N-Succinimidyl S-Acetylthioglycolate - ≥94% , CAS No.76931-93-6

CAS: 76931-93-6 Cat. No.: N159207 Molecular Weight: 231.22 Beilstein Registry Number: 7815490 EC Number: 678-479-6

GRADE & PURITY ≥94%

Synonyms

SATA | (2,5-dioxopyrrolidin-1-yl) 2-acetylsulfanylacetate | S-Acetylthioglycolic Acid N-Succinimidyl Ester | 4H-1-Benzopyran-2-carboxylic acid, 5,5'-((2-hydroxy-1,3-propanediyl)bis(oxy))bis(4-oxo- | SATA | N-Succinimidyl-S-acetylthioacetate; 2,5-Dioxopyrr

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

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.

Specifications

Synonyms

SATA | (2, 5-dioxopyrrolidin-1-yl) 2-acetylsulfanylacetate | S-Acetylthioglycolic Acid N-Succinimidyl Ester | 4H-1-Benzopyran-2-carboxylic acid, 5, 5'-((2-hydroxy-1, 3-propanediyl)bis(oxy))bis(4-oxo- | SATA | N-Succinimidyl-S-acetylthioacetate; 2, 5-Dioxopyrr

Specifications & Purity

≥94%

Biochemical and Physiological Mechanisms

Primary amine-reactive protein modification thiolating reagent. Adds protected sulfhydryls to targeted proteins. Induces stable recombinant TNF-α trimer formation by formation of disulfide bridges between reactive thiol groups on adjacent TNF-α molecules,

Storage

Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥94%

Names and Identifiers

• Canonical Smiles: CC(=O)SCC(=O)ON1C(=O)CCC1=O
• IUPAC Name: (2,5-dioxopyrrolidin-1-yl) 2-acetylsulfanylacetate
• InChIKey: FLCQLSRLQIPNLM-UHFFFAOYSA-N
• INCHI: 1S/C8H9NO5S/c1-5(10)15-4-8(13)14-9-6(11)2-3-7(9)12/h2-4H2,1H3
• Isomeric SMILES: CC(=O)SCC(=O)ON1C(=O)CCC1=O
• WGK Germany: 3
• Molecular Weight: 231.22
• Beilstein: 7815490
• Reaxy-Rn: 7815491
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=7815491&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Pyrrolidines
      • Subclass Pyrrolidones

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Pyrrolidines
• Subclass: Pyrrolidones
• Intermediate Tree Nodes: Not available
• Direct Parent: Pyrrolidine-2-ones
• Alternative Parents: Dicarboximides Thioesters Lactams Carboxylic acid salts Carbothioic S-esters Sulfenyl compounds Monocarboxylic acids and derivatives Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic salts Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: 2-pyrrolidone - Dicarboximide - Carboxylic acid salt - Lactam - Thiocarboxylic acid ester - Carbothioic s-ester - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Thiocarboxylic acid or derivatives - Sulfenyl compound - Azacycle - Organic oxide - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Carbonyl group - Organopnictogen compound - Hydrocarbon derivative - Organic nitrogen compound - Organic salt - Organic oxygen compound - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as pyrrolidine-2-ones. These are pyrrolidines which bear a C=O group at position 2 of the pyrrolidine ring.
• 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

Chemical and Physical Properties

• Solubility: solubility :acetonitrile: 50 mg/mL;DMF: soluble
• Sensitivity: Heat sensitive;Moisture sensitive
• Melt Point(°C): 95 - 101°C
• Molecular Weight: 231.230 g/mol
• XLogP3: -0.300
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 231.02 Da
• Monoisotopic Mass: 231.02 Da
• Topological Polar Surface Area: 106.000 Ų
• Heavy Atom Count: 15
• Formal Charge: 0
• Complexity: 311.000
• 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

References

1. Qingping Ma, Shunli Fu, Yiming Xia, Shuying Gao, Zhenxing Xia, Panpan Gu, Shijun Yuan, Jinhu Liu, Shuang Liang, Nan Li, Qinglin Yang, Weiwei Mu, Jie Liu, Xinrui Liu, Yongjun Liu, Na Zhang.  (2025)  NO-Driven Janus Nanomotor Enhances T-Cell Infiltration by Reconstructing Tumor-Associated Blood and Lymphatic Vessels.  Advanced Science,      [PMID:40917034] [10.1002/advs.202512090]