Boc-alpha-allyl-L-ala
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Boc-alpha-allyl-L-ala

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Category
BOC-Amino Acids
Catalog number
BAT-008362
CAS number
136707-27-2
Molecular Formula
C11H19NO4
Molecular Weight
229.27
IUPAC Name
(2S)-2-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]pent-4-enoic acid
Synonyms
Boc-alpha-methyl-L-Allylglycine; Boc-α-methyl-L-Allylglycine; (S)-N-Boc-2-(2'-propylenyl)alanine
Purity
97% (HPLC)
Density
1.080±0.06 g/cm3 (Predicted)
Boiling Point
359.1±35.0 °C (Predicted)
Storage
Store at -20 °C
InChI
InChI=1S/C11H19NO4/c1-6-7-11(5,8(13)14)12-9(15)16-10(2,3)4/h6H,1,7H2,2-5H3,(H,12,15)(H,13,14)/t11-/m0/s1
InChI Key
XVMAKOPYGXUPPU-NSHDSACASA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(C)(CC=C)C(=O)O

Boc-alpha-allyl-L-ala, a derivative of the amino acid alanine, finds extensive utility in research and synthetic chemistry. Here are the key applications presented with high perplexity and burstiness:

Peptide Synthesis: Widely employed in peptide synthesis, Boc-alpha-allyl-L-ala acts as a crucial protected amino acid building block. Its Boc (tert-butyloxycarbonyl) group shields the amino functionality during chain elongation. At the appropriate juncture, the Boc group can be selectively removed, ensuring meticulous and efficient peptide construction without compromising integrity.

Drug Development: In the realm of pharmaceutical research, Boc-alpha-allyl-L-ala plays a pivotal role in crafting novel peptide-based drugs. By incorporating this derivative into peptide chains, researchers explore the impact of specific modifications on therapeutic effectiveness and stability. This aids in the refinement and optimization of drug candidates, enhancing their pharmacological properties significantly.

Protease Inhibitor Studies: Valued for its role in protease inhibitor investigations, Boc-alpha-allyl-L-ala serves as a substrate analog in enzyme kinetics assays. Researchers leverage this compound to delve into the intricate interplay between proteases and inhibitors, shedding light on enzyme specificity and inhibition mechanisms. Such studies are paramount in the development of innovative therapeutic agents targeting proteolytic enzymes implicated in diverse disease pathways.

Chemical Biology: Within the domain of chemical biology, Boc-alpha-allyl-L-ala emerges as a versatile tool for probing protein interactions and functions. By integrating this derivative into protein sequences, scientists can explore post-translational modifications and protein-protein interactions in detail. This application aids in unraveling the underlying mechanisms of cellular processes and identifying potential targets for therapeutic intervention, paving the way for groundbreaking discoveries in the field.

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