Riboflavin analogs and inhibitors of riboflavin biosynthesis
@article{Mack2006RiboflavinAA, title={Riboflavin analogs and inhibitors of riboflavin biosynthesis}, author={Matthias Mack and Simon Grill}, journal={Applied Microbiology and Biotechnology}, year={2006}, volume={71}, pages={265-275} }
Flavins are active components of many enzymes. In most cases, riboflavin (vitamin B2) as a coenzyme represents the catalytic part of the holoenzyme. Riboflavin is an amphiphatic molecule and allows a large variety of different interactions with the enzyme itself and also with the substrate. A great number of active riboflavin analogs can readily be synthesized by chemical methods and, thus, a large number of possible inhibitors for many different enzyme targets is conceivable. As mammalian and…
56 Citations
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References
SHOWING 1-10 OF 98 REFERENCES
Chemical and enzymic properties of riboflavin analogs
- Chemistry, Biology
- 1978
: The chemical and enzymatic properties of 26 analogues of riboflavin are presented. These analogues include both endo- and exocyclically substituted isoalloxazines with redox potentials from -370 to…
Chemical and enzymatic properties of riboflavin analogues.
- Chemistry, BiologyBiochemistry
- 1978
The chemical and enzymatic properties of 26 analogues of riboflavin are presented. These analogues include both endo- and exocyclically substituted isoalloxazines with redox potentials from -370 to…
Syntheses and applications of flavin analogs as active site probes for flavoproteins.
- Chemistry, BiologyMethods in enzymology
- 1997
Biological Activities of Analogs of Riboflavin
- Biology
- 1975
The combination of several analogs with the many systems in which riboflavin functions provides a still larger number of opportunities for exploration within the subject area defined by the title of this chapter.
Biosynthesis of riboflavin: lumazine synthase and riboflavin synthase.
- Biology, ChemistryMethods in enzymology
- 1997
Biosynthesis of flavocoenzymes.
- Chemistry, BiologyNatural product reports
- 2005
The biosynthesis of one riboflavin molecule requires one molecule of GTP and two molecules of ribulose 5-phosphate to produce 5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione, which is recycled in the biosynthetic pathway.
Utilization of analogues of riboflavin by the riboflavin-deficient chick embryo.
- Biology, MedicineThe Journal of nutrition
- 1977
7-Methyl-8-ethyl-flavin can not be used as a replacement for riboflavin in the chick embryo and further, it inhibits the utilization of ribofavin in normal eggs.
The structural basis of riboflavin binding to Schizosaccharomyces pombe 6,7-dimethyl-8-ribityllumazine synthase.
- Biology, ChemistryJournal of molecular biology
- 2002