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568856

Sigma-Aldrich

Fluorescein o-acrylate

95%

Synonym(s):

3’-Acryloxyspirobenzo[c]-furan[1,9’]xanthen-3-one, Acryloyloxy fluorescein

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About This Item

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Feifei Wang et al.
Polymers, 11(12) (2019-11-30)
In this study, we established a new fluorescent indicator platform. The responsive element consists of poly(N-isopropylacrylamide) nanospheres that include small percentages of fluorescein and a ligand, anilinodiacetate (phenylIDA). Nanosphere diameters were determined to be in the range from 50 to
A fluorescein-based probe with high selectivity to cysteine over homocysteine and glutathione
Wang H, et al.
Chemical Communications (Cambridge, England), 48(67), 8341-8343 (2012)
Devon A Bowser et al.
Biofabrication, 12(1), 015002-015002 (2019-09-06)
The high attrition rate of neuro-pharmaceuticals as they proceed to market necessitates the development of clinically-relevant in vitro neural microphysiological systems that can be utilized during the preclinical screening phase to assess the safety and efficacy of potential compounds. Historically
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)
Xia Wang et al.
Analytical and bioanalytical chemistry, 412(11), 2413-2421 (2020-02-13)
An ultrasensitive fluorescence biosensor for detecting cytokeratin fragment antigen 21-1 (CYFRA 21-1) DNA of non-small cell lung carcinoma (NSCLC) is designed using polysaccharide and activator regenerated by electron transfer atom transfer radical polymerization (ARGET ATRP) signal amplification strategy. Thiolated peptide

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