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2535-20-8

2535-20-8 Structure

2535-20-8 Structure
IdentificationBack 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 PropertiesBack 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
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501
Hazard InformationBack 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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