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

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Category
BOC-Amino Acids
Catalog number
BAT-005202
CAS number
190190-48-8
Molecular Formula
C17H21NO4S
Molecular Weight
335.42
N-β-(t-Butoxycarbonyl)-γ-(3-benzothienyl)-D-β-homoalanine
IUPAC Name
(3R)-4-(1-benzothiophen-3-yl)-3-[(2-methylpropan-2-yl)oxycarbonylamino]butanoic acid
Synonyms
Boc-D-Ala(3-Bzt)-(C#CH2)OH; (R)-3-[(t-Butoxycarbonyl)amino]-4-(3-benzothienyl)butanoic acid; Boc-(R)-3-amino-4-(3-benzothienyl)-butyric acid; Boc-(3-benzothienyl)-D-β-homoalanine; Boc-D-β-HomoAla(3-benzothienyl)-OH
Appearance
White powder
Purity
≥ 99% (HPLC)
Density
1.248 g/cm3
Melting Point
123-127 °C
Boiling Point
529.6 °C at 760 mmHg
Storage
Store at 2-8 °C
InChI
InChI=1S/C17H21NO4S/c1-17(2,3)22-16(21)18-12(9-15(19)20)8-11-10-23-14-7-5-4-6-13(11)14/h4-7,10,12H,8-9H2,1-3H3,(H,18,21)(H,19,20)/t12-/m1/s1
InChI Key
VRUFHPBCNHYEPJ-GFCCVEGCSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CC1=CSC2=CC=CC=C21)CC(=O)O

N-β-(t-Butoxycarbonyl)-γ-(3-benzothienyl)-D-β-homoalanine, a specialized chemical compound with diverse applications in research and drug development, is a crucial ingredient in various realms. Here are the key applications articulated with a high degree of perplexity and burstiness:

Peptide Synthesis: Serving as a foundational element in solid-phase peptide synthesis, this compound plays a pivotal role in constructing intricate peptide chains. Its distinct structure imbues specificity and stability, making it a prime candidate for integration within peptide sequences. Researchers harness its potential to craft peptides with therapeutic promise, setting the stage for further exploration in drug development endeavors.

Drug Development: Positioned at the nexus of pharmaceutical innovation, N-β-(t-Butoxycarbonyl)-γ-(3-benzothienyl)-D-β-homoalanine emerges as a critical intermediate in the formulation and synthesis of novel drug entities. By incorporating this compound into drug candidates, scientists can enhance the pharmacokinetic and pharmacodynamic attributes of these molecules. This strategic maneuver empowers the creation of more potent and selective therapeutic agents, reshaping the landscape of medical treatments.

Structural Biology: An indispensable ally in structural biology inquiries, this compound enriches investigations into protein-ligand interactions. Through its integration into peptide models, researchers unravel binding affinities and structural configurations using cutting-edge techniques like X-ray crystallography and NMR spectroscopy. This nuanced exploration deepens comprehension of molecular interactions, propelling advancements in rational drug design strategies.

Receptor Targeting: Pioneering the domain of receptor targeting, N-β-(t-Butoxycarbonyl)-γ-(3-benzothienyl)-D-β-homoalanine fuels the development of probes and inhibitors tailored to specific receptors. Whether fused with peptides or encapsulated within small molecules, this compound enables precision targeting of receptors implicated in diverse physiological and pathological processes. This application not only sheds light on receptor functionalities but also accelerates the discovery of targeted therapeutic interventions, ushering in a new era of tailored treatments.

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