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Catalog Number:
02403
CAS Number:
73724-43-3
Fmoc-S-tert-butylthio-L-cysteine
Purity:
≥ 98% (HPLC)
Synonym(s):
Fmoc-L-Cys(StBu)-OH
Documents
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Product Information

Fmoc-S-tert-butylthio-L-cysteine is a valuable building block in peptide synthesis, particularly favored for its stability and ease of use in various chemical reactions. This compound features a fluorenylmethoxycarbonyl (Fmoc) protecting group, which allows for selective deprotection during the synthesis process, making it ideal for the production of complex peptides and proteins. Its unique S-tert-butylthio group enhances the compound's reactivity, facilitating the introduction of cysteine residues into peptides, which is crucial for the formation of disulfide bonds that stabilize protein structures.

Researchers and industry professionals utilize Fmoc-S-tert-butylthio-L-cysteine in drug development, particularly in the design of peptide-based therapeutics and biomolecules. Its compatibility with automated synthesizers streamlines the synthesis process, reducing time and increasing efficiency. Additionally, the compound's robust properties make it suitable for applications in bioconjugation and the development of novel biomaterials, offering significant advantages over similar compounds in terms of stability and functionalization potential.

Synonyms
Fmoc-L-Cys(StBu)-OH
CAS Number
73724-43-3
Purity
≥ 98% (HPLC)
Molecular Formula
C22H25NO4S2
Molecular Weight
431.6
MDL Number
MFCD00042617
PubChem ID
3342123
Appearance
White to off-white powder
Optical Rotation
[a]D25 = -82 ± 3.5 º (C=1 in EtOAc)
Conditions
Store at ≤ -15 °C
General Information
Synonyms
Fmoc-L-Cys(StBu)-OH
CAS Number
73724-43-3
Purity
≥ 98% (HPLC)
Molecular Formula
C22H25NO4S2
Molecular Weight
431.6
MDL Number
MFCD00042617
PubChem ID
3342123
Appearance
White to off-white powder
Optical Rotation
[a]D25 = -82 ± 3.5 º (C=1 in EtOAc)
Conditions
Store at ≤ -15 °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-butylthio-L-cysteine is widely utilized in research focused on:

  • Peptide Synthesis: This compound serves as a protecting group for cysteine residues during peptide synthesis, allowing for the selective modification of amino acids without interfering with other functional groups.
  • Drug Development: It plays a crucial role in the design of peptide-based therapeutics, particularly in the development of drugs targeting specific biological pathways, enhancing efficacy and reducing side effects.
  • Bioconjugation: Fmoc-S-tert-butylthio-L-cysteine is used in bioconjugation strategies, facilitating the attachment of biomolecules to surfaces or other molecules, which is essential in creating targeted drug delivery systems.
  • Research in Protein Engineering: This compound aids in the study of protein folding and stability, providing insights that can lead to the development of more effective enzymes and therapeutic proteins.
  • Analytical Chemistry: It is utilized in analytical methods to detect and quantify thiol-containing compounds, offering a reliable approach for studying redox biology and related fields.

Citations