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Catalog Number:
03966
CAS Number:
58651-76-6
Boc-S-acetamidomethyl-L-cysteine 4-nitrophenyl ester
Purity:
≥ 98% (Assay)
Synonym(s):
Boc-L-Cys(Acm)-ONp
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Product Information

Boc-S-acetamidomethyl-L-cysteine 4-nitrophenyl ester is a versatile compound widely utilized in peptide synthesis and medicinal chemistry. This compound features a protective Boc (tert-butyloxycarbonyl) group, which is essential for the selective modification of amino acids, making it particularly valuable in the development of peptide-based therapeutics. The presence of the 4-nitrophenyl ester moiety enhances its reactivity, allowing for efficient coupling reactions in the formation of complex peptide structures.

Researchers and industry professionals benefit from its application in the synthesis of bioactive peptides, which can serve as potential drug candidates or research tools in various fields, including cancer research and drug delivery systems. Its unique structure not only facilitates the introduction of functional groups but also improves the solubility and stability of the resulting peptides. This compound stands out for its ability to streamline the synthesis process, ultimately leading to more efficient and effective development of peptide-based applications.

Synonyms
Boc-L-Cys(Acm)-ONp
CAS Number
58651-76-6
Purity
≥ 98% (Assay)
Molecular Formula
C17H23N3O7S
Molecular Weight
413.45
MDL Number
MFCD00236831
PubChem ID
93870
Melting Point
125 - 135 °C
Appearance
White to off-white powder
Optical Rotation
[a]D20 = -36 ± 1 ° (C=1 in DMF) [a]D25 = -39 ± 2 ° (C=2 in 0.12% DMF)
Conditions
Store at 0 - 8 °C
General Information
Synonyms
Boc-L-Cys(Acm)-ONp
CAS Number
58651-76-6
Purity
≥ 98% (Assay)
Molecular Formula
C17H23N3O7S
Molecular Weight
413.45
MDL Number
MFCD00236831
PubChem ID
93870
Melting Point
125 - 135 °C
Appearance
White to off-white powder
Optical Rotation
[a]D20 = -36 ± 1 ° (C=1 in DMF) [a]D25 = -39 ± 2 ° (C=2 in 0.12% DMF)
Conditions
Store at 0 - 8 °C
Properties
Additional property information coming soon!
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Safety and Regulations
Hazmat
No
Antibiotic
No
DEA-regulated
No
Warnings
-
Applications

Boc-S-acetamidomethyl-L-cysteine 4-nitrophenyl ester is widely utilized in research focused on:

  • Peptide Synthesis: This compound serves as a valuable building block in the synthesis of peptides, particularly those containing cysteine residues, enhancing the stability and reactivity of the resulting peptides.
  • Drug Development: It plays a crucial role in the development of pharmaceuticals, especially in creating compounds that target specific biological pathways, providing researchers with tools to design more effective drugs.
  • Bioconjugation: The chemical is used in bioconjugation processes, allowing scientists to attach biomolecules to surfaces or other molecules, which is essential in creating targeted therapies and diagnostic agents.
  • Research on Antioxidants: It is utilized in studies investigating antioxidant properties, contributing to the understanding of how certain compounds can protect cells from oxidative stress.
  • Analytical Chemistry: This compound aids in the development of analytical methods for detecting and quantifying thiol-containing compounds, which are important in various biochemical assays.

Citations