L3307
Lumazine
97%
Synonym(s):
2,4(1H,3H)-Pteridinedione, 2,4-Dihydroxypteridine, 2,4-Pteridinediol
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About This Item
Empirical Formula (Hill Notation):
C6H4N4O2
CAS Number:
Molecular Weight:
164.12
EC Number:
207-652-7
UNSPSC Code:
12352100
PubChem Substance ID:
Beilstein/REAXYS Number:
157503
MDL number:
assay
97%
SMILES string
Oc1nc(O)c2nccnc2n1
InChI
1S/C6H4N4O2/c11-5-3-4(8-2-1-7-3)9-6(12)10-5/h1-2H,(H2,8,9,10,11,12)
InChI key
UYEUUXMDVNYCAM-UHFFFAOYSA-N
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Gerard Voerman et al.
Journal of natural products, 68(6), 938-941 (2005-06-25)
Two previously unknown lumazine derivatives, 1 and 2, have been isolated from the parasitic freshwater leech Limnatis nilotica. The structures of the compounds have been elucidated by NMR and unambiguously corroborated by chemical synthesis.
Mark Cushman et al.
The Journal of organic chemistry, 70(20), 8162-8170 (2005-11-10)
The last two steps in the biosynthesis of riboflavin, an essential metabolite that is involved in electron transport, are catalyzed by lumazine synthase and riboflavin synthase. To obtain structural probes and inhibitors of these two enzymes, two ribityllumazinediones bearing alkyl
Mark Cushman et al.
The Journal of organic chemistry, 67(20), 6871-6877 (2002-10-02)
Several analogues of a hypothetical intermediate in the reaction catalyzed by lumazine synthase were synthesized and tested as inhibitors of both Bacillus subtilis lumazine synthase and Escherichia coli riboflavin synthase. The new compounds were designed by replacement of a two-carbon
D Jourd'heuil et al.
The Journal of biological chemistry, 276(31), 28799-28805 (2001-05-25)
Peroxynitrite (ONOO(-)/ONOOH), the product of the diffusion-limited reaction of nitric oxide (*NO) with superoxide (O(-*)(2)), has been implicated as an important mediator of tissue injury during conditions associated with enhanced *NO and O(-*)(2) production. Although several groups of investigators have
Sonia B Jiménez-Pulido et al.
Dalton transactions (Cambridge, England : 2003), 42(2), 530-541 (2012-10-23)
The oxime derived from 6-acetyl-1,3,7-trimethyllumazine (1) ((E-6-(hydroxyimino)ethyl)-1,3,7-trimethylpteridine-2,4(1H,3H)-dione, DLMAceMox) has been prepared and its molecular and crystal structure determined from spectral and XRD data. The oxime ligand was reacted with silver nitrate, perchlorate, thiocyanate, trifluoromethylsulfonate and tetrafluoroborate to give complexes with
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