A1 Vertaisarvioitu alkuperäisartikkeli tieteellisessä lehdessä
Reactions of adenosine with bromo- and chloromalonaldehydes in aqueous solution: Kinetics and mechanism
Tekijät: Mikkola S, Koissi N, Ketomaki K, Rauvala S, Neuvonen K, Lonnberg H
Kustantaja: WILEY-V C H VERLAG GMBH
Julkaisuvuosi: 2000
Journal: European Journal of Organic Chemistry
Tietokannassa oleva lehden nimi: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Lehden akronyymi: EUR J ORG CHEM
Numero: 12
Aloitussivu: 2315
Lopetussivu: 2323
Sivujen määrä: 9
ISSN: 1434-193X
Tiivistelmä
Reactions of adenosine nucleosides with halogen substituted acetaldehydes and malonaldehydes have been studied and pseudo first-order rate constants have been determined. All the reactions yield 1,N-6-etheno adducts, and with malonaldehydes, in addition to this, 11-formyl-1,N-6-etheno adducts are also formed. Particular attention has been paid to the formation of the formyletheno products. The results obtained suggest that the reactions of adenine base with halogenated acetaldehydes and malonaldehydes are basically similar. It also seems that in reactions of halomalonaldehydes with adenosine, the etheno and formyletheno products are formed through the same initial reaction pathway i. e. the attack of the B-amino group of the adenine base at the carbonyl carbon atom of the aldehyde.
Reactions of adenosine nucleosides with halogen substituted acetaldehydes and malonaldehydes have been studied and pseudo first-order rate constants have been determined. All the reactions yield 1,N-6-etheno adducts, and with malonaldehydes, in addition to this, 11-formyl-1,N-6-etheno adducts are also formed. Particular attention has been paid to the formation of the formyletheno products. The results obtained suggest that the reactions of adenine base with halogenated acetaldehydes and malonaldehydes are basically similar. It also seems that in reactions of halomalonaldehydes with adenosine, the etheno and formyletheno products are formed through the same initial reaction pathway i. e. the attack of the B-amino group of the adenine base at the carbonyl carbon atom of the aldehyde.
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