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103217

Sigma-Aldrich

Lumichrome

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Synonym(s):
7,8-Dimethylalloxazine
Empirical Formula (Hill Notation):
C12H10N4O2
CAS Number:
Molecular Weight:
242.23
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.47

form

powder, crystals or chunks

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

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1 of 4

This Item
249394390410283924
Lumichrome

Sigma-Aldrich

103217

Lumichrome

8-Hydroxyjulolidine 96%

Sigma-Aldrich

249394

8-Hydroxyjulolidine

mp

>300 °C (lit.)

mp

132-134 °C (lit.)

mp

>300 °C (lit.)

mp

-

λmax

350 nm, 392 nm (2nd)

λmax

-

λmax

424 nm

λmax

555 nm

application(s)

diagnostic assay manufacturing
hematology
histology

application(s)

diagnostic assay manufacturing
hematology
histology

application(s)

diagnostic assay manufacturing
hematology
histology

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

storage temp.

room temp

storage temp.

room temp

storage temp.

room temp

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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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.
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
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
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
Xiancheng Zeng et al.
The Journal of chemical physics, 130(16), 164111-164111 (2009-05-02)
A quantum mechanical/molecular mechanical minimum free energy path (QM/MM-MFEP) method was developed to calculate the redox free energies of large systems in solution with greatly enhanced efficiency for conformation sampling. The QM/MM-MFEP method describes the thermodynamics of a system on

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