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Key Documents

A28651

Sigma-Aldrich

Alloxazine

96%

Synonym(s):

Benzo[g]pteridine-2,4(1H,3H)-dione, Isoalloxazine

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About This Item

Empirical Formula (Hill Notation):
C10H6N4O2
CAS Number:
Molecular Weight:
214.18
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

96%

form

powder

SMILES string

O=C1NC(=O)c2nc3ccccc3nc2N1

InChI

1S/C10H6N4O2/c15-9-7-8(13-10(16)14-9)12-6-4-2-1-3-5(6)11-7/h1-4H,(H2,12,13,14,15,16)

InChI key

HAUGRYOERYOXHX-UHFFFAOYSA-N

Gene Information

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Hideaki Takahashi et al.
The Journal of chemical physics, 129(20), 205103-205103 (2008-12-03)
The isoalloxazine ring (flavin ring) is a part of the coenzyme flavin adenine dinucleotide and acts as an active site in the oxidation of a substrate. We have computed the free energy change Deltamicro(red) associated with one-electron reduction of the
Olayinka O Ogunro et al.
Nano letters, 9(3), 1034-1038 (2009-02-25)
We have studied the structural and electronic stability of a helical ribbon of flavin mononucleotide wrapping around single-walled carbon nanotubes using first-principles density-functional calculations. The helical ribbon is formed through hydrogen bonding between adjacent uracil moieties of the isoalloxazine ring
Shuxia Chen et al.
PloS one, 8(11), e79730-e79730 (2013-11-16)
Two phenolic compound parameters (total phenolic and flavonoid contents) and 5 antioxidant parameters (DPPH [2, 2-diphenyl-1-picrylhydrazyl] radical scavenging activity, HRSC (hydroxyl radical scavenging capacity), FRAP (ferric ion reducing antioxidant power), CUPRAC (cupric ion reducing antioxidant capacity), and MCA (metal chelating
Stefan Weber et al.
Photochemistry and photobiology, 87(3), 574-583 (2011-01-05)
Blue-light sensitive photoreceptory BLUF domains are flavoproteins, which regulate various, mostly stress-related processes in bacteria and eukaryotes. The photoreactivity of the flavin adenine dinucleotide (FAD) cofactor in three BLUF domains from Rhodobacter sphaeroides, Synechocystis sp. PCC 6803 and Escherichia coli
Limor Radoszkowicz et al.
Physical chemistry chemical physics : PCCP, 13(25), 12058-12066 (2011-06-01)
Time-resolved fluorescence decay of flavin adenine dinucleotide (FAD) was studied at room temperature in water and water-methanol mixtures by a fluorescence upconversion technique. The observations were focused on the most initial decay phase (200 ps), before the residual fluorescence assumes

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