Literature DB >> 16737317

Synthesis and evaluation of fluorogenic substrates for phospholipase D and phospholipase C.

Tyler M Rose1, Glenn D Prestwich.   

Abstract

Fluorogenic analogues of phosphatidylcholine and lysophosphatidylcholine, DDPB and lysoDDPB, were synthesized by an enzyme-assisted strategy. The analogues were evaluated as substrates for phospholipases C and D and lysophospholipase D. DDPB was cleaved by bacterial and plant phospholipase D (PLD) enzymes and represents the first direct fluorogenic substrate for real-time measurement of PLD activity. Both fluorogenic substrates have potential in screening for PLD and PC-PLC inhibitors and for monitoring spatiotemporal changes in PLD activity in cells. [structure: see text]

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Year:  2006        PMID： 16737317      PMCID： PMC2535796          DOI： 10.1021/ol060773d

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  26 in total

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Authors:  Hideo Takakusa; Kazuya Kikuchi; Yasuteru Urano; Shigeru Sakamoto; Kentaro Yamaguchi; Tetsuo Nagano
Journal:  J Am Chem Soc       Date:  2002-02-27       Impact factor: 15.419

2.  Assays for phospholipase D reaction products.

Authors:  Yuhuan Xie; Katheryn E Meier
Journal:  Methods Enzymol       Date:  2002       Impact factor: 1.600

Review 3.  Non-HKD phospholipase D enzymes: new players in phosphatidic acid signaling?

Authors:  Carlo Zambonelli; Mary F Roberts
Journal:  Prog Nucleic Acid Res Mol Biol       Date:  2005

4.  A novel phosphatidylcholine-hydrolyzing phospholipase C induced by phosphate starvation in Arabidopsis.

Authors:  Yuki Nakamura; Koichiro Awai; Tatsuru Masuda; Yasushi Yoshioka; Ken-ichiro Takamiya; Hiroyuki Ohta
Journal:  J Biol Chem       Date:  2004-12-23       Impact factor: 5.157

5.  Phospholipase C assay using p-nitrophenylphosphoryl-choline together with sorbitol and its application to studying the metal and detergent requirement of the enzyme.

Authors:  S Kurioka; M Matsuda
Journal:  Anal Biochem       Date:  1976-09       Impact factor: 3.365

6.  Specific inhibition of rat brain phospholipase D by lysophospholipids.

Authors:  S B Ryu; J P Palta
Journal:  J Lipid Res       Date:  2000-06       Impact factor: 5.922

7.  Glucose activates protein kinase C-zeta /lambda through proline-rich tyrosine kinase-2, extracellular signal-regulated kinase, and phospholipase D: a novel mechanism for activating glucose transporter translocation.

Authors:  G Bandyopadhyay; M P Sajan; Y Kanoh; M L Standaert; M J Quon; B C Reed; I Dikic; R V Farese
Journal:  J Biol Chem       Date:  2001-07-19       Impact factor: 5.157

8.  Transphosphatidylation by phospholipase D.

Authors:  S F Yang; S Freer; A A Benson
Journal:  J Biol Chem       Date:  1967-02-10       Impact factor: 5.157

9.  Fluorogenic phospholipids as head group-selective reporters of phospholipase A activity.

Authors:  Tyler M Rose; Glenn D Prestwich
Journal:  ACS Chem Biol       Date:  2006-03-17       Impact factor: 5.100

Review 10.  "Slip, sliding away": phospholipase D and the Golgi apparatus.

Authors:  Zachary Freyberg; Anirban Siddhanta; Dennis Shields
Journal:  Trends Cell Biol       Date:  2003-10       Impact factor: 20.808
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  8 in total

1.  Fluorogenic XY-69 in Lipid Vesicles for Measuring Activity of Phospholipase C Isozymes.

Authors:  Adam J Carr; Edhriz Siraliev-Perez; Weigang Huang; John Sondek; Qisheng Zhang
Journal:  Methods Mol Biol       Date:  2021

2.  Small molecule inhibitors of phospholipase C from a novel high-throughput screen.

Authors:  Weigang Huang; Matthew Barrett; Nicole Hajicek; Stephanie Hicks; T Kendall Harden; John Sondek; Qisheng Zhang
Journal:  J Biol Chem       Date:  2013-01-07       Impact factor: 5.157

3.  In vivo detection of phospholipase C by enzyme-activated near-infrared probes.

Authors:  Theresa M Mawn; Anatoliy V Popov; Nancy J Beardsley; Klara Stefflova; Matthew Milkevitch; Gang Zheng; E James Delikatny
Journal:  Bioconjug Chem       Date:  2011-11-29       Impact factor: 4.774

4.  Fluorescent phosphatidylinositol 4,5-bisphosphate derivatives with modified 6-hydroxy group as novel substrates for phospholipase C.

Authors:  Xiaoyang Wang; Matthew Barrett; John Sondek; T Kendall Harden; Qisheng Zhang
Journal:  Biochemistry       Date:  2012-06-22       Impact factor: 3.162

5.  A fluorogenic, small molecule reporter for mammalian phospholipase C isozymes.

Authors:  Weigang Huang; Stephanie N Hicks; John Sondek; Qisheng Zhang
Journal:  ACS Chem Biol       Date:  2011-01-10       Impact factor: 5.100

6.  Activatable Optical Probes for the Detection of Enzymes.

Authors:  Christopher R Drake; David C Miller; Ella F Jones
Journal:  Curr Org Synth       Date:  2011-08       Impact factor: 1.975

Review 7.  Synthesis of lysophospholipids.

Authors:  Paola D'Arrigo; Stefano Servi
Journal:  Molecules       Date:  2010-03-08       Impact factor: 4.411

8.  Fate of Liposomes in the Presence of Phospholipase C and D: From Atomic to Supramolecular Lipid Arrangement.

Authors:  Margaret N Holme; M Harunur Rashid; Michael R Thomas; Hanna M G Barriga; Karla Luise Herpoldt; Richard K Heenan; Cécile A Dreiss; José Leobardo Bañuelos; Hai-Nan Xie; Irene Yarovsky; Molly M Stevens
Journal:  ACS Cent Sci       Date:  2018-08-06       Impact factor: 14.553
  8 in total

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