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Catalog Number:
02568
CAS Number:
175453-08-4
Fmoc-4-chloro-L-phenylalanine
Purity:
≥ 98% (HPLC)
Synonym(s):
Fmoc-L-Phe(4-Cl)-OH, (S)-2-(Fmoc-amino)-3-(4-chlorophenyl)propionic acid, Fmoc-Phe(4-Cl)-OH
Documents
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Product Information

Fmoc-4-chloro-L-phenylalanine is a versatile amino acid derivative widely utilized in peptide synthesis and drug development. This compound features a fluorenylmethoxycarbonyl (Fmoc) protecting group, which is essential for the selective protection of amino groups during the synthesis of peptides. Its unique structure, characterized by the presence of a 4-chlorophenyl group, enhances its reactivity and allows for the incorporation of chlorinated phenylalanine residues into peptides, which can be crucial for studying protein interactions and functions. Researchers in the fields of medicinal chemistry and biochemistry often leverage this compound to create novel peptides with improved biological activity or specificity.

The practical applications of Fmoc-4-chloro-L-phenylalanine extend to the development of therapeutic agents, where it can be used to synthesize peptides that target specific biological pathways. Its ability to facilitate the introduction of halogenated amino acids into peptide sequences makes it a valuable tool for creating compounds with enhanced pharmacological properties. Additionally, its compatibility with various coupling reagents and solid-phase peptide synthesis techniques makes it a preferred choice among professionals in peptide chemistry.

Synonyms
Fmoc-L-Phe(4-Cl)-OH, (S)-2-(Fmoc-amino)-3-(4-chlorophenyl)propionic acid, Fmoc-Phe(4-Cl)-OH
CAS Number
175453-08-4
Purity
≥ 98% (HPLC)
Molecular Formula
C24H20ClNO4
Molecular Weight
421.9
MDL Number
MFCD00080281
PubChem ID
2734471
Melting Point
170 - 200 °C
Appearance
White powder
Optical Rotation
[a]D20 = -31 ± 3 º (C=1 in DMF)
Conditions
Store at 0 - 8 °C
General Information
Synonyms
Fmoc-L-Phe(4-Cl)-OH, (S)-2-(Fmoc-amino)-3-(4-chlorophenyl)propionic acid, Fmoc-Phe(4-Cl)-OH
CAS Number
175453-08-4
Purity
≥ 98% (HPLC)
Molecular Formula
C24H20ClNO4
Molecular Weight
421.9
MDL Number
MFCD00080281
PubChem ID
2734471
Melting Point
170 - 200 °C
Appearance
White powder
Optical Rotation
[a]D20 = -31 ± 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-4-chloro-L-phenylalanine 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 peptide sequences efficiently.
  • Drug Development: Its unique structure makes it valuable in the pharmaceutical industry for developing new drugs, especially those targeting specific receptors or enzymes, enhancing therapeutic efficacy.
  • Bioconjugation: The compound is used in bioconjugation processes, where it helps link biomolecules to other entities, such as drugs or imaging agents, improving drug delivery systems.
  • Research in Protein Engineering: It plays a significant role in protein engineering, allowing scientists to modify proteins for better stability or activity, which is crucial in biotechnology applications.
  • Fluorescent Labeling: Fmoc-4-chloro-L-phenylalanine can be used in fluorescent labeling techniques, aiding in the visualization of proteins and peptides in various biological studies.

Citations