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Catalog Number:
15112
CAS Number:
220497-81-4
Fmoc-3-bromo-D-phenylalanine
Purity:
≥ 98% (Assay)
Synonym(s):
Fmoc-D-Phe(3-Br)-OH, Fmoc-3-bromo-D-Phe-OH, (R)-2-Fmoc-2-amino-3-(3-bromophenyl)propionic acid
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$86.23 /1G
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Product Information

Fmoc-3-bromo-D-phenylalanine is a versatile and valuable amino acid derivative widely utilized in peptide synthesis and drug development. This compound features a unique Fmoc (9-fluorenylmethoxycarbonyl) protecting group, which facilitates the selective protection of the amino group during the synthesis of complex peptides. Its brominated phenyl side chain enhances the compound's reactivity, making it an excellent choice for researchers looking to introduce specific functionalities into peptide sequences.

In practical applications, Fmoc-3-bromo-D-phenylalanine is particularly beneficial in the development of peptide-based therapeutics and in the study of protein interactions. Its ability to serve as a building block in solid-phase peptide synthesis allows for the creation of diverse peptide libraries, which can be screened for biological activity. Additionally, the compound's unique properties enable chemists to explore novel drug candidates with improved efficacy and selectivity. Researchers in medicinal chemistry and biochemistry will find this compound indispensable for advancing their projects.

Synonyms
Fmoc-D-Phe(3-Br)-OH, Fmoc-3-bromo-D-Phe-OH, (R)-2-Fmoc-2-amino-3-(3-bromophenyl)propionic acid
CAS Number
220497-81-4
Purity
≥ 98% (Assay)
Molecular Formula
C24H20BrNO4
Molecular Weight
466.3
MDL Number
MFCD01311771
PubChem ID
44181942
Melting Point
155 - 158 ?C
Appearance
White powder
Optical Rotation
[a]D25 = 136 ± 2 º (C=1 in DMF)
Conditions
Store at 0 - 8 °C
General Information
Synonyms
Fmoc-D-Phe(3-Br)-OH, Fmoc-3-bromo-D-Phe-OH, (R)-2-Fmoc-2-amino-3-(3-bromophenyl)propionic acid
CAS Number
220497-81-4
Purity
≥ 98% (Assay)
Molecular Formula
C24H20BrNO4
Molecular Weight
466.3
MDL Number
MFCD01311771
PubChem ID
44181942
Melting Point
155 - 158 ?C
Appearance
White powder
Optical Rotation
[a]D25 = 136 ± 2 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-3-bromo-D-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 for the incorporation of brominated phenylalanine into peptide chains.
  • Drug Development: It is used in the design of novel pharmaceuticals, especially in developing compounds that target specific biological pathways, enhancing the efficacy of drug candidates.
  • Bioconjugation: The bromine atom in this compound can be utilized for bioconjugation reactions, facilitating the attachment of biomolecules to surfaces or other molecules, which is crucial in creating targeted therapies.
  • Research in Neuroscience: It is applied in studies related to neurotransmitter systems, helping researchers understand the role of specific amino acids in brain function and behavior.
  • Fluorescent Labeling: The Fmoc protecting group allows for the introduction of fluorescent tags in peptides, making it easier to track and visualize biological processes in real-time.

Citations