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

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Category
CBZ-Amino Acids
Catalog number
BAT-003329
CAS number
2419-54-7
Molecular Formula
C25H22N2O8
Molecular Weight
478.50
Z-L-aspartic acid β-benzyl ester α-4-nitrophenyl ester
IUPAC Name
4-O-benzyl 1-O-(4-nitrophenyl) (2S)-2-(phenylmethoxycarbonylamino)butanedioate
Synonyms
Z-L-Asp(OBzl)-Onp; Z-L-Aspartic Acid 4-Benzyl 1-(4-Nitrophenyl) Ester
Appearance
Cream powder
Purity
≥ 97% (HPLC)
Density
1.332 g/cm3
Melting Point
70-78 °C
Boiling Point
673.8°C
Storage
Store at 2-8 °C
InChI
InChI=1S/C25H22N2O8/c28-23(33-16-18-7-3-1-4-8-18)15-22(26-25(30)34-17-19-9-5-2-6-10-19)24(29)35-21-13-11-20(12-14-21)27(31)32/h1-14,22H,15-17H2,(H,26,30)/t22-/m0/s1
InChI Key
PDNCLFWZMMRDCA-QFIPXVFZSA-N
Canonical SMILES
C1=CC=C(C=C1)COC(=O)CC(C(=O)OC2=CC=C(C=C2)[N+](=O)[O-])NC(=O)OCC3=CC=CC=C3

Z-L-aspartic acid β-benzyl ester α-4-nitrophenyl ester, a versatile chemical compound with diverse applications in biochemical research and industry. Here are four key applications each:

Peptide Synthesis: Serving as a pivotal intermediate in the intricate realm of peptide synthesis, this compound acts as a shielded amino acid, facilitating the methodical assembly of peptides, devoid of undesirable side reactions. Researchers harness this ester as a tool to embed L-aspartic acid into peptides in a meticulously controlled fashion, ensuring elevated levels of purity and yield.

Enzyme Studies: Delving into the realm of enzymology, Z-L-aspartic acid β-benzyl ester α-4-nitrophenyl ester emerges as a pivotal substrate for unraveling the kinetics and inhibition dynamics of enzymes. By engaging with specific enzymes, it unravels mysteries surrounding enzyme substrate specificity, catalytic mechanisms, and the impacts of inhibitors. These profound revelations are foundational for the inception and advancement of novel drugs.

Chemical Probes: Stepping into the domain of biological probing, this compound serves as a potent tool for fashioning chemical probes that delve into intricate biological processes. Its distinctive architecture enables selective interactions with biological targets, unveiling insights into protein interactions and cellular pathways.

Drug Delivery Systems: Pioneering the frontier of drug delivery systems, Z-L-aspartic acid β-benzyl ester α-4-nitrophenyl ester finds its niche in enhancing the stability and controlled release of therapeutic agents. Through strategic modifications of the ester, researchers engineer prodrugs that spring to life under specific physiological conditions, amplifying the efficacy and safety profiles of medications.

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