The effects of methanol (M) and acetonitrile (A) on the stability of cycloserine (1) have been studied. IR Multiphoton PhotoDissocn. (IRMPD) spectroscopy of the ionic species from electrospray ionization tandem mass spectrometry (ESI-MS) of 1/M and 1/A solns. points to extensive dimerization of 1 to cis-3,6-bis(aminooxymethyl)-2,5-piperidinedione (2), while the same process is not obsd. in the ESI-MS of 1/M solns. The 1D and 2D NMR expts. confirmed these findings by showing that partial dimerization of 1 actually takes place at room temp. in acetonitrile even before ESI-MS anal. Comparison of NMR and IRMPD spectroscopic data from the same 1/A soln. suggests that dimerization of cycloserine is enhanced in the ESI source.
Role of the solvent on the stability of cycloserine under ESI-MS conditions / Fraschetti, Caterina; Filippi, Antonello; Mannina, Luisa; A. P., Sobolev; Speranza, Maurizio. - In: JOURNAL OF MASS SPECTROMETRY. - ISSN 1076-5174. - 49:7(2014), pp. 608-612. [10.1002/jms.3380]
Role of the solvent on the stability of cycloserine under ESI-MS conditions
FRASCHETTI, CATERINA;FILIPPI, Antonello;MANNINA, LUISA;SPERANZA, Maurizio
2014
Abstract
The effects of methanol (M) and acetonitrile (A) on the stability of cycloserine (1) have been studied. IR Multiphoton PhotoDissocn. (IRMPD) spectroscopy of the ionic species from electrospray ionization tandem mass spectrometry (ESI-MS) of 1/M and 1/A solns. points to extensive dimerization of 1 to cis-3,6-bis(aminooxymethyl)-2,5-piperidinedione (2), while the same process is not obsd. in the ESI-MS of 1/M solns. The 1D and 2D NMR expts. confirmed these findings by showing that partial dimerization of 1 actually takes place at room temp. in acetonitrile even before ESI-MS anal. Comparison of NMR and IRMPD spectroscopic data from the same 1/A soln. suggests that dimerization of cycloserine is enhanced in the ESI source.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
