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- W2081199145 abstract "In negative ion mass spectrometry (NI-MS) of bifunctional compounds (e.g. 17β-estradiol palmitate, containing two acidic sites), the orientation of the deprotonation process is greatly influenced by the (MH)− preparation mode [i.e. in solution for fast atom bombardment (FAB) and in the gas phase for chemical ionization (CI)]. Under negative ion FAB conditions, deprotonation is regioselective and takes place at position C3 of a phenolic A ring whereas, in negative ion CI, competitive deprotonation occurs from both acidic sites of the molecule. Indeed, collisional activated dissociation (CAD) spectra of (MH)− present different fingerprints according to the preparation mode used. Using deuterium labelling in NI-FAB, no deuterium incorporation is observed on the deprotonated molecule [i.e. exclusive (MdD)− formation]. The situation is not the same as in NICI-ND3 experiments since both (MdD)− and (MdH)− are produced in similar abundance. The observed differences in behavior of these (MdD)− and (MdH)− species towards high-energy collision (eV range, in triple quadrupole instrument) demonstrate that both ions were deprotonated from the C3 A ring and from the enolizable position of the C17 side chain, respectively. These CAD spectra provide evidence that these deprotonated forms are not convertible. Furthermore, the diagnostic daughter ions produced under CAD conditions indicate that, prior to collision, two different ion-dipole complexes are formed from the precursor (MdD)− and (MdH)− ions." @default.
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- W2081199145 date "1990-01-01" @default.
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- W2081199145 title "Tandem mass spectrometric investigation on 17β-estradiol palmitate in negative ion chemical ionization" @default.
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- W2081199145 doi "https://doi.org/10.1016/s0003-2670(00)83656-9" @default.
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