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

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Category
Fmoc-Amino Acids
Catalog number
BAT-007312
CAS number
96402-49-2
Molecular Formula
C28H23NO4
Molecular Weight
437.49
Fmoc-3-(1-naphthyl)-L-alanine
IUPAC Name
(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-naphthalen-1-ylpropanoic acid
Synonyms
Fmoc-L-Ala(1-naphthyl)-OH; (S)-N-Fmoc-1-naphthylalanine
Related CAS
138774-93-3 (D-isomer)
Appearance
White powder
Purity
≥ 99.5% (Chiral HPLC)
Density
1.296 g/cm3
Melting Point
180-190 °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-/m0/s1
InChI Key
ORWNVJDLEMVDLV-SANMLTNESA-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)-L-alanine, an amino acid derivative widely utilized in peptide synthesis and research, offers a spectrum of applications. Here are the key applications presented with intricacy and dynamic sentence structures:

Peptide Synthesis: In the realm of solid-phase peptide synthesis, Fmoc-3-(1-naphthyl)-L-alanine plays a pivotal role. Its Fmoc (9-fluorenylmethyloxycarbonyl) protecting group enables gentle removal under mild conditions, facilitating the meticulous stepwise assembly of peptide chains. This amino acid derivative contributes to the creation of peptides showcasing diverse biological activities, crucial for both research endeavors and therapeutic innovations.

Pharmacological Research: At the nexus of drug design and development, this derivative lends its unique structural attributes to the creation of peptide-based pharmaceuticals. By imbuing peptides with increased stability and affinity, researchers leverage Fmoc-3-(1-naphthyl)-L-alanine to craft novel peptide frameworks that serve as pioneering compounds for drug discovery, paving the way for groundbreaking pharmacological advancements.

Structural Biology: Delving into the intricate realm of protein-protein and protein-ligand interactions, Fmoc-3-(1-naphthyl)-L-alanine emerges as a valuable tool. Through its integration into peptides, scientists can unravel the folding patterns and interplay of different sequences within biological systems, shedding light on protein structure-function relationships, and facilitating the design of peptides with tailored biological activities, revolutionizing the field of structural biology.

Biosensor Development: Stepping into the realm of biosensor technology, this amino acid derivative finds its niche in constructing sensitive and selective detection platforms for specific biomolecules. By incorporating Fmoc-3-(1-naphthyl)-L-alanine into peptide sequences on sensor surfaces, researchers forge biosensors crucial for diagnostic applications and environmental monitoring, offering a cutting-edge solution in biosensor development.

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