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39145

Sigma-Aldrich

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

for fluorescence, ≥99.0% (HPLC)

Sinónimos:

DACM-3

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About This Item

Fórmula empírica (notación de Hill):
C16H14N2O4
Número de CAS:
55145-14-7
Peso molecular:
298.29
Beilstein/REAXYS Number:
1545346
EC Number:
259-499-0
MDL number:
MFCD00006863
UNSPSC Code:
12352200
PubChem Substance ID:
329755824

grade

for fluorescence

assay

≥99.0% (HPLC)

mp

218-220 °C (lit.)

fluorescence

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

SMILES string

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

InChI key

ADEORFBTPGKHRP-UHFFFAOYSA-N

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Other Notes

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

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Y. Kanaoka
Angewandte Chemie (International Edition in English), 89, 141-141 (1977)
S Murase et al.
Biochemical and biophysical research communications, 195(3), 1159-1164 (1993-09-30)
Our previous studies suggested that in a tetrameric enzyme aspartase, Cys-140 and Trp-430 are located at or near the catalytic and activator sites, respectively. To estimate the distance between these two sites, fluorescence energy transfer between a single tryptophan (Trp-430)
M Kanamori et al.
The Journal of dermatology, 17(9), 559-563 (1990-09-01)
A case of infantile digital fibromatosis was studied with regard to the distribution of -SH groups and SS linkages, using N-(7-dimethylamino-4-methyl-3-coumarinyl) maleimide (DACM) stain. Tumor cells showed a strong fluorescence in the cytoplasm from the -SH stain. A brilliant -SH
T Oba et al.
The American journal of physiology, 259(5 Pt 1), C709-C714 (1990-11-01)
To examine the molecular mechanism underlying contractile activation, we studied effects of a sulfhydryl reagent, N-(7-dimethylamino-4-methylcoumarinyl)maleimide (DACM), on twitch, Ag(+)-induced contraction, and K+ and caffeine contractures in single toe muscle fibers of frog. DACM suppressed twitch and Ag(+)-induced contraction, dose
T A Kennedy et al.
The Journal of biological chemistry, 269(44), 27357-27364 (1994-11-04)
The importance of cysteine residues in the cyclooxygenase activity of prostaglandin endoperoxide synthase (PGHS) was investigated using cysteine-specific reagents and site-directed mutagenesis. N-(7-Dimethyl-amino-4-methyl-3-coumarinyl)maleimide (DACM), a hydrophobic maleimide, inactivated both cyclooxygenase and peroxidase activities of apoPGHS in a time-dependent manner but
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