Electrospray tandem mass-spectrometric analysis of diastereo- and stereoisomeric pyrimidine nucleoside analogues based on the 1,3-dihydrobenzo[c]furan core.
Electrospray mass spectrometry and tandem mass spectrometry have aided the structural characterization of the diastereoisomeric cis- and trans-1-(3-benzoyloxymethyl-1,3-dihydrobenzo[c]furan-1-yl)thymines and the four enantiomerically pure stereoisomers of uracil analogues. Low-energy collision-induced dissociation MS/MS analysis of the various precursor molecular and cluster ions confirmed the characteristic fingerprint pattern obtained in the conventional electrospray spectra and allowed a convenient method for the characterization of novel 1,3-dihydrobenzo[c]furan nucleosides.
Len
Christophe
C
Laboratoire des Glucides, Université de Picardie-Jules Verne, F-80039 Amiens, France.
Mackenzie
Grahame
G
Ewing
David F
DF
Sheppard
George
G
Banoub
Joseph
J
D000818:Animals; D001572:Benzofurans / Q000737:chemistry*; D015394:Molecular Structure; D011741:Pyrimidine Nucleosides / Q000737:chemistry*; D021241:Spectrometry, Mass, Electrospray Ionization; D013237:Stereoisomerism; D013941:Thymine / Q000031:analogs & derivatives* / Q000737:chemistry
D001572:Benzofurans; D011741:Pyrimidine Nucleosides; D013941:Thymine