| Identification | Back Directory | [Name]
Russupteridine IV | [CAS]
2535-20-8 | [Synonyms]
Russupteridine IV 6,7-Dimethylribityl 6,7-DiMethylriboluMazine Riboflavin EP Impurity C 6,7-DiMethylribityl LuMazine Riboflavin(VB2) EP Impurity C 6,7-DiMethyl-8-(D-ribityl)luMazine 6,7-DiMethyl-8-(1'-D-ribityl)luMazine Riboflavin Impurity 3 (Riboflavin EP Impurity C) Riboflavin EP Impurity C 6,7-Dimethylribityl Lumazine 6,7-DiMethyl-8-(D-ribo-2,3,4,5-tetrahydroxypentyl)luMazine 1-Deoxy-1-(3,4-dihydro-6,7-diMethyl-2,4-dioxo-8(2H)-pteridinyl)-D-ribitol D-Ribitol, 1-deoxy-1-(3,4-dihydro-6,7-dimethyl-2,4-dioxo-8(2H)-pteridinyl)- 1-Deoxy-1-(6,7-dimethyl-2,4-dioxo-2,3,4,8-tetrahydropteridin-8-yl)-D-ribitol 6,7-Dimethyl-8-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]pteridine-2,4(3H,8H)-dione [2S-(2R*,3R*,4S*)]-6,7-DiMethyl-8-(2,3,4,5-tetrahydroxypentyl)-2,4(1H,3H)-pteridinedione | [Molecular Formula]
C13H18N4O6 | [MDL Number]
MFCD28975786 | [MOL File]
2535-20-8.mol | [Molecular Weight]
326.31 |
| Chemical Properties | Back Directory | [Melting point ]
272-274 °C (decomp) | [density ]
1.70±0.1 g/cm3(Predicted) | [storage temp. ]
Amber Vial, -20°C Freezer, Under inert atmosphere | [solubility ]
DMSO (Slightly), Water (Slightly) | [form ]
Solid | [pka]
9.39±0.70(Predicted) | [color ]
Dark Yellow to Very Dark Brown | [Stability:]
Light Sensitive | [InChI]
InChI=1S/C13H18N4O6/c1-5-6(2)17(3-7(19)10(21)8(20)4-18)11-9(14-5)12(22)16-13(23)15-11/h7-8,10,18-21H,3-4H2,1-2H3,(H,16,22,23)/t7-,8+,10-/m0/s1 | [InChIKey]
SXDXRJZUAJBNFL-XKSSXDPKSA-N | [SMILES]
C(N1C(=C(N=C2C(NC(N=C12)=O)=O)C)C)[C@H](O)[C@H](O)[C@H](O)CO |
| Hazard Information | Back Directory | [Description]
6,7-dimethyl-8-Ribityllumazine (DMRL) is a natural chromophore of lumazine protein (LumP), a fluorescent accessory protein that induces a blue shift (495 to 475 nm) in luciferase emission wavelengths in bioluminescent Photobacterium. DMRL binds noncovalently to both the N- and C-terminal domains of LumP. It is also a biosynthetic precursor of riboflavin and substrate of riboflavin synthase. | [Uses]
6,7-Dimethyl-8-ribityllumazine serves as fluorophore in Lumazine (L473800) proteins (LumP) of luminescent bacteria. | [Definition]
ChEBI: 6,7-dimethyl-8-(1-D-ribityl)lumazine is the pteridine that is lumazine substituted with methyl groups at C-6 and -7 and with a 1-D-ribityl group on N-8. It has a role as an Escherichia coli metabolite and a cofactor. It is functionally related to a lumazine and a ribitol. It is a conjugate acid of a 6,7-dimethyl-8-(1-D-ribityl)lumazine(1-). | [References]
[1] YUICHI SATO. Crystal structures of the lumazine protein from Photobacterium kishitanii in complexes with the authentic chromophore, 6,7-dimethyl- 8-(1’-D-ribityl) lumazine, and its analogues, riboflavin and flavin mononucleotide, at high resolution.[J]. Journal of Bacteriology, 2010, 192 1: 127-133. DOI: 10.1128/jb.01015-09 [2] D. LIAO. Crystal structure of riboflavin synthase.[J]. Structure, 2001, 9 5 1: 399-408. DOI: 10.1016/s0969-2126(01)00600-1 |
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TOSUN PHARM
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