Boc-β-cyano-D-alanine
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Boc-β-cyano-D-alanine

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Category
BOC-Amino Acids
Catalog number
BAT-007183
CAS number
184685-17-4
Molecular Formula
C9H14N2O4
Molecular Weight
214.22
Boc-β-cyano-D-alanine
IUPAC Name
(2R)-3-cyano-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid
Synonyms
Boc-β-cyano-D-Ala-OH
Related CAS
45159-34-0 (L-isomer)
Appearance
White solid
Purity
≥ 98% (HPLC)
Storage
Store at 2-8 °C
InChI
InChI=1S/C9H14N2O4/c1-9(2,3)15-8(14)11-6(4-5-10)7(12)13/h6H,4H2,1-3H3,(H,11,14)(H,12,13)/t6-/m1/s1
InChI Key
IVKMLPKBZQTAMQ-ZCFIWIBFSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CC#N)C(=O)O

Boc-β-cyano-D-alanine, a specialized amino acid derivative, finds diverse applications in biochemical research and pharmaceutical development. Below are the key applications explored with high perplexity and burstiness:

Peptide Synthesis: A pivotal role of Boc-β-cyano-D-alanine lies in custom peptide synthesis where its distinctive cyano functional group enables the precise integration of chemical functionalities into peptide chains. This capability allows for the creation of tailored peptides tailored to delve into protein-protein interactions enzyme mechanisms and signaling pathways with unparalleled precision.

Drug Development: Within the realm of pharmaceutical research, Boc-β-cyano-D-alanine acts as a foundational building block for the development of novel therapeutic compounds. Its incorporation into drug molecules elevates binding affinity specificity and stability making it an indispensable tool in crafting inhibitors or modulators for combating diseases like cancer and infectious diseases with unparalleled efficacy.

Enzyme Inhibition Studies: In exploring enzyme mechanisms, Boc-β-cyano-D-alanine emerges as a key player in enzyme inhibition studies. Its cyano group serves as a reactive site for covalent modification or transition-state analogs aiding researchers in the identification and optimization of enzyme inhibitors. This investigative approach offers profound insights into enzyme kinetics shedding light on potential therapeutic applications with unparalleled depth.

Structural Biology: Delving into protein structures and dynamics, Boc-β-cyano-D-alanine plays a vital role in structural biology. By integrating this amino acid into proteins, researchers can introduce specific constraints and labels facilitating a comprehensive examination of protein folding conformational changes and interactions with other biomolecules. This intricate study advances our understanding of protein function and structure to unprecedented levels.

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