Fmoc-2,6-difluoro-l-Phenylalanine (CAS 1235005-44-3) belongs to the halogenated protected amino-acid building block class. It is used in fluorinated residue incorporation in peptide and medicinal-chemistry synthesis, particularly where conformational, electronic and hydrophobicity tuning in peptide/SAR studies is required.

Select for a defined stereochemical and fluorination pattern; the effect of fluorination is position- and sequence-dependent. Before substitution into an established synthesis, compare stereochemistry, protecting-group orthogonality and downstream deprotection requirements.

Product Information

Role of the Halogenated Residue

Fmoc-2,6-difluoro-l-Phenylalanine introduces a fluorinated amino-acid motif into peptide or small-molecule synthesis. Halogen substitution can alter local electronics, hydrophobicity and conformational preferences while preserving the core amino-acid connectivity.

SAR and Derivatization

The 2,6-difluoro substitution pattern changes the steric and electronic environment around the phenylalanine side chain while preserving the amino-acid backbone. These fluorine substituents are generally retained as part of the final residue rather than used as synthetic leaving groups or cross-coupling handles. Effects on conformation, hydrophobicity and biological activity are sequence-dependent.

Selection Considerations

Verify substitution position and stereochemistry before ordering. Positional isomers with the same elemental composition can have materially different synthetic and biological behavior.

Compare neighboring reagents in our noncanonical amino acids. Full-sequence work is covered under protected peptide building blocks.

Product Documents

MSDS - Fmoc-2,6-difluoro-l-Phenylalanine (AS4209)

The Safety Data Sheet provides product identification, hazard information, handling and storage guidance, exposure controls, transport information, and regulatory information for laboratory use.

Certificates of Analysis (COAs) are batch-specific. Please contact us to request the COA for your product, and we will provide it by email.

Frequently Asked Questions

What distinguishes Fmoc-2,6-difluoro-l-Phenylalanine in synthesis?

Its intended role is fluorinated residue incorporation in peptide and medicinal-chemistry synthesis, with the exact residue or functional-group state defined by the product structure.

Why check the protection map for Fmoc-2,6-difluoro-l-Phenylalanine?

In Fmoc-2,6-difluoro-l-Phenylalanine, the protection state determines which functions remain reactive and which deprotection conditions can be used later in the route.

Research Use Only.