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F1503

Sigma-Aldrich

Fructosazine

Synonym(e):

2,5-bis(D-Arabinotetrahydroxybutyl)pyrazine

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About This Item

Empirische Formel (Hill-System):
C12H20N2O8
CAS-Nummer:
13185-73-4
Molekulargewicht:
320.30
UNSPSC-Code:
12352200

Lagertemp.

−20°C

InChI

1S/C12H20N2O8/c15-3-7(17)11(21)9(19)5-1-13-6(2-14-5)10(20)12(22)8(18)4-16/h1-2,7-12,15-22H,3-4H2/t7-,8-,9-,10-,11-,12-/m1/s1

InChIKey

NPWQIVOYGNUVEB-PAUJSFGCSA-N

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K Sumoto et al.
Chemical & pharmaceutical bulletin, 39(3), 792-794 (1991-03-01)
Two pyrazine derivatives [fructosazine (3) and deoxyfructosazine (6)] were simultaneously formed in a solution of D-glucosamine hydrochloride under various conditions. They showed deoxyribonucleic acid (DNA) strand breakage activity in plasmid pBR322 comparable to that of D-glucosamine. The DNA strand breakage
G Candiano et al.
Carbohydrate research, 184, 67-75 (1988-12-31)
The reaction of 2-amino-2-deoxy-D-glucose with lysine in water under simulated physiological conditions gave several browning products, with characteristic optical (lambda max 340 nm) and fluorescent properties (emission at 430 nm for excitation at 362 nm). The major product was isolated
Nathaly Henry et al.
Talanta, 99, 816-823 (2012-09-13)
Fructosazine and 2,5-deoxyfructosazine are two natural chemicals with various applications as flavoring agents in food and tobacco industry; the 2,5-deoxyfructosazine has also anti-diabetic and anti-inflammatory activities. In order to quantify these compounds in natural samples such as plant or food
Tomoko Shimamura et al.
Bioscience, biotechnology, and biochemistry, 67(2), 295-299 (2003-05-06)
XTT (3'-[1-[(phenylamino)-carbonyl]-3,4-tetrazolium]-bis(methoxy-6-nitro)benzenesulfonic acid hydrate) was reduced by incubated glucosamine hydrochloride. The XTT reducibility by incubated glucosamine was linearly related with the DNA-breaking activity. In order to elucidate the reaction mechanism, the glucosamine derivatives formed during the incubation process were separated

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