5536-30-1Relevant articles and documents
Fluorescence enhancement of oligodeoxynucleotides modified with green fluorescent protein chromophore mimics upon triplex formation
Kanamori, Takashi,Takamura, Akihiro,Tago, Nobuhiro,Masaki, Yoshiaki,Ohkubo, Akihiro,Sekine, Mitsuo,Seio, Kohji
, p. 1190 - 1197 (2017)
Green fluorescent protein (GFP)-based molecular-rotor chromophores were attached to the 5-positions of deoxyuridines, and subsequently, incorporated into the middle positions of oligodeoxynucleotides. These oligonucleotides were designed to form triplex D
EFFECT OF C5-AMINO SUBSTITUENT ON 2'-DEOXYURIDINE BASE PAIRING WITH 2'-DEOXYADENOSINE: INVESTIGATION BY 1H AND 13C NMR SPECTROSCOPY
Barawkar, Dinesh A.,Kumar, R. Krishna,Ganesh, K. N.
, p. 8505 - 8514 (1992)
Substituents at 5-position of a pyrimidine base are known to affect its base pairing properties with complementary purines, either by altering the imino N3-H acidity or by modifying the acceptor strength of C2 and C4 carbonyls.This paper reports comparative base pair property of 5-methyl-2'-deoxyuridine (dT) and 5-amino-2'-deoxyuridine (dUNH2) with 2'-deoxyadenosine (dA) as their 3',5'-di-t-butyldimethylsilyl derivatives in chloroform-d.Using 1H and 13C NMR, it is demonstrated that the 5-NH2 substituent in 2'-deoxyuridine results in (i) decreased association (lower Ka) with 2'-deoxyadenosine compared to dA:dT complexation and (ii) increased receptor strength of C2 carbonyl compared to C4 carbonyl and (iii) lower temperature for separation of 6-amino protons of dA due to its complexation with dUNH2 compared to that with dT.
Importance of 3′-hydroxyl group of the nucleosides for the reactivity of thymidine phosphorylase from Escherichia coli
Hatano, Akihiko,Harano, Aiko,Kirihara, Masayuki
, p. 232 - 233 (2007/10/03)
Thymidine phosphorylase in phosphate buffer catalyzed the conversion of thymidine to unnatural nucleosides. The 3′-OH, but not the 5′-OH of ribosyl moiety is necessary to be recognized as a substrate. Thus 3′-deoxythymidine could not convert to 5-fluorouracil-2′,3′- dideoxyribose. However, 5′-deoxythymidine was converted to 5-fluorouracil-2′,5′-dideoxyribose. Copyright