Fmoc-3-(1-naphthyl)-D-alanine
Need Assistance?
  • US & Canada:
    +
  • UK: +

Fmoc-3-(1-naphthyl)-D-alanine

* Please kindly note that our products are not to be used for therapeutic purposes and cannot be sold to patients.

Category
Fmoc-Amino Acids
Catalog number
BAT-007311
CAS number
138774-93-3
Molecular Formula
C28H23NO4
Molecular Weight
437.49
Fmoc-3-(1-naphthyl)-D-alanine
IUPAC Name
(2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-naphthalen-1-ylpropanoic acid
Synonyms
Fmoc-D-Ala(1-naphthyl)-OH
Related CAS
96402-49-2 (L-isomer)
Appearance
White to off-white powder
Purity
≥ 99% (HPLC)
Density
1.296 g/cm3
Melting Point
179-186 °C
Boiling Point
690.7°C at 760 mmHg
Storage
Store at 2-8 °C
InChI
InChI=1S/C28H23NO4/c30-27(31)26(16-19-10-7-9-18-8-1-2-11-20(18)19)29-28(32)33-17-25-23-14-5-3-12-21(23)22-13-4-6-15-24(22)25/h1-15,25-26H,16-17H2,(H,29,32)(H,30,31)/t26-/m1/s1
InChI Key
ORWNVJDLEMVDLV-AREMUKBSSA-N
Canonical SMILES
C1=CC=C2C(=C1)C=CC=C2CC(C(=O)O)NC(=O)OCC3C4=CC=CC=C4C5=CC=CC=C35

Fmoc-3-(1-naphthyl)-D-alanine plays a pivotal role in peptide synthesis and biochemical studies. Here are the key applications of this compound, presented with high perplexity and burstiness:

Peptide Synthesis: Central to solid-phase peptide synthesis (SPPS), Fmoc-3-(1-naphthyl)-D-alanine serves as a crucial building block. The N-terminal Fmoc protecting group enables selective deprotection and elongation of peptide chains. This compound is particularly valuable for introducing unique side chains into peptides, shaping the structure and function of the resulting peptides.

Biochemical Assays: In exploring protein-ligand interactions, Fmoc-3-(1-naphthyl)-D-alanine acts as a probing tool in biochemical assays. By integrating this amino acid into peptides, researchers can gain insights into binding affinities and interaction kinetics, aiding in drug discovery and the advancement of peptide-based therapeutics.

Structural Biology: Leveraging the distinctive naphthyl group in Fmoc-3-(1-naphthyl)-D-alanine, researchers harness a valuable asset in structural biology. This compound facilitates the comprehension of protein folding, stability, and conformational changes by introducing aromatic interactions within peptides or proteins. Such insights contribute to a deeper understanding of protein dynamics and the design of more resilient protein structures.

Pharmaceutical Development: In the realm of pharmaceuticals, Fmoc-3-(1-naphthyl)-D-alanine can be integrated into synthetic peptides with therapeutic potential. Its incorporation enhances the biological activity or stability of peptide drugs, augmenting their effectiveness. This strategy proves instrumental in the development of novel treatments for a diverse array of ailments, from metabolic disorders to infectious diseases.

Online Inquiry
Inquiry Basket