Z-L-glutamic acid γ-benzyl ester
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Z-L-glutamic acid γ-benzyl ester

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Category
CBZ-Amino Acids
Catalog number
BAT-003343
CAS number
5680-86-4
Molecular Formula
C20H21NO6
Molecular Weight
371.40
Z-L-glutamic acid γ-benzyl ester
IUPAC Name
5-oxo-5-phenylmethoxy-2-(phenylmethoxycarbonylamino)pentanoic acid
Synonyms
Z-L-Glu(OBzl)-OH; Z-L-glutamic acid 5-benzyl ester
Appearance
White crystalline powder
Purity
≥ 99% (HPLC)
Density
1.268 g/cm3
Melting Point
74-78 °C
Boiling Point
594.3°C
Storage
Store at 2-8 °C
InChI
InChI=1S/C20H21NO6/c22-18(26-13-15-7-3-1-4-8-15)12-11-17(19(23)24)21-20(25)27-14-16-9-5-2-6-10-16/h1-10,17H,11-14H2,(H,21,25)(H,23,24)/t17-/m0/s1
InChI Key
TWIVXHQQTRSWGO-KRWDZBQOSA-N
Canonical SMILES
C1=CC=C(C=C1)COC(=O)CCC(C(=O)O)NC(=O)OCC2=CC=CC=C2

Z-L-glutamic acid γ-benzyl ester is an esterified derivative of glutamic acid often used in various bioscience applications. Here are some key applications of Z-L-glutamic acid γ-benzyl ester:

Peptide Synthesis: Z-L-glutamic acid γ-benzyl ester is commonly used as a protected amino acid in peptide synthesis. Its ester group protects the carboxyl function of glutamic acid, allowing for selective reactions at other functional groups. This is essential for creating complex peptides with precise sequences, often used in drug development and biochemical research.

Materials Science: In materials science, Z-L-glutamic acid γ-benzyl ester is utilized as a precursor for the synthesis of polyglutamic acid and its derivatives. By polymerizing this ester, researchers can develop biocompatible and biodegradable polymers. These materials have potential applications in drug delivery systems, tissue engineering, and environmentally friendly packaging solutions.

Pharmaceutical Intermediates: Z-L-glutamic acid γ-benzyl ester is used as an intermediate in the synthesis of various pharmaceutical compounds. Its ability to undergo specific chemical transformations makes it valuable in the production of active pharmaceutical ingredients (APIs). This helps in the efficient synthesis of medications targeting a wide range of therapeutic areas.

Chemical Biology: In chemical biology, Z-L-glutamic acid γ-benzyl ester is employed as a building block for creating labeled or modified glutamic acid residues. These modified residues can be incorporated into proteins or peptides for studying protein-ligand interactions and enzyme activities. This approach aids in unraveling complex biochemical pathways and designing novel probes for research applications.

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