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05019

Sigma-Aldrich

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

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

Sinonimo/i:

MDCC

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1 MG
39,10 €
5 MG
134,00 €

About This Item

Formula empirica (notazione di Hill):
C20H21N3O5
Numero CAS:
Peso molecolare:
383.40
Numero MDL:
Codice UNSPSC:
12352116
ID PubChem:
NACRES:
NA.32

39,10 €


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Nome Commerciale

BioReagent

Livello qualitativo

Saggio

≥97.0% (HPLC)

Compatibilità

suitable for fluorescence

Stringa SMILE

CCN(CC)c1ccc2C=C(C(=O)NCCN3C(=O)C=CC3=O)C(=O)Oc2c1
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)
IXQPRUQVJIJUEB-UHFFFAOYSA-N

Applicazioni

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[1]

Pittogrammi

Exclamation mark

Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

Acute Tox. 4 Oral

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

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
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
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
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

Domande

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

    1 risposta
    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

      Utile?

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