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Catalog Number:
02401
CAS Number:
67436-13-9
Fmoc-S-tert-butyl-L-cysteine
Purity:
≥ 98% (HPLC)
Synonym(s):
Fmoc-L-Cys(tBu)-OH, Fmoc-(R)-2-amino-3-(S-tert-butyl)propanoicacid
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Product Information

Fmoc-S-tert-butyl-L-cysteine is a versatile amino acid derivative widely utilized in peptide synthesis and drug development. This compound features a protective Fmoc (9-fluorenylmethoxycarbonyl) group, which facilitates the selective modification of the thiol group in cysteine, making it an essential building block for the synthesis of complex peptides and proteins. Its unique tert-butyl group enhances solubility and stability, allowing for more efficient coupling reactions. Researchers and industry professionals often leverage Fmoc-S-tert-butyl-L-cysteine in the development of peptide-based therapeutics, particularly in the fields of oncology and immunology, where precise modifications can significantly impact biological activity and efficacy.

The compound's ability to protect the thiol group while maintaining reactivity makes it an ideal choice for synthesizing peptides that require specific functionalization. Additionally, its compatibility with various coupling reagents and methodologies ensures that it can be seamlessly integrated into existing workflows. With its robust properties and practical applications, Fmoc-S-tert-butyl-L-cysteine stands out as a valuable tool for chemists and researchers aiming to innovate in peptide synthesis and drug formulation.

Synonyms
Fmoc-L-Cys(tBu)-OH, Fmoc-(R)-2-amino-3-(S-tert-butyl)propanoicacid
CAS Number
67436-13-9
Purity
≥ 98% (HPLC)
Molecular Formula
C22H25NO4S
Molecular Weight
399.5
MDL Number
MFCD00037130
PubChem ID
100111
Melting Point
135 - 145 °C
Appearance
White powder
Optical Rotation
[a]D20 = -22 ± 3 º (C=1 in DMF)
Conditions
Store at 0 - 8 °C
General Information
Synonyms
Fmoc-L-Cys(tBu)-OH, Fmoc-(R)-2-amino-3-(S-tert-butyl)propanoicacid
CAS Number
67436-13-9
Purity
≥ 98% (HPLC)
Molecular Formula
C22H25NO4S
Molecular Weight
399.5
MDL Number
MFCD00037130
PubChem ID
100111
Melting Point
135 - 145 °C
Appearance
White powder
Optical Rotation
[a]D20 = -22 ± 3 º (C=1 in 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

Fmoc-S-tert-butyl-L-cysteine is widely utilized in research focused on

  • Peptide Synthesis: This compound is a key building block in the synthesis of peptides, particularly in solid-phase peptide synthesis (SPPS), allowing for the creation of complex peptide structures efficiently.
  • Drug Development: It plays a significant role in the pharmaceutical industry for developing new drugs, especially those targeting cysteine residues in proteins, which are crucial for various biological functions.
  • Bioconjugation: Researchers use it for bioconjugation applications, enabling the attachment of biomolecules to surfaces or other molecules, enhancing drug delivery systems and diagnostic tools.
  • Protein Engineering: The compound is employed in protein engineering to modify cysteine residues, improving the stability and functionality of therapeutic proteins.
  • Research in Cancer Therapy: It is being explored in cancer research for its potential to inhibit specific pathways involving cysteine, contributing to the development of targeted cancer treatments.

Citations