Fmoc-D-2-pyridylalanine, CAS No. 185379-39-9

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185379-39-9

Catalog No. EBD26438

CAS 185379-39-9

Name Fmoc-D-2-pyridylalanine

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Basic Information

Synonyms: fmoc-3-(2'-pyridyl)-d-alanine fmoc-2'-pyridyl-d-ala fmoc-(r)-2-amino-3-(2'-pyridyl)propanoicacid fmoc-d-ala(2'-pyridyl)-oh fmoc-d-ala(2-pyridyl)-oh fmoc-d-ala(2-pyri)-oh fmoc-d-2-pyridylala (R)-N-FMOC-(2-Pyridyl)alanine Fmoc-D-2-Pyridylalanine Fmoc-D-3-(2-Pyridyl)-alanine Fmoc-3-(2-Pyridyl)-D-alanine Fmoc-D-2-PAL-OH N-(9-Fluorenylmethoxycarbonyl)-2-pyridyl-D-alanine

Molecular Formula: C23H20N2O4

Molecular Weight: 388.42

MDL Number: MFCD00672565

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates Medicinal Chemistry > Biochemicals and Life Science Reagents > Peptides and Peptidomimetics

Product Description:

Fmoc-3-(2-pyridyl)-D-alanine is a non-natural, protected amino acid derivative. Its structure features a D-alanine backbone with a 2-pyridyl substituent at the β-position and an N-terminal 9-fluorenylmethoxycarbonyl (Fmoc) protecting group. This configuration makes it a chiral, heterocyclic building block. This compound is primarily employed in solid-phase peptide synthesis (SPPS) using the Fmoc strategy. The pyridyl side chain can act as a ligand for metal ions or participate in coordination chemistry, allowing for the introduction of specific functionalities or metal-binding sites into synthetic peptides. It is used to create peptide analogs, peptidomimetics, and constrained peptides for research in medicinal chemistry, biochemistry, and chemical biology, particularly in the development of enzyme inhibitors or receptor ligands. The D-configuration of the alanine center provides resistance to proteolytic degradation, which is valuable for designing stable peptide-based probes or potential therapeutic agents. As a specialty amino acid derivative, it is a crucial reagent for constructing peptides with tailored physicochemical and biological properties.

Physical Properties

Melting Point: 154.5 °C

Boiling Point: 630.9 °C at 760 mmHg

Flash Point: 335.4 °C

Storage: 2-8°C

Analytical Data

Appearance: white to slightly yellow powder