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

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Category
BOC-Amino Acids
Catalog number
BAT-005206
CAS number
269726-92-3
Molecular Formula
C13H19NO4S
Molecular Weight
285.36
N-β-(t-Butoxycarbonyl)-γ-(3-thienyl)-D-β-homoalanine
IUPAC Name
(3R)-3-[(2-methylpropan-2-yl)oxycarbonylamino]-4-thiophen-3-ylbutanoic acid
Synonyms
Boc-D-Ala(3-Thienyl)-(C#CH2)OH; (R)-3-[(t-Butoxycarbonyl)amino]-4-(3-thienyl)butanoic acid; Boc-(R)-3-amino-4-(3-thienyl)-butyric acid; Boc-(3-thienyl)-D-β-homoalanine; Boc-D-β-HomoAla(3-thienyl)-OH
Appearance
White to off-white powder
Purity
≥ 99.5% (Chiral HPLC)
Density
1.216 g/cm3
Melting Point
107-112 °C
Boiling Point
452.4±40.0 °C
Storage
Store at 2-8 °C
InChI
InChI=1S/C13H19NO4S/c1-13(2,3)18-12(17)14-10(7-11(15)16)6-9-4-5-19-8-9/h4-5,8,10H,6-7H2,1-3H3,(H,14,17)(H,15,16)/t10-/m1/s1
InChI Key
NMIXJPLQPAOBBV-SNVBAGLBSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CC1=CSC=C1)CC(=O)O

N-β-(t-Butoxycarbonyl)-γ-(3-thienyl)-D-β-homoalanine, a versatile compound with a pivotal role in peptide synthesis and medicinal chemistry, offers a myriad of applications. Here are the key applications presented with high perplexity and burstiness:

Peptide Synthesis: Serving as a fundamental component in the intricate process of peptide construction, N-β-(t-Butoxycarbonyl)-γ-(3-thienyl)-D-β-homoalanine serves as a multifaceted building block, enabling the precise integration of customized side chains, thereby enhancing the properties of synthetic peptides. Its versatility extends to the development of tailored peptides endowed with heightened stability, bioactivity, or unique functional attributes, expanding the boundaries of peptide synthesis.

Drug Development: Within the domain of medicinal chemistry, N-β-(t-Butoxycarbonyl)-γ-(3-thienyl)-D-β-homoalanine emerges as a crucial element in the formulation of innovative drug molecules. By seamlessly incorporating this compound into peptide-based therapeutics, researchers embark on a journey of exploration into novel therapeutic pathways and the enhancement of drug efficacy. This synergistic relationship proves particularly impactful in shaping drugs designed to target specific enzymes, receptors, or intricate protein-protein interactions, ushering in a new era of drug discovery.

Structural Biology: Unveiling the enigmatic realm of protein structure and function, N-β-(t-Butoxycarbonyl)-γ-(3-thienyl)-D-β-homoalanine serves as an indispensable tool in the arsenal of scientists. Through its strategic integration into proteins or peptides, this compound introduces distinctive functional groups that catalyze the exploration of protein dynamics and interactions. This deep dive into the molecular intricacies of diseases equips researchers with the insights necessary to develop targeted interventions that harbor the potential for transformative impact.

Bioconjugation: Embarking on the cutting edge of bioconjugation techniques, N-β-(t-Butoxycarbonyl)-γ-(3-thienyl)-D-β-homoalanine emerges as a pivotal element for attaching peptides or proteins to a diverse array of surfaces and substrates. This innovative approach finds application in the creation of state-of-the-art biosensors, therapeutic agents, and diagnostic tools. Leveraging the unique chemical properties of this compound, precise and enduring conjugations are achieved, enhancing the performance and reliability of resulting bioconjugates to unprecedented levels in the realm of biomedical research and applications.

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