Fmoc-β-(7-methoxy-coumarin-4-yl)-Ala-OH
Need Assistance?
  • US & Canada:
    +
  • UK: +

Fmoc-β-(7-methoxy-coumarin-4-yl)-Ala-OH

* Please kindly note that our products are not to be used for therapeutic purposes and cannot be sold to patients.

Fmoc-β-(7-methoxy-coumarin-4-yl)-Ala-OH is an fmoc-protected coumarinyl alanine derivative used to incorporate fluorescent markers into peptide sequences during solid (SPPS) or solution phase peptide synthesis.

Category
Fmoc-Amino Acids
Catalog number
BAT-015335
CAS number
524698-40-6
Molecular Formula
C28H23NO7
Molecular Weight
485.49
Fmoc-β-(7-methoxy-coumarin-4-yl)-Ala-OH
IUPAC Name
(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(7-methoxy-2-oxochromen-4-yl)propanoic acid
Synonyms
(S)-2-(Fmoc-amino)-3-(7-methoxy-2-oxo-2H-chromen-4-yl)-propionic acid; N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-(7-methoxy-2-oxo-2H-chromen-4-yl)-L-alanine; (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(7-methoxy-2-oxo-2H-chromen-4-yl)propanoic acid; 2H-1-Benzopyran-4-propanoic acid, α-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-7-methoxy-2-oxo-, (αS)-; Fmoc-beta-(O-methyl-umbellifer-4-yl)-Ala-OH
Appearance
White Powder
Purity
≥95%
Density
1.4±0.1 g/cm3
Boiling Point
753.0±60.0°C at 760 mmHg
Storage
Store at -20°C
Solubility
Soluble in Chloroform, Methanol
InChI
InChI=1S/C28H23NO7/c1-34-17-10-11-18-16(13-26(30)36-25(18)14-17)12-24(27(31)32)29-28(33)35-15-23-21-8-4-2-6-19(21)20-7-3-5-9-22(20)23/h2-11,13-14,23-24H,12,15H2,1H3,(H,29,33)(H,31,32)/t24-/m0/s1
InChI Key
UMTJSVFQWCDZCB-DEOSSOPVSA-N
Canonical SMILES
COC1=CC2=C(C=C1)C(=CC(=O)O2)CC(C(=O)O)NC(=O)OCC3C4=CC=CC=C4C5=CC=CC=C35

Fmoc-β-(7-methoxy-coumarin-4-yl)-Ala-OH, a fluorescent amino acid derivative, finds diverse applications in biochemical and biophysical research. Here are the key applications presented with high perplexity and burstiness:

Fluorescence-Based Protein Studies: With its luminescent properties, Fmoc-β-(7-methoxy-coumarin-4-yl)-Ala-OH plays a pivotal role in synthesizing fluorescent peptides and proteins for visual tracking in cellular investigations. By integrating this fluorescent entity into proteins, scientists delve into protein dynamics, localization, and interactions in real-time, gaining invaluable insights into protein function and intricate cellular mechanisms.

Enzyme Assays: Employed as a fluorescent substrate in enzyme kinetics and activity assessments, this compound enables precise measurements of enzyme activity and inhibition. The resulting fluorescence from enzymes acting on substrates containing Fmoc-β-(7-methoxy-coumarin-4-yl)-Ala-OH guides high-throughput screening of enzyme inhibitors, a critical process in drug discovery endeavors.

Peptide Synthesis: Integral to solid-phase peptide synthesis (SPPS), Fmoc-β-(7-methoxy-coumarin-4-yl)-Ala-OH serves as a fundamental component for crafting peptides with distinctive fluorescent attributes. By incorporating this fluorescent amino acid, researchers streamline monitoring of peptide cleavage and purification procedures, facilitating the creation of highly functional peptides tailored for diverse research applications.

Biosensor Development: In the realm of biosensor innovation, this compound emerges as a key element for detecting various biological molecules with exceptional sensitivity and specificity. By integrating Fmoc-β-(7-methoxy-coumarin-4-yl)-Ala-OH into biosensor platforms, scientists engineer responsive sensors that emit fluorescent signals upon interaction with target molecules. Such biosensors hold immense potential for diagnostic utilities and environmental surveillance, marking a significant advancement in biosensing technologies.

Online Inquiry
Verification code
Inquiry Basket