Alkaline hydrolysis of cladribine.
The kinetics of hydrolysis of 2-chloro-2'-deoxyadenosine (cladribine) was studied at various sodium hydroxide concentrations and temperatures. HPLC analysis of reaction mixtures showed that the main products were 2'-deoxyisoguanosine and 2'-deoxyguanosine. The first one was the result of the hydroxyl anion attack, whereas the presence of the other nucleoside has evidenced the existence of hitherto undescribed rearrangement reaction in purine derivatives.
Andrzejewska
M
M
Institute of Chemistry, Agricultural University, Warsaw, Poland.
Dzierzgowska-Szmidt
A
A
Kazimierczuk
Z
Z
D000241:Adenosine; D000468:Alkalies; D002851:Chromatography, High Pressure Liquid; D017338:Cladribine / Q000737:chemistry*; D003849:Deoxyguanosine / Q000737:chemistry; D006151:Guanosine / Q000737:chemistry; D006863:Hydrogen-Ion Concentration; D006868:Hydrolysis; D007202:Indicators and Reagents; D007700:Kinetics; D009682:Magnetic Resonance Spectroscopy; D012972:Sodium Hydroxide; D021241:Spectrometry, Mass, Electrospray Ionization; D013056:Spectrophotometry, Ultraviolet
D000468:Alkalies; D007202:Indicators and Reagents; D006151:Guanosine; C008184:isoguanosine; D017338:Cladribine; D012972:Sodium Hydroxide; D003849:Deoxyguanosine; D000241:Adenosine