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

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Category
BOC-Amino Acids
Catalog number
BAT-005196
CAS number
270596-33-3
Molecular Formula
C13H19NO5
Molecular Weight
269.30
N-β-(t-Butoxycarbonyl)-γ-(2-furyl)-D-β-homoalanine
IUPAC Name
(3R)-4-(furan-2-yl)-3-[(2-methylpropan-2-yl)oxycarbonylamino]butanoic acid
Synonyms
Boc-D-Ala(2-Furyl)-(C#CH2)OH; (R)-3-[(t-Butoxycarbonyl)amino]-4-(2-furyl)butanoic acid; N-T-BUTOXYCARBONYL-(R)-3-AMINO-4-(2-FURYL)BUTANOIC ACID; Boc-(R)-3-Amino-4-(2-furyl)butyric acid; Boc-(2-furyl)-D-β-homoalanine; Boc-D-β-HomoAla(2-furyl)-OH
Appearance
White to off-white powder
Purity
≥ 98% (HPLC)
Density
1.181 g/cm3
Melting Point
104-110 °C
Boiling Point
425.0±40.0 °C
Storage
Store at 2-8 °C
InChI
InChI=1S/C13H19NO5/c1-13(2,3)19-12(17)14-9(8-11(15)16)7-10-5-4-6-18-10/h4-6,9H,7-8H2,1-3H3,(H,14,17)(H,15,16)/t9-/m1/s1
InChI Key
WFTLLVUGUYBNDJ-SECBINFHSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CC1=CC=CO1)CC(=O)O

N-β-(t-Butoxycarbonyl)-γ-(2-furyl)-D-β-homoalanine, a synthetic amino acid derivative, holds specialized roles in biochemical and pharmaceutical research. Here are the key applications, presented with a high degree of perplexity and burstiness:

Peptide Synthesis: In the realm of peptide chemistry, N-β-(t-Butoxycarbonyl)-γ-(2-furyl)-D-β-homoalanine plays a pivotal role as a versatile building block for synthesizing peptides and peptidomimetics. Its distinct structure lends itself to the creation of peptides with heightened stability and enhanced activity, essential for designing novel peptide-based therapeutics and exploring intricate protein interactions.

Drug Discovery and Development: At the forefront of pharmaceutical innovation, this compound is instrumental in the creation and evaluation of new drug candidates, particularly those mimicking natural peptides. By integrating N-β-(t-Butoxycarbonyl)-γ-(2-furyl)-D-β-homoalanine into lead compounds, researchers can enhance their pharmacokinetic properties and resistance to enzymatic breakdown, advancing the development of potent and long-lasting therapeutic agents.

Structure-Activity Relationship Studies: Within the realm of pharmaceutical research, N-β-(t-Butoxycarbonyl)-γ-(2-furyl)-D-β-homoalanine serves as a valuable tool for conducting structure-activity relationship (SAR) studies. Through systematic incorporation of this synthetic amino acid into bioactive peptides, scientists can meticulously assess its impact on activity and binding affinity, crucial for optimizing the functional attributes of peptide-based drugs.

Chemical Biology: In the interdisciplinary field of chemical biology, this compound finds utility in probing the intricate functions and interactions of proteins. By incorporating N-β-(t-Butoxycarbonyl)-γ-(2-furyl)-D-β-homoalanine into synthetic proteins, researchers can explore how modifications influence protein behavior and interactions within biological systems, shedding light on protein mechanisms and facilitating the development of cutting-edge biotechnological tools.

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