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Merck

05019

Sigma-Aldrich

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

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

别名:

MDCC

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1 MG
$56.10
5 MG
$174.00

About This Item

经验公式(希尔记法):
C20H21N3O5
分子量:
383.40
MDL编号:
UNSPSC代码:
12352116
PubChem化学物质编号:
NACRES:
NA.32

$56.10


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产品线

BioReagent

方案

≥97.0% (HPLC)

适用性

suitable for fluorescence

SMILES字符串

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)

InChI key

IXQPRUQVJIJUEB-UHFFFAOYSA-N

应用

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]

象形图

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Warning

危险声明

危险分类

Acute Tox. 4 Oral

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Simone Kunzelmann et al.
The Journal of biological chemistry, 284(48), 33130-33138 (2009-10-06)
Nearly every cellular process requires the presence of ATP. This is reflected in the vast number of enzymes like kinases or ATP hydrolases, both of which cleave the terminal phosphate from ATP, thereby releasing ADP. Despite the fact that ATP
Robert A Phillips et al.
Biochemistry, 42(13), 3956-3965 (2003-04-02)
Individual rate constants have been determined for each step of the Ras.GTP hydrolysis mechanism, activated by neurofibromin. Fluorescence intensity and anisotropy stopped-flow measurements used the fluorescent GTP analogue, mantGTP (2'(3')-O-(N-methylanthraniloyl)GTP), to determine rate constants for binding and release of neurofibromin.
Adam Shutes et al.
Methods in enzymology, 407, 9-22 (2006-06-08)
Ras proteins are small GTPases that exhibit high-affinity binding to GDP and GTP and hydrolyze bound GTP to GDP. The intrinsic GTPase activity of Ras proteins is accelerated by GTPase activating proteins (GAPs), which act to attenuate GTPase signaling by
Z He et al.
Biophysical journal, 75(5), 2389-2401 (1998-10-28)
Inorganic phosphate (Pi) release was determined by means of a fluorescent Pi-probe in single permeabilized rabbit soleus and psoas muscle fibers. Measurements of Pi release followed photoliberation of approximately 1.5 mM ATP by flash photolysis of NPE-caged ATP in the
A Vandecandelaere et al.
Biochemistry, 38(25), 8179-8188 (1999-07-01)
The molecular mechanism underlying microtubule dynamic instability depends on the relationship between the addition of tubulin-GTP to a growing microtubule and its hydrolysis in the microtubule lattice to tubulin-GDP, with release of inorganic phosphate (Pi). Since this relationship remains controversial

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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