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Synlett 2024; 35(11): 1269-1272
DOI: 10.1055/a-2210-1162
DOI: 10.1055/a-2210-1162
cluster
Japan/Netherlands Gratama Workshop
A Fluorescent Probe for C24 Fatty Acids to Report the Deep Interior of Lipid Bilayers
This work was supported by Grants-in-Aid for Scientific Research (Grants Nos. 20K05728, 21H04707, 23K04943, and 23K17373).
Abstract
To investigate the interdigitation and the resulting fluctuation of lipid chains in the deep part of biomembranes, we aimed to develop a new fluorescent probe based on the well-known trans-parinaric acid (t-PA), but with a tetraene near the end of the C24 chain. The probe, tetracosa-16,18,20,22-tetraenoic acid (TCTEA), synthesized mainly by means of reported strategies, was found to better reflect the behavior of lipids in the deeper interior of bilayers than did t-PA. TCTEA could serve as a useful probe for studying the plasma-membrane dynamics of very-long-chain fatty acids, which have recently elicited significant attention in relation to necroptosis.
Key words
long-chain fatty acids - fatty acids - fluorescent probes - teteraenes - lipid bilayers - interdigitationSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-2210-1162.
- Supporting Information
Publication History
Received: 26 October 2023
Accepted after revision: 13 November 2023
Accepted Manuscript online:
13 November 2023
Article published online:
15 December 2023
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