N-β-(t-Butoxycarbonyl)-γ-(3-pyridyl)-D-β-homoalanine
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N-β-(t-Butoxycarbonyl)-γ-(3-pyridyl)-D-β-homoalanine

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Category
BOC-Amino Acids
Catalog number
BAT-005204
CAS number
269396-65-8
Molecular Formula
C14H20N2O4
Molecular Weight
280.32
N-β-(t-Butoxycarbonyl)-γ-(3-pyridyl)-D-β-homoalanine
IUPAC Name
(3R)-3-[(2-methylpropan-2-yl)oxycarbonylamino]-4-pyridin-3-ylbutanoic acid
Synonyms
Boc-D-Ala(3-Pyri)-(C#CH2)OH; (R)-3-[(t-Butoxycarbonyl)amino]-4-(3-pyridyl)butanoic acid; Boc-(R)-3-amino-4-(3-pyridyl)-butyric acid; Boc-(3-pyridyl)-D-β-homoalanine; Boc-D-β-HomoAla(3-pyridyl)-OH
Appearance
White to off-white powder
Purity
≥ 99.5% (HPLC, Chiral purity)
Density
1.175 g/cm3
Melting Point
188-193 °C
Boiling Point
469.9 °C at 760 mmHg
Storage
Store at 2-8 °C
InChI
InChI=1S/C14H20N2O4/c1-14(2,3)20-13(19)16-11(8-12(17)18)7-10-5-4-6-15-9-10/h4-6,9,11H,7-8H2,1-3H3,(H,16,19)(H,17,18)/t11-/m1/s1
InChI Key
JSWWEGRTQTXLFX-LLVKDONJSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CC1=CN=CC=C1)CC(=O)O

N-β-(t-Butoxycarbonyl)-γ-(3-pyridyl)-D-β-homoalanine, a specialized amino acid derivative, finds diverse applications in biochemical research and development. Here are the key applications, presented with high perplexity and burstiness:

Peptide Synthesis: A crucial player in peptide synthesis, this compound is a go-to choice for crafting custom peptides in research settings. Its bulky protective group (t-Butoxycarbonyl) shields reactive sites during peptide construction, ensuring precision and safety in sequence design. Researchers leverage these protected amino acids to engineer peptides with specific sequences, combining efficiency with meticulous attention to detail.

Drug Design: Delving into the realm of drug development, N-β-(t-Butoxycarbonyl)-γ-(3-pyridyl)-D-β-homoalanine emerges as a key player in enhancing peptide-based drug design. Incorporating this derivative into peptides boosts stability and receptor specificity, refining the creation of therapeutic agents with superior pharmacokinetic profiles. This method underscores the importance of using specialized compounds to tailor drug molecules for optimal performance.

Protein Engineering: At the intersection of science and innovation, this compound serves as a valuable asset in protein engineering endeavors necessitating specific alterations. By introducing N-β-(t-Butoxycarbonyl)-γ-(3-pyridyl)-D-β-homoalanine into proteins, researchers explore the impact of non-natural amino acid integration, unlocking insights into protein functionality and the potential for novel property development. This process illuminates the intricate dance of protein structure and function, paving the way for groundbreaking discoveries.

Chemical Biology: Embracing the complexities of biological systems, N-β-(t-Butoxycarbonyl)-γ-(3-pyridyl)-D-β-homoalanine emerges as a versatile tool in the realm of chemical biology. Its unique structural attributes position it as a potent probe for investigating protein-ligand interactions, enzyme mechanisms, and cellular processes at a molecular level. Through its application, researchers dissect intricate biological networks, unraveling the mysteries of cellular function and biochemical pathways.

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