Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 136, Issue 10, Pages 3784-3787Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja5006256
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Funding
- National Science Foundation [CHE-1011770]
- University of Colorado, Boulder
- Division Of Chemistry
- Direct For Mathematical & Physical Scien [1306386] Funding Source: National Science Foundation
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The aqueous photochemistry of 2-oxooctanoic acid (a single-tailed surfactant) results in the synthesis of a double-tailed surfactant product followed by spontaneous self-assembly into vesicles. The photochemical mechanism is detailed here, and the reaction products are identified using mass spectrometry. Then, the self-assembled vesicles are characterized using dynamic light scattering, fluorescence microscopy, and NMR. Further, their stability over time and in the presence of MgCl2 salt is demonstrated. This work contributes to membrane evolution through the provision of a prebiotic route for the synthesis of plausible membrane components and subsequent self-assembly of a primitive enclosure.
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