N-α-(t-Butoxycarbonyl)-L-asparagine benzyl ester
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N-α-(t-Butoxycarbonyl)-L-asparagine benzyl ester

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Category
BOC-Amino Acids
Catalog number
BAT-003118
CAS number
13512-57-7
Molecular Formula
C16H22N2O5
Molecular Weight
322.36
N-α-(t-Butoxycarbonyl)-L-asparagine benzyl ester
IUPAC Name
benzyl (2S)-4-amino-2-[(2-methylpropan-2-yl)oxycarbonylamino]-4-oxobutanoate
Synonyms
Boc-Asn-OBzl; benzyl(2S)-4-amino-2-[(2-methylpropan-2-yl)oxycarbonylamino]-4-oxobutanoate
Purity
> 95%
Density
1.188±0.060 g/cm3
Melting Point
124-126 °C
Boiling Point
538.6±50.0 °C
InChI
InChI=1S/C16H22N2O5/c1-16(2,3)23-15(21)18-12(9-13(17)19)14(20)22-10-11-7-5-4-6-8-11/h4-8,12H,9-10H2,1-3H3,(H2,17,19)(H,18,21)/t12-/m0/s1
InChI Key
VNFPRPGXGYMAKL-LBPRGKRZSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CC(=O)N)C(=O)OCC1=CC=CC=C1

N-α-(t-Butoxycarbonyl)-L-asparagine benzyl ester, a chemical compound commonly employed in peptide synthesis and various biochemistry applications, has diverse uses. Here are the key applications, presented with elevated perplexity and burstiness:

Peptide Synthesis: Playing a pivotal role in peptide synthesis, N-α-(t-Butoxycarbonyl)-L-asparagine benzyl ester serves as a crucial building block. It provides protection to the asparagine residue, safeguarding against undesired side reactions during chain elongation. This compound facilitates the attainment of high purity and yield in the final peptide product, ensuring precision in the synthesis process.

Pharmaceutical Development: Within the realm of drug discovery and development, N-α-(t-Butoxycarbonyl)-L-asparagine benzyl ester is instrumental in the synthesis of peptide-based drugs and drug candidates. By shielding the asparagine residue, chemists can create and assess novel therapeutic peptides with enhanced stability and efficacy. This is fundamental in crafting treatments for a spectrum of diseases encompassing cancer and infectious diseases, pushing the boundaries of pharmaceutical innovation.

Biomedical Research: Delving into protein structure and function, researchers harness N-α-(t-Butoxycarbonyl)-L-asparagine benzyl ester in their studies. By integrating this compound into peptide sequences, scientists can explore the role of asparagine residues in protein interactions and activities. This deepens our understanding of molecular biology and protein engineering, shedding light on the intricate mechanisms governing cellular processes.

Proteomics: In the dynamic field of proteomics, N-α-(t-Butoxycarbonyl)-L-asparagine benzyl ester is utilized for crafting synthetic peptides tailored for mass spectrometry analysis. These peptides act as standards or probes for identifying and quantifying proteins within complex biological samples. Accurate peptide synthesis is imperative for generating reliable proteomic data and uncovering novel biomarkers, driving advancements in the study of proteins and their functions.

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