Bioquímica e ação citotóxica de alfa-aminocetonas endógenas Biochemistry and cytotoxicity of alpha-aminoketones
<abstract language="eng">alpha-Aminoketones are expected to undergo enolization and subsequent aerobic oxidation yielding oxyradicals and highly toxic a-oxoaldehydes. Our interest has been focused on two endogenous a-aminoketones: 5-aminolevulinic acid (ALA) and aminoacetone (AA), ac...
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Format: | Article |
Language: | English |
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Sociedade Brasileira de Química
2005-06-01
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Series: | Química Nova |
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Online Access: | http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422005000300021 |
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author | Fernando Dutra Etelvino J. H. Bechara |
author_facet | Fernando Dutra Etelvino J. H. Bechara |
author_sort | Fernando Dutra |
collection | DOAJ |
description | <abstract language="eng">alpha-Aminoketones are expected to undergo enolization and subsequent aerobic oxidation yielding oxyradicals and highly toxic a-oxoaldehydes. Our interest has been focused on two endogenous a-aminoketones: 5-aminolevulinic acid (ALA) and aminoacetone (AA), accumulated in porphyrias and diabetes mellitus, respectively, and recently implicated as contributing sources of oxyradicals in these diseases. The final oxidation product of ALA, 4,5-dioxovaleric acid (DOVA), is able to alkylate DNA guanine moieties and expected to promote protein cross-linking. Methylglyoxal (MG), the final oxidation product of AA, is also highly cytotoxic and able to aggregate protein molecules. This review covers chemical and biochemical aspects of these alpha-aminoketones and their putative roles in the oxidative stress associated with porphyric disorders and diabetes. |
first_indexed | 2024-12-23T05:53:31Z |
format | Article |
id | doaj.art-cc01b271a1bc4f0da02b2cbaefb49428 |
institution | Directory Open Access Journal |
issn | 0100-4042 1678-7064 |
language | English |
last_indexed | 2024-12-23T05:53:31Z |
publishDate | 2005-06-01 |
publisher | Sociedade Brasileira de Química |
record_format | Article |
series | Química Nova |
spelling | doaj.art-cc01b271a1bc4f0da02b2cbaefb494282022-12-21T17:57:53ZengSociedade Brasileira de QuímicaQuímica Nova0100-40421678-70642005-06-0128348349110.1590/S0100-40422005000300021Bioquímica e ação citotóxica de alfa-aminocetonas endógenas Biochemistry and cytotoxicity of alpha-aminoketonesFernando DutraEtelvino J. H. Bechara<abstract language="eng">alpha-Aminoketones are expected to undergo enolization and subsequent aerobic oxidation yielding oxyradicals and highly toxic a-oxoaldehydes. Our interest has been focused on two endogenous a-aminoketones: 5-aminolevulinic acid (ALA) and aminoacetone (AA), accumulated in porphyrias and diabetes mellitus, respectively, and recently implicated as contributing sources of oxyradicals in these diseases. The final oxidation product of ALA, 4,5-dioxovaleric acid (DOVA), is able to alkylate DNA guanine moieties and expected to promote protein cross-linking. Methylglyoxal (MG), the final oxidation product of AA, is also highly cytotoxic and able to aggregate protein molecules. This review covers chemical and biochemical aspects of these alpha-aminoketones and their putative roles in the oxidative stress associated with porphyric disorders and diabetes.http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0100-404220050003000215-aminolevulinic acidaminoacetonehexosamines |
spellingShingle | Fernando Dutra Etelvino J. H. Bechara Bioquímica e ação citotóxica de alfa-aminocetonas endógenas Biochemistry and cytotoxicity of alpha-aminoketones Química Nova 5-aminolevulinic acid aminoacetone hexosamines |
title | Bioquímica e ação citotóxica de alfa-aminocetonas endógenas Biochemistry and cytotoxicity of alpha-aminoketones |
title_full | Bioquímica e ação citotóxica de alfa-aminocetonas endógenas Biochemistry and cytotoxicity of alpha-aminoketones |
title_fullStr | Bioquímica e ação citotóxica de alfa-aminocetonas endógenas Biochemistry and cytotoxicity of alpha-aminoketones |
title_full_unstemmed | Bioquímica e ação citotóxica de alfa-aminocetonas endógenas Biochemistry and cytotoxicity of alpha-aminoketones |
title_short | Bioquímica e ação citotóxica de alfa-aminocetonas endógenas Biochemistry and cytotoxicity of alpha-aminoketones |
title_sort | bioquimica e acao citotoxica de alfa aminocetonas endogenas biochemistry and cytotoxicity of alpha aminoketones |
topic | 5-aminolevulinic acid aminoacetone hexosamines |
url | http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422005000300021 |
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