N-β-(9-Fluorenylmethoxycarbonyl)-γ-(3-thienyl)-D-β-homoalanine
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N-β-(9-Fluorenylmethoxycarbonyl)-γ-(3-thienyl)-D-β-homoalanine

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Category
Fmoc-Amino Acids
Catalog number
BAT-004699
CAS number
269726-93-4
Molecular Formula
C23H21NO4S
Molecular Weight
407.48
N-β-(9-Fluorenylmethoxycarbonyl)-γ-(3-thienyl)-D-β-homoalanine
IUPAC Name
(3R)-3-(9H-fluoren-9-ylmethoxycarbonylamino)-4-thiophen-3-ylbutanoic acid
Synonyms
Fmoc-D-Ala(3-Thienyl)-(C#CH2)OH; (R)-3-[(9-Fluorenylmethoxycarbonyl)amino]-4-(3-thienyl)butanoic acid
Purity
95%
Density
1.316±0.06 g/cm3(Predicted)
Boiling Point
639.0±55.0 °C(Predicted)
Storage
Store at 2-8 °C
InChI
InChI=1S/C23H21NO4S/c25-22(26)12-16(11-15-9-10-29-14-15)24-23(27)28-13-21-19-7-3-1-5-17(19)18-6-2-4-8-20(18)21/h1-10,14,16,21H,11-13H2,(H,24,27)(H,25,26)/t16-/m1/s1
InChI Key
LLLVDBJEAPYRRR-MRXNPFEDSA-N
Canonical SMILES
C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NC(CC4=CSC=C4)CC(=O)O

N-β-(9-Fluorenylmethoxycarbonyl)-γ-(3-thienyl)-D-β-homoalanine, a synthetic amino acid derivative crucial in peptide synthesis and research, holds a multitude of applications. Here are the key applications presented with high perplexity and burstiness:

Peptide Synthesis: Serving as a foundational element in the solid-phase assembly of peptides, this compound's distinct chemical makeup enables the integration of specific functionalities into peptides, augmenting their stability and function. Researchers utilize it to craft tailor-made peptides for intricate biochemical investigations and pharmaceutical advancements, enhancing the versatility and utility of these biological molecules.

Protein Engineering: Employed in the customization of proteins with novel characteristics, N-β-(9-Fluorenylmethoxycarbonyl)-γ-(3-thienyl)-D-β-homoalanine facilitates the exploration of protein folding, interactions, and functionalities with heightened precision. By introducing this non-canonical amino acid into protein sequences, scientists delve into the intricacies of protein design for therapeutic innovations and industrial enzyme enhancements, paving the way for cutting-edge biotechnological applications.

Structural Biology: Within the realm of structural biology, this amino acid derivative plays a pivotal role in introducing tailored modifications for the examination of protein structures at specific sites. Its utility extends to aiding in crystallization processes and integrating markers for NMR or fluorescence spectroscopy, enabling the elucidation of protein conformations and dynamics. These targeted alterations shed light on the mechanistic underpinnings of proteins, offering profound insights into their functional intricacies.

Drug Discovery: Leveraging the distinct structural attributes of N-β-(9-Fluorenylmethoxycarbonyl)-γ-(3-thienyl)-D-β-homoalanine, researchers harness its potential as a valuable asset in the realm of drug discovery. Its application in synthesizing peptide analogs with refined pharmacokinetic and pharmacodynamic properties empowers the creation of peptide-based therapeutics with heightened efficacy and reduced adverse effects. This compound stands at the forefront of pharmaceutical innovation, driving the development of sophisticated treatments with enhanced therapeutic potential.

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