N-α-(t-Butoxycarbonyl)-β-[benzo[b]acridin-12(5H)-on-2-yl]-L-alanine cyanomethyl ester
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N-α-(t-Butoxycarbonyl)-β-[benzo[b]acridin-12(5H)-on-2-yl]-L-alanine cyanomethyl ester

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Category
BOC-Amino Acids
Catalog number
BAT-003190
CAS number
1213074-87-3
Molecular Formula
C27H25N3O5
Molecular Weight
471.52
N-α-(t-Butoxycarbonyl)-β-[benzo[b]acridin-12(5H)-on-2-yl]-L-alanine cyanomethyl ester
IUPAC Name
cyanomethyl (2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-(12-oxo-5H-benzo[b]acridin-2-yl)propanoate
Synonyms
Boc-Ala(2-Bacd)-OCH2CN; Boc-badAla-OCH2CN; N-alpha-(t-Butoxycarbonyl)-beta-[benzo[b]acridin-12(5H)-on-2-yl]-L-alanine cyanomethyl ester
Purity
95%
InChI
InChI=1S/C27H25N3O5/c1-27(2,3)35-26(33)30-23(25(32)34-11-10-28)13-16-8-9-21-19(12-16)24(31)20-14-17-6-4-5-7-18(17)15-22(20)29-21/h4-9,12,14-15,23H,11,13H2,1-3H3,(H,29,31)(H,30,33)/t23-/m0/s1
InChI Key
LWNBFCYUBJBFRE-QHCPKHFHSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CC1=CC2=C(C=C1)NC3=CC4=CC=CC=C4C=C3C2=O)C(=O)OCC#N

N-α-(t-Butoxycarbonyl)-β-[benzo[b]acridin-12(5H)-on-2-yl]-L-alanine cyanomethyl ester, a sophisticated chemical compound, finds applications in biochemical research and pharmaceutical development. Here are the key applications presented with high perplexity and burstiness:

Fluorescence-based Imaging: Acting as a fluorescent probe, N-α-(t-Butoxycarbonyl)-β-[benzo[b]acridin-12(5H)-on-2-yl]-L-alanine cyanomethyl ester illuminates biological samples with its fluorescence emission upon excitation. This unique property enables researchers to visualize cellular structures and protein interactions capturing dynamic processes within living cells in real time.

Drug Development: Serving as a versatile building block in drug discovery, this compound's structural intricacies allow for modifications leading to a diverse range of bioactive molecules. Chemists leverage its flexibility to synthesize novel pharmaceuticals targeting oncology and infectious diseases driving innovation in therapeutic applications.

Peptide Synthesis: Integral to custom peptide synthesis, N-α-(t-Butoxycarbonyl)-β-[benzo[b]acridin-12(5H)-on-2-yl]-L-alanine cyanomethyl ester introduces specific functional groups into peptide chains enhancing stability and biological activity. This precision is essential in creating peptides for medical research and therapeutic interventions that demand tailored molecular characteristics.

Biochemical Assays: Employed in designing biochemical assays, this compound facilitates the study of enzyme activities and protein interactions. Leveraging its unique chemical properties, scientists develop sensitive and specific assays for investigating molecular mechanisms and screening potential drug candidates pushing the boundaries of laboratory research.

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