Synonym
5-Deaza-fmn; 5-Deazariboflavin-5'-phosphate; Deazafmn.
IUPAC/Chemical Name
D-Ribitol, 1-deoxy-1-(3,4-dihydro-7,8-dimethyl-2,4-dioxopyrimido(4,5-b)quinolin-10(2H)-yl)-, 5-(dihydrogen phosphate)
InChi Key
LAWFKZVKVIYTAR-ZNMIVQPWSA-N
InChi Code
InChI=1S/C18H22N3O9P/c1-8-3-10-5-11-16(19-18(26)20-17(11)25)21(12(10)4-9(8)2)6-13(22)15(24)14(23)7-30-31(27,28)29/h3-5,13-15,22-24H,6-7H2,1-2H3,(H,20,25,26)(H2,27,28,29)/t13-,14+,15-/m0/s1
SMILES Code
O[C@H]([C@@H]([C@@H](COP(O)(O)=O)O)O)CN1C(C(C(N2)=O)=CC3=C1C=C(C)C(C)=C3)=NC2=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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
455.36
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 |
1: Kittleman W, Thibodeaux CJ, Liu YN, Zhang H, Liu HW. Characterization and mechanistic studies of type II isopentenyl diphosphate:dimethylallyl diphosphate isomerase from Staphylococcus aureus. Biochemistry. 2007 Jul 17;46(28):8401-13. Epub 2007 Jun 22. PubMed PMID: 17585782; PubMed Central PMCID: PMC2515275.
2: Seedorf H, Kahnt J, Pierik AJ, Thauer RK. Si-face stereospecificity at C5 of coenzyme F420 for F420H2 oxidase from methanogenic Archaea as determined by mass spectrometry. FEBS J. 2005 Oct;272(20):5337-42. PubMed PMID: 16218963.
3: Dürr H, Salomon M, Rüdiger W. Chromophore exchange in the LOV2 domain of the plant photoreceptor phototropin1 from oat. Biochemistry. 2005 Mar 1;44(8):3050-5. PubMed PMID: 15723549.
4: Osborne A, Thorneley RN, Abell C, Bornemann S. Studies with substrate and cofactor analogues provide evidence for a radical mechanism in the chorismate synthase reaction. J Biol Chem. 2000 Nov 17;275(46):35825-30. PubMed PMID: 10956653.
5: Macheroux P, Bornemann S, Ghisla S, Thorneley RN. Studies with flavin analogs provide evidence that a protonated reduced FMN is the substrate-induced transient intermediate in the reaction of Escherichia coli chorismate synthase. J Biol Chem. 1996 Oct 18;271(42):25850-8. PubMed PMID: 8824216.
6: Vermilion JL, Ballou DP, Massey V, Coon MJ. Separate roles for FMN and FAD in catalysis by liver microsomal NADPH-cytochrome P-450 reductase. J Biol Chem. 1981 Jan 10;256(1):266-77. PubMed PMID: 6778861.
