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Sigma-Aldrich

Fluorescein o-acrylate

95%

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Synonym(s):
3’-Acryloxyspirobenzo[c]-furan[1,9’]xanthen-3-one, Acryloyloxy fluorescein
Empirical Formula (Hill Notation):
C23H14O6
CAS Number:
Molecular Weight:
386.35
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23

Quality Level

Assay

95%

form

solid

mp

231-233 °C (lit.)

λmax

490 nm

storage temp.

2-8°C

SMILES string

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

InChI

1S/C23H14O6/c1-2-21(25)27-14-8-10-18-20(12-14)28-19-11-13(24)7-9-17(19)23(18)16-6-4-3-5-15(16)22(26)29-23/h2-12,24H,1H2

InChI key

VYLDMXSRCVCHNE-UHFFFAOYSA-N

General description

Fluorescein o-acrylate is a fluorescent monomer with high quantum efficiency in aqueous media. Its excitation and emission wavelength are in the range of visible light. It can be copolymerized with a variety of monomers such as acrylic acid, styrene and acrylamide which facilitate the attachment of fluorescein with macromolecules.

Application

Fluorescein o-acrylate can be used in the formation of fluorescent probes for application in bio-imaging. It can also be used in the synthesis of molecularly imprinted polymers (MIPs). It also facilitates the demarcation of different layers in fluorescence microscopy.
Fluorescent monomer

Pictograms

Exclamation markEnvironment

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Chemical Communications (Cambridge, England), 48(67), 8341-8343 (2012)
Fluorescent molecularly imprinted polymer film binds glucose with a concomitant changes in fluorescence
Manju S, et al.
Biosensors And Bioelectronics, 26(2), 894-897 (2010)
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Biofabrication, 12(1), 015002-015002 (2019-09-06)
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Analytical and bioanalytical chemistry, 412(11), 2413-2421 (2020-02-13)
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