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Catalog Number:
05696
CAS Number:
131766-22-8
Fmoc-S-tert-butyl-D-cysteine
Purity:
≥ 97% (HPLC)
Synonym(s):
Fmoc-D-Cys(tBu)-OH, Fmoc-(R)-2-amino-3-(S-tert-butylthio)butanoic acid
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Product Information

Fmoc-S-tert-butyl-D-cysteine is a versatile amino acid derivative widely utilized in peptide synthesis and drug development. This compound features a fluorenylmethoxycarbonyl (Fmoc) protecting group, which is crucial for the selective protection of the amino group during solid-phase peptide synthesis. Its unique structure, characterized by the tert-butylsulfanyl group, enhances stability and solubility, making it an ideal choice for researchers focused on synthesizing complex peptides and proteins.

In the pharmaceutical industry, Fmoc-S-tert-butyl-D-cysteine plays a significant role in the development of therapeutics, particularly in the creation of peptide-based drugs that target specific biological pathways. Its ability to facilitate the incorporation of cysteine residues into peptides allows for the formation of disulfide bonds, which are essential for the structural integrity of many biologically active molecules. Researchers appreciate its reliability and efficiency in peptide synthesis, making it a preferred choice for both academic and industrial applications.

Synonyms
Fmoc-D-Cys(tBu)-OH, Fmoc-(R)-2-amino-3-(S-tert-butylthio)butanoic acid
CAS Number
131766-22-8
Purity
≥ 97% (HPLC)
Molecular Formula
C22H25NO4S
Molecular Weight
399.5
MDL Number
MFCD00077052
PubChem ID
100111
Melting Point
130-139 ºC
Appearance
White solid
Optical Rotation
[a]D20 = +22 ± 3 º (C=1.142 in DMF)
Conditions
Store at 0-8 °C
General Information
Synonyms
Fmoc-D-Cys(tBu)-OH, Fmoc-(R)-2-amino-3-(S-tert-butylthio)butanoic acid
CAS Number
131766-22-8
Purity
≥ 97% (HPLC)
Molecular Formula
C22H25NO4S
Molecular Weight
399.5
MDL Number
MFCD00077052
PubChem ID
100111
Melting Point
130-139 ºC
Appearance
White solid
Optical Rotation
[a]D20 = +22 ± 3 º (C=1.142 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-D-cysteine is widely utilized in research focused on:

  • Peptide Synthesis: This compound serves as a key building block in the synthesis of peptides, particularly in solid-phase peptide synthesis (SPPS), allowing researchers to create complex protein structures efficiently.
  • Drug Development: It plays a significant role in the pharmaceutical industry for developing new drugs, especially those targeting cysteine-related pathways, enhancing therapeutic options for various diseases.
  • Bioconjugation: The compound is used in bioconjugation techniques, facilitating the attachment of biomolecules to surfaces or other molecules, which is crucial for creating targeted drug delivery systems.
  • Research in Biochemistry: It aids in studying protein interactions and functions, providing insights into cellular processes and disease mechanisms, which is invaluable for researchers in biochemistry and molecular biology.
  • Custom Synthesis: Fmoc-S-tert-butyl-D-cysteine is favored for custom synthesis projects due to its stability and ease of handling, making it a preferred choice for laboratories needing tailored compounds.

Citations