10257-32-6Relevant articles and documents
Reactions of Adenine Nucleosides with Aqueous Alkalies: Kinetic and Mechanism
Lehikoinen, Pertti,Mattinen, Jorma,Loennberg, Harri
, p. 3819 - 3823 (1986)
The hydrolysis of adenosine in aqueous alkali has been studied by liquid chromatography (LC), NMR spectroscopy, and isotopic labeling techniques.The first step of the multistage reaction pathway has been shown to be a nucleophilic attack of hydroxide ion on the C8 atom with concomitant opening of the imidazole ring.The equilibrium mixture of 4-amino-5-formamido-6-(ribosylamino)pyrimidines obtained undergoes three competitive reactions, viz., intramolecular cyclization to adenine nucleosides and N6-ribosyladenines and degradation to nonchromophoric products, most probably via intermediary formation of 4,5-diamino-6-(ribosylamino)pyrimidines.Isomeric N6-ribosyladenines are further hydrolyzed to adenine and D-ribose.The rate constants for the different partial reactions have been determined at various concentrations of hydroxide ion.The mechanisms of individual steps are discussed.Comparative kinetic studies with 2'-deoxy-, 2',3'-O-isopropylidene-, and 5'-O-methyladenosine and 9-β-D-arabinofuranosyladenine and its 5'-O-methyl derivative are interpreted to indicate that the glycon moiety hydroxyl groups do not play any important role in the alkaline cleavage of adenine nucleosides.
New triterpenoid saponin from the stems of Albizia adianthifolia (Schumach.) W.Wight
Toukea, Daniel Djou,Kamto, Eutrophe Le Doux,Simo, Line Made,Mbing, Joséphine Ngo,Antheaume, Cyril,Haddad, Mohamed,Noté, Olivier Placide,Pegnyemb, Dieudonné Emmanuel
, p. 780 - 788 (2020/08/19)
As part of our continuing study of apoptosis-inducing saponins from Cameroonian Albizia genus, one new triterpenoid saponin, named adianthifolioside J (1), together with the known gummiferaoside E (2), were isolated from Albizia adianthifolia stems. The s
Transformation of aldehydes into nitriles in an aqueous medium using O-phenylhydroxylamine as the nitrogen source
Cheewawisuttichai, Thamrongsak,Hurst, Robert D.,Brichacek, Matthew
, (2021/03/24)
The conversion of an aldehyde into a nitrile can be efficiently performed using O-phenylhydroxylamine hydrochloride in buffered aqueous solutions. The reported method is specifically optimized for aqueous-soluble substrates including carbohydrates. Several reducing sugars including monosaccharides, disaccharides, and silyl-protected saccharides were transformed into cyanohydrins in high yields. The reaction conditions are also suitable for the formation of nitriles from various types of hydrophobic aldehyde substrates. Furthermore, cyanide can be eliminated from cyanohydrins, analogous to the Wohl degradation, by utilizing a readily-removed weakly basic resin as a promoter.