Abstract：
:Phosphatidylserine (PS) is an aminophospholipid that is prone to glycation. In oxidative conditions, glycated PS may lead to the formation of Amadori compounds and advanced glycated end products (AGEs), which are known to accumulate in diabetic patients. Nevertheless, there have been no studies that identified products from the oxidative reaction of glycated PS. In this study, glycated 1-palmitoyl-2-oleoyl-PS was synthesized and further oxidized by Fenton reagent. The AGES formed were structurally characterized by liquid chromatography coupled to tandem mass spectrometry (LC-MS/MS) in negative mode. The oxidation products from glycated PS that we have found include products arising from the oxidation of the fatty acyl chains (hydroperoxides, hydroxides and keto derivatives), and arising from oxidative cleavage of serine polar head and lyso-glycated PS. Oxidation in C6 of glucose lead to the formation of glucuronyl-PS. In addition, new products arising from oxidative cleavage of glucose moiety (between C1C2, C2C3 and C3C4 bonds) were identified as PS-AGES. The current findings add substantially to the best of our knowledge of PS glycoxidation products, opening new perspectives for the detection of these products in complex biological matrices.
journal_name
Chem Phys Lipidsjournal_title
Chemistry and physics of lipidsauthors
Maciel E,da Silva RN,Simões C,Melo T,Ferreira R,Domingues P,Domingues MRdoi
10.1016/j.chemphyslip.2013.05.005subject
Has Abstractpub_date
2013-09-01 00:00:00pages
1-7eissn
0009-3084issn
1873-2941pii
S0009-3084(13)00092-3journal_volume
174pub_type
杂志文章abstract：:(Z)-tetracos-5-enoic acid and racemic cis-4-(2-octadecylcyclopropane-1-yl)-butanoic acid have been prepared from 1-eicosene by a new facile route. Periodic acid cleavage of the epoxide of 1-eicosene gave nonadecanal which was condensed with 4-carboxybutyltriphenylphosphonium bromide to give predominately (Z)-tetracos-...
journal_title：Chemistry and physics of lipids
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更新日期：2003-11-01 00:00:00
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doi：10.1016/0009-3084(84)90086-0
更新日期：1984-11-01 00:00:00
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更新日期：2005-01-01 00:00:00
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journal_title：Chemistry and physics of lipids
pub_type： 杂志文章,评审
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更新日期：2016-10-01 00:00:00
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journal_title：Chemistry and physics of lipids
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更新日期：1988-03-01 00:00:00
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pub_type： 杂志文章
doi：10.1016/0009-3084(93)90032-x
更新日期：1993-11-01 00:00:00
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journal_title：Chemistry and physics of lipids
pub_type： 杂志文章
doi：10.1016/0009-3084(88)90062-x
更新日期：1988-11-01 00:00:00
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pub_type： 杂志文章
doi：10.1016/j.chemphyslip.2004.04.006
更新日期：2004-08-01 00:00:00
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journal_title：Chemistry and physics of lipids
pub_type： 杂志文章
doi：10.1016/0009-3084(94)02430-d
更新日期：1995-05-22 00:00:00
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journal_title：Chemistry and physics of lipids
pub_type： 杂志文章,评审
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更新日期：1998-11-01 00:00:00
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journal_title：Chemistry and physics of lipids
pub_type： 杂志文章
doi：10.1016/s0009-3084(96)02652-7
更新日期：1997-02-28 00:00:00
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journal_title：Chemistry and physics of lipids
pub_type： 杂志文章
doi：10.1016/j.chemphyslip.2004.09.007
更新日期：2004-11-01 00:00:00
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journal_title：Chemistry and physics of lipids
pub_type： 杂志文章
doi：10.1016/s0009-3084(02)00014-2
更新日期：2002-05-01 00:00:00
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journal_title：Chemistry and physics of lipids
pub_type： 杂志文章
doi：10.1016/s0009-3084(02)00052-x
更新日期：2002-10-01 00:00:00
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journal_title：Chemistry and physics of lipids
pub_type： 杂志文章
doi：10.1016/j.chemphyslip.2016.02.004
更新日期：2016-03-01 00:00:00
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journal_title：Chemistry and physics of lipids
pub_type： 杂志文章
doi：10.1016/s0009-3084(02)00126-3
更新日期：2003-03-01 00:00:00
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journal_title：Chemistry and physics of lipids
pub_type： 杂志文章,评审
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更新日期：1986-12-15 00:00:00
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journal_title：Chemistry and physics of lipids
pub_type： 杂志文章
doi：10.1016/0009-3084(94)90135-x
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journal_title：Chemistry and physics of lipids
pub_type： 杂志文章
doi：10.1016/0009-3084(86)90067-8
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更新日期：2000-02-01 00:00:00
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journal_title：Chemistry and physics of lipids
pub_type： 杂志文章
doi：10.1016/j.chemphyslip.2004.05.003
更新日期：2004-09-01 00:00:00
abstract：:The activities of cytochrome P450-derived epoxide metabolites of omega-6 polyunsaturated fatty acids (PUFAs) in cellular homeostasis have generated considerable topical interest, but there is less information on the effects of omega-3 PUFA epoxides. Mass spectroscopic data on the epoxides of the omega-3 PUFA eicosapen...
journal_title：Chemistry and physics of lipids
pub_type： 杂志文章
doi：10.1016/j.chemphyslip.2009.02.005
更新日期：2009-05-01 00:00:00
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journal_title：Chemistry and physics of lipids
pub_type： 杂志文章
doi：10.1016/j.chemphyslip.2004.12.009
更新日期：2005-04-01 00:00:00
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journal_title：Chemistry and physics of lipids
pub_type： 杂志文章
doi：10.1016/s0009-3084(98)00098-x
更新日期：1998-12-01 00:00:00
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journal_title：Chemistry and physics of lipids
pub_type： 杂志文章
doi：10.1016/0009-3084(89)90072-8
更新日期：1989-03-01 00:00:00
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journal_title：Chemistry and physics of lipids
pub_type： 杂志文章
doi：10.1016/0009-3084(86)90126-x
更新日期：1986-08-01 00:00:00
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journal_title：Chemistry and physics of lipids
pub_type： 杂志文章
doi：10.1016/0009-3084(86)90116-7
更新日期：1986-03-01 00:00:00
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journal_title：Chemistry and physics of lipids
pub_type： 杂志文章
doi：10.1016/0009-3084(90)90171-m
更新日期：1990-09-01 00:00:00
abstract：:Aqueous dispersions of 1,2-bis(10,12-tricosadiynoyl)-sn-glycero-3-phosphocholine, on cooling below the chain melting temperature, form hollow cylindrical structures known as 'tubules'. We have studied the formation of tubules in methanol/water, ethanol/water and n-propanol/water. For each alcohol, there is a defined w...
journal_title：Chemistry and physics of lipids
pub_type： 杂志文章
doi：10.1016/0009-3084(92)90021-g
更新日期：1992-11-01 00:00:00
abstract：:Oxidised low density lipoprotein (LDL) was considered to be important in the pathogenesis of atherosclerosis, but the large clinical trials of antioxidants, including the first one using probucol (the PQRST Trial), failed to show benefit and have cast doubt on the importance of oxidised LDL. We have shown previously t...
journal_title：Chemistry and physics of lipids
pub_type： 杂志文章
doi：10.1016/j.chemphyslip.2018.03.001
更新日期：2018-07-01 00:00:00
