1275589-03-1

Basic information

• Product Name: 3-(2-benzoxazole)-2-hydroxy-5-methylbenzaldehyde
• Synonyms: 3-(2-benzoxazole)-2-hydroxy-5-methylbenzaldehyde
• CAS NO: 1275589-03-1
• Molecular Weight: 253.257
• Mol File: 1275589-03-1.mol

Chemical Properties

• CAS DataBase Reference: 3-(2-benzoxazole)-2-hydroxy-5-methylbenzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2-benzoxazole)-2-hydroxy-5-methylbenzaldehyde(1275589-03-1)
• EPA Substance Registry System: 3-(2-benzoxazole)-2-hydroxy-5-methylbenzaldehyde(1275589-03-1)

Safety Data

• Hazardous Substances Data: 1275589-03-1(Hazardous Substances Data)

Upstream product

• 22105-53-9 2-(benzoxazol-2-yl)-4-methylphenol 
• 100-97-0 hexamethylenetetramine 
• 613-84-3 2-hydroxy-5-methylbenzaldehyde 
• 1761-40-6 N-5-methylsalicylidene-o-hydroxyaniline 
• 95-55-6 2-amino-phenol 
• 7310-95-4 2-Hydroxy-5-methylisophthalaldehyde 
• 91-04-3 2,6-bis(hydroxymethyl)-4-methylphenol 
• 76-05-1 trifluoroacetic acid 

Downstream Products

• 1275589-02-0 C₂₇H₂₄N₄O₂ 

Relevant articles and documents

NIR-emitting styryl dyes with large Stokes’ shifts for imaging application: From cellular plasma membrane, mitochondria to zebrafish neuromast

Near-infrared (NIR) emitting probes with very large Stokes' shifts play a crucial role in bioimaging applications, as the optical signals in this region exhibit high signal to background ratio and allow deeper tissue penetration. Herein we illustrate NIR-emitting probe 2 with very large Stokes' shifts (Δλ ≈ 260–272 nm) by integrating the excited-state intramolecular proton transfer (ESIPT) unit 2-(2′-hydroxyphenyl)benzoxazole (HBO) into a pyridinium derived cyanine. The ESIPT not only enhances the Stokes' shifts but also improves the quantum efficiency of the probe 2 (фfl = 0.27–0.40 in DCM). The application of 2 in live cells imaging reveals that compound 2 stains mitochondria in eukaryotic cells, normal human lungs fibroblast (NHLF), Zebrafish's neuromast hair cells, and support cells, and inner plasma membrane in prokaryotic cells, Escherichia coli (E. coli).

A fluorogenic probe based on chelation-hydrolysis-enhancement mechanism for visualizing Zn2+ in Parkinson's disease models

Developing efficient methods for the real-time detection of Zn2+ levels in biological systems is highly relevant to improving our understanding of the role of Zn2+ in the progression of Parkinson's disease (PD). In this work, a novel Schiff base based Zn2+ fluorescent probe (ZP) was designed, synthesized and systematically investigated. A significant turn-on effect on ZP upon the addition of Zn2+ was observed, accompanied by a blue-shift of the fluorescence spectra. ZP is sensitive to Zn2+ and has excellent selectivity against various biologically relevant cations, anions and amino acids. The sensing mechanism of ZP was studied by 1H NMR, MS, single crystal X-ray diffraction and theoretical calculations. The results showed that the response of ZP to Zn2+ was based on the chelation-hydrolysis-enhancement process. Upon bonding, Zn2+ hydrolyzes the Schiff base to an aldehyde precursor, the resulting aldehyde further coordinates to Zn2+ to form a more stable heterobimetallic complex leading to the emission enhancement and blue-shift. ZP was applied to imaging exogenous/endogenous Zn2+ in live HeLa cells. Furthermore, we successfully measured the Zn2+ levels using in vitro PD models, which provided a visualization method to better understand the relationship between Zn2+ levels and PD development.

A highly selective pyrophosphate sensor based on ESIPT turn-on in water

Pyrophosphate (PPi) is a biologically important target. A binuclear system 3?2Zn is found to selectively recognize PPi, leading to a ratiometric fluorescent sensor at pH 7.4 in water. The binding event triggered a large fluorescence response (～100 nm bath