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

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Category
BOC-Amino Acids
Catalog number
BAT-005200
CAS number
190190-47-7
Molecular Formula
C13H19NO4S
Molecular Weight
285.36
N-β-(t-Butoxycarbonyl)-γ-(2-thienyl)-D-β-homoalanine
IUPAC Name
(3S)-3-[(2-methylpropan-2-yl)oxycarbonylamino]-4-thiophen-2-ylbutanoic acid
Synonyms
Boc-D-Ala(2-Thienyl)-(C#CH2)OH; (S)-3-[(t-Butoxycarbonyl)amino]-4-(2-thienyl)butanoic acid; BOC-(S)-3-AMINO-4-(2-THIENYL)-BUTYRIC ACID; N-T-BUTOXYCARBONYL-(S)-3-AMINO-4-(2-THIENYL)BUTANOIC ACID; Boc-b-HoAla(2-thienyl)-OH; Boc-(2-thienyl)-L-β-homoalanine
Appearance
White powder
Purity
≥ 99%
Density
1.216 g/cm3
Boiling Point
449.3±40.0 °C
Storage
Store at 2-8 °C
InChI
InChI=1S/C13H19NO4S/c1-13(2,3)18-12(17)14-9(8-11(15)16)7-10-5-4-6-19-10/h4-6,9H,7-8H2,1-3H3,(H,14,17)(H,15,16)/t9-/m1/s1
InChI Key
USQYZXFFROGLRS-SECBINFHSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CC1=CC=CS1)CC(=O)O

N-β-(t-Butoxycarbonyl)-γ-(2-thienyl)-D-β-homoalanine is a synthetic amino acid derivative used primarily in peptide synthesis and pharmaceutical research. Here are some key applications of N-β-(t-Butoxycarbonyl)-γ-(2-thienyl)-D-β-homoalanine:

Peptide Synthesis: N-β-(t-Butoxycarbonyl)-γ-(2-thienyl)-D-β-homoalanine is commonly used as a building block in peptide synthesis. It allows for the incorporation of unique chemical functionalities into peptides, which can enhance their stability and bioactivity. This is particularly valuable for designing peptide-based therapeutics and studying protein-protein interactions.

Pharmaceutical Development: In pharmaceutical research, N-β-(t-Butoxycarbonyl)-γ-(2-thienyl)-D-β-homoalanine is used to develop novel drug candidates. Its unique structural features can be utilized to create compounds with improved pharmacokinetic properties and targeted biological activities. Researchers leverage this compound to innovate and optimize new therapeutic agents.

Enzyme Inhibition Studies: N-β-(t-Butoxycarbonyl)-γ-(2-thienyl)-D-β-homoalanine can be employed in studying enzyme inhibition mechanisms. By integrating this amino acid derivative into substrate analogs, scientists can design potent enzyme inhibitors for various biochemical pathways. This application is crucial for the development of enzyme-targeted drugs and understanding disease-related enzymatic processes.

Chemical Biology: This compound is instrumental in chemical biology for probing protein-ligand interactions and studying molecular recognition events. By incorporating N-β-(t-Butoxycarbonyl)-γ-(2-thienyl)-D-β-homoalanine into molecular probes, researchers can investigate the dynamics and specificity of protein interactions. This contributes to advancing knowledge in fields such as signal transduction and cellular communication.

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