Boc-3-(2-naphthyl)-D-alanine
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Boc-3-(2-naphthyl)-D-alanine

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Boc-3-(2-Naphthyl)-D-alanine is a reagent in Lanreotide trisulfide synthesis and somatostatin receptor binding activity. Reagent in the preparation by coupling and structure-activity relationships of arginine containing tripeptides as MC4 receptor ligands.

Category
BOC-Amino Acids
Catalog number
BAT-007958
CAS number
76985-10-9
Molecular Formula
C18H21NO4
Molecular Weight
315.36
Boc-3-(2-naphthyl)-D-alanine
IUPAC Name
(2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-naphthalen-2-ylpropanoic acid
Synonyms
Boc-D-Ala(2-naphthyl)-OH; (αR)-α-[[(1,1-Dimethylethoxy)carbonyl]amino]-2-naphthalenepropanoic Acid; (R)-2-[(tert-Butoxycarbonyl)amino]-3-(naphthalen-2-yl)propionic Acid; BOC-(2-naphthyl)-D-alanine; N-(tert-Butoxycarbonyl)-3-(2-naphthyl)-D-alanine; Boc-3-(2-naphthyl)-D-alanine; BOC-D-2-NAPHTHYLALANINE; N-Boc-3-(2-naphthyl)-L-alanine; N-TERT-BUTOXYCARBONYL-2-NAPHTHYL-D-ALANINE; Boc-2-Nal-OH; N-Boc-3-(2-naphthyl)-D-alanine
Appearance
White solid
Purity
≥ 99% (HPLC)
Density
1.200 g/cm3
Melting Point
96-103 °C
Boiling Point
512.2 °C at 760 mmHg
Storage
Store at 2-8 °C
InChI
InChI=1S/C18H21NO4/c1-18(2,3)23-17(22)19-15(16(20)21)11-12-8-9-13-6-4-5-7-14(13)10-12/h4-10,15H,11H2,1-3H3,(H,19,22)(H,20,21)/t15-/m1/s1
InChI Key
URKWHOVNPHQQTM-OAHLLOKOSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CC1=CC2=CC=CC=C2C=C1)C(=O)O

Boc-3-(2-naphthyl)-D-alanine, a derivative of amino acids, plays a pivotal role in peptide synthesis and drug discovery. Here are the key applications presented with high perplexity and burstiness:

Peptide Synthesis: Serving as a foundational component in peptide synthesis, Boc-3-(2-naphthyl)-D-alanine acts as a crucial building block for constructing intricate peptides and proteins. Its unique structural configuration facilitates the development of peptides endowed with distinctive properties and functionalities, opening avenues for the creation of novel therapeutic peptides and exploration of protein-protein interactions of unparalleled complexity.

Drug Discovery: Within the realm of drug discovery, Boc-3-(2-naphthyl)-D-alanine emerges as a cornerstone for designing and fabricating innovative drug candidates. Its integration into peptide-based drugs holds the potential to bolster their stability, bioavailability, and pharmacological efficacy. Researchers harness the properties of this compound to craft precise inhibitors or agonists tailored to interact with diverse biological targets, propelling the quest for groundbreaking pharmaceutical breakthroughs.

Structural Biology: Delving into the intricacies of structural biology, Boc-3-(2-naphthyl)-D-alanine finds application in unraveling the conformational dynamics of peptides and proteins. By incorporating this amino acid into peptides, scientists can explore the ramifications of conformational alterations and interactions with surrounding molecules. This exploration facilitates a deeper understanding of the interplay between structure and function in biological macromolecules, shedding light on the complexities of nature's molecular machinery.

Enzyme Inhibition Studies: In the realm of enzyme inhibition studies, Boc-3-(2-naphthyl)-D-alanine occupies a pivotal role in deciphering the mechanisms of enzyme activity regulation. Its intricate structure serves as a blueprint for designing precise inhibitors targeted at specific enzymes, aiding in the elucidation of enzyme functions and the exploration of potential therapeutic avenues. This application holds particular significance in fields such as cancer research and infectious disease therapy, where unraveling enzyme pathways can pave the way for transformative treatments and interventions.

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