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

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Category
BOC-Amino Acids
Catalog number
BAT-005205
CAS number
208404-16-4
Molecular Formula
C14H20N2O4
Molecular Weight
280.32
N-β-(t-Butoxycarbonyl)-γ-(3-pyridyl)-L-β-homoalanine
IUPAC Name
(3S)-3-[(2-methylpropan-2-yl)oxycarbonylamino]-4-pyridin-3-ylbutanoic acid
Synonyms
Boc-Ala(3-Pyri)-(C#CH2)OH; (S)-3-[(t-Butoxycarbonyl)amino]-4-(3-pyridyl)butanoic acid; Boc-(S)-3-amino-4-(3-pyridyl)-butyric acid; N-T-BUTOXYCARBONYL-(S)-3-AMINO-4-(3-PYRIDYL)BUTANOIC ACID; Boc-b-HoAla(3-pyridyl)-OH; Boc-(3-pyridyl)-L-β-homoalanine; Boc-L-β-HomoAla(3-pyridyl)-OH
Appearance
Yellowish solid
Purity
≥ 99% (HPLC)
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-/m0/s1
InChI Key
JSWWEGRTQTXLFX-NSHDSACASA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CC1=CN=CC=C1)CC(=O)O

N-β-(t-Butoxycarbonyl)-γ-(3-pyridyl)-L-β-homoalanine, a specialized amino acid derivative with significant applications in biochemical and pharmaceutical research, holds immense potential. Here are the key applications, presented with high perplexity and burstiness:

Drug Development: Serving as a pivotal building block in synthesizing novel therapeutic compounds, N-β-(t-Butoxycarbonyl)-γ-(3-pyridyl)-L-β-homoalanine's unique structure facilitates the incorporation of specific functional groups that can potentially boost the efficacy or selectivity of drug candidates. Researchers can integrate this amino acid derivative into peptide-based drugs, potentially enhancing their pharmacokinetic and pharmacodynamic profiles, thereby paving the way for cutting-edge pharmaceutical breakthroughs.

Peptide Synthesis: Within the realm of peptide synthesis, this compound shines as a valuable protected amino acid derivative. The presence of the t-Butoxycarbonyl (Boc) protecting group streamlines the stepwise synthesis of peptides, thwarting undesired side reactions. This optimization bolsters the efficiency and yield of peptide assembly, a critical facet in generating peptides for both research and therapeutic applications, driving forward advancements in peptide-based therapeutics.

Protein Engineering: In the dynamic field of protein engineering and design, N-β-(t-Butoxycarbonyl)-γ-(3-pyridyl)-L-β-homoalanine plays a key role in introducing targeted modifications into proteins. By embedding this derivative into protein sequences, scientists can craft proteins with tailored properties or functions, pushing the boundaries of protein design. This approach is pivotal in sculpting proteins with heightened stability, activity, or innovative functionalities, reshaping the landscape of protein engineering.

Structure-Activity Relationship Studies: This specialized amino acid derivative emerges as a potent tool in probing structure-activity relationships (SAR) to decipher the intricate link between a compound's chemical makeup and its biological activity. Through methodically altering the structure of peptides or small molecules with N-β-(t-Butoxycarbonyl)-γ-(3-pyridyl)-L-β-homoalanine, researchers can pinpoint key structural features influencing biological activity. This knowledge serves as a cornerstone in optimizing lead compounds in the realms of drug discovery and development, propelling forward the frontiers of pharmaceutical innovation.

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