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05019

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

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

Synonym(s):

MDCC

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5 mg
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$154.00

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:

$154.00


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product line

BioReagent

Quality Segment

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

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 .

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G762700062107M9307
suitability

suitable for fluorescence

suitability

-

suitability

-

suitability

-

Quality Level

100

Quality Level

200

Quality Level

100

Quality Level

200

assay

≥97.0% (HPLC)

assay

≥90%

assay

-

assay

-

product line

BioReagent

product line

-

product line

-

product line

-


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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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



Global Trade Item Number

SKUGTIN
1483185-10MG04061833852651
150215-5G04061831818727
PHR3071-25MG04065266899955
150215-1G04061825583037
05019-1MG-F04061823353243
05019-5MG-F04061833488553

Questions

  1. What do the excitation/emission peaks of this dye look like?

    1 answer
    1. The product specification requires an emission wavelength range of 460-470nm. The product is not screened for excitation wavelength, however it is expected to fall within a range of 416 to 425 nm. The compound is typically used for real-time measurements for the release of inorganic phosphates during enzymatic reaction when MDCC is conjugated to a mutant phosphate-binding protein . Please see the link below to review a publication that may be of interest:
      https://pubs.acs.org/doi/10.1021/bi9804277

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