N-β-(9-Fluorenylmethoxycarbonyl)-γ-(1-naphthyl)-D-β-homoalanine
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N-β-(9-Fluorenylmethoxycarbonyl)-γ-(1-naphthyl)-D-β-homoalanine

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Category
Fmoc-Amino Acids
Catalog number
BAT-004688
CAS number
269398-89-2
Molecular Formula
C29H25NO4
Molecular Weight
451.52
N-β-(9-Fluorenylmethoxycarbonyl)-γ-(1-naphthyl)-D-β-homoalanine
IUPAC Name
(3R)-3-(9H-fluoren-9-ylmethoxycarbonylamino)-4-naphthalen-1-ylbutanoic acid
Synonyms
Fmoc-D-Ala(1-Naph)-(C#CH2)OH; Fmoc-D-Nal(1)-(C#CH2)OH; (R)-3-[(9-Fluorenylmethoxycarbonyl)amino]-4-(1-naphthyl)butanoic acid
Appearance
White to off-white powder
Purity
≥ 99% (Chiral purity)
Density
1.275±0.06 g/cm3(Predicted)
Boiling Point
702.5±55.0 °C(Predicted)
Storage
Store at 2-8 °C
InChI
InChI=1S/C29H25NO4/c31-28(32)17-21(16-20-10-7-9-19-8-1-2-11-22(19)20)30-29(33)34-18-27-25-14-5-3-12-23(25)24-13-4-6-15-26(24)27/h1-15,21,27H,16-18H2,(H,30,33)(H,31,32)/t21-/m1/s1
InChI Key
QKDVUQGMQTZWKV-OAQYLSRUSA-N
Canonical SMILES
C1=CC=C2C(=C1)C=CC=C2CC(CC(=O)O)NC(=O)OCC3C4=CC=CC=C4C5=CC=CC=C35

N-β-(9-Fluorenylmethoxycarbonyl)-γ-(1-naphthyl)-D-β-homoalanine, a specialized compound utilized in peptide synthesis and biochemical research, showcases diverse applications. Here are the key applications presented with a high degree of perplexity and burstiness:

Peptide Synthesis: Acting as a foundational element in peptide synthesis using solid-phase techniques, this compound plays a pivotal role in the stepwise construction of peptides by carefully assembling amino acids without triggering undesired side reactions. This intricate process facilitates the precise creation of tailored peptides, essential for advancing drug discovery and delving into structural biology studies.

Protein Engineering: Incorporating N-β-(9-Fluorenylmethoxycarbonyl)-γ-(1-naphthyl)-D-β-homoalanine into proteins allows researchers to explore the intricate structure and function of proteins. By strategically placing this compound within proteins, scientists can investigate crucial aspects such as protein folding, stability, and interactions, providing critical insights for designing innovative therapeutic proteins and enzymes with optimized functions.

Fluorescence Studies: Leveraging its distinctive fluorescent properties, this compound serves as a valuable tool in studying biological systems through fluorescence spectroscopy. Researchers utilize it as a fluorescent probe to monitor molecular interactions, localization, and dynamics within cellular environments, enabling real-time visualization of intricate biochemical processes. This capability is essential for advancing our understanding of cellular activities.

Pharmacological Research: In the realm of pharmacology, N-β-(9-Fluorenylmethoxycarbonyl)-γ-(1-naphthyl)-D-β-homoalanine proves instrumental in the development and evaluation of new drugs. Its unique ability to integrate into peptides makes it a valuable asset for assessing drug-receptor interactions and the effectiveness of peptide-based therapeutics. This application aids in identifying potent candidates for clinical development, driving forward the discovery of novel therapeutics with enhanced efficacy profiles.

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