Boc-L-glutamic acid γ-benzyl ester α-4-nitrophenyl ester
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Boc-L-glutamic acid γ-benzyl ester α-4-nitrophenyl ester

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Category
BOC-Amino Acids
Catalog number
BAT-002772
CAS number
7536-59-6
Molecular Formula
C23H26N2O8
Molecular Weight
458.47
Boc-L-glutamic acid γ-benzyl ester α-4-nitrophenyl ester
IUPAC Name
5-O-benzyl 1-O-(4-nitrophenyl) (2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanedioate
Synonyms
Boc-L-Glu(OBzl)-ONp
Appearance
White to off-white powder
Purity
≥ 98% (HPLC)
Density
1.258±0.06 g/cm3(Predicted)
Melting Point
115-121 °C
Boiling Point
618.0±55.0 °C(Predicted)
Storage
Store at 2-8°C
InChI
InChI=1S/C23H26N2O8/c1-23(2,3)33-22(28)24-19(13-14-20(26)31-15-16-7-5-4-6-8-16)21(27)32-18-11-9-17(10-12-18)25(29)30/h4-12,19H,13-15H2,1-3H3,(H,24,28)/t19-/m0/s1
InChI Key
FWDKXKMKRUDOMG-IBGZPJMESA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CCC(=O)OCC1=CC=CC=C1)C(=O)OC2=CC=C(C=C2)[N+](=O)[O-]

Boc-L-glutamic acid γ-benzyl ester α-4-nitrophenyl ester, a chemical compound utilized in peptide synthesis and bioconjugation processes, holds significant versatility and impact.

Peptide Synthesis: Functioning as a crucial reagent in peptide synthesis, Boc-L-glutamic acid γ-benzyl ester α-4-nitrophenyl ester plays a pivotal role in facilitating the creation of peptides. Acting as a shielded form of glutamic acid, it enables targeted modifications at distinct functional groups, fostering the production of high-purity peptides necessary for both research endeavors and therapeutic interventions.

Bioconjugation: Within the realm of bioconjugation strategies, this compound assumes the role of an activated ester for coupling reactions, offering an efficient means to bind various biomolecules like proteins and antibodies through amide bond formations. This process empowers the development of sophisticated targeted drug delivery systems and diagnostic tools by conjugating functional entities to biologically active carriers.

Drug Development: In the domain of pharmaceutical research, Boc-L-glutamic acid γ-benzyl ester α-4-nitrophenyl ester emerges as a valuable asset for prodrug synthesis. The benzyl ester acts as a protective moiety that can be selectively cleaved to liberate active therapeutic agents under specific conditions, ensuring controlled release and enhancing drug stability and bioavailability.

Material Science: By incorporating Boc-L-glutamic acid γ-benzyl ester α-4-nitrophenyl ester, researchers can introduce reactive sites onto polymer chains, instigating transformative modifications. This innovative approach paves the way for the engineering of smart materials endowed with tailored properties such as enhanced biodegradability and superior mechanical strength, catering to diverse applications and pushing the boundaries of material innovation.

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