Name | amine oxidase |
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Synonyms | AOC 3; DAO; Diamine oxidase; Histaminase; Amine oxidase; AOC3; AOC3 Human placenta amine oxidase; Copper amine oxidase… |
Name | acrolein |
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CAS | 2-propenal |
PubMed | Abstract | RScore(About this table) | |
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10048142 | Conklin DJ, Langford SD, Boor PJ: Contribution of serum and cellular semicarbazide-sensitive amine oxidase to amine metabolism and cardiovascular toxicity. Toxicol Sci. 1998 Dec;46(2):386-92. Smooth muscle cells and beating cardiac myocytes were grown in 96-well plates and exposed to various concentrations and combinations of FCS in medium, amines (allylamine, AA; benzylamine, BZA; and MA), and amine metabolites (aldehydes: acrolein, benzaldehyde, and peroxide, H2O2; NH3). |
5(0,0,0,5) | Details |
8068243 | Averill-Bates DA, Agostinelli E, Przybytkowski E, Mondovi B: Aldehyde dehydrogenase and cytotoxicity of purified bovine serum amine oxidase and in Chinese hamster ovary cells. Biochem Cell Biol. 1994 Jan-Feb;72(1-2):36-42. It has been suggested that the dialdehyde produced during the oxidation of subsequently undergoes spontaneous beta-elimination to form acrolein. |
5(0,0,0,5) | Details |
10406932 | He N, Singhal SS, Awasthi S, Zhao T, Boor PJ: Role of glutathione S-transferase 8-8 in allylamine resistance of vascular smooth muscle cells in vitro. Toxicol Appl Pharmacol. 1999 Jul 15;158(2):177-85. AA's toxic effects are thought to be exerted through its conversion to acrolein (AC), a potent electrophilic alkylating agent and atherogen. Semicarbazide sensitive amine oxidase (SSAO) catalyzes the oxidation of AA to AC. |
4(0,0,0,4) | Details |
9677370 | Lee Y, Sayre LM: Reaffirmation that metabolism of polyamines by bovine plasma amine oxidase occurs strictly at the primary amino termini. J Biol Chem. 1998 Jul 31;273(31):19490-4. |
3(0,0,0,3) | Details |
10593505 | Conklin DJ, Trent MB, Boor PJ: The role of plasma semicarbazide-sensitive amine oxidase in allylamine and cardiovascular toxicity: mechanisms of myocardial protection and aortic medial injury in rats. Toxicology. 1999 Nov 15;138(3):137-54. BetaAPN offered substantial protection against AA cytotoxicity in cultured vascular smooth muscle cells and beating myocytes, but did not alter the cytotoxicity of AA metabolites (i.e. acrolein, H2O2, or in vascular smooth muscle cells as determined by the MTT viability assay. |
3(0,0,0,3) | Details |
2842890 | Ramos K, Grossman SL, Cox LR: Allylamine-induced vascular toxicity in vitro: prevention by semicarbazide-sensitive amine oxidase inhibitors. Toxicol Appl Pharmacol. 1988 Aug;95(1):61-71. Single cell suspensions of VEC or SMC formed acrolein (ACR) when incubated in the presence of AAM. |
3(0,0,0,3) | Details |
7945412 | Agostinelli E, Przybytkowski E, Mondovi B, Averill-Bates DA: Heat enhancement of cytotoxicity induced by oxidation products of in Chinese hamster ovary cells. Biochem Pharmacol. 1994 Sep 15;48(6):1181-6. This study investigates the potential of using polyamines as thermosensitizers, in the presence of bovine serum amine oxidase (BSAO), as a new anticancer strategy. Heat also increased the individual cytotoxicity of both exogenous H2O2 and the exogenous acrolein. |
2(0,0,0,2) | Details |
15863005 | Houen G, Struve C, Sondergaard R, Friis T, Anthoni U, Nielsen PH, Christophersen C, Petersen BO, Duus JO: Substrate specificity of the bovine serum amine oxidase and in situ characterisation of aminoaldehydes by NMR spectroscopy. Bioorg Med Chem. 2005 Jun 1;13(11):3783-96. No acrolein was observed at any time during the oxidation showing that it reacts very fast with available amino groups forming a variety of derivatives. |
2(0,0,0,2) | Details |
8130014 | Houen G, Bock K, Jensen AL: HPLC and NMR investigation of the serum amine oxidase catalyzed oxidation of polyamines. Acta Chem Scand. 1994 Jan;48(1):52-60. These findings were further substantiated by analysis of the reaction products by ion-exchange chromatography and by analysis of the products formed by oxidation of polyamines by the cofactor of Cu amine oxidases, 6-hydroxydopa. is unstable and can give rise to acrolein by beta-elimination. |
2(0,0,0,2) | Details |
16225993 | Toninello A, Pietrangeli P, De Marchi U, Salvi M, Mondovi B: Amine oxidases in apoptosis and cancer. Biochim Biophys Acta. 2006 Jan;1765(1):1-13. Epub 2005 Sep 29. A primary involvement of amine oxidases in cancer growth inhibition and progression, especially by means of aldehydes, H (2) O (2) and other reactive species, the amine oxidase-mediated products of biogenic amines oxidation, has been demonstrated. The oxidation products of biogenic amines appears to be also carcinogenic, while acrolein, produced from the oxidation of and should be a key compound both carcinogenic and cytotoxic. |
1(0,0,0,1) | Details |
17429570 | Bachrach U: Antiviral activity of oxidized polyamines. Amino Acids. 2007 Aug;33(2):267-72. Epub 2007 Apr 12. Polyamines, oxidized by serum amine oxidase, yield aminoaldehydes and peroxide. Acrolein may be formed from the aminoaldehydes by a spontaneous beta-elimination process. |
1(0,0,0,1) | Details |
19639169 | Agostinelli E, Condello M, Molinari A, Tempera G, Viceconte N, Arancia G: Cytotoxicity of oxidation products to multidrug resistant melanoma M14 ADR2 cells: sensitization by the MDL 72527 lysosomotropic compound. Int J Oncol. 2009 Sep;35(3):485-98. It has been confirmed that multidrug resistant (MDR) human melanoma cells are more sensitive than their wild-type counterparts to H2O2 and aldehydes, the products of bovine serum amine oxidase (BSAO)-catalyzed oxidation of The metabolites formed by BSAO and are more toxic than exogenous H2O2 and acrolein, even though their concentration is lower during the initial phase of incubation due to their more gradual release than the exogenous products. |
1(0,0,0,1) | Details |
11543647 | Conklin DJ, Boyce CL, Trent MB, Boor PJ: Amine metabolism: a novel path to coronary artery vasospasm. . Toxicol Appl Pharmacol. 2001 Sep 1;175(2):149-59. We tested whether AA or acrolein (1, 10, 100, and 1000 microM), a highly reactive product of AA metabolism by SSAO, could contract CA or thoracic aorta (TA) in vitro and if the AA effects involved SSAO. |
114(1,2,2,4) | Details |
10892891 | Meszaros Z, Karadi I, Csanyi A, Szombathy T, Romics L, Magyar K: Determination of human serum semicarbazide-sensitive amine oxidase activity: a possible clinical marker of atherosclerosis. Eur J Drug Metab Pharmacokinet. 1999 Oct-Dec;24(4):299-302. Some previous studies on cultured endothelial cells indicate that cytotoxic metabolites (e.g. peroxide, acrolein) formed by serum SSAO may cause endothelial injury and subsequently induce atherosclerosis. |
87(1,1,1,7) | Details |
8920635 | Lyles GA: Mammalian plasma and tissue-bound semicarbazide-sensitive amine oxidases: biochemical, pharmacological and toxicological aspects. Int J Biochem Cell Biol. 1996 Mar;28(3):259-74. Vascular SSAO can metabolize the xenobiotic allylamine, to the cytotoxic acrolein and this has been linked to the ability of allylamine administration to produce cardiovascular lesions in experimental animals, sometimes mimicking features of atherosclerotic disease. |
85(1,1,1,5) | Details |
2104785 | Boor PJ, Hysmith RM, Sanduja R: A role for a new vascular enzyme in the metabolism of xenobiotic amines. Circ Res. 1990 Jan;66(1):249-52. Oxidative deamination of allylamine to a highly toxic acrolein, was blocked through enzyme inhibition by semicarbazide-sensitive amine oxidase suggests that this vascular enzyme's physiological role may include metabolism of exogenous amines. |
82(1,1,1,2) | Details |
18203133 | Stevens JF, Maier CS: Acrolein: sources, metabolism, and biomolecular interactions relevant to human health and disease. Mol Nutr Food Res. 2008 Jan;52(1):7-25. The main endogenous sources of acrolein are myeloperoxidase-mediated degradation of and amine oxidase-mediated degradation of and which may constitute a significant source of acrolein in situations of oxidative stress and inflammation. |
81(1,1,1,1) | Details |
12653641 | Sakata K, Kashiwagi K, Sharmin S, Ueda S, Igarashi K: Acrolein produced from polyamines as one of the uraemic toxins. Biochem Soc Trans. 2003 Apr;31(2):371-4. Among the products, we found that acrolein is a major toxic compound produced from and by amine oxidase. |
40(0,1,2,5) | Details |
16019149 | Takano K, Ogura M, Yoneda Y, Nakamura Y: Oxidative metabolites are involved in polyamine-induced microglial cell death. Neuroscience. 2005;134(4):1123-31. These results suggest that polyamine-induced apoptotic cell death of microglia is triggered by an oxidative stress with acrolein, which is produced by amine oxidase from polyamine. |
38(0,1,2,3) | Details |
12732208 | Sakata K, Kashiwagi K, Sharmin S, Ueda S, Irie Y, Murotani N, Igarashi K: Increase in amine oxidase, and acrolein in plasma of renal failure patients. Biochem Biophys Res Commun. 2003 May 23;305(1):143-9. Since polyamines have been suggested to be one of the uremic "toxins," the levels of each polyamine, its oxidized product, acrolein, and amine oxidase in plasma of patients with renal failure were investigated. |
38(0,1,2,3) | Details |
8584666 | Lyles GA: Substrate-specificity of mammalian tissue-bound semicarbazide-sensitive amine oxidase. Prog Brain Res. 1995;106:293-303. Indeed, SSAO has been implicated in experimental models of cardiovascular toxicity involving conversion of the industrial allylamine to acrolein. |
36(0,1,1,6) | Details |
17095030 | Conklin DJ, Bhatnagar A, Cowley HR, Johnson GH, Wiechmann RJ, Sayre LM, Trent MB, Boor PJ: Acrolein generation stimulates hypercontraction in isolated human blood vessels. Toxicol Appl Pharmacol. 2006 Dec 15;217(3):277-88. Epub 2006 Sep 29. Isolated human CABG blood vessels (internal mammary artery, radial artery, saphenous vein) were used to determine: (1) vessel responses and sensitivity to acrolein, allylamine, and H (2) O (2) exposure (1 microM-1 mM), (2) SSAO dependence of allylamine-induced effects using SSAO inhibitors (semicarbazide, 1 mM; MDL 72274-E, active isomer; MDL 72274-Z, inactive isomer; 100 microM), (3) the vasoactive effects of two other SSAO amine substrates, benzylamine and and (4) the contribution of extracellular Ca (2+) to hypercontraction. |
32(0,1,1,2) | Details |
8584667 | Callingham BA, Crosbie AE, Rous BA: Some aspects of the pathophysiology of semicarbazide-sensitive amine oxidase enzymes. Prog Brain Res. 1995;106:305-21. The possibility that SSAO enzymes can convert amine substrates to highly toxic metabolites is illustrated by the production of acrolein from the xenobiotic amine, allylamine and and from and respectively. |
36(0,1,1,6) | Details |
8430435 | Awasthi S, Boor PJ: Semicarbazide protection from in vivo oxidant injury of vascular tissue by allylamine. Toxicol Lett. 1993 Feb;66(2):157-63. Previous studies showed that allylamine-induced chronic lesions are markedly reduced by semicarbazide, an inhibitor of semicarbazide-sensitive amine oxidase (SSAO), and that allylamine is metabolized to the acrolein, by SSAO. |
34(0,1,1,4) | Details |
7931255 | Lyles GA: Properties of mammalian tissue-bound semicarbazide-sensitive amine oxidase: possible clues to its physiological function?. J Neural Transm Suppl. 1994;41:387-96. Also the xenobiotic allylamine produces cardiovascular damage in experimental animals by a mechanism which involves its deamination by SSAO to acrolein. |
34(0,1,1,4) | Details |
9503571 | Pino R, Lyles GA: [Effect of activity of semicarbazide-sensitive aminooxidases and cellular acrolein, and in human cultured endothelial cells]. Vopr Med Khim. 1997 Nov-Dec;43(6):537-47. The ability of allylamine (AA) administration to produce vascular lesions resembling atherosclerotic disease in animals, has been linked to metabolism of AA to the toxic acrolein (ACR) by a semicarbazide-sensitive amine oxidase (SSAO) found in plasma and in vascular smooth muscle. |
on the cytotoxic effect of allylamine, 33(0,1,1,3) | Details |
12763045 | Kwak MK, Kensler TW, Casero RA Jr: Induction of phase 2 enzymes by serum oxidized polyamines through activation of Nrf2: effect of the polyamine metabolite acrolein. Biochem Biophys Res Commun. 2003 Jun 6;305(3):662-70. The ARE from the mouse GST A1 promoter was activated about 9-fold by and 5-fold by treatment, but could be inhibited by the amine oxidase inhibitor, aminoguanidine, suggesting that acrolein or peroxide generated from polyamines by serum amine oxidase may be mediators for phase 2 enzyme induction. |
32(0,1,1,2) | Details |
11263996 | Sharmin S, Sakata K, Kashiwagi K, Ueda S, Iwasaki S, Shirahata A, Igarashi K: Polyamine cytotoxicity in the presence of bovine serum amine oxidase. . Biochem Biophys Res Commun. 2001 Mar 23;282(1):228-35. Amine oxidase in fetal calf serum produces aminodialdehyde generating acrolein spontaneously, H (2) O (2), and from |
13(0,0,2,3) | Details |
15843039 | Tanel A, Averill-Bates DA: The acrolein induces apoptosis via activation of the mitochondrial pathway. Biochim Biophys Acta. 2005 Apr 15;1743(3):255-67. Epub 2005 Jan 5. Acrolein is produced by the enzymatic oxidative deamination of by amine oxidase. |
6(0,0,1,1) | Details |
7577467 | Fernandez C, Sharrard RM, Talbot M, Reed BD, Monks N: Evaluation of the significance of polyamines and their oxidases in the aetiology of human cervical carcinoma. Br J Cancer. 1995 Nov;72(5):1194-9. These amines are oxidised by polyamine oxidase (PAO) and diamine oxidase (DAO) to generate radicals and peroxide, reactive aldehydes and acrolein, which are likely to exert local mutagenic, cytotoxic and immunosuppressive effects in vivo. |
6(0,0,1,1) | Details |