Boc-β-alanine 4-nitrophenyl ester
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Boc-β-alanine 4-nitrophenyl ester

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Category
BOC-Amino Acids
Catalog number
BAT-007568
CAS number
17547-09-0
Molecular Formula
C14H18N2O6
Molecular Weight
310.31
Boc-β-alanine 4-nitrophenyl ester
IUPAC Name
(4-nitrophenyl) 3-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate
Synonyms
Boc-β-Ala-ONp; Boc-beta-alanine 4-nitrophenyl ester; Boc-b-Ala-ONp; BOC-BETA-ALA-ONP; 4-Nitrophenyl 3-((tert-butoxycarbonyl)amino)propanoate; (4-nitrophenyl) 3-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate; BOC BETA ALA ONP
Appearance
White to off-white powder
Purity
≥ 97% (HPLC)
Density
1.239 g/cm3
Melting Point
60-67 °C
Boiling Point
473°C at 760 mmHg
Storage
Store at 2-8 °C
InChI
InChI=1S/C14H18N2O6/c1-14(2,3)22-13(18)15-9-8-12(17)21-11-6-4-10(5-7-11)16(19)20/h4-7H,8-9H2,1-3H3,(H,15,18)
InChI Key
NQNGYJVVBTUENI-UHFFFAOYSA-N
Canonical SMILES
CC(C)(C)OC(=O)NCCC(=O)OC1=CC=C(C=C1)[N+](=O)[O-]

Boc-β-alanine 4-nitrophenyl ester, a versatile chemical compound, finds diverse applications in synthetic chemistry and biochemical research. Here are the key applications presented with high perplexity and burstiness:

Peptide Synthesis: Within peptide synthesis, Boc-β-alanine 4-nitrophenyl ester plays a pivotal role as a coupling reagent, enabling the formation of peptide bonds through interactions with amino groups of amino acids or peptide chains. This reagent is essential for crafting precise peptide sequences with exceptional efficiency and selectivity, driving advancements in peptide chemistry.

Drug Development: In the realm of pharmaceutical research, Boc-β-alanine 4-nitrophenyl ester is utilized for synthesizing peptidomimetics, compounds that emulate the structure and function of peptides. These peptidomimetics represent promising drug candidates across various therapeutic domains. The reactivity of the ester group streamlines deprotection processes, positioning it as a valuable asset in the realm of drug design and development.

Bioconjugation: Delving into bioconjugation processes, Boc-β-alanine 4-nitrophenyl ester plays a crucial role in linking biomolecules, such as proteins, peptides, or nucleotides, to diverse substrates. This application is particularly beneficial in fabricating functionalized surfaces, biosensors, and diagnostic tools. Acting as an intermediate, the ester facilitates covalent bonding without significantly altering the properties of the biomolecules involved, fostering innovations in bioconjugation chemistry.

Enzyme Studies: Within the domain of enzyme research, Boc-β-alanine 4-nitrophenyl ester serves as a key player in investigating the activity and specificity of proteases. By serving as a substrate, it allows scientists to monitor enzymatic reactions and ascertain crucial kinetic parameters. This data is fundamental for unraveling enzyme mechanisms and crafting enzyme inhibitors for therapeutic interventions, propelling advancements in enzyme research.

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