6,7-Dimethylribityl Lumazine

• CAT Number: R057029
• CAS Number: 2535-20-8
• Molecular Formula: C13H18N4O6
• Molecular Weight: 326.309
• Purity: ≥95%
• Storage: -20°C
• IUPAC Name: 6,7-dimethyl-8-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]pteridine-2,4-dione
• 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: CC1=C(N(C2=NC(=O)NC(=O)C2=N1)CC(C(C(CO)O)O)O)C

6,7-Dimethylribityl Lumazine (CAS 2535-20-8) 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.It 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.

Reference

1.Sato, Yuichi, et al. "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." Journal of bacteriology 192.1 (2010): 127-133.
2.Liao, Der-Ing, et al. "Crystal structure of riboflavin synthase." Structure 9.5 (2001): 399-408.