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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
12
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pubmed:dateCreated |
1978-10-18
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pubmed:abstractText |
6-Hydroxydopamine (I) is a well-known neurocytotoxic agent which has become an important tool in many neurochemical studies in recent years. Biochemical investigations of the mechanism of action of 6-hydroxydopamine indicated that this amine binds covalently and irreversibly to proteins. In the present work, molecular properties of 6-hydroxydopamine in aqueous solution such as self-association, ionization, intramolecular conformations, and possible cyclization were investigated using 1H nuclear magnetic resonance spectroscopy. A model study for the interaction of 6-hydroxydopamine with proteins was undertaken by using SH-containing molecules: cysteine, glutathione, and bovine serum albumin. The binding of these compounds to 6-hydroxydopamine was found to cause labilization of the hydrogen attached to C2 of the amine aromatic ring. This effect was interpreted in terms of nucleophilic attack of RS- on C1 of 6-hydroxydopamine. A proposed model for neurocytotoxicity is discussed.
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pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical |
http://linkedlifedata.com/resource/pubmed/chemical/Cysteine,
http://linkedlifedata.com/resource/pubmed/chemical/Glutathione,
http://linkedlifedata.com/resource/pubmed/chemical/Hydroxydopamines,
http://linkedlifedata.com/resource/pubmed/chemical/Proteins,
http://linkedlifedata.com/resource/pubmed/chemical/Serum Albumin, Bovine,
http://linkedlifedata.com/resource/pubmed/chemical/Sulfhydryl Compounds
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pubmed:status |
MEDLINE
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pubmed:month |
Jun
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pubmed:issn |
0006-2960
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:day |
13
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pubmed:volume |
17
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
2370-4
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pubmed:dateRevised |
2000-12-18
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pubmed:meshHeading |
pubmed-meshheading:678514-Cysteine,
pubmed-meshheading:678514-Glutathione,
pubmed-meshheading:678514-Hydroxydopamines,
pubmed-meshheading:678514-Magnetic Resonance Spectroscopy,
pubmed-meshheading:678514-Models, Chemical,
pubmed-meshheading:678514-Molecular Conformation,
pubmed-meshheading:678514-Neurons,
pubmed-meshheading:678514-Proteins,
pubmed-meshheading:678514-Serum Albumin, Bovine,
pubmed-meshheading:678514-Sulfhydryl Compounds
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pubmed:year |
1978
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pubmed:articleTitle |
Nuclear magnetic resonance studies of 6-hydroxydopamine and its interactions with SH-containing model compounds. Evaluation of possible mechanism for neurocytotoxicity.
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pubmed:publicationType |
Journal Article
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