Phorbol esters stimulate a phospholipase D-catalysed reaction with both ester- and ether-linked phospholipids in HeLa cells.

C S Hii; Y S Kokke; W Pruimboom; A W Murray

doi:10.1016/0014-5793(89)81779-x

Home/Archive/PubMed

PubMed · 2806563

Phorbol esters stimulate a phospholipase D-catalysed reaction with both ester- and ether-linked phospholipids in HeLa cells.

C S Hii·Y S Kokke·W Pruimboom·A W Murray

View original source ↗Export metadata ↓

Abstract

The phorbol ester, 12-tetradecanoylphorbol-13-acetate (TPA), stimulated the accumulation of labelled phosphatidylethanol (PEth) in HeLa cells prelabelled with [3H]hexadecanol and incubated in the presence of ethanol. PEth formation involves a phospholipase D-catalysed phosphatidyl transferase reaction. [3H]Hexadecanol labelled both ester- and ether-derivatives of HeLa cell phospholipids and TPA stimulated the conversion of both classes of lipid to PEth.

Explore related subjects

Ethers Fatty Alcohols HeLa Cells Humans Kinetics Phospholipase D Phospholipases Phospholipids Substrate Specificity Tetradecanoylphorbol Acetate Journal Article Research Support, Non-U.S. Gov't

Keep this discovery

Explore connections, maps & timelines

BibTeX RIS

C S Hii, Y S Kokke, W Pruimboom, A W Murray. 1989-10-23. Phorbol esters stimulate a phospholipase D-catalysed reaction with both ester- and ether-linked phospholipids in HeLa cells.. https://doi.org/10.1016/0014-5793(89)81779-x

Cite the original work for its findings. Save a collection to share your selection of sources.

KEEP EXPLORING

Related citations

PubMed2006

Electrophile-induced ether transfer: a new approach to polyketide structural units.

[Structure: see text] A strategically novel approach to the formation of syn-1,3-diol mono- and diethers through electrophilic activation of homoallylic alkoxymethyl ethers has been developed. The resulting polyketide-like synthetic fragments are generated in good yield and with excellent stereocontrol. A chairlike transition state is proposed to account for the high stereoselectivity. Varying the conditions of the reaction workup results in the efficient generation of mono- and diether containing structural units common to polyketide natural products.

Ethers↗

PubMed2006

1-naphthylpropargyl ether group: a readily cleaved and sterically minimal protecting system for stereoselective glycosylation.

[reaction: see text] The (1-naphthyl)propargyl group is introduced as a sterically unobtrusive alcohol protecting group that is cleaved in a single step by exposure to dichlorodicyanoquinone in wet dichloromethane. In conjunction with the 4,6-O-benzylidene protecting group, and the use of the sulfoxide glycosylation method, 3-O-naphthylpropargyl-protected mannosyl donors are extremely beta-selective.

Ethers↗

PubMed2006

[1,2]- or [2,3]-rearrangement of onium ylides of allyl and benzyl ethers and sulfides via in situ-generated iodonium ylides.

Iodonium ylides, generated in situ with bisacetoxyiodobenzene, are converted to allyl- or benzyl-substituted oxonium or sulfonium ylides via rhodium- or copper-catalyzed carbene transfer. Except for the S-benzyl example, the resulting ylides undergo rearrangement to the corresponding 2-substituted heterocycles. This demonstrates the first use of iodonium ylides as diazoketone surrogates for the generation and rearrangement of onium ylide intermediates. This abbreviated one-step method proceeds in comparable yields relative to the corresponding two-step route employing diazoketone intermediates.

Ethers↗