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Chemical Compound Review

AC1L2NM6     acridine-3,6-diamine; 9-methyl-10H...

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Disease relevance of Xanthacridinum


High impact information on Xanthacridinum

  • Mechanisms of isoalloxazine (flavine) hydrolysis [3].
  • Furthermore, 8-anilino-1-naphthalene sulfonate (ANS) binding to cCSQ closely resembles ANS binding to flavine or nucleotide binding sites [4].
  • The presence of flavine oxidases makes them an important intracellular source of H(2)O(2): an obligate product of peroxisomal redox reactions and a key reactive oxygen species [5].
  • Third, the activity of flavine adenine dinucleotide-linked glycerophosphate dehydrogenase was found to be decreased to a greater relative extent than the B cell mass [6].
  • The kinetics of flavine oxidation--reduction. I. Dismutation in nonaqueous solvent [7].

Biological context of Xanthacridinum

  • At higher concentrations, state 4 and uncoupled respiration were inhibited by impairment of electron transfer from NAD- and flavine adenine dinucleotide-linked substrates to the respiratory chain [8].
  • 2. The enzymes differ in their electrophoretic properties, tissue distribution, binding with flavine adenine denucleotide, heat stability, molecular size and possibly in subunit structure [9].
  • Optimized amino acid sequence alignments of flavoprotein reductases revealed major similarities over protein length, in the binding domains for NAD(P)H, and the flavine centers of pro- and eukaryote systems [10].
  • Flavipin and quadrilineatin are potent inhibitors (80% at a concentration of 25 microM) of site III phosphorylation [11].

Anatomical context of Xanthacridinum


Associations of Xanthacridinum with other chemical compounds

  • Compared with luciferase, photoexcitable luciferase has a broader pH range for optimal activity, is more stable under acidic conditions, is less stable under alkaline conditions, and is more resistant at neutral pH to inactivation by heat, urea, and trypsin; A flavine-like chromophore, designated B, can be isolated from photoexcitable luciferase [13].
  • Two new artificial photolyase models that recognize pyrimidine dimers in protic and aprotic organic solvents as well as in water through a combination of charge and hydrogen-bonding interactions and use a mimic of the flavine to achieve repair through reductive photoinduced electron transfer are presented [14].
  • The mature AIF protein, a flavoprotein (prosthetic group: flavine adenine dinucleotide) with significant homology to plant ascorbate reductases and bacterial NADH oxidases, is normally confined to the mitochondrial intermembrane space [15].
  • The other activity, isolated from Aspergillus sp. GE49752, was identified as flavipin, a substituted o-phthalaldehyde [16].
  • With the former technic Diphenyl Brilliant Yellow 8G, Clayton Yellow, Thiazol Yellow, Thioflavine T and Seto Flavine T imparted strong to intense selective fluorescence to amyloid [17].

Gene context of Xanthacridinum

  • CPR is a flavoprotein containing both flavine-adenine dinucleotide and flavine mononucleotide [18].
  • These results suggest the potential participation of flavine monooxygenase and of lipooxygenase or of peroxidases/oxidases having similar characteristics but not of lactoperoxidase or cyclooxygenase [19].
  • The results obtained with amidines are discussed in their relationship to other microsomal N-oxygenations both by cytochrome P-450 and flavine-containing monooxygenase [20].

Analytical, diagnostic and therapeutic context of Xanthacridinum

  • This ratio was determined from spectroscopic analysis of the FMN in lyophilized samples of the enzyme and by titration of the coenzyme with the flavine specific enzyme inactivator 2-hydroxy-3-butynoate [21].
  • The reduced flavine mononucleotide (FMNH2)-luciferase association constant, directly measured by equilibrium dialysis and gel filtration is the same for both luciferases, 3 times 10(-4) Mminus1 at romm temperature, and is significantly different from the kinetic reciprocal Michaelis-Menten constant [22].


  1. Site of action of nonheme iron in the malate (flavine adenine dinucleotide) pathway of Mycobacterium phlei. Tyagi, A.K., Reddy, T.L., Venkitasubramanian, T.A. Can. J. Microbiol. (1976) [Pubmed]
  2. Glutathione reductase deficiency in red cells in aplastic anemia. II. Effects of flavine compounds on red cell glutathione reductase. Tajiri, M. Nippon Ketsueki Gakkai Zasshi (1976) [Pubmed]
  3. Mechanisms of isoalloxazine (flavine) hydrolysis. Smith, S.B., Bruice, T.C. J. Am. Chem. Soc. (1975) [Pubmed]
  4. Interaction between cardiac calsequestrin and drugs with known cardiotoxicity. Park, I.Y., Kim, E.J., Park, H., Fields, K., Dunker, A.K., Kang, C. Mol. Pharmacol. (2005) [Pubmed]
  5. Sensitive and real-time determination of H2O2 release from intact peroxisomes. Mueller, S., Weber, A., Fritz, R., Mütze, S., Rost, D., Walczak, H., Völkl, A., Stremmel, W. Biochem. J. (2002) [Pubmed]
  6. Enzymic and metabolic anomalies in islets of diabetic rats: relationship to B cell mass. Giroix, M.H., Baetens, D., Rasschaert, J., Leclercq-Meyer, V., Sener, A., Portha, B., Malaisse, W.J. Endocrinology (1992) [Pubmed]
  7. The kinetics of flavine oxidation--reduction. I. Dismutation in nonaqueous solvent. Favaudon, V., Lhoste, J.M. Biochemistry (1975) [Pubmed]
  8. Effect of local anesthetic ropivacaine on isolated rat liver mitochondria. Floridi, A., Di Padova, M., Barbieri, R., Arcuri, E. Biochem. Pharmacol. (1999) [Pubmed]
  9. The genetic and biochemical properties of the D-amino acid oxidases in human tissues. Barker, R.F., Hopkinson, D.A. Ann. Hum. Genet. (1977) [Pubmed]
  10. Reductase gene sequences and protein structures: p-cymene methyl hydroxylase. Dutta, T.K., Gunsalus, I.C. Biochem. Biophys. Res. Commun. (1997) [Pubmed]
  11. Inhibition of electron transport and oxidative phosphorylation in plant mitochondria by gladiolic acid and structurally-related aromatic ortho dialdehydes. White, G.A., Elliott, W.B. Can. J. Biochem. (1980) [Pubmed]
  12. An endogenous inhibitor of amine oxidase (flavine-containing) in the carotid body of the cat. Starlinger, H. Hoppe-Seyler's Z. Physiol. Chem. (1977) [Pubmed]
  13. Photoexcited bacterial bioluminescence. Identity and properties of the photoexcitable luciferase. Tu, S.C., Waters, C.A., Hastings, J.W. Biochemistry (1975) [Pubmed]
  14. Design, synthesis, and evaluation of a biomimetic artificial photolyase model. Wiest, O., Harrison, C.B., Saettel, N.J., Cibulka, R., Sax, M., König, B. J. Org. Chem. (2004) [Pubmed]
  15. Apoptosis-inducing factor (AIF): a ubiquitous mitochondrial oxidoreductase involved in apoptosis. Daugas, E., Nochy, D., Ravagnan, L., Loeffler, M., Susin, S.A., Zamzami, N., Kroemer, G. FEBS Lett. (2000) [Pubmed]
  16. Inhibitors of type-I interleukin-1 receptor from microbial metabolites. Stefanelli, S., Corti, E., Montanini, N., Denaro, M., Sarubbi, E. J. Antibiot. (1997) [Pubmed]
  17. Application of thiazole dyes to amyloid under conditions of direct cotton dyeing: correlation of histochemical and chemical data. Puchtler, H., Sweat Waldrop, F., Meloan, S.N. Histochemistry (1983) [Pubmed]
  18. Decrease in NADPH-cytochrome P450 reductase activity of the human heart, Liver and lungs in the presence of alpha-lipoic acid. Dudka, J. Ann. Nutr. Metab. (2006) [Pubmed]
  19. Rat breast microsomal biotransformation of ethanol to acetaldehyde but not to free radicals: its potential role in the association between alcohol drinking and breast tumor promotion. Castro, G.D., Delgado de Layño, A.M., Costantini, M.H., Castro, J.A. Teratog., Carcinog. Mutagen. (2003) [Pubmed]
  20. Structural requirements of microsomal N-oxygenations derived from studies on amidines. Clement, B. Drug metabolism and drug interactions. (1989) [Pubmed]
  21. Rat kidney L-alpha-hydroxy acid oxidase: isolation of enzyme with one flavine coenzyme per two subunits. Cromartie, T.H., Walsh, C.T. Biochemistry (1975) [Pubmed]
  22. Bacterial bioluminescence: equilibrium association measurements, quantum yields, reaction kinetics, and overall reaction scheme. Lee, J., Murphy, C.L. Biochemistry (1975) [Pubmed]
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