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Oxidatively truncated ether phosphol...

Case Western Reserve University.

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Oxidatively truncated ether phospholipid: Synthesis, detection in LDL and biological activities.

Record Type:	Language materials, printed : Monograph/item
Title/Author:	Oxidatively truncated ether phospholipid: Synthesis, detection in LDL and biological activities./
Author:	Chen, Xi.
Description:	223 p.
Notes:	Adviser: Robert G. Salomon.
Contained By:	Dissertation Abstracts International68-09B.
Subject:	Chemistry, Biochemistry. -
Online resource:	http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=3285350
ISBN:	9780549258940

Oxidatively truncated ether phospholipid: Synthesis, detection in LDL and biological activities.
Chen, Xi.

Oxidatively truncated ether phospholipid: Synthesis, detection in LDL and biological activities. - 223 p.

Adviser: Robert G. Salomon.

Thesis (Ph.D.)--Case Western Reserve University, 2008.

Heart disease and stroke are the most common causes of death in Westernized societies. Mounting evidence over the past decade suggests that oxidation of low density lipoprotein (LDL) plays an important role in the initiation and promotion of atherosclerosis. Platelet-activating factor (PAF) is a phospholipid with potent, diverse physiological actions, particularly as a mediator of inflammation. Some PAF-like phospholipids, formed during the oxidative modification of LDL, i.e., oxPAF, may act via the PAF receptor.

ISBN: 9780549258940Subjects--Topical Terms:

1017722
Chemistry, Biochemistry.

Oxidatively truncated ether phospholipid: Synthesis, detection in LDL and biological activities.
LDR:03833nam 2200313 a 45 001 852056
005 20100629
008 100629s2008 ||||||||||||||||| ||eng d
020 $a 9780549258940
035 $a (UMI)AAI3285350
035 $a AAI3285350
040 $a UMI $c UMI
100 1 $a Chen, Xi. $3 1017731
245 1 0 $a Oxidatively truncated ether phospholipid: Synthesis, detection in LDL and biological activities.
300 $a 223 p.
500 $a Adviser: Robert G. Salomon.
500 $a Source: Dissertation Abstracts International, Volume: 68-09, Section: B, page: 5924.
502 $a Thesis (Ph.D.)--Case Western Reserve University, 2008.
520 $a Heart disease and stroke are the most common causes of death in Westernized societies. Mounting evidence over the past decade suggests that oxidation of low density lipoprotein (LDL) plays an important role in the initiation and promotion of atherosclerosis. Platelet-activating factor (PAF) is a phospholipid with potent, diverse physiological actions, particularly as a mediator of inflammation. Some PAF-like phospholipids, formed during the oxidative modification of LDL, i.e., oxPAF, may act via the PAF receptor.
520 $a In this work, a diverse family of oxidatively truncated ether phospholipids was prepared to facilitate the identification and biological testing of these compounds that are generated through oxidative cleavage of polyunsaturated phospholipids. Using HPLC with on-line tandem mass spectrometry, the formation of these phospholipids in oxidation reactions of docosahexaenoate, arachidonate and linoleate esters of 1-alkyl-2-hydroxy-sn-glycero-3-phosphocholine (lyso-PAF) was demonstrated. The oxidation of LDL by myeloperoxidase (MPO) also produced oxidized alkyl acyl phosphocholines (oxPAFs). We discovered a profound influence of membrane environment on the stability of gamma-hydroxyalkenal oxPAFs. Under autoxidative conditions the aldehyde group of gamma-hydroxyalkenal oxPAFs is stable in small unilamellar vesicles (SUVs) composed of saturated diacyl-PCs, but is rapidly oxidized in SUVs that contain 1 equivalent of the linoleic acid ester of 2-lysophosphatidylcholine (LA-PC).
520 $a Various oxPAFs are potent platelet-activating factor receptor (PAFR) agonists, such as OB-PAF, S-PAF, KHdiA-PAF, KOdiA-PAF and HOHA-PAF. Several of these oxPAFs, at micromolar concentrations, can initiate calcium accumulation and these responses were increased in a concentration-dependent way. The oxidatively truncated alkyl acyl phosphocholines tested were all biologically active as mitochondrial depolarizing agents. Apoptosis was initiated upon exposure of HL 60 cells to these oxPAFs. The potencies of these oxPAFs apparently show structural dependences.
520 $a With the recent development of soft ionization methods, electrospray ionization (ESI) has become an informative method for detecting oxidized phospholipids. In the present study, the fragmentation pattern of a series of oxidatively truncated PAF analogs, formed during oxidation of alkyl phosphocholines, was systematically investigated using negative mode ESI-MS/MS. In comparison with the positive ion mode, the negative mode provides more structural information, obviating the need for derivatization. Negative ion MS fragmentation readily distinguishes structurally similar acyl phosphocholine (PC), phosphatidylethanolamine (PE) and phosphatidylserine (PS) oxidative products without the need for phospholipase A1 treatment, that is commonly used to distinguish alkyl from acyl phosphatidylcholines.
590 $a School code: 0042.
650 4 $a Chemistry, Biochemistry. $3 1017722
650 4 $a Chemistry, Organic. $3 516206
690 $a 0487
690 $a 0490
710 2 $a Case Western Reserve University. $3 1017714
773 0 $t Dissertation Abstracts International $g 68-09B.
790 $a 0042
790 1 0 $a Salomon, Robert G., $e advisor
791 $a Ph.D.
792 $a 2008
856 4 0 $u http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=3285350