103217
Lumichrome
Synonym(s):
7,8-Dimethylalloxazine
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About This Item
Empirical Formula (Hill Notation):
C12H10N4O2
CAS Number:
Molecular Weight:
242.23
NACRES:
NA.47
PubChem Substance ID:
UNSPSC Code:
12171500
EC Number:
214-120-8
MDL number:
InChI key
ZJTJUVIJVLLGSP-UHFFFAOYSA-N
InChI
1S/C12H10N4O2/c1-5-3-7-8(4-6(5)2)14-10-9(13-7)11(17)16-12(18)15-10/h3-4H,1-2H3,(H2,14,15,16,17,18)
SMILES string
Cc1cc2nc3NC(=O)NC(=O)c3nc2cc1C
form
powder, crystals or chunks
technique(s)
titration: suitable
mp
>300 °C (lit.)
λmax
350 nm, 392 nm (2nd)
application(s)
diagnostic assay manufacturing
hematology
histology
storage temp.
room temp
Quality Level
Related Categories
Application
Lumichrome is suitable as a fluorescence probe, metal ion sensor, and may be used for the inactivation of biological contaminants. Its applications are also seen in memory and semiconductor devices.
General description
Lumichrome (7,8-Dimethylalloxazine) is a natural metabolite of riboflavin. It is a flourescent photoproduct of riboflavin degradation. It is known to be an effective photosensitizer and a fluorescent dye.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Wajahatullah Khan et al.
Journal of plant physiology, 165(13), 1342-1351 (2008-01-15)
The foliar application of Nod factor [Nod Bj V (C(18:1), MeFuc)] enhanced (P<0.05) the photosynthetic rate of corn; the increases were 36%, 23% and 12% for 10(-6), 10(-8) and 10(-10)M treated plants, respectively. Similarly, lumichrome at 10(-5) and 10(-6)M stimulated
Lumichrome and phenyllactic acid as chemical markers of thistle (Galactites tomentosa Moench) honey.
Carlo I G Tuberoso et al.
Journal of agricultural and food chemistry, 59(1), 364-369 (2010-12-04)
HPLC-DAD-MS/MS chromatograms of thistle (Galactites tomentosa Moench) unifloral honeys, previously selected by sensory evaluation and melissopalynological analysis, showed high levels of two compounds. One was characterized as phenyllactic acid, a common acid found in honeys, but the other compound was
N Shaemningwar Moyon et al.
The journal of physical chemistry. A, 115(12), 2456-2464 (2011-03-11)
Fluorescence solvatochromism of lumichrome (LC) was studied by steady-state and time-resolved fluorescence spectroscopy. The excited-state properties of LC do not show any correlation with solvent polarity, however, reasonably good correlation with solvent E(T)(30) parameter was observed. A quantitative estimation of
Dorota Prukała et al.
The journal of physical chemistry. A, 116(28), 7474-7490 (2012-06-27)
Lumichrome photophysical properties at different pH were characterized by UV-vis spectroscopy and steady-state and time-resolved fluorescence techniques, in four forms of protonation/deprotonation: neutral form, two monoanions, and dianion. The excited-state lifetimes of these forms of lumichrome were measured and discussed.
Iqbal Ahmad et al.
International journal of pharmaceutics, 280(1-2), 199-208 (2004-07-22)
The kinetics of photolysis of aqueous riboflavin solutions on UV and visible irradiation has been studied in the pH range 1-12 using a specific multicomponent spectrophotometric method for the simultaneous determination of riboflavin and its major photoproducts (formylmethylflavin, lumichrome and
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