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568864

Sigma-Aldrich

Fluorescein O-methacrylate

95%

Synonym(s):

3′-Methacryloxyspirobenzo[c]-furan[1,9’]xanthen-3-one, Methacryloyloxy fluorescein

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About This Item

Empirical Formula (Hill Notation):
C24H16O6
CAS Number:
480439-15-4
Molecular Weight:
400.38
MDL number:
MFCD04974071
UNSPSC Code:
12352103
PubChem Substance ID:
24880228
NACRES:
NA.23

Quality Level

100

Assay

95%

form

solid

mp

227-232 °C (lit.)

λmax

490 nm

storage temp.

2-8°C

SMILES string

CC(=C)C(=O)Oc1ccc2c(Oc3cc(O)ccc3C24OC(=O)c5ccccc45)c1

InChI

1S/C24H16O6/c1-13(2)22(26)28-15-8-10-19-21(12-15)29-20-11-14(25)7-9-18(20)24(19)17-6-4-3-5-16(17)23(27)30-24/h3-12,25H,1H2,2H3

InChI key

YMHPNLUYVDEYCI-UHFFFAOYSA-N

Related Categories

General description

Fluorescein O-methacrylate is a pH sensitive dye with a fluorescent monomer. It can be characterized by an excitation spectra at 490 nm and an emission spectra at 520 nm. It has fluorescein that acts as an indicator with the least negative charges. Its properties include biocompatibility, non-toxicity and good dispersion in aqueous solution.

Application

Fluorescein O-methacrylate can be used as a marker that can be incorporated into the nanoparticle complexes for biological applications. It forms environmentally responsive materials that can be used as probes for cellular imaging.
Fluorescent monomer

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000272064
0000246769
0000183542
MKCH1666

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Synthesis and characterization of multifunctional Fe3O4/poly (fluorescein O-methacrylate) core/shell nanoparticles
Govindaiah P, et al.
Journal of Colloid and Interface Science, 379(1), 27-32 (2012)
Zhenhua Li et al.
Nanoscale, 9(40), 15407-15415 (2017-10-05)
Protein modified functional surfaces have been applied extensively in the field of biomaterials and medicine. Regulation of the amount and activity of proteins on the material surface is always a challenge and a key research issue. A multifunctional micro/nano-composite based
Disposable fluorescence optical pH sensor for near neutral solutions
Ferrari L, et al.
Sensors, 13(1), 484-499 (2013)
Functionalized plasmonic- fluorescent nanoparticles for imaging and detection
Saha A, et al.
The Journal of Physical Chemistry C, 113(43), 18492-18498 (2009)
Fanny Joubert et al.
Materials (Basel, Switzerland), 12(17) (2019-08-28)
We compared the influence of the polymerization mechanism onto the physical characteristics of thermoresponsive hydrogels. The Poly(N-isopropylacrylamide) (PNIPAAm) hydrogels were successfully synthesized using reversible addition-fragmentation chain-transfer (RAFT) and free radical polymerization (FRP). The gels were prepared while using different crosslinker
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