L-Alanine 4-nitrobenzyl ester hydrobromide
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L-Alanine 4-nitrobenzyl ester hydrobromide

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Category
L-Amino Acids
Catalog number
BAT-005849
CAS number
10144-66-8
Molecular Formula
C10H13BrN2O4
Molecular Weight
305.13
L-Alanine 4-nitrobenzyl ester hydrobromide
IUPAC Name
(4-nitrophenyl)methyl (2S)-2-aminopropanoate;hydrobromide
Synonyms
H-Ala-OBzl(4-NO2) HBr; H-Ala-OpNB HBr
Purity
95%
Melting Point
177.0-178.5 °C
Storage
Store at -20°C
InChI
InChI=1S/C10H12N2O4.BrH/c1-7(11)10(13)16-6-8-2-4-9(5-3-8)12(14)15;/h2-5,7H,6,11H2,1H3;1H/t7-;/m0./s1
InChI Key
FRFKXOAGURTONY-FJXQXJEOSA-N
Canonical SMILES
CC(C(=O)OCC1=CC=C(C=C1)[N+](=O)[O-])N.Br

L-Alanine 4-nitrobenzyl ester hydrobromide is a specialized reagent used in biochemical and biomedical research. Here are some key applications of L-Alanine 4-nitrobenzyl ester hydrobromide:

Peptide Synthesis: L-Alanine 4-nitrobenzyl ester hydrobromide is employed as a protecting group in peptide synthesis. It helps in protecting the carboxyl group of L-alanine during the synthesis process, preventing unwanted reactions. This ensures the successful assembly of long peptide chains with high purity.

Drug Development: This compound is used in medicinal chemistry for the design and synthesis of prodrugs. By attaching the 4-nitrobenzyl ester group to bioactive molecules, researchers can improve the stability and bioavailability of drugs. Once administered, the ester group is cleaved in the body to release the active drug, enhancing its therapeutic efficacy.

Enzyme Studies: In enzymology, L-Alanine 4-nitrobenzyl ester hydrobromide serves as a substrate for studying enzyme kinetics and specificity. It is commonly used in assays to measure the activity of proteases that recognize and cleave ester bonds. Understanding these enzyme interactions is critical for drug discovery and the development of enzyme inhibitors.

Protein Function Analysis: L-Alanine 4-nitrobenzyl ester hydrobromide can be utilized in biochemical research to probe protein functions. By incorporating this ester into specific sites of a protein, researchers can investigate conformational changes, binding interactions, and protein dynamics. This approach is valuable for elucidating the mechanisms of protein action and designing molecular tools for research applications.

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