cas 10356-76-0, 2'-DEOXY-5-FLUOROCYTIDINE | Articles data ｜lookchem

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10356-76-0

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Synthesis of an oligonucleotide suicide substrate for DNA methyltransferases
-
MacMillan,Chen,Verdine
p. 2989 - 2991
(1992)
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Reaction of Acetyl Hypofluorite with Pyrimidines. Part 3. Synthesis, Stereochemistry, and Properties of 5-Fluoro-5,6-dihydropyrimidine Nucleosides
The reaction of acetyl hypofluorite (AcOF) with unprotected uracil and cytosine nucleosides in acetic acid or water has been studied using (18)F as a tracer.For the nucleosides in general two cis-diastereoisomers of both the 6-acetoxy-5-fluoro and 5-fluoro-6-hydroxy adducts were obtained, (1)H n.m.r. analysis of which showed that they all possessed the anti-conformation.The 6-acetoxy-5-fluoroadducts in the uracil nucleosides showed a remarkable stability and appeared to be interesting versatile compounds.They could be converted into their hitherto unknown corresponding 5-fluoro-6-hydroxy-O6,5'-anhydrocyclouracil nucleosides.For the cytosine nucleosides the 6-acetoxy-5-fluoro adducts were not observed, while the other cytosine adducts were found to rapidly deaminate at C-4 in water yielding the corresponding uracil analogues.Interestingly, even within a pair of diastereoisomers different deamination rates were observed.
Visser, Gerard W. M.,Herder, Renella E.,Noordhuis, Paul,Zwaagstra, Oene,Herscheid, Jacobus D. M.,Kanter, Frans J. J. de
p. 2547 - 2554
(2007/10/02)

Synthetic nucleosides and nucleotides. XXI. On the synthesis and biological evaluations of 2'-deoxy-α-D-ribofuranosyl nucleosides and nucleotides
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Yamaguchi,Saneyoshi
p. 1441 - 1450
(2007/10/02)

2,2'-Anhydro-β-D-arabinofuranosyl-5-fluorocytosine
A novel derivative of 1-β-D-arabinofuranose namely the 5-fluorocytosine derivative has been prepared and found to have excellent activity against mouse leukemia.
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(2008/06/13)

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Chemical Properties

Appearance/Colour :Fine white powder
Melting Point: 196 °C
Boiling Point: 464.966 °C at 760 mmHg
Flash Point:235.003 °C
Density: 1.829 g/cm³
Solubility:DMSO: >20mg/mL
Storage Temp.:room temp
Refractive Index: 70 ° (C=1, H2O)
PKA: 14.03±0.60(Predicted)
PSA: 110.60000
LogP: -0.81350

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