mercaptophenylacetic acid [MI] | 4-Mercapt

Spezifikationen & Reinheit

≥96%

Storage

Store at 2-8°C,Argon charged

Verschickt in

Wet ice

Dieses Produkt erfordert Kühlkettenversand. Grundversand und andere Economy-Optionen sind nicht verfügbar.

Reinheit

≥96%

Namen und Kennungen

• Pubchem Sid: 488194382
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488194382
• Kanonisches Lächeln: C1=CC(=CC=C1CC(=O)O)S
• IUPAC Name: 2-(4-sulfanylphenyl)acetic acid
• InChIKey: ORXSLDYRYTVAPC-UHFFFAOYSA-N
• INCHI: 1S/C8H8O2S/c9-8(10)5-6-1-3-7(11)4-2-6/h1-4,11H,5H2,(H,9,10)
• Isomere SMILES: C1=CC(=CC=C1CC(=O)O)S
• WGK Deutschland: 3
• Molekulargewicht: 168.21
• Reaxy-Rn: 2359146
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2359146&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Klasse Thiophenols

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Klasse: Thiophenols
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Thiophenols
• Alternative Parents: Benzene and substituted derivatives Monocarboxylic acids and derivatives Carboxylic acids Thiols Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Thiophenol - Monocyclic benzene moiety - Arylthiol - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organosulfur compound - Organooxygen compound - Carbonyl group - Aromatic homomonocyclic compound
• Beschreibung: This compound belongs to the class of organic compounds known as thiophenols. These are compounds containing a thiophenol ring, which a phenol derivative obtained by replacing the oxygen atom from the hydroxyl group (attached to the benzene) by a sulfur atom.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Wirkungsmechanismen

Chemische und physikalische Eigenschaften

• Löslichkeit: Slightly soluble in water. Soluble in Dichloromethane, Ethanol and Methanol
• Empfindlichkeit: air sensitive；heat sensitive
• Schmelzpunkt (°C): 105-110°C
• Molekulargewicht: 168.210 g/mol
• XLogP3: 1.800
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 168.025 Da
• Monoisotopic Mass: 168.025 Da
• Topological Polar Surface Area: 38.300 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 139.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Referenzen

1. Ling Xu, Yan Zhang, Yi-Ming Li, Xian-Fu Lu.  (2020)  Total chemical synthesis of the phosphorylated p62 UBA domain reveals that Ser407Pi but not Ser403Pi enhances ubiquitin binding.  ORGANIC & BIOMOLECULAR CHEMISTRY,  18  (42): (8709-8715).  [PMID:33084718] [10.1039/D0OB01906B]

2. Zuwang Liu, Bo Yu, Shengwei Shi, Huangzhong Yu.  (2025)  Optimizing Monolayers for High-Efficiency Methylammonium-Free Perovskite Solar Cells.  ACS Applied Materials & Interfaces,      [PMID:40123056] [10.1021/acsami.5c02482]