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Merck

38132

N-(5-Fluoresceinyl)maleimide

suitable for fluorescence, ≥90% (HPLC), BioReagent

Synonym(s):

5-Maleimido-fluorescein

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About This Item

Empirical Formula (Hill Notation):
C24H13NO7
CAS Number:
Molecular Weight:
427.36
NACRES:
NA.32
PubChem Substance ID:
UNSPSC Code:
12352111
MDL number:
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InChI key

AYDAHOIUHVUJHQ-UHFFFAOYSA-N

SMILES string

Oc1ccc2c(Oc3cc(O)ccc3C24OC(=O)c5cc(ccc45)N6C(=O)C=CC6=O)c1

InChI

1S/C24H13NO7/c26-13-2-5-17-19(10-13)31-20-11-14(27)3-6-18(20)24(17)16-4-1-12(9-15(16)23(30)32-24)25-21(28)7-8-22(25)29/h1-11,26-27H

product line

BioReagent

assay

≥90% (HPLC)

fluorescence

λex 490 nm; λem 518 nm in 0.1 M Tris pH 8.0

suitability

corresponds for coupling to thiols, suitable for fluorescence

storage temp.

2-8°C

Quality Level

General description

N-(5-Fluoresceinyl) maleimide, also known as fluorescein-5-maleimide (FM), is a fluorescent derivatization reagent. The pH during the derivatization reaction plays a critical role.

Application

N-(5-Fluoresceinyl) maleimide or fluorescein-5-maleimide is used as a fluorescent biosensor to detect nanoparticles.

N-(5-Fluoresceinyl) maleimide (5-FM) is used to fluorescence label molecules such as proteins and peptides via their thiol groups.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Karl A Hassan et al.
Biochemistry, 45(51), 15661-15669 (2006-12-21)
The staphylococcal TetA(K) tetracycline exporter is classified within the major facilitator superfamily of transport proteins and contains 14 alpha-helical transmembrane segments (TMS). Using cysteine-scanning mutagenesis, 27 amino acid residues across and flanking putative TMS 10 of the TetA(K) transporter were
Di Zhou et al.
Macromolecular bioscience, 12(4), 465-474 (2012-04-13)
Branched poly(methoxy-PEG acrylate) and thermally responsive poly(methoxy-PEG acrylate)-block-poly(N-isopropylacrylamide) are synthesized by RAFT polymerization. After reduction, these polymers are fluorescently labeled by reacting the free thiol groups with N-(5-fluoresceinyl)maleimide. As shown by DLS, the labeled copolymer poly(methoxy-PEG acrylate)-block-poly(N-isopropylacrylamide) forms nanoparticles at
C Chassaing et al.
Journal of chromatography. B, Biomedical sciences and applications, 735(2), 219-227 (2000-02-12)
A new sensitive and rapid capillary electrophoresis (CE) assay for measuring reduced and oxidized thiols in human plasma has been developed. To prevent oxidation of the thiols, whole blood was immediately centrifuged after collection and the plasma proteins were precipitated
Michal Sharoni et al.
The Journal of biological chemistry, 280(38), 32849-32855 (2005-07-29)
EmrE is a small multidrug transporter in Escherichia coli that extrudes various positively charged drugs across the plasma membrane in exchange with protons, thereby rendering cells resistant to these compounds. Biochemical experiments indicate that the basic functional unit of EmrE
Linda Ojemyr et al.
Biochemistry, 48(10), 2173-2179 (2009-01-27)
Proton transport across biological membranes is a key step of the energy conservation machinery in living organisms, and it has been proposed that the membrane itself plays an important role in this process. In the present study we have investigated

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