A9043

S-Acetylthioglycolic acid N-hydroxysuccinimide ester

≥95% (TLC), powder

• Synonym(s): N-Succinimidyl (acetylthio)acetate, N-Succinimidyl S-acetylthioglycolate, S-Acetylthioglycolic acid NHS ester, SATA
• Empirical Formula (Hill Notation): C₈H₉NO₅S
• CAS Number: 76931-93-6
• Molecular Weight: 231.23
• UNSPSC Code: 12352100
• NACRES: NA.22
• PubChem Substance ID: 24891221
• MDL number: MFCD00036891
• Beilstein/REAXYS Number: 7815491
• Assay: ≥95% (TLC)
• Form: powder

Properties

• Quality Segment: 200
• assay: ≥95% (TLC)
• form: powder
• solubility: acetonitrile: 50 mg/mL, DMF: soluble
• storage temp.: −20°C
• SMILES string: CC(=O)SCC(=O)ON1C(=O)CCC1=O
• InChI: 1S/C8H9NO5S/c1-5(10)15-4-8(13)14-9-6(11)2-3-7(9)12/h2-4H2,1H3
• InChI key: FLCQLSRLQIPNLM-UHFFFAOYSA-N

Description

Application

Thiolating reagent for primary amines; thiol can be deprotected under mild conditions. Typically, couples initially to a molecule containing primary amine by amide bond buffered at pH 7.5. Deprotection may be accomplished with 0.05 M hydroxylamine at neutral pH. Useful for preparation of enzyme immunoconjugates and hapten carrier molecule conjugates.

Other Notes

Note that the ester couples very efficiently to primary amines compared to other thiolating reagents. In addition, this reagent will neutralize original amine positive charge.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)