N-β-(9-Fluorenylmethoxycarbonyl)-γ-(4-pyridyl)-L-β-homoalanine
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N-β-(9-Fluorenylmethoxycarbonyl)-γ-(4-pyridyl)-L-β-homoalanine

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Category
Fmoc-Amino Acids
Catalog number
BAT-004702
CAS number
270065-69-5
Molecular Formula
C24H22N2O4
Molecular Weight
402.45
N-β-(9-Fluorenylmethoxycarbonyl)-γ-(4-pyridyl)-L-β-homoalanine
IUPAC Name
(3S)-3-(9H-fluoren-9-ylmethoxycarbonylamino)-4-pyridin-4-ylbutanoic acid
Synonyms
Fmoc-Ala(4-Pyri)-(C#CH2)OH; (S)-3-[(9-Fluorenylmethoxycarbonyl)amino]-4-(4-pyridyl)butanoic acid
Appearance
White powder
Purity
≥ 99% (HPLC)
Density
1.285±0.06 g/cm3(Predicted)
Melting Point
172-178 °C
Boiling Point
658.9±55.0 °C(Predicted)
Storage
Store at -20 °C
InChI
InChI=1S/C24H22N2O4/c27-23(28)14-17(13-16-9-11-25-12-10-16)26-24(29)30-15-22-20-7-3-1-5-18(20)19-6-2-4-8-21(19)22/h1-12,17,22H,13-15H2,(H,26,29)(H,27,28)/t17-/m0/s1
InChI Key
ZHEGVQVHZCLRTM-KRWDZBQOSA-N
Canonical SMILES
C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NC(CC4=CC=NC=C4)CC(=O)O

N-β-(9-Fluorenylmethoxycarbonyl)-γ-(4-pyridyl)-L-β-homoalanine, a specialized amino acid derivative widely utilized in peptide synthesis and various biochemical applications, is showcased through the key applications with a high degree of perplexity and burstiness.

Peptide Synthesis: Serving as a fundamental component in solid-phase peptide synthesis (SPPS), N-β-(9-Fluorenylmethoxycarbonyl)-γ-(4-pyridyl)-L-β-homoalanine acts as a crucial protected amino acid in the meticulous construction of peptide chains step by step. The fluorenylmethoxycarbonyl (Fmoc) group's presence allows for selective deprotection, facilitating the assembly of exceptionally pure peptides essential for both research endeavors and therapeutic pursuits.

Protein Engineering: Pioneering advancements in protein engineering, this compound is seamlessly integrated into proteins to impart them with novel properties. The pyridyl group serves as a versatile site for further chemical modifications, such as cross-linking or ligand attachment, leading to the development of proteins with enriched functionality and stability, revolutionizing the realm of protein design.

Bioconjugation: Venturing into the domain of bioconjugation techniques, this derivative acts as a pivotal bridge between peptides or proteins and other biomolecules like nucleic acids, lipids, or carbohydrates. The compound's functional groups offer adaptable sites for conjugation, facilitating the creation of multifunctional biomolecular complexes vital for the establishment of targeted drug delivery systems and sophisticated diagnostics.

Molecular Probes: Immersed in the realm of molecular probes, N-β-(9-Fluorenylmethoxycarbonyl)-γ-(4-pyridyl)-L-β-homoalanine assumes a critical role in crafting probes tailored for imaging and diagnostic applications. Its distinctive chemical structure enables the attachment of fluorescent or other detectable labels, enabling essential visualizations of biological processes and precise detection of specific biomolecules within intricate biological samples, elevating the standards of molecular imaging and diagnostic capabilities.

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