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

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Category
BOC-Amino Acids
Catalog number
BAT-002775
CAS number
16947-07-2
Molecular Formula
C17H22N2O8
Molecular Weight
382.36
Boc-L-glutamic acid γ-methyl ester α-4-nitrophenyl ester
IUPAC Name
5-O-methyl 1-O-(4-nitrophenyl) (2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanedioate
Synonyms
Boc-L-Glu(OMe)-Onp; (S)-5-Methyl 1-(4-nitrophenyl) 2-((tert-butoxycarbonyl)amino)pentanedioate
Appearance
White powder with a hint of yellow
Purity
≥ 99% (TLC)
Melting Point
86-91 °C
Storage
Store at 2-8°C
InChI
InChI=1S/C17H22N2O8/c1-17(2,3)27-16(22)18-13(9-10-14(20)25-4)15(21)26-12-7-5-11(6-8-12)19(23)24/h5-8,13H,9-10H2,1-4H3,(H,18,22)/t13-/m0/s1
InChI Key
NBDDNYQRWHNTOO-ZDUSSCGKSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CCC(=O)OC)C(=O)OC1=CC=C(C=C1)[N+](=O)[O-]

Boc-L-glutamic acid γ-methyl ester α-4-nitrophenyl ester is a chemical compound with potential uses in peptide synthesis and biochemistry. Here are some key applications of Boc-L-glutamic acid γ-methyl ester α-4-nitrophenyl ester:

Peptide Synthesis: Boc-L-glutamic acid γ-methyl ester α-4-nitrophenyl ester is commonly used as a building block in the synthesis of peptides. It aids in the protection of functional groups during peptide chain assembly, allowing for the selective reaction of peptide bonds. This compound facilitates the creation of complex peptide structures used in research and therapeutic applications.

Bioconjugation Techniques: In biochemistry, Boc-L-glutamic acid γ-methyl ester α-4-nitrophenyl ester can be used to synthesize bioconjugates by linking it to other biomolecules. By acting as an activated ester, it enables the selective formation of covalent bonds between proteins, peptides, or nucleic acids. This application is critical in developing targeted delivery systems for drugs or imaging agents in biomedical research.

Drug Development: The compound serves as a versatile intermediate in the production of pharmaceutical compounds. Its unique structure allows chemists to create derivatives with modified pharmacological properties essential for drug development. Research involving this compound can lead to the discovery of new therapeutic agents with improved efficacy and safety profiles.

Chemical Analysis: Boc-L-glutamic acid γ-methyl ester α-4-nitrophenyl ester can be used in analytical chemistry to study ester hydrolysis rates and mechanisms. By tracking the breakdown of the ester bond, researchers can gain insights into its stability and reactivity. This information is valuable for both basic research and industrial applications where ester compounds are critical.

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