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Sigma-Aldrich

N-(5-Fluoresceinyl)maleimide

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

Synonym(s):

5-Maleimido-fluorescein

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About This Item

Empirical Formula (Hill Notation):
C24H13NO7
CAS Number:
75350-46-8
Molecular Weight:
427.36
MDL number:
MFCD00077345
UNSPSC Code:
12352111
PubChem Substance ID:
329755743
NACRES:
NA.32

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

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

InChI key

AYDAHOIUHVUJHQ-UHFFFAOYSA-N

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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
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Sattasuk Kwanchanok et al.
Bioscience, biotechnology, and biochemistry, 75(10), 2001-2007 (2011-10-08)
Despite recent progress in fluorescence techniques employed to observe protein localization in living cells, the in vitro chloroplastic protein transport assay remains a useful tool for determining the destinations of proteins. Although an in vitro synthesized, radiolabeled precursor protein is
Chuck R Smallwood et al.
Molecular microbiology, 72(5), 1171-1180 (2009-05-13)
We studied the reactivity of 35 genetically engineered Cys sulphydryl groups at different locations in Escherichia coli FepA. Modification of surface loop residues by fluorescein maleimide (FM) was strongly temperature-dependent in vivo, whereas reactivity at other sites was much less
Robert E Dempski et al.
The Journal of biological chemistry, 281(47), 36338-36346 (2006-09-19)
The Na+/K+-ATPase maintains the physiological Na+ and K+ gradients across the plasma membrane in most animal cells. The functional unit of the ion pump is comprised of two mandatory subunits including the alpha-subunit, which mediates ATP hydrolysis and ion translocation
Michael Raba et al.
Journal of molecular biology, 382(4), 884-893 (2008-08-12)
Selected residues of transmembrane domain (TM) IX were previously shown to play key roles in ligand binding and transport in members of the Na(+)/solute symporter family. Using the Na(+)/proline transporter PutP as a model, a complete Cys scanning mutagenesis of
Vishakha Dastidar et al.
Journal of bacteriology, 189(15), 5550-5558 (2007-05-29)
In gram-negative bacteria, transporters belonging to the resistance-nodulation-cell division (RND) superfamily of proteins are responsible for intrinsic multidrug resistance. Haemophilus influenzae, a gram-negative pathogen causing respiratory diseases in humans and animals, constitutively produces the multidrug efflux transporter AcrB (AcrB(HI)). Similar
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