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05019

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

Name: 7-Diethylamino-3-[<I>N</I>-(2-maleimidoethyl)carbamoyl]coumarin
Brand: SIGMA

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

Synonym(s):

MDCC

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About This Item

Empirical Formula (Hill Notation):

C₂₀H₂₁N₃O₅

CAS Number:

156571-46-9

Molecular Weight:

383.40

UNSPSC Code:

12352116

PubChem Substance ID:

329748005

NACRES:

NA.32

MDL number:

MFCD07366642

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Properties

product line

BioReagent

Quality Segment

100

assay

≥97.0% (HPLC)

suitability

suitable for fluorescence

SMILES string

CCN(CC)c1ccc2C=C(C(=O)NCCN3C(=O)C=CC3=O)C(=O)Oc2c1

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)

InChI key

IXQPRUQVJIJUEB-UHFFFAOYSA-N

Description

Application

Thiol-reactive probe for protein labelling

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 .

pictograms

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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Phosphate binding protein as the biorecognition element in a biosensor for phosphate.

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

Mechanism of translocation and kinetics of DNA unwinding by the helicase RecG.

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

Crystal structure of phosphate binding protein labeled with a coumarin fluorophore, a probe for inorganic phosphate.

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

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Global Trade Item Number

SKU	GTIN
PHR3071-25MG	04065266899955
150215-1G	04061825583037
1483185-10MG	04061833852651
150215-5G	04061831818727
05019-5MG-F	04061833488553
05019-1MG-F	04061823353243