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Catalog Number:
12846
CAS Number:
352351-63-4
Fmoc-2-methyl-D-phenylalanine
Purity:
≥ 99.5% (Chiral HPLC)
Synonym(s):
Fmoc-D-Phe(2-Me)-OH, Fmoc-o-Me-D-Phe-OH
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Product Information

Fmoc-2-methyl-D-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 2-methylphenyl side chain, enhances the compound's hydrophobic properties, making it particularly valuable in the design of peptides with specific biological activities. Researchers and industry professionals often leverage Fmoc-2-methyl-D-phenylalanine in the development of therapeutic peptides, where precise control over amino acid sequences is crucial for achieving desired pharmacological effects.

In addition to its role in peptide synthesis, this compound is also of interest in the field of medicinal chemistry, where it can be used to explore structure-activity relationships (SAR) in drug design. Its ability to facilitate the introduction of bulky side chains allows for the creation of peptides with improved stability and bioactivity. Fmoc-2-methyl-D-phenylalanine stands out among similar compounds due to its favorable solubility profile and compatibility with various coupling reagents, making it an ideal choice for researchers aiming to optimize peptide formulations.

Synonyms
Fmoc-D-Phe(2-Me)-OH, Fmoc-o-Me-D-Phe-OH
CAS Number
352351-63-4
Purity
≥ 99.5% (Chiral HPLC)
Molecular Formula
C25H23NO4
Molecular Weight
401.46
MDL Number
MFCD00671404
PubChem ID
2733445
Melting Point
110 - 117 ?C
Appearance
White to off-white solid
Optical Rotation
[a]D20 = 58 ± 1 º (C=1 in DMF)
Conditions
Store at 0 - 8 °C
General Information
Synonyms
Fmoc-D-Phe(2-Me)-OH, Fmoc-o-Me-D-Phe-OH
CAS Number
352351-63-4
Purity
≥ 99.5% (Chiral HPLC)
Molecular Formula
C25H23NO4
Molecular Weight
401.46
MDL Number
MFCD00671404
PubChem ID
2733445
Melting Point
110 - 117 ?C
Appearance
White to off-white solid
Optical Rotation
[a]D20 = 58 ± 1 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-2-methyl-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 researchers to create complex peptide sequences efficiently.
  • Drug Development: Its unique structure makes it valuable in the pharmaceutical industry for developing novel drugs, especially those targeting specific receptors or pathways, enhancing therapeutic efficacy.
  • Bioconjugation: The Fmoc protecting group allows for selective reactions in bioconjugation processes, facilitating the attachment of biomolecules to surfaces or other compounds, which is crucial in diagnostics and therapeutics.
  • Research in Neuroscience: This compound can be used in studies involving neurotransmitter systems, helping researchers understand the role of specific amino acids in brain function and behavior.
  • Material Science: Its properties can be exploited in the development of new materials, such as hydrogels or polymers, which have applications in drug delivery systems and tissue engineering.

Citations