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S-Acetylmercaptosuccinic anhydride

  • CAS No. 6953-60-2

  • Cat. No. CS-0204583
  • Purity≥97%
  • MDL No.MFCD00005526

*For research and further manufacturing use only, not for direct human use.

S-Acetylmercaptosuccinic anhydride|CS-0204583

Structure of 6953-60-2

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General Information

  • CAS No. 6953-60-2
  • Cat. No. CS-0204583
  • Purity ≥97%
  • MDL No. MFCD00005526
  • Storage Sealed in dry,2-8℃
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆O₄S
  • Molecular Weight 174.17
  • Synonym(s) LABOTEST-BB LT00159681
  • SMILES O=C1OC(=O)C(SC(=O)C)C1

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.

Synthesis

  • Route1

    References

    • Kikionis, Stefanos; McKee, Vickie; Markopoulos, John; Igglessi-Markopoulou, Olga Tetrahedron, 2009 , vol. 65, # 18 p. 3711 - 3716
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    • S-Acetylmercaptosuccinic anhydride|CS-0204583
      6953-60-2

    References

    • Journal of the Chemical Society, , p. 2123 Arkiv foer Kemi, , vol. 14 A, # 7 p. 14,17 Chem. Zentralbl., , vol. 112, # II p. 2554

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   60.44
  • LogP   0.1082
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   1

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