39145
N-(7-Dimethylamino-4-methyl-3-coumarinyl)maleimide
≥99.0% (HPLC)
Synonym(s):
DACM-3
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About This Item
Empirical Formula (Hill Notation):
C16H14N2O4
CAS Number:
Molecular Weight:
298.29
EC Number:
259-499-0
UNSPSC Code:
12352200
PubChem Substance ID:
Beilstein/REAXYS Number:
1545346
MDL number:
InChI key
ADEORFBTPGKHRP-UHFFFAOYSA-N
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
SMILES string
CN(C)c1ccc2C(C)=C(N3C(=O)C=CC3=O)C(=O)Oc2c1
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)
suitability
suitable for fluorescence
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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
Regulatory Information
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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
G Bottiroli et al.
Cytometry, 15(2), 106-116 (1994-02-01)
The dyes N-(-7-dimethyl-amino-4-methyl-coumarinyl) maleimide and propidium iodide, specific for the thiol group and DNA, respectively, were considered as a donor-acceptor couple suitable for investigating "in situ" the relative spatial distribution of DNA and protamines in mouse spermatozoa chromatin. The two
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
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