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Merck
CN

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:
75350-46-8
Molecular Weight:
427.36
NACRES:
NA.32
PubChem Substance ID:
329755743
UNSPSC Code:
12352111
MDL number:
MFCD00077345

Key Documents

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Product Name

N-(5-Fluoresceinyl)maleimide, suitable for fluorescence, ≥90% (HPLC), BioReagent

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

100

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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.

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.

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL4623
BCCJ6148
BCCG4444
BCCD8700
BCBR7577V

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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
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
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
Oluyemi Akinloye et al.
Analytical and bioanalytical chemistry, 409(4), 903-915 (2016-12-03)
The ability to detect and quantify nanoparticles is essential but there is currently no simple, sensitive, and rapid method for the detection of nanomaterials. We have developed a novel peptide-based fluorescence-based biosensor for detection and measurement of negatively charged engineered
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
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