Boc-Ala(cBu)-OH
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Boc-Ala(cBu)-OH

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Category
BOC-Amino Acids
Catalog number
BAT-008331
CAS number
478183-60-7
Molecular Formula
C12H21NO4
Molecular Weight
243.3
IUPAC Name
(2S)-3-cyclobutyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid
Synonyms
(S)-2-((tert-Butoxycarbonyl)amino)-3-cyclobutylpropanoic acid; (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-cyclobutylpropanoic acid; Boc-(S)-3-Cyclobutylalanine
InChI
InChI=1S/C12H21NO4/c1-12(2,3)17-11(16)13-9(10(14)15)7-8-5-4-6-8/h8-9H,4-7H2,1-3H3,(H,13,16)(H,14,15)/t9-/m0/s1
InChI Key
CXKVEJHPQAZLCY-VIFPVBQESA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CC1CCC1)C(=O)O

Boc-Ala(cBu)-OH, also referred to as tert-butoxycarbonyl-alanine cyclobutanol, stands as a shielded amino acid playing a pivotal role in peptide synthesis and diverse bioscience applications. Here are the key applications of Boc-Ala(cBu)-OH, expressed with heightened perplexity and burstiness:

Peptide Synthesis: Serving as a fundamental element in solid-phase peptide synthesis, Boc-Ala(cBu)-OH emerges as a crucial building block. The Boc protective group acts as a guardian, warding off undesired side reactions as amino acids are sequentially added. Upon completion of the peptide chain, the Boc entity can be selectively eliminated under acidic conditions, unmasking the functional peptide in its pristine form.

Drug Design: Amidst pharmaceutical exploration, Boc-Ala(cBu)-OH finds a special niche in the creation of peptide-based medications. Its distinct structural configuration seamlessly integrates into peptide sequences, enhancing stability, bioavailability, or target specificity. This empowers researchers to craft therapeutic peptides resistant to degradation, ensuring sustained efficacy and impact.

Protein Engineering: Delving into the realm of protein engineering, Boc-Ala(cBu)-OH emerges as a valuable asset, allowing for the introduction of tailored structural motifs into proteins. By strategically infusing this amino acid at specific sites, scientists unravel the intricate impacts on protein folding, stability, and function. This meticulous approach aids in the development of engineered proteins endowed with desired attributes for industrial or therapeutic utilities.

Chemical Biology Studies: Within the domain of chemical biology, Boc-Ala(cBu)-OH shines as a versatile instrument for fabricating modified peptides and proteins that illuminate biological systems. Researchers harness its versatility to introduce non-natural amino acids into peptides, unraveling the mysteries of protein-protein interactions, enzyme mechanisms, and cellular pathways. This depth of exploration offers a profound comprehension of biological processes on a microscopic scale, enriching our understanding of life's intricate dance.

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