Boc-L-aspartic acid β-benzyl ester α-4-nitrophenyl ester
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Boc-L-aspartic acid β-benzyl ester α-4-nitrophenyl ester

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Category
BOC-Amino Acids
Catalog number
BAT-002754
CAS number
26048-69-1
Molecular Formula
C22H24N2O8
Molecular Weight
444.44
Boc-L-aspartic acid β-benzyl ester α-4-nitrophenyl ester
IUPAC Name
4-O-benzyl 1-O-(4-nitrophenyl) (2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanedioate
Synonyms
Boc-L-Asp(OBzl)-ONp
Appearance
White powder
Purity
≥ 98% (TLC)
Density
1.277 g/cm3
Melting Point
100-106 °C
Boiling Point
609.9±55.0 °C(Predicted)
Storage
Store at 2-8 °C
InChI
InChI=1S/C22H24N2O8/c1-22(2,3)32-21(27)23-18(13-19(25)30-14-15-7-5-4-6-8-15)20(26)31-17-11-9-16(10-12-17)24(28)29/h4-12,18H,13-14H2,1-3H3,(H,23,27)/t18-/m0/s1
InChI Key
GKRBDGLUYWLXAX-SFHVURJKSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CC(=O)OCC1=CC=CC=C1)C(=O)OC2=CC=C(C=C2)[N+](=O)[O-]

Boc-L-aspartic acid β-benzyl ester α-4-nitrophenyl ester, a versatile chemical reagent widely utilized in organic synthesis and peptide chemistry, boasts a multitude of applications. Here are four key applications of this compound, presented with high perplexity and burstiness:

Peptide Synthesis: Serving as a crucial coupling reagent, Boc-L-aspartic acid β-benzyl ester α-4-nitrophenyl ester assumes a pivotal role in peptide synthesis by facilitating the activation of carboxylic acid groups to form peptide bonds. Particularly invaluable in solid-phase peptide synthesis (SPPS), this reagent enables the efficient assembly of intricate peptide sequences, culminating in the creation of diverse peptide structures.

Medicinal Chemistry: Within the realm of medicinal chemistry, this compound is harnessed for generating peptide-based drug candidates with tailored sequences and modifications. By crafting peptides that target specific biological pathways, researchers strive to develop novel therapeutics. The incorporation of Boc-L-aspartic acid β-benzyl ester α-4-nitrophenyl ester enhances the design and synthesis of bioactive peptides, propelling advancements in drug discovery.

Proteomics Research: In the expansive domain of proteomics, researchers leverage Boc-L-aspartic acid β-benzyl ester α-4-nitrophenyl ester to synthesize labeled peptides essential for proteomics studies. These labeled peptides serve as crucial standards or probes for investigating protein interactions and modifications. This application is indispensable for unraveling protein functionalities and identifying disease biomarkers, shedding light on intricate cellular processes.

Bioconjugation: Through the utilization of bioconjugation techniques, Boc-L-aspartic acid β-benzyl ester α-4-nitrophenyl ester facilitates the conjugation of peptides with diverse molecules, such as fluorescent dyes or biotin. This process streamlines the development of peptide-based probes customized for imaging and diagnostic purposes. By conjugating peptides with specific tags, researchers attain heightened precision in studying biological phenomena within cells and tissues, fostering deeper insights into complex biological systems.

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