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Biosynthesis of Nucleic Acids01:28

Biosynthesis of Nucleic Acids

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Preparation, Purification, and Use of Fatty Acid-containing Liposomes
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Published on: February 9, 2018

Catanionic systems from conversion of nucleotides into nucleo-lipids.

Ruggero Angelico1, Andrea Ceglie, Francesca Cuomo

  • 1Consorzio per lo sviluppo dei Sistemi a Grande Interfase (CSGI) c/o Università del Molise (DISTAAM), v. De Sanctis, I-86100 Campobasso, Italy. angelico@unimol.it

Langmuir : the ACS Journal of Surfaces and Colloids
|February 2, 2008
PubMed
Summary

Researchers synthesized amphiphilic nucleo-lipid derivatives from 5'-AMP and 5'-UMP in CTAB micelles. Different alkylation patterns and aggregate formation kinetics were observed based on the nucleotide used.

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Synthetic Condensates and Cell-Like Architectures from Amphiphilic DNA Nanostructures

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Area of Science:

  • Supramolecular Chemistry
  • Nanomaterials Science
  • Nucleotide Chemistry

Background:

  • Reactions in nanostructured environments offer unique synthetic possibilities.
  • Amphiphilic molecules can self-assemble into complex supramolecular structures.
  • Cetyltrimethylammonium bromide (CTAB) is a widely used cationic surfactant for micelle formation.

Purpose of the Study:

  • To synthesize amphiphilic nucleo-lipid derivatives from 5 eal-adenosine monophosphate (5 eal-AMP) and 5 eal-uridine monophosphate (5 eal-UMP).
  • To investigate the self-assembly of these derivatives in CTAB micellar solutions.
  • To analyze the differences in alkylation and aggregate formation kinetics based on nucleotide composition.

Main Methods:

  • Micellar synthesis using dodecyl epoxide (DE) dispersed in CTAB solutions.
  • Characterization of self-assembled structures using optical microscopy and dynamic light scattering (DLS).
  • Analysis of nucleo-lipid derivatives using liquid chromatography-quadrupole time-of-flight mass spectrometry (LC-QqTOF-MS).

Main Results:

  • Spontaneous formation of catanionic supramolecular structures with Maltese crosses observed.
  • LC-QqTOF-MS identified mono- and di-chained 5 eal-UMP derivatives, and only mono-alkylated 5 eal-AMP adducts.
  • A novel di-alkylated 5 eal-UMP adduct was formed from a mixture of 5 eal-AMP and 5 eal-UMP.
  • Distinct aggregate formation kinetics were observed for 5 eal-UMP, 5 eal-AMP, and their equimolar mixture via time-resolved DLS.

Conclusions:

  • The study demonstrates the successful synthesis of novel nucleo-lipids with varying alkylation patterns.
  • The self-assembly behavior and kinetics are sensitive to the type of nucleotide and their combination.
  • This system serves as a model for studying intermolecular interactions and self-association in complex mixtures.