Gasotransmitter Research Advances in Respiratory Diseases

Jiang, Simin; Chen, Haijie; Shen, Pu; Zhou, Yumou; Li, Qiaoyu; Zhang, Jing; Chen, Yahong

doi:10.1089/ars.2023.0410

Antioxidants & Redox Signaling

2024

DOI: 10.1089/ars.2023.0410

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Gasotransmitter Research Advances in Respiratory Diseases

Simin Jiang,

Haijie Chen,

Pu Shen

et al.

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Cited by 2 publications

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Polysaccharide‐based H₂S donors: Thiol‐ene functionalization of amylopectin with H₂S‐releasing N‐thiocarboxyanhydrides

Chinn,

Williams,

Miller

et al. 2024

Journal of Polymer Science

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Polymeric donors of gasotransmitters, gaseous signaling molecules such as hydrogen sulfide, nitric oxide, and carbon monoxide, hold potential for localized and extended delivery of these reactive gases. Examples of gasotransmitter donors based on polysaccharides are limited despite the availability and generally low toxicity of this broad class of polymers. In this work, we sought to create a polysaccharide H2S donor by covalently attaching N‐thiocarboxyanhydrides (NTAs) to amylopectin, the major component of starch. To accomplish this, we added an allyl group to an NTA, which can spontaneously hydrolyze to release carbonyl sulfide and ultimately H2S via the ubiquitous enzyme carbonic anhydrase, and then coupled it to thiol‐functionalized amylopectin of three different molecular weights (MWs) through thiol‐ene “click” photochemistry. We also varied the degree of substitution (DS) of the NTA along the amylopectin backbone. H2S release studies on the six samples, termed amyl‐NTAs, with variable MWs (three) and DS values (two), revealed that lower MW and higher DS led to faster release. Finally, dynamic light scattering experiments suggested that aggregation increased with MW, which may also have affected H2S release rates. Collectively, these studies present a new synthetic method to produce polysaccharide H2S donors for applications in the biomedical field.

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Polysaccharide‐based H₂S donors: Thiol‐ene functionalization of amylopectin with H₂S‐releasing N‐thiocarboxyanhydrides

Chinn,

Williams,

Miller

et al. 2024

Journal of Polymer Science

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A near-infrared ratiometric fluorescent probe for the sensing and imaging of sulfur dioxide derivatives in living systems

Huang,

Liu,

et al. 2025

Spectrochimica Acta Part A: Molecular and Biomolecular Spectros

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Gasotransmitter Research Advances in Respiratory Diseases

Cited by 2 publications

References 173 publications

Polysaccharide‐based H₂S donors: Thiol‐ene functionalization of amylopectin with H₂S‐releasing N‐thiocarboxyanhydrides

Polysaccharide‐based H₂S donors: Thiol‐ene functionalization of amylopectin with H₂S‐releasing N‐thiocarboxyanhydrides

A near-infrared ratiometric fluorescent probe for the sensing and imaging of sulfur dioxide derivatives in living systems

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Gasotransmitter Research Advances in Respiratory Diseases

Cited by 2 publications

References 173 publications

Polysaccharide‐based H2S donors: Thiol‐ene functionalization of amylopectin with H2S‐releasing N‐thiocarboxyanhydrides

Polysaccharide‐based H2S donors: Thiol‐ene functionalization of amylopectin with H2S‐releasing N‐thiocarboxyanhydrides

A near-infrared ratiometric fluorescent probe for the sensing and imaging of sulfur dioxide derivatives in living systems

Contact Info

Product

Resources

About

Polysaccharide‐based H₂S donors: Thiol‐ene functionalization of amylopectin with H₂S‐releasing N‐thiocarboxyanhydrides

Polysaccharide‐based H₂S donors: Thiol‐ene functionalization of amylopectin with H₂S‐releasing N‐thiocarboxyanhydrides