17460-13-8
Chemical Structure
2,5-Deoxyfructosazine
Synonym(s): NSC 270912
- CAS No.: 17460-13-8
- Formula:C12H20N2O7
- Molecular Weight:304.30
IUPAC Name: (1R,2S,3R)-1-(5-((2S,3R)-2,3,4-trihydroxybutyl)pyrazin-2-yl)butane-1,2,3,4-tetraol
InChIKey: FBDICDJCXVZLIP-VSSNEEPJSA-N
SMILES: O[C@H](C1=NC=C(C[C@H](O)[C@H](O)CO)N=C1)[C@H](O)[C@H](O)CO
Biological Activity: 2,5-Deoxyfructosazine is a pyrazine derivative that can be found in cured tobacco and is used as a flavoring agent in the food and tobacco industry. Pyrazines, including 2,5-deoxyfructosazine, can be produced either by pyrolytic decomposition of natural compounds or by the reaction of sugars with alcoholic ammonia. 2,5-Deoxyfructosazine is also formed by the breakdown of D-glucosamine at neutral pH. Like glucosamine, 2,5-deoxyfructosazine has DNA strand breakage activity and strongly inhibits IL-2 production by Jurkat cells stimulated with phytohemagglutinin (IC50=~1.25 mM).
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2,5-Deoxyfructosazine | 98.05% | 2,5-Deoxyfructosazine is a pyrazine derivative that can be found in cured tobacco and is used as a flavoring agent in the food and tobacco industry. Pyrazines, including 2,5-deoxyfructosazine, can be produced either by pyrolytic decomposition of natural compounds or by the reaction of sugars with alcoholic ammonia. 2,5-Deoxyfructosazine is also formed by the breakdown of D-glucosamine at neutral pH. Like glucosamine, 2,5-deoxyfructosazine has DNA strand breakage activity and strongly inhibits IL-2 production by Jurkat cells stimulated with phytohemagglutinin (IC50=~1.25 mM). | ||||||||||||||||||||
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2,5-Deoxyfructosazine-13C4 | 2,5-Deoxyfructosazine-13C4 (NSC 270912-13C4) is the 13C-labeled 2,5-Deoxyfructosazine (HY-135078). 2,5-Deoxyfructosazine is a pyrazine derivative that can be found in cured tobacco and is used as a flavoring agent in the food and tobacco industry. Pyrazines, including 2,5-deoxyfructosazine, can be produced either by pyrolytic decomposition of natural compounds or by the reaction of sugars with alcoholic ammonia. 2,5-Deoxyfructosazine is also formed by the breakdown of D-glucosamine at neutral pH. Like glucosamine, 2,5-deoxyfructosazine has DNA strand breakage activity and strongly inhibits IL-2 production by Jurkat cells stimulated with phytohemagglutinin (IC50=~1.25 mM). | |||||||||||||||||||||
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