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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 30, Number 2
BKCSDE 30(2)
February 20, 2009 

Study of Complexes of C2- and C6-dihydroceramides with Transition Metal Ions Using Electrospray Ionization Tandem Mass Spectrometry (ESI-MS/MS)
Jin Yi Lim, Avvaru Praveen Kumar, Changdae Kim, Chuljin Ahn, Young Jae Yoo, Yong Ill Lee*
Transition metal complexes, C2-dihydroceramide, C6-dihydroceramide, Electrospray ionization tandem mass spectrometry
The complexes of C2- and C6-dihydroceramides with transition metal ions have been investigated by using Electrospray ionization-tandem mass spectrometry (ESI-MS/MS). The formation and fragmentation pathways of several doubly charged cluster ions as well as singly charged cluster ions of C2- and C6-dihydroceramides with transition metal ions have studied by ESI-MS/MS in the positive mode. Under ESI conditions, dihydroceramides form singly and doubly charged complexes with transition metal ions (Mn2+, Fe2+, Co2+, Ni2+, and Zn2+ except Cu2+) with the compositions of [DHCer+M+2H2O-H]+, [2DHCer+M+2H2O-H]+, [3DHCer+M+2H2O-H]+, [2DHCer +M]2+, [3DHCer+M]2+, [4DHCer+M]2+, [5DHCer+M]2+, and [6DHCer+M]2+ (DHCer = C2- or C6-dihydroceramide, M = transition metal ion). The different complexation behavior of copper is responsible for relatively lower affinity of dihydroceramides to copper compared to those of other transition metals. It is also found that in the mass spectrum of the dihydroceramide complexes with copper(II), [2DHCer+Cu-H]+ was observed with considerable intensity as well as [2DHCer+Cu+2H2O-H]+ due to its different geometry from those of other metals.
397 - 401
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