Z-L-alanine 4-nitrophenyl ester
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Z-L-alanine 4-nitrophenyl ester

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Category
CBZ-Amino Acids
Catalog number
BAT-003320
CAS number
1168-87-2
Molecular Formula
C17H16N2O6
Molecular Weight
344.30
Z-L-alanine 4-nitrophenyl ester
IUPAC Name
(4-nitrophenyl) (2S)-2-(phenylmethoxycarbonylamino)propanoate
Synonyms
Z-L-Ala-Onp; Benzyloxycarbonyl-L-Alanine P-Nitrophenyl Ester; 4-Nitrophenyl N-[(Benzyloxy)Carbonyl]-L-Alaninate
Appearance
White to off-white powder
Purity
≥ 99% (HPLC)
Density
1.315 g/cm3
Melting Point
72-76 °C
Boiling Point
542.7°C
Storage
Store at 2-8°C
InChI
InChI=1S/C17H16N2O6/c1-12(18-17(21)24-11-13-5-3-2-4-6-13)16(20)25-15-9-7-14(8-10-15)19(22)23/h2-10,12H,11H2,1H3,(H,18,21)/t12-/m0/s1
InChI Key
SXWWICLSRXPNNW-LBPRGKRZSA-N
Canonical SMILES
CC(C(=O)OC1=CC=C(C=C1)[N+](=O)[O-])NC(=O)OCC2=CC=CC=C2

Z-L-alanine 4-nitrophenyl ester is a chemical reagent used primarily in biochemical and pharmaceutical research. Here are some key applications of Z-L-alanine 4-nitrophenyl ester:

Enzyme Activity Assays: Z-L-alanine 4-nitrophenyl ester is commonly used as a substrate in enzyme activity assays particularly for the study of proteases and esterases. By monitoring the release of the 4-nitrophenol chromophore upon enzymatic cleavage researchers can quantify enzyme activity This aids in understanding enzyme kinetics and screening for enzyme inhibitors.

Protein Synthesis: In synthetic chemistry, Z-L-alanine 4-nitrophenyl ester can be used as a building block for the synthesis of peptides and proteins. Its stability and reactivity make it suitable for incorporation into peptide chains during solid-phase peptide synthesis. This allows for the development of custom peptide sequences for use in various research applications.

Pharmaceutical Development: Z-L-alanine 4-nitrophenyl ester is utilized in drug discovery and development to study the interactions between drugs and their target enzymes. By serving as a model substrate it helps in investigating the binding affinity and specificity of potential drug candidates. This information is critical for optimizing drug designs and enhancing therapeutic efficacy.

Structural Biology: This compound can be used in crystallography and structural biology studies to elucidate the structure and function of enzyme-substrate complexes. By soaking crystals of enzymes with Z-L-alanine 4-nitrophenyl ester researchers can capture intermediate states of enzyme catalysis. These insights provide a detailed understanding of enzyme mechanisms and aid in rational drug design.

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