Abstract：
:Phospholipases are ubiquitous in nature and the target of significant research aiming at both their physiological roles and technical applications in e.g. the food industry. In the search for sensitive and selective phospholipase assays, we have focused on synthetic FRET (Förster resonance energy transfer) substrates. This has led to the development of a facile, easily scalable and low cost synthesis of fluorogenic phospholipids featuring the dansyl/dabcyl fluorophore/quencher-pair on the fatty acid ω-position and on the phosphatidylethanolamine head group, respectively. Hence, the two substrates lyso-(dansyl-FA)-GPE-dabcyl (6) and (dansyl-FA)2-GPE-dabcyl (7) were synthesized by a chemoenzymatic strategy, in which preparation of (6) further included a novel selective enzymatic esterification step. As proof of concept, activity of a handful of phospholipases, one from each of the PLA1, PLA2, PLC and PLD classes, were assayed using substrates (6) and (7), and the kinetic parameter kcat/KM was determined. The PLA1 (Lecitase Ultra™) was found to be highly active on both substrates, whereas the PLD (from white cabbage) had no activity, presumably due to steric effects associated with the dabcyl-functionalization of the head group. It was further substantiated that the substrates are specific towards phospholipase activity as the tested lipase (Lipolase™) showed close to zero activity.
journal_name
Chem Phys Lipidsjournal_title
Chemistry and physics of lipidsauthors
Piel MS,Peters GH,Brask Jdoi
10.1016/j.chemphyslip.2016.12.002subject
Has Abstractpub_date
2017-01-01 00:00:00pages
49-54eissn
0009-3084issn
1873-2941pii
S0009-3084(16)30156-6journal_volume
202pub_type
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doi：10.1016/0009-3084(89)90047-9
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doi：10.1016/j.chemphyslip.2013.05.005
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journal_title：Chemistry and physics of lipids
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doi：10.1016/j.chemphyslip.2013.12.012
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doi：10.1016/j.chemphyslip.2012.02.001
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pub_type： 杂志文章
doi：10.1016/0009-3084(94)90051-5
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journal_title：Chemistry and physics of lipids
pub_type： 杂志文章
doi：10.1016/j.chemphyslip.2004.01.005
更新日期：2004-05-01 00:00:00
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journal_title：Chemistry and physics of lipids
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journal_title：Chemistry and physics of lipids
pub_type： 杂志文章,评审
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doi：10.1016/j.chemphyslip.2007.08.001
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journal_title：Chemistry and physics of lipids
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更新日期：2002-10-01 00:00:00
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pub_type： 杂志文章
doi：10.1016/0009-3084(77)90013-5
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journal_title：Chemistry and physics of lipids
pub_type： 杂志文章
doi：10.1016/0009-3084(83)90016-6
更新日期：1983-08-01 00:00:00
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journal_title：Chemistry and physics of lipids
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journal_title：Chemistry and physics of lipids
pub_type： 杂志文章
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更新日期：2011-02-01 00:00:00
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journal_title：Chemistry and physics of lipids
pub_type： 杂志文章
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更新日期：2003-01-01 00:00:00
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journal_title：Chemistry and physics of lipids
pub_type： 杂志文章
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更新日期：2002-02-01 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.2015.09.002
更新日期：2015-10-01 00:00:00
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journal_title：Chemistry and physics of lipids
pub_type： 杂志文章
doi：10.1016/0009-3084(90)90097-b
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