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Esterified Trehalose Analogues Protect Mammalian Cells from Heat Shock.

Publication ,  Journal Article
Bragg, JT; D'Ambrosio, HK; Smith, TJ; Gorka, CA; Khan, FA; Rose, JT; Rouff, AJ; Fu, TS; Bisnett, BJ; Boyce, M; Khetan, S; Paulick, MG
Published in: Chembiochem
September 19, 2017

Trehalose is a disaccharide produced by many organisms to better enable them to survive environmental stresses, including heat, cold, desiccation, and reactive oxygen species. Mammalian cells do not naturally biosynthesize trehalose; however, when introduced into mammalian cells, trehalose provides protection from damage associated with freezing and drying. One of the major difficulties in using trehalose as a cellular protectant for mammalian cells is the delivery of this disaccharide into the intracellular environment; mammalian cell membranes are impermeable to the hydrophilic sugar trehalose. A panel of cell-permeable trehalose analogues, in which the hydrophilic hydroxyl groups of trehalose are masked as esters, have been synthesized and the ability of these analogues to load trehalose into mammalian cells has been evaluated. Two of these analogues deliver millimolar concentrations of free trehalose into a variety of mammalian cells. Critically, Jurkat cells incubated with these analogues show improved survival after heat shock, relative to untreated Jurkat cells. The method reported herein thus paves the way for the use of esterified analogues of trehalose as a facile means to deliver high concentrations of trehalose into mammalian cells for use as a cellular protectant.

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Published In

Chembiochem

DOI

EISSN

1439-7633

Publication Date

September 19, 2017

Volume

18

Issue

18

Start / End Page

1863 / 1870

Location

Germany

Related Subject Headings

  • Trehalose
  • Temperature
  • Organic Chemistry
  • NIH 3T3 Cells
  • Mice
  • Jurkat Cells
  • Humans
  • Hela Cells
  • HeLa Cells
  • Esterification
 

Citation

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Bragg, J. T., D’Ambrosio, H. K., Smith, T. J., Gorka, C. A., Khan, F. A., Rose, J. T., … Paulick, M. G. (2017). Esterified Trehalose Analogues Protect Mammalian Cells from Heat Shock. Chembiochem, 18(18), 1863–1870. https://doi.org/10.1002/cbic.201700302
Bragg, Jack T., Hannah K. D’Ambrosio, Timothy J. Smith, Caroline A. Gorka, Faraz A. Khan, Joshua T. Rose, Andrew J. Rouff, et al. “Esterified Trehalose Analogues Protect Mammalian Cells from Heat Shock.Chembiochem 18, no. 18 (September 19, 2017): 1863–70. https://doi.org/10.1002/cbic.201700302.
Bragg JT, D’Ambrosio HK, Smith TJ, Gorka CA, Khan FA, Rose JT, et al. Esterified Trehalose Analogues Protect Mammalian Cells from Heat Shock. Chembiochem. 2017 Sep 19;18(18):1863–70.
Bragg, Jack T., et al. “Esterified Trehalose Analogues Protect Mammalian Cells from Heat Shock.Chembiochem, vol. 18, no. 18, Sept. 2017, pp. 1863–70. Pubmed, doi:10.1002/cbic.201700302.
Bragg JT, D’Ambrosio HK, Smith TJ, Gorka CA, Khan FA, Rose JT, Rouff AJ, Fu TS, Bisnett BJ, Boyce M, Khetan S, Paulick MG. Esterified Trehalose Analogues Protect Mammalian Cells from Heat Shock. Chembiochem. 2017 Sep 19;18(18):1863–1870.
Journal cover image

Published In

Chembiochem

DOI

EISSN

1439-7633

Publication Date

September 19, 2017

Volume

18

Issue

18

Start / End Page

1863 / 1870

Location

Germany

Related Subject Headings

  • Trehalose
  • Temperature
  • Organic Chemistry
  • NIH 3T3 Cells
  • Mice
  • Jurkat Cells
  • Humans
  • Hela Cells
  • HeLa Cells
  • Esterification