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Merck

301450

Sigma-Aldrich

4-Bromomethyl-6,7-dimethoxycoumarin

96%

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About This Item

Fórmula empírica (notación de Hill):
C12H11BrO4
Número de CAS:
Peso molecular:
299.12
Beilstein/REAXYS Number:
4750487
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

96%

mp

212-216 °C (lit.)

fluorescence

λex 322; λem 395 (Reaction product with acetic acid)
λex 354 nm; λem 435 nm in methanol

functional group

bromo
ester

SMILES string

COc1cc2OC(=O)C=C(CBr)c2cc1OC

InChI

1S/C12H11BrO4/c1-15-10-4-8-7(6-13)3-12(14)17-9(8)5-11(10)16-2/h3-5H,6H2,1-2H3

InChI key

JGODLBJJCNQFII-UHFFFAOYSA-N

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Application

4-Bromomethyl-6,7-dimethoxycoumarin was used as fluorescent labeling reagent for the reversed-phase HPLC separation and detection of carboxylic acids. It was also used as derivatization reagent:
  • for quantitation of clofibric, bezafibric and fenofibric acids in liver by liquid chromatography
  • in determination of the concentration of tripeptide glutathione by matrix-assisted laser desorption ionization time-of-flight mass spectrometry
  • for determination of carboxylic acids in chromatographic detection

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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A P Starling et al.
The Biochemical journal, 304 ( Pt 2), 569-575 (1994-12-01)
On reconstitution of the Ca(2+)-ATPase of skeletal muscle sarcoplasmic reticulum into bilayers of dimyristoleoylphosphatidylcholine [di(C14:1)PC] or dinervonylphosphatidylcholine [di(C24:1)PC] the stoichiometry of Ca2+ binding changes from the usual two Ca2+ ions bound per ATPase molecule to one Ca2+ ion bound per
K A Dalton et al.
The Biochemical journal, 329 ( Pt 3), 637-646 (1998-03-07)
The sarcoplasmic reticulum of skeletal muscle contains anionic phospholipids as well as the zwitterionic phosphatidylcholine and phosphatidylethanolamine. Here we study the effects of anionic phospholipids on the activity of the Ca2+-ATPase purified from the membrane. Reconstitution of the Ca2+-ATPase into
H I Stefanova et al.
Biochemistry, 31(26), 6023-6031 (1992-07-07)
The (Ca(2+)-Mg2+)-ATPase of sarcoplasmic reticulum was labeled with 4-(bromomethyl)-6,7-dimethoxycoumarin. It was shown that a single cysteine residue (Cys-344) was labeled on the ATPase, with a 25% reduction in steady-state ATPase activity and no reduction in the steady-state rate of hydrolysis
Hsin-Liang Chen et al.
Proteins, 78(14), 2973-2983 (2010-08-26)
Kinetic measurement of protein folding is limited by the method used to trigger folding. Traditional methods, such as stopped flow, have a long mixing dead time and cannot be used to monitor fast folding processes. Here, we report a compound
Journal of Chromatography A, 269, 81-81 (1983)

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