Hydroxy Acid Conjugation to Lipids Increases Structural and Hydrolytic Stability

Hydroxy Acid Conjugation to Lipids Increases Structural and Hydrolytic Stability | Research Square window.SnipcartSettings = { analytics: { enabled: false } }; (function() { var accessVector = localStorage.getItem('access_vector') || ''; window.dataLayer = window.dataLayer || []; if (accessVector) { window.dataLayer.push({ user: { profile: { profileInfo: { snid: accessVector } } } }); } })(); (function(w,d,s,l,i){w[l]=w[l]||[];w[l].push({'gtm.start':new Date().getTime(),event:'gtm.js'});var f=d.getElementsByTagName(s)[0],j=d.createElement(s),dl=l!='dataLayer'?'&l='+l:'';j.async=true;j.src='https://www.googletagmanager.com/gtm.js?id='+i+dl;f.parentNode.insertBefore(j,f);})(window,document,'script','dataLayer','GTM-K279D39R'); Browse Preprints In Review Journals COVID-19 Preprints AJE Video Bytes Research Tools Research Promotion AJE Professional Editing AJE Rubriq About Preprint Platform In Review Editorial Policies Our Team Advisory Board Help Center Sign In Submit a Preprint Cite Share Download PDF Article Hydroxy Acid Conjugation to Lipids Increases Structural and Hydrolytic Stability Moran Frenkel-Pinter, Rotem Edri, Yael Levi-Kalisman, Sarah Fisher This is a preprint; it has not been peer reviewed by a journal. https://doi.org/ 10.21203/rs.3.rs-5922500/v1 This work is licensed under a CC BY 4.0 License Status: Under Review Version 1 posted You are reading this latest preprint version Abstract Contemporary life requires functional polymers and phospholipid-derived compartmentalization. Mutualistic relationships between compartmentalization and polymerization have never been demonstrated in an abiotic scenario. As both the polymerization of hydroxy acids and the primitive cell-like aggregation of short chain fatty acids are well known, we studied cooperative interactions between compartmentalization and polymerization using these two classes of molecules as a model system. To that end, we explored the formation of various hydroxy acid-decanoic acid conjugates. All reactions produced two types of condensation products: hydroxy acid homoesters and lipid-hydroxy acid heteroesters. We found that conjugation of hydroxy acids to decanoic acid led to the reduction of decanoic acid critical aggregation concentration by an order of magnitude. Furthermore, hydroxy acid oligomers were protected against hydrolysis only upon conjugation to decanoic acid. Our work offers meaningful insights into the role of self-assembly and cooperative chemistry as selective driving forces in lipid-polymer co-evolution. Physical sciences/Chemistry/Chemical origin of life Biological sciences/Biochemistry/Lipids/Fatty acids Physical sciences/Chemistry/Biochemistry/Biophysical chemistry self-assembly hydrolysis chemical evolution origins of life prebiotic chemistry water chemistry Full Text Additional Declarations There is NO Competing Interest. Supplementary Files SupplementaryInformationFinalmfp.pdf Supplementary Information Cite Share Download PDF Status: Under Review Version 1 posted You are reading this latest preprint version Research Square lets you share your work early, gain feedback from the community, and start making changes to your manuscript prior to peer review in a journal. As a division of Research Square Company, we’re committed to making research communication faster, fairer, and more useful. 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Also discoverable on Platform About Our Team In Review Editorial Policies Advisory Board Help Center Resources Author Services Accessibility API Access RSS feed Manage Cookie Preferences © Research Square 2026 | ISSN 2693-5015 (online) Privacy Policy Terms of Service Do Not Sell My Personal Information {"props":{"pageProps":{"initialData":{"identity":"rs-5922500","acceptedTermsAndConditions":true,"allowDirectSubmit":false,"archivedVersions":[],"articleType":"Article","associatedPublications":[],"authors":[{"id":513130595,"identity":"9877a591-1327-4900-a155-2ef59c234f00","order_by":0,"name":"Moran 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