Acetalated dextran

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Acetalated dextran
Names
IUPAC name
varies
Other names
Ac-DEX, Ace-DEX, modified dextran
Identifiers
ChemSpider
  • none
Properties
Molar mass varies
Appearance white powder
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Acetalated dextran is a biodegradable polymer based on

polyesters, like poly(lactic-co-glycolic acid), through processes like solvent evaporation and emulsion.[1] Acetalated dextran is structurally different from acetylated
dextran.

History

Acetalated dextran was first reported in 2008 out of the lab of Jean Fréchet at the University of California, Berkeley in the College of Chemistry.[2][3] This version of acetalated dextran, often abbreviated Ac-DEX, has dextran and exceedingly low levels of acetone and methanol as degradation products. In 2012, in the laboratory of Kristy Ainslie, at Ohio State University in the College of Pharmacy, polymer synthesis was modified to release ethanol in place of methanol upon degradation.[4] The ethanol producing version of acetalated dextran is often abbreviated Ace-DEX.

Properties

Cyclic and acyclic acetals on acetalated dextran which degrades to dextran, acetone, and ethanol.

During the synthesis of acetalated dextran both acyclic and cyclic acetals are formed. The acyclic acetals degrade into an

nanoparticles encapsulating a protein antigen, more efficient presentation of antigen to both MHC class I and MHC class II, over other non-acid sensitive polymers like PLGA and non degradable materials like gold nanoparticles.[5]

Applications

Because of the ability of acetalated dextran to degrade more rapidly in low

nanoparticles. Acetalated dextran was originally developed as a vaccine carrier, but has been used for drug delivery, tissue engineering and infectious disease vaccine delivery.[1] Its unique degradation rates have led to finely tuned release of therapeutic proteins[7] and vaccine elements.[8][9]

Ac-DEX has also been shown the allow proteins to be stored outside the cold chain.[10]

References

  1. ^
    PMID 28032507
    .
  2. .
  3. ^ Frechet, JM; Bachelder, EM; Beaudette, TT; Broaders, KE. "Acid-Degradable and Bioerodible Modified Polyhydroxylated Materials". Google Patent.
  4. ^
    PMID 22833690
    .
  5. ^ .
  6. .
  7. .
  8. .
  9. ^ D'Lima, Jessica (4 September 2018). "Stimuli-Responsive Drug Delivery: A New Way To Treat Gout". Advanced Science News. Wiley. Retrieved 31 December 2018.
  10. PMID 22548844
    .