pubmed-article:11748004 | rdf:type | pubmed:Citation | lld:pubmed |
pubmed-article:11748004 | lifeskim:mentions | umls-concept:C1096793 | lld:lifeskim |
pubmed-article:11748004 | lifeskim:mentions | umls-concept:C0034760 | lld:lifeskim |
pubmed-article:11748004 | lifeskim:mentions | umls-concept:C1709634 | lld:lifeskim |
pubmed-article:11748004 | lifeskim:mentions | umls-concept:C1122286 | lld:lifeskim |
pubmed-article:11748004 | pubmed:issue | 1 | lld:pubmed |
pubmed-article:11748004 | pubmed:dateCreated | 2001-12-18 | lld:pubmed |
pubmed-article:11748004 | pubmed:abstractText | p-Azidophenyl phosphate (I) has been exposed to ultraviolet light (lambda=313 nm) in aqueous solution with or without Lys. Analysis of the photoproducts by means of UV-VIS, IR, (1)H, (13)C and (31)P NMR spectroscopy has revealed that under irradiation of I inorganic phosphate (P(i)) is released, and p-benzoquinone monoimine (II) and p-benzoquinone (III) have appeared. The electrophilic nature of the intermediate results in a high tendency to react with lysine molecules, whereas the reaction with water is less favourable when I is irradiated in the presence of Lys. The product formed in this case is a phosphoramidate whose structure has been tentatively supported by (31)P NMR spectroscopy. These results imply that a p-azidophenyl phosphate is a highly potent aryl nitrene-precursor, which can be transformed easily into p-benzoquinone monoimine and is able to phosphorylate nucleophilic groups of amino acids. This finding is of great importance for the discussions about the chemical nature of protein photomodification products when p-azidophenyl phosphate derivatives are used as modifying reagents. | lld:pubmed |
pubmed-article:11748004 | pubmed:language | eng | lld:pubmed |
pubmed-article:11748004 | pubmed:journal | http://linkedlifedata.com/r... | lld:pubmed |
pubmed-article:11748004 | pubmed:citationSubset | IM | lld:pubmed |
pubmed-article:11748004 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
pubmed-article:11748004 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
pubmed-article:11748004 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
pubmed-article:11748004 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
pubmed-article:11748004 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
pubmed-article:11748004 | pubmed:status | MEDLINE | lld:pubmed |
pubmed-article:11748004 | pubmed:month | Dec | lld:pubmed |
pubmed-article:11748004 | pubmed:issn | 1011-1344 | lld:pubmed |
pubmed-article:11748004 | pubmed:author | pubmed-author:GodovikovaT... | lld:pubmed |
pubmed-article:11748004 | pubmed:author | pubmed-author:RomanovaI VIV | lld:pubmed |
pubmed-article:11748004 | pubmed:author | pubmed-author:ShakirovM MMM | lld:pubmed |
pubmed-article:11748004 | pubmed:author | pubmed-author:AlekseyevP... | lld:pubmed |
pubmed-article:11748004 | pubmed:issnType | Print | lld:pubmed |
pubmed-article:11748004 | pubmed:day | 1 | lld:pubmed |
pubmed-article:11748004 | pubmed:volume | 65 | lld:pubmed |
pubmed-article:11748004 | pubmed:owner | NLM | lld:pubmed |
pubmed-article:11748004 | pubmed:authorsComplete | Y | lld:pubmed |
pubmed-article:11748004 | pubmed:pagination | 39-46 | lld:pubmed |
pubmed-article:11748004 | pubmed:dateRevised | 2007-7-23 | lld:pubmed |
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pubmed-article:11748004 | pubmed:year | 2001 | lld:pubmed |
pubmed-article:11748004 | pubmed:articleTitle | p-Azidophenyl phosphate is a photoactivatable phosphorylating reagent and p-benzoquinone monoimine precursor. | lld:pubmed |
pubmed-article:11748004 | pubmed:affiliation | Novosibirsk Institute of Bioorganic Chemistry, Siberian Division of the Russian Academy of Sciences, Academica Lavrentyeva av. 8, Novosibirsk, 630090, Russia. | lld:pubmed |
pubmed-article:11748004 | pubmed:publicationType | Journal Article | lld:pubmed |
pubmed-article:11748004 | pubmed:publicationType | Research Support, Non-U.S. Gov't | lld:pubmed |