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CS-W001157 4
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2-Acetamido-3-sulfanylpropanoic acid

  • CAS No. 7218-04-4

  • Cat. No. CS-0071230
  • Purity≥97%
  • MDL No.None

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

2-Acetamido-3-sulfanylpropanoic acid|CS-0071230

Structure of 7218-04-4

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General Information

  • CAS No. 7218-04-4
  • Cat. No. CS-0071230
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₉NO₃S
  • Molecular Weight 163.19
  • Synonym(s) N-Acetyl-DL-cysteine
  • SMILES O=C(O)C(CS)NC(C)=O

Description

This sulfanyl-containing amino acid derivative features a reactive thiol group flanked by an acetamido and carboxylate functionality, enabling selective conjugation in bioconjugation workflows. The pendant thiol offers high stability under standard conditions, facilitating efficient coupling to maleimide-functionalized probes or surfaces.

Application

2-Acetamido-3-sulfanylpropanoic acid serves as a versatile building block for cysteine-derived scaffolds, enabling direct incorporation of thiol and amide functionalities in peptide and heterocyclic synthesis. Its bench-stable nature facilitates handling and purification, while the orthogonal reactivity of the sulfhydryl group supports selective conjugation and disulfide formation under physiological conditions.

Synthesis

  • Route1

    References

    • Martin,T.A. et al. Journal of Medicinal Chemistry, 1968 , vol. 11, # 3 p. 625 - 627
  • Route2
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    • In-stock
      2-Acetamido-3-sulfanylpropanoic acid|CS-0071230
      7218-04-4

    References

    • Glass, Richard S.; Farooqui, Firdous; Sabahi, Mahmood; Ehler, Kenneth W. Journal of Organic Chemistry, 1989 , vol. 54, # 5 p. 1092 - 1097

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   66.4
  • LogP   -0.4945
  • H_Acceptors   3
  • H_Donors   3
  • Rotatable_Bonds   3

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