Fmoc-3-(2-naphthyl)-D-alanine
Need Assistance?
  • US & Canada:
    +
  • UK: +

Fmoc-3-(2-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-007314
CAS number
138774-94-4
Molecular Formula
C28H23NO4
Molecular Weight
437.49
Fmoc-3-(2-naphthyl)-D-alanine
IUPAC Name
(2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-naphthalen-2-ylpropanoic acid
Synonyms
Fmoc-D-Ala(2-naphthyl)-OH
Related CAS
112883-43-9 (L-isomer)
Appearance
Whte to off-white powder
Purity
≥ 99.5% (Chiral HPLC)
Density
1.296 g/cm3
Melting Point
160-170 °C
Boiling Point
690.7°C at 760 mmHg
Storage
Store at 2-8 °C
InChI
InChI=1S/C28H23NO4/c30-27(31)26(16-18-13-14-19-7-1-2-8-20(19)15-18)29-28(32)33-17-25-23-11-5-3-9-21(23)22-10-4-6-12-24(22)25/h1-15,25-26H,16-17H2,(H,29,32)(H,30,31)/t26-/m1/s1
InChI Key
JYUTZJVERLGMQZ-AREMUKBSSA-N
Canonical SMILES
C1=CC=C2C=C(C=CC2=C1)CC(C(=O)O)NC(=O)OCC3C4=CC=CC=C4C5=CC=CC=C35

Fmoc-3-(2-naphthyl)-D-alanine, a versatile protected amino acid widely utilized in peptide synthesis and biochemical research, showcases a myriad of applications. Here are the key applications presented with high perplexity and burstiness:

Peptide Synthesis: Serving as a fundamental component of solid-phase peptide synthesis (SPPS), Fmoc-3-(2-naphthyl)-D-alanine plays a pivotal role in incorporating specific residues into peptide chains. Its distinctive naphthyl group enables the exploration of peptide-protein interactions, contributing to in-depth investigations on binding affinity and specificity. Researchers leverage this amino acid derivative to craft innovative peptides with potential therapeutic implications, pushing the boundaries of peptide design to new frontiers of discovery.

Protein Engineering: Within the realm of protein engineering, this exceptional amino acid derivative acts as a potent tool for generating modified proteins with enhanced or novel functions. By integrating Fmoc-3-(2-naphthyl)-D-alanine into protein sequences, scientists delve into intricate structure-function relationships, paving the way for the development of proteins with desired attributes. This application holds significant importance in the advancement of biocatalysts and therapeutic proteins, heralding a transformative era in protein design and engineering.

Drug Development: The integration of Fmoc-3-(2-naphthyl)-D-alanine into peptides creates avenues for synthesizing bioactive compounds with potential pharmacological activities. This amino acid derivative is crucial in producing peptidomimetics that mimic natural peptides, presenting promising candidates for drug development across a wide spectrum of diseases, from cancer to infectious diseases and metabolic disorders. This facet of Fmoc-3-(2-naphthyl)-D-alanine plays a pivotal role in driving innovative treatments and therapeutic discoveries, with profound implications for medical science and patient care.

Structural Biology: Positioned at the intersection of peptides and proteins, Fmoc-3-(2-naphthyl)-D-alanine emerges as a valuable asset for exploring structural intricacies, folding dynamics, and molecular interactions. With its unique side chain serving as a potent marker or probe in NMR and X-ray crystallography experiments, researchers gain deep insights into molecular architectures. These insights, facilitated by Fmoc-3-(2-naphthyl)-D-alanine, drive the rational design of novel biomolecules, propelling structural biology into uncharted territories of discovery and innovation at the forefront of scientific exploration.

Online Inquiry
Inquiry Basket