A chromophore
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Product Type

Biochemicals
Natural Products

Research Area

Endocrinology & Metabolism
Cofactors & Vitamins

Application

6,7-dimethyl-8-Ribityllumazine

Item No. 23370

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-deoxy-1-(3,4-dihydro-6,7-dimethyl-2,4-dioxo-8(2H)-pteridinyl)-D-ribitol
CAS Number
2535-20-8
Synonyms
  • 6,7-Dimethyl-8-(1-D-ribityl)lumazine
  • 6,7-dimethyl Ribityllumazine
  • 6,7-dimethyl Ribolumazine
  • DMRL
Molecular Formula
C13H18N4O6
Formula Weight
326.3
Purity
≥90%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: Soluble
SMILES
CC1=C(C)N=C(C(N2)=O)C(N1C[C@H](O)[C@H](O)[C@H](O)CO)=NC2=O
InChi Code
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
InChi Key
SXDXRJZUAJBNFL-XKSSXDPKSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $654

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    Product 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.1 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.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sato, Y., Shimzu, S., Ohtaki, A., 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. J. Bacteriol. 192(1), 127-133 (2010).

    2. Liao, D.-I., Wawrzak, Z., Calabrese, J.C., et al. Crystal structure of riboflavin synthase. Structure 9(5), 399-408 (2001).