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
EC Number:
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.47
form
powder, crystals or chunks
Quality Level
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
SMILES string
Cc1cc2nc3NC(=O)NC(=O)c3nc2cc1C
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)
InChI key
ZJTJUVIJVLLGSP-UHFFFAOYSA-N
Related Categories
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.
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.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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
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
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.
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
Carlo Ignazio Giovanni Tuberoso et al.
Food chemistry, 135(3), 1985-1990 (2012-09-08)
Riboflavin (vitamin B(2)) and its metabolite lumichrome were quantified in 117 samples from 11 unifloral honeys types (Arbutus unedo L., Asphodelus microcarpus Salzm. et Viv., Citrus spp., Eucalyptus spp., Hedysarum coronarium L., Castanea sativa L. honeydew, Mentha spp., Paliurus spina-christi.
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