05019
7-Diethylamino-3-[N-(2-maleimidoethyl)carbamoyl]coumarin
suitable for fluorescence, BioReagent, ≥97.0% (HPLC)
Synonym(s):
MDCC
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About This Item
Empirical Formula (Hill Notation):
C20H21N3O5
CAS Number:
Molecular Weight:
383.40
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.32
Recommended Products
product line
BioReagent
Quality Level
Assay
≥97.0% (HPLC)
suitability
suitable for fluorescence
SMILES string
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
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
Signal Word
Warning
Hazard Statements
Hazard Classifications
Acute Tox. 4 Oral
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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
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
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We show that T7 DNA polymerase exists in three distinct structural states, as reported by a conformationally sensitive fluorophore attached to the recognition (fingers) domain. The conformational change induced by a correct nucleotide commits the substrate to the forward reaction
Z H He et al.
The Journal of physiology, 501 ( Pt 1), 125-148 (1997-05-15)
1. The rate of appearance of inorganic phosphate (Pi) and hence the ATPase activity of rabbit psoas muscle in single permeabilized muscle fibres initially in rigor was measured following laser flash photolysis of the P3-1-(2-nitrophenyl)ethyl ester of ATP (NPE-caged ATP)
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This communication describes the development of a thiamin sensor based on the bacterial thiamin binding protein. A triple mutant (C48S, C50S, S62C) of TbpA was labeled on C62 with N-[2-(L-maleimidyl)ethyl]-7-(diethylamino)coumarin-3-carboxamide (MDCC). Thiamin binding to this protein reduced the coumarin fluorescence
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