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Ling X, Zhang S, Shao P, et al. Synthesis of a reactive oxygen species responsive heterobifunctional thioketal linker. Tetrahedron Lett. 2015;56(37):5242-5244doi: 10.1016/j.tetlet.2015.07.059.
Ling, X., Zhang, S., Shao, P., Wang, P., Ma, X., & Bai, M. (2015). Synthesis of a reactive oxygen species responsive heterobifunctional thioketal linker. Tetrahedron letters, 56(37), 5242-5244. https://doi.org/10.1016/j.tetlet.2015.07.059
Ling, Xiaoxi, et al. "Synthesis of a reactive oxygen species responsive heterobifunctional thioketal linker." Tetrahedron letters vol. 56,37 (2015): 5242-5244. doi: https://doi.org/10.1016/j.tetlet.2015.07.059
Ling X, Zhang S, Shao P, Wang P, Ma X, Bai M. Synthesis of a reactive oxygen species responsive heterobifunctional thioketal linker. Tetrahedron Lett. 2015 Sep 09;56(37):5242-5244. doi: 10.1016/j.tetlet.2015.07.059. PMID: 26309336; PMCID: PMC4545510.
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Tetrahedron Lett. 2015 Sep 09;56(37):5242-5244. doi: 10.1016/j.tetlet.2015.07.059.

Synthesis of a reactive oxygen species responsive heterobifunctional thioketal linker.

Tetrahedron letters

Xiaoxi Ling, Shaojuan Zhang, Pin Shao, Pengcheng Wang, Xiaochao Ma, Mingfeng Bai

Affiliations

  1. Molecular Imaging Laboratory, Department of Radiology, University of Pittsburgh, Pittsburgh, PA 15219, USA.
  2. Center for Pharmacogenetics, Department of Pharmaceutical Sciences, School of Pharmacy, University of Pittsburgh, Pittsburgh, PA, 15261, USA.

PMID: 26309336 PMCID: PMC4545510 DOI: 10.1016/j.tetlet.2015.07.059

Abstract

A new heterobifunctional reactive oxygen species (ROS) responsive thioketal linker and its synthesis are described. This linker allows for developing new ROS-responsive agents with two distinct functionalities using universal bioconjugation methods. The reaction kinetics of the thioketal cleavage in the presence of ROS is also described.

Keywords: Thioketal; esterase; protecting group; reaction kinetics; reactive oxygen species; stimuli responsive linker

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