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Merck
CN

05019

7-Diethylamino-3-[N-(2-maleimidoethyl)carbamoyl]coumarin

BioReagent, suitable for fluorescence, ≥97.0% (HPLC)

Synonym(s):

MDCC

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About This Item

Empirical Formula (Hill Notation):
C20H21N3O5
CAS Number:
Molecular Weight:
383.40
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.32
MDL number:
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InChI key

IXQPRUQVJIJUEB-UHFFFAOYSA-N

InChI

1S/C20H21N3O5/c1-3-22(4-2)14-6-5-13-11-15(20(27)28-16(13)12-14)19(26)21-9-10-23-17(24)7-8-18(23)25/h5-8,11-12H,3-4,9-10H2,1-2H3,(H,21,26)

product line

BioReagent

assay

≥97.0% (HPLC)

suitability

suitable for fluorescence

Quality Level

Application

7-Diethylamino-3-[N-(2-maleimidoethyl)carbamoyl]coumarin is utilized as a fluoresencent biological sensing device . Used for real-time measurements for the release of inorganic phosphates during enzymatic reaction when MDCC is conjugated to a mutant phosphate-binding protein . Also, utilized for intramolecular fluorescence energy transfer (FRET) experiments .
Thiol-reactive probe for protein labelling

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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Martin R Webb
Molecular bioSystems, 3(4), 249-256 (2007-03-21)
Biosensors are becoming widely used both in basic research and in screening assays and reagentless sensors with fluorescent reporter groups attached to proteins form one class. This article describes the development of sensors for two small molecules, driven in particular
Maria M Martinez-Senac et al.
Biochemistry, 44(51), 16967-16976 (2005-12-21)
RecG is a DNA helicase involved in the repair of damage at a replication fork and catalyzes the reversal of the fork to a point beyond the damage in the template strand. It unwinds duplex DNA in reactions that are
Lyndon L E Salins et al.
Sensors and actuators. B, Chemical, 97(1), 81-89 (2004-03-06)
This work explores the potential use of a member of the periplasmic family of binding proteins, the phosphate binding protein (PBP), as the biorecognition element in a sensing scheme for the detection of inorganic phosphate (Pi). The selectivity of this
M Hirshberg et al.
Biochemistry, 37(29), 10381-10385 (1998-07-22)
Crystal structures are presented for the A197C mutant of Escherichia coli phosphate binding protein (PBP) and the same mutant labeled at Cys197 with N-[2-(1-maleimidyl)ethyl]-7-(diethylamino)coumarin-3-carboxamide (MDCC). Both proteins are complexed with inorganic phosphate. The latter molecule, MDCC-PBP, exhibits a large increase
M A Ferenczi et al.
Biophysical journal, 68(4 Suppl), 191S-192S (1995-04-01)
A new method for the measurement of phosphate release in contracting and relaxed permeabilized muscle fibers is described. The assay is based on a genetically engineered phosphate-binding protein labeled with a coumarin fluorescent probe, which binds inorganic phosphate tightly and

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