N-β-(t-Butoxycarbonyl)-γ-(2-thienyl)-L-β-homoalanine
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N-β-(t-Butoxycarbonyl)-γ-(2-thienyl)-L-β-homoalanine

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Category
BOC-Amino Acids
Catalog number
BAT-005201
CAS number
269726-89-8
Molecular Formula
C13H19NO4S
Molecular Weight
285.36
N-β-(t-Butoxycarbonyl)-γ-(2-thienyl)-L-β-homoalanine
IUPAC Name
(3R)-3-[(2-methylpropan-2-yl)oxycarbonylamino]-4-thiophen-2-ylbutanoic acid
Synonyms
Boc-Ala(2-Thienyl)-(C#CH2)OH; (R)-3-[(t-Butoxycarbonyl)amino]-4-(2-thienyl)butanoic acid; Boc-(R)-3-amino-4-(2-thienyl)-butyric acid; Boc-(2-thienyl)-D-β-homoalanine; Boc-D-β-HomoAla(2-thienyl)-OH
Appearance
White powder
Purity
≥ 98%
Density
1.216 g/cm3
Melting Point
90-96 °C
Boiling Point
449.3±40.0 °C
Storage
Store at 2-8 °C
InChI
InChI=1S/C13H19NO4S/c1-13(2,3)18-12(17)11(8(14)7-10(15)16)9-5-4-6-19-9/h4-6,8,11H,7,14H2,1-3H3,(H,15,16)/t8-,11?/m1/s1
InChI Key
PVMIAQTVNIMMDR-RZZZFEHKSA-N
Canonical SMILES
CC(C)(C)OC(=O)C(C1=CC=CS1)C(CC(=O)O)N

N-β-(t-Butoxycarbonyl)-γ-(2-thienyl)-L-β-homoalanine, a synthetic derivative of amino acid, boasts a wide array of applications in biochemical research and pharmaceutical development. Here are the key applications presented with high perplexity and burstiness:

Peptide Synthesis: In the realm of solid-phase peptide synthesis, N-β-(t-Butoxycarbonyl)-γ-(2-thienyl)-L-β-homoalanine assumes a pivotal role. The t-Butoxycarbonyl (Boc) group serves as a protective barrier for the amino group, ensuring meticulous elongation of the peptide chain. This compound enables the synthesis of complex peptides and proteins for both research exploration and therapeutic pursuits.

Drug Design: Exhibiting remarkable versatility, this compound has the potential to enhance the stability and bioavailability of peptide-based drug candidates. Its unique structure facilitates the creation of novel peptides that could serve as key compounds in drug discovery endeavors. By incorporating N-β-(t-Butoxycarbonyl)-γ-(2-thienyl)-L-β-homoalanine into peptide drugs, researchers aim to optimize the pharmacokinetic properties of therapeutic agents, potentially revolutionizing drug design approaches.

Structural Biology: Within the domain of structural biology investigations, N-β-(t-Butoxycarbonyl)-γ-(2-thienyl)-L-β-homoalanine emerges as a valuable tool for introducing specific modifications into peptides and proteins. These modifications aid in the crystallization process, simplifying the determination of the three-dimensional structures of biological macromolecules. Insights gleaned from such studies are instrumental in deciphering protein function and crafting targeted interventions.

Enzyme Studies: Serving as a substrate or inhibitor in enzyme kinetics studies, this compound facilitates exploration into enzyme specificity, activity, and mechanisms of action. By integrating N-β-(t-Butoxycarbonyl)-γ-(2-thienyl)-L-β-homoalanine into enzyme assays, scientists can delve into the roles enzymes play in diverse biochemical processes. This foundational knowledge underpins the development of enzyme inhibitors with potential therapeutic applications.

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