N-β-(9-Fluorenylmethoxycarbonyl)-γ-(2-thienyl)-L-β-homoalanine
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N-β-(9-Fluorenylmethoxycarbonyl)-γ-(2-thienyl)-L-β-homoalanine

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Category
Fmoc-Amino Acids
Catalog number
BAT-004694
CAS number
269726-90-1
Molecular Formula
C23H21NO4S
Molecular Weight
407.48
N-β-(9-Fluorenylmethoxycarbonyl)-γ-(2-thienyl)-L-β-homoalanine
IUPAC Name
(3R)-3-(9H-fluoren-9-ylmethoxycarbonylamino)-4-thiophen-2-ylbutanoic acid
Synonyms
Fmoc-Ala(2-Thienyl)-(C#CH2)OH; (R)-3-[(9-Fluorenylmethoxycarbonyl)amino]-4-(2-thienyl)butanoic acid
Purity
95%
Density
1.316g/cm3
Boiling Point
636.1°C at 760 mmHg
Storage
Store at 2-8 °C
InChI
InChI=1S/C23H21NO4S/c25-22(26)13-15(12-16-6-5-11-29-16)24-23(27)28-14-21-19-9-3-1-7-17(19)18-8-2-4-10-20(18)21/h1-11,15,21H,12-14H2,(H,24,27)(H,25,26)/t15-/m0/s1
InChI Key
BESSJJJDKGERSD-HNNXBMFYSA-N
Canonical SMILES
C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NC(CC4=CC=CS4)CC(=O)O

N-β-(9-Fluorenylmethoxycarbonyl)-γ-(2-thienyl)-L-β-homoalanine, commonly known as Fmoc-β-Tha, plays a significant role in peptide synthesis, offering a multitude of applications in various fields. Here are the key applications of this compound, presented with high perplexity and burstiness:

Peptide Synthesis: As a crucial component in solid-phase peptide synthesis (SPPS), Fmoc-β-Tha serves as a fundamental building block. Its incorporation enables chemists to construct peptides with tailored functionalities, expanding the structural diversity of synthetic peptides. This method is essential for generating versatile peptide libraries, vital for advancing drug discovery and biochemical research.

Drug Design and Development: By integrating Fmoc-β-Tha into peptides, researchers can enhance their pharmacokinetic properties, such as stability and bioavailability. This modification opens avenues for developing peptide-based therapeutics with heightened efficacy and improved resilience in biological contexts. Particularly valuable in designing peptide drugs targeting disease-specific proteins and receptors, this approach holds significant potential in revolutionizing therapeutic interventions.

Bioconjugation: Utilizing Fmoc-β-Tha in bioconjugation strategies enables the attachment of bioactive peptides to diverse biomolecules like antibodies, proteins, and nanoparticles. This capability empowers the creation of functionalized bioconjugates for applications in targeted drug delivery and diagnostic imaging, offering a pathway to more precise and efficient therapeutic interventions.

Chemical Biology: In the realm of chemical biology, Fmoc-β-Tha-modified peptides serve as invaluable tools for investigating biological systems and analyzing protein interactions. These peptides act as molecular probes to delve into signal transduction pathways and protein complex formations, providing researchers with insights into the molecular underpinnings of diseases. Through the study of these specialized peptides, researchers can identify potential therapeutic targets and deepen their understanding of disease mechanisms.

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