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39145

Sigma-Aldrich

N-(7-Dimethylamino-4-methyl-3-coumarinyl)maleimide

for fluorescence, ≥99.0% (HPLC)

Synonyme(s) :

DACM-3

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About This Item

Formule empirique (notation de Hill):
C16H14N2O4
Numéro CAS:
55145-14-7
Poids moléculaire :
298.29
Numéro Beilstein :
1545346
Numéro CE :
259-499-0
Numéro MDL:
MFCD00006863
Code UNSPSC :
12352200
ID de substance PubChem :
329755824

Qualité

for fluorescence

Pureté

≥99.0% (HPLC)

Pf

218-220 °C (lit.)

Fluorescence

λex 398 nm; λem 482 nm in 0.1 M phosphate pH 7.0 (after derivatization with 2-mercaptoethanol)

Chaîne SMILES 

CN(C)c1ccc2C(C)=C(N3C(=O)C=CC3=O)C(=O)Oc2c1

InChI

1S/C16H14N2O4/c1-9-11-5-4-10(17(2)3)8-12(11)22-16(21)15(9)18-13(19)6-7-14(18)20/h4-8H,1-3H3

Clé InChI

ADEORFBTPGKHRP-UHFFFAOYSA-N

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Autres remarques

Fluorescent reagent with high selectivity for protein thiols and with superior fluorescence and water solubility properties than dansyl chloride

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Certificats d'analyse (COA)

Lot/Batch Number
339956/1
352505/1
1144958

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Y. Kanaoka
Angewandte Chemie (International Edition in English), 89, 141-141 (1977)
Kuikui Wang et al.
Talanta, 84(2), 400-405 (2011-03-08)
A sensitive and selective method for the paraoxon detection based on enzyme inhibition and fluorescence quenching was presented in this study. Under the catalytic effect of acetylcholinesterase (AChE), acetylthiocholine (ATCh) hydrolysis released thiocholine (TCh) which could react with N-(7-dimethylamino-4-methylcoumarin-3-yl) maleimide
T Ohyashiki et al.
Journal of biochemistry, 115(2), 224-229 (1994-02-01)
The effects of lipid peroxidation on the SH reactivity of the proteins in porcine intestinal brush-border membranes were examined using a fluorogenic thiol reagent, N-[7-dimethyl-amino-4-methylcoumarinyl]maleimide (DACM) in relation to lipid organization. Changes in the lipid organization were assessed by measurement
L A Jurado et al.
Biochimica et biophysica acta, 1292(1), 188-196 (1996-01-04)
We studied the transition metal ion requirements for activity and sulfhydryl group reactivity in phospho enol pyruvate carboxykinase (PEP-carboxykinase; ATP:oxaloacetate carboxylase (transphosphorylating), EC 4.1.1.49), a key enzyme in the energy metabolism of the protozan parasite Trypanosoma (Schizotrypanum) cruzi. As for
M Hatanaka et al.
Biochimica et biophysica acta, 1209(1), 117-122 (1994-11-16)
Purified C9 with expected hemolytic and polymerizing activities was found to contain approximately 0.2 mol of sulfhydryl groups/mol of C9. By proteolysis of C9 with labeled SH groups, the SH residues on intact C9 were mapped to Cys-359 and Cys-384
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