4.7 Article

Garlic-inspired trisulfide linkers for thiol-stimulated H2S release

Journal

CHEMICAL COMMUNICATIONS
Volume 53, Issue 57, Pages 8030-8033

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c7cc03820h

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Funding

  1. ARC
  2. ARC Future Fellowship
  3. NHMRC of Australia RD Wright Fellowship [1061687]
  4. Monash University (MIPS)
  5. Monash-Warwick Alliance
  6. National Health and Medical Research Council of Australia [1061687] Funding Source: NHMRC

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Garlic-derived polysulfides (e.g., diallyl trisulfide, DATS) act as potent donors of the cell-signalling mediator H2S when exposed to endogenous thiols. Inspired by this chemistry, we incorporated a trisulfide linkage into a conjugate comprising an mPEG tail and a cholesteryl head via thiol-mediated fragmentation chemistry. The synthesized conjugate releases H2S upon exposure to thiol even at intracellular levels.

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