Isoalloxazine
Structural formula | |||||||||||||||||||
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General | |||||||||||||||||||
Surname | Isoalloxazine | ||||||||||||||||||
other names |
(3 H , 10 H ) -Benzo [ g ] pteridine-2,4-dione |
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Molecular formula | C 10 H 6 N 4 O 2 | ||||||||||||||||||
Brief description |
yellow solid |
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properties | |||||||||||||||||||
Molar mass | 214.18 g mol −1 | ||||||||||||||||||
Physical state |
firmly |
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solubility | |||||||||||||||||||
safety instructions | |||||||||||||||||||
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As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . |
Isoalloxazine is a chemical compound from the group of heterocycles . It is derived from pteridine by adding another ring. Isoalloxazine forms yellow-green crystals, the solutions of which are highly fluorescent .
The isoalloxacin ring system is an important structural element of the flavins and occurs e.g. B. in riboflavin or in the coenzymes FAD and FMN .
Manufacturing
Isoalloxazines are easily accessible synthetically via uracil derivatives. The following figure shows a simple synthesis route:
The isomer of isoalloxazine is alloxazine, (1 H , 3 H ) -Benzo [ g ] pteridine-2,4-dione, which is very similar in its properties to isoalloxazine, but is of far less importance:
Individual evidence
- ↑ a b c data sheet isoalloxazine from Sigma-Aldrich , accessed on June 13, 2011 ( PDF ).
- ↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
- ^ A. Tölpel: Chemistry and Physics of Milk: Natural Material - Raw Material - Food , Behr Verlag, 2004, 3rd edition, p. 351. ISBN 3-89947-131-8 .
- ↑ Fumio Yoneda, Yoshiharu Sakuma, Misuzu Ichiba, Kazuko Shinomura: Syntheses of isoalloxazines and isoalloxazine 5-oxides. A new synthesis of riboflavin , in: J. Am. Chem. Soc. , 1976 , 98 (3), pp. 830-835; doi : 10.1021 / ja00419a034 .