Synonym
Lumiflavin; Lumilactoflavin; Lumiflavine
IUPAC/Chemical Name
7,8,10-Trimethylbenzo[g]pteridine-2,4-dione
InChi Key
KPDQZGKJTJRBGU-UHFFFAOYSA-N
InChi Code
InChI=1S/C13H12N4O2/c1-6-4-8-9(5-7(6)2)17(3)11-10(14-8)12(18)16-13(19)15-11/h4-5H,1-3H3,(H,16,18,19)
SMILES Code
O=C(N1)N=C2N(C)C3=CC(C)=C(C)C=C3N=C2C1=O
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
Biological target:
Lumiflavin (Lumiflavine), a riboflavine analog, can be used to detect riboflavine uptake.
In vitro activity:
Results showed that the development of DDP-resistant OVCAR-3 cells was related to the increase in the proportion of CSCs/DDP, and the treatment with lumiflavin reduced the DDP-resistance levels of OVCAR-3 cells and proportion of CSCs/DDP.
Reference: Front Oncol. 2022 May 20;12:859275. https://pubmed.ncbi.nlm.nih.gov/35669418/
In vivo activity:
Meanwhile, in vivo experiments showed that lumiflavin dose-dependently enhanced the chemotherapy effect of DDP on tumor-bearing nude mice inoculated by CSCs/DDP. Lumiflavin treatment also reduced the ratio of CD133+/CD177+ to CD44+/CD24 cells, which is the identification of CSCs, in CSCs/DDP.
Reference: Front Oncol. 2022 May 20;12:859275. https://pubmed.ncbi.nlm.nih.gov/35669418/
Preparing Stock Solutions
The following data is based on the
product
molecular weight
256.27
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
Formulation protocol:
1. Yang R, Liu B, Yang M, Xu F, Wu S, Zhao S. Lumiflavin Reduces Cisplatin Resistance in Cancer Stem-Like Cells of OVCAR-3 Cell Line by Inducing Differentiation. Front Oncol. 2022 May 20;12:859275. doi: 10.3389/fonc.2022.859275. PMID: 35669418; PMCID: PMC9163659.
In vitro protocol:
1. Yang R, Liu B, Yang M, Xu F, Wu S, Zhao S. Lumiflavin Reduces Cisplatin Resistance in Cancer Stem-Like Cells of OVCAR-3 Cell Line by Inducing Differentiation. Front Oncol. 2022 May 20;12:859275. doi: 10.3389/fonc.2022.859275. PMID: 35669418; PMCID: PMC9163659.
In vivo protocol:
1. Yang R, Liu B, Yang M, Xu F, Wu S, Zhao S. Lumiflavin Reduces Cisplatin Resistance in Cancer Stem-Like Cells of OVCAR-3 Cell Line by Inducing Differentiation. Front Oncol. 2022 May 20;12:859275. doi: 10.3389/fonc.2022.859275. PMID: 35669418; PMCID: PMC9163659.
1: Ahmad I, Anwar Z, Sheraz MA, Ahmed S, Khattak SU. Stability-indicating spectrofluorimetric method for the assay of riboflavin and photoproducts: Kinetic applications. Luminescence. 2018 Sep;33(6):1070-1080. doi: 10.1002/bio.3510. Epub 2018 Jul 8. PubMed PMID: 29984449.
2: Ahmad I, Mirza T, Anwar Z, Ejaz MA, Sheraz MA, Ahmed S. Multicomponent spectrofluorimetric method for the assay of formylmethylflavin and its hydrolytic products: Kinetic applications. Spectrochim Acta A Mol Biomol Spectrosc. 2018 Dec 5;205:540-550. doi: 10.1016/j.saa.2018.07.066. Epub 2018 Jul 25. PubMed PMID: 30075434.
3: Scheurer M, Herbst MF, Reinholdt P, Olsen JMH, Dreuw A, Kongsted J. Polarizable Embedding Combined with the Algebraic Diagrammatic Construction: Tackling Excited States in Biomolecular Systems. J Chem Theory Comput. 2018 Sep 11;14(9):4870-4883. doi: 10.1021/acs.jctc.8b00576. Epub 2018 Aug 22. PubMed PMID: 30086234.
4: Kar RK, Borin V, Ding Y, Matysik J, Schapiro I. Spectroscopic Properties of Lumiflavin: A Quantum Chemical Study. Photochem Photobiol. 2018 Sep 26. doi: 10.1111/php.13023. [Epub ahead of print] PubMed PMID: 30257038.
5: Monteverde D, Sylvan J, Suffridge C, Baronas JJ, Fichot E, Fuhrman J, Berelson WM, Sanudo-Wilhelmy S. Distribution of extracellular flavins in a coastal marine basin and their relationship to redox gradients and microbial community members. Environ Sci Technol. 2018 Sep 27. doi: 10.1021/acs.est.8b02822. [Epub ahead of print] PubMed PMID: 30257556.
6: Mirza T, Anwar Z, Ejaz MA, Ahmed S, Sheraz MA, Ahmad I. Multicomponent spectrofluorimetric method for the assay of carboxymethylflavin and its hydrolytic products: kinetic applications. Luminescence. 2018 Sep 27. doi: 10.1002/bio.3549. [Epub ahead of print] PubMed PMID: 30259653.
