Cas no 126727-04-6 (Fmoc-DL-Phe-OH)

Fmoc-DL-Phe-OH is a racemic mixture of N-(9-fluorenylmethoxycarbonyl)-DL-phenylalanine, commonly used in peptide synthesis as a protected amino acid building block. The Fmoc group serves as a temporary protecting group for the α-amino group, enabling selective deprotection under mild basic conditions while preserving other side-chain protections. This compound is particularly valuable in solid-phase peptide synthesis (SPPS) due to its compatibility with Fmoc-based strategies. Its racemic nature allows for applications in structural studies or non-stereospecific peptide design. The product exhibits good solubility in common organic solvents such as DMF or DCM, facilitating efficient coupling reactions. Care should be taken to store it under anhydrous conditions to maintain stability.
Fmoc-DL-Phe-OH structure
Fmoc-DL-Phe-OH structure
Product Name:Fmoc-DL-Phe-OH
CAS No:126727-04-6
MF:C24H21NO4
MW:387.427846670151
MDL:MFCD00112977
CID:859050
PubChem ID:100105
Update Time:2025-05-24

Fmoc-DL-Phe-OH Chemical and Physical Properties

Names and Identifiers

    • 2-(9H-FLUOREN-9-YLMETHOXYCARBONYLAMINO)-3-PHENYL-PROPIONIC ACID
    • Fmoc-DL-Phe-OH
    • N-FMOC-DL-phenylalanine
    • (9H-Fluoren-9-yl)MethOxy]Carbonyl DL-Phe-OH
    • N-9-Fluorenylmethoxycarbonyl-DL-phenylalanine
    • MDL: MFCD00112977
    • Inchi: 1S/C24H21NO4/c26-23(27)22(14-16-8-2-1-3-9-16)25-24(28)29-15-21-19-12-6-4-10-17(19)18-11-5-7-13-20(18)21/h1-13,21-22H,14-15H2,(H,25,28)(H,26,27)
    • InChI Key: SJVFAHZPLIXNDH-UHFFFAOYSA-N
    • SMILES: O(C(NC(C(=O)O)CC1C=CC=CC=1)=O)CC1C2C=CC=CC=2C2=CC=CC=C12

Computed Properties

  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 29
  • Rotatable Bond Count: 8

Experimental Properties

  • Density: 1.276±0.06 g/cm3 (20 oC 760 Torr),
  • Solubility: Insuluble (2.8E-3 g/L) (25 oC),

Fmoc-DL-Phe-OH Pricemore >>

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Additional information on Fmoc-DL-Phe-OH

Fmoc-DL-Phe-OH: A Comprehensive Overview

The compound with CAS No 126727-04-6, commonly referred to as Fmoc-DL-Phe-OH, is a significant molecule in the field of organic chemistry and peptide synthesis. This compound is widely used in research and industrial applications due to its unique properties and versatility. In this article, we will delve into the structure, applications, and recent advancements related to Fmoc-DL-Phe-OH.

Fmoc-DL-Phe-OH is a derivative of phenylalanine, a naturally occurring amino acid that plays a crucial role in various biological processes. The "Fmoc" prefix stands for 9-fluorenylmethyloxycarbonyl, which is a protecting group used in peptide synthesis to prevent unwanted side reactions during the synthesis process. The "DL" designation indicates that the compound is a racemic mixture of both the D and L enantiomers of phenylalanine, while the "OH" signifies the presence of a hydroxyl group at the terminal position.

One of the key advantages of Fmoc-DL-Phe-OH lies in its ability to facilitate solid-phase peptide synthesis (SPPS). This technique has revolutionized the way peptides are synthesized, enabling researchers to construct complex peptide sequences with high precision and efficiency. The use of Fmoc as a protecting group ensures that the amino terminus remains inert during the synthesis process, allowing for sequential addition of amino acids without interference.

Recent studies have highlighted the potential of Fmoc-DL-Phe-OH in drug delivery systems. Researchers have explored its use as a building block for constructing bioactive peptides with therapeutic applications. For instance, Fmoc-DL-Phe-OH has been employed in the synthesis of peptide-based drugs targeting diseases such as cancer, neurodegenerative disorders, and infectious diseases.

In addition to its role in peptide synthesis, Fmoc-DL-Phe-OH has also found applications in materials science. Scientists have investigated its use in creating self-assembling peptides that can form nanostructures with potential applications in drug delivery, tissue engineering, and biosensors.

The demand for Fmoc-DL-Phe-OH has grown significantly in recent years due to its versatility and compatibility with various synthetic techniques. Its ability to function as both a building block and a protecting group makes it an essential component in many chemical laboratories worldwide.

In conclusion, Fmoc-DL-Phe-OH (CAS No 126727-04-6) is a vital compound with wide-ranging applications in peptide synthesis, drug development, and materials science. Its unique properties and adaptability continue to make it an indispensable tool for researchers and industry professionals alike.

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