Fmoc-β-(2-furyl)-L-alanine
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Fmoc-β-(2-furyl)-L-alanine

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Category
Fmoc-Amino Acids
Catalog number
BAT-007498
CAS number
159611-02-6
Molecular Formula
C22H19NO5
Molecular Weight
377.39
Fmoc-β-(2-furyl)-L-alanine
IUPAC Name
(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(furan-2-yl)propanoic acid
Synonyms
Fmoc-3-L-Ala(2-furyl)-OH; (S)-2-(Fmoc-amino)-3-(2-furyl)propionic acid
Related CAS
220497-85-8 (D-isomer)
Appearance
White to off-white powder/solid
Purity
≥ 99% (HPLC)
Density
1.318 g/cm3
Melting Point
129.7 °C
Boiling Point
505.72°C
Storage
Store at 2-8 °C
InChI
InChI=1S/C22H19NO5/c24-21(25)20(12-14-6-5-11-27-14)23-22(26)28-13-19-17-9-3-1-7-15(17)16-8-2-4-10-18(16)19/h1-11,19-20H,12-13H2,(H,23,26)(H,24,25)/t20-/m0/s1
InChI Key
AJXDCHXGNUFBRC-FQEVSTJZSA-N
Canonical SMILES
C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NC(CC4=CC=CO4)C(=O)O

Fmoc-β-(2-furyl)-L-alanine, a specialized amino acid derivative, finds widespread use in peptide synthesis and diverse biochemical applications. Here are the key applications of Fmoc-β-(2-furyl)-L-alanine presented with a high degree of perplexity and burstiness:

Peptide Synthesis: At the forefront of solid-phase peptide synthesis, Fmoc-β-(2-furyl)-L-alanine plays a pivotal role in constructing intricate peptides and proteins. Its distinctive furan ring imparts peptides with specific structural and functional attributes, ensuring synthesized peptides exhibit heightened stability and bioactivity across various research and therapeutic realms.

Drug Development: In the realm of pharmaceutical innovation, Fmoc-β-(2-furyl)-L-alanine emerges as a cornerstone for designing peptide-based drugs. By integrating this compound into peptide sequences, researchers enhance the pharmacokinetic and pharmacodynamic profiles of therapeutic peptides, potentially leading to the creation of more potent and stable peptide-based medications with minimized adverse effects.

Structural Biology: Delving into the intricate world of protein structure and function, researchers harness the power of Fmoc-β-(2-furyl)-L-alanine. By embedding this amino acid into protein sequences, scientists explore how the furan ring influences protein folding and stability, shedding light on critical aspects of protein dynamics and enabling the tailored design of proteins with desired attributes.

Bioconjugation: Stepping into the realm of bioconjugation, Fmoc-β-(2-furyl)-L-alanine assumes a pivotal role as a versatile functional handle for linking peptides to other molecules. This functionality facilitates the development of peptide conjugates enriched with fluorescent labels, therapeutic agents, or other biomolecules, empowering applications in imaging, drug delivery, and diagnostics with unparalleled precision and efficacy.

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