197327

S-Acetylmercaptosuccinic anhydride

96%

• Synonym(s): 2-(Acetylthio)succinic anhydride, SAMSA
• Empirical Formula (Hill Notation): C₆H₆O₄S
• CAS Number: 6953-60-2
• Molecular Weight: 174.17
• EC Number: 230-135-2
• MDL number: MFCD00005526
• UNSPSC Code: 12162002
• PubChem Substance ID: 24851822
• NACRES: NA.23

Properties

• Quality Level: 200
• Assay: 96%
• mp: 83-86 °C (lit.)
• storage temp.: 2-8°C
• SMILES string: CC(=O)SC1CC(=O)OC1=O
• InChI: 1S/C6H6O4S/c1-3(7)11-4-2-5(8)10-6(4)9/h4H,2H2,1H3
• InChI key: AHTFMWCHTGEJHA-UHFFFAOYSA-N

Description

General description

S-Acetylmercaptosuccinic anhydride is an amine reactive reagent, containing a sulfhydryl group. The anhydride region opens up, when attacked by an amine nucleophile, forming amine linkage. However, during this ring opening reaction, a free carboxylate group is formed rendering the molecule negatively charged. Activity to proteins and conformation of the molecule us affected by the charge reversal.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves