N-α-(t-Butoxycarbonyl)-D-aspartic acid α-9-fluorenylmethyl ester
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N-α-(t-Butoxycarbonyl)-D-aspartic acid α-9-fluorenylmethyl ester

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Category
BOC-Amino Acids
Catalog number
BAT-003095
CAS number
214630-04-3
Molecular Formula
C23H25NO6
Molecular Weight
411.46
N-α-(t-Butoxycarbonyl)-D-aspartic acid α-9-fluorenylmethyl ester
IUPAC Name
4-(9H-fluoren-9-ylmethoxy)-3-[(2-methylpropan-2-yl)oxycarbonylamino]-4-oxobutanoic acid
Synonyms
Boc-D-Asp-OFm; BOC-D-ASPARTIC ACID-OFM
Purity
98%
Density
1.251±0.060 g/cm3
Boiling Point
617.4±55.0 °C
Storage
Store at 2-8 °C
InChI
InChI=1S/C23H25NO6/c1-23(2,3)30-22(28)24-19(12-20(25)26)21(27)29-13-18-16-10-6-4-8-14(16)15-9-5-7-11-17(15)18/h4-11,18-19H,12-13H2,1-3H3,(H,24,28)(H,25,26)
InChI Key
RMRKPGGMJKNMSK-UHFFFAOYSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CC(=O)O)C(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13

N-α-(t-Butoxycarbonyl)-D-aspartic acid α-9-fluorenylmethyl ester, a chemical compound commonly applied in peptide synthesis and biochemistry, serves various critical functions. Here are four key applications:

Peptide Synthesis: As a vital component in solid-phase peptide synthesis (SPPS), this compound acts as an amino acid derivative, facilitating the stepwise assembly of peptides. Through the strategic use of protective groups such as t-butoxycarbonyl (Boc) and fluorenylmethyl ester (Fmoc), undesired side reactions are thwarted, allowing for controlled peptide construction. Selective removal of these groups under gentle conditions unveils the desired peptide product, exemplifying the intricate dance of chemical reactions in peptide synthesis.

Proteomics Research: Within proteomics studies, N-α-(t-Butoxycarbonyl)-D-aspartic acid α-9-fluorenylmethyl ester holds a pivotal role in crafting modified peptides for various analytical purposes. These modified peptides serve as indispensable tools for interrogating protein interactions, modifications, and functions, aiding researchers in deciphering the complexities of proteomic data. Through the manipulation of peptide structures, a deeper understanding of molecular processes emerges, showcasing the nuanced interplay between chemical entities in biological systems.

Pharmaceutical Development: In the realm of pharmaceuticals, this compound acts as a linchpin for the creation of peptide-based drug candidates, streamlining the process of drug discovery. By utilizing this compound, scientists can swiftly generate and evaluate libraries of synthetic peptides with the potential for therapeutic efficacy. This expedites the identification of novel peptide drugs with enhanced therapeutic benefits and improved safety profiles, underscoring the intricate journey from chemical design to clinical application.

Biochemical Assays: Within biochemical assays, the compound serves as a cornerstone for designing specific peptide substrates tailored to assess enzyme activities. Researchers harness these substrates to probe the functionalities of diverse enzymes, including proteases and kinases, crucial for unraveling intricate biochemical pathways. By dissecting enzyme kinetics and conducting screenings for potential enzyme inhibitors, researchers illuminate the intricate dance of biochemical reactions, shedding light on potential targets for drug development and precision medicine.

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