Z-Asp(OtBu)-bromomethyl ketone
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Z-Asp(OtBu)-bromomethyl ketone

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Category
CBZ-Amino Acids
Catalog number
BAT-015958
CAS number
153088-76-7
Molecular Formula
C17H22BrNO5
Molecular Weight
400.26
Z-Asp(OtBu)-bromomethyl ketone
IUPAC Name
tert-butyl (3S)-5-bromo-4-oxo-3-(phenylmethoxycarbonylamino)pentanoate
Synonyms
Z-Asp(OtBu)-bromomethylketone; (S)-tert-butyl 3-(benzyloxycarbonylamino)-5-bromo-4-oxopentanoate
Purity
99%
Storage
Store at -20°C
InChI
InChI=1S/C17H22BrNO5/c1-17(2,3)24-15(21)9-13(14(20)10-18)19-16(22)23-11-12-7-5-4-6-8-12/h4-8,13H,9-11H2,1-3H3,(H,19,22)/t13-/m0/s1
InChI Key
PBVFTOAYKLEQQO-ZDUSSCGKSA-N
Canonical SMILES
CC(C)(C)OC(=O)CC(C(=O)CBr)NC(=O)OCC1=CC=CC=C1

Z-Asp(OtBu)-bromomethyl ketone, a specific chemical compound utilized in biochemistry and molecular biology, finds diverse applications in various fields. Here are four key applications of Z-Asp(OtBu)-bromomethyl ketone presented with high perplexity and burstiness:

Protease Inhibition: Acting as an irreversible inhibitor of cysteine proteases, Z-Asp(OtBu)-bromomethyl ketone forms a covalent bond with the active site of these proteases, effectively halting enzyme activity. This inhibition not only allows for probing into protease functions within cellular processes but also holds the promise of unveiling critical insights into diseases associated with proteases, igniting the exploration of novel therapeutic avenues.

Protein Labeling: An invaluable tool in biochemistry, Z-Asp(OtBu)-bromomethyl ketone facilitates the selective labeling of proteins in biochemical assays. Its application in protein sample preparation aids in the identification and characterization of target proteins amidst complex mixtures, a crucial step in proteomics. Through this process, protein functions and interactions can be elucidated, shedding light on the intricate network of cellular activities.

Enzyme Mechanism Studies: Researchers harness the power of Z-Asp(OtBu)-bromomethyl ketone to unravel the catalytic mysteries of enzymes. By selectively inhibiting specific enzymes, scientists can decipher the roles played by different amino acid residues in catalysis, providing insights into overall enzyme structure and function. These studies serve as the building blocks for understanding enzyme biology and play a pivotal role in designing enzyme inhibitors with potential therapeutic implications.

Apoptosis Research: In the realm of apoptosis research, Z-Asp(OtBu)-bromomethyl ketone emerges as a key player, especially in investigating caspase activity. Through targeted inhibition of specific caspases, researchers gain a deep understanding of the pathways governing programmed cell death, unraveling the intricacies of apoptosis regulation. This knowledge not only enriches our comprehension of disease processes but also fuels the development of novel treatments, offering hope in the battle against conditions like cancer.

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