Literature DB >> 26309336

Synthesis of a reactive oxygen species responsive heterobifunctional thioketal linker.

Xiaoxi Ling1, Shaojuan Zhang1, Pin Shao1, Pengcheng Wang2, Xiaochao Ma2, Mingfeng Bai1.   

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.

Entities:  

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

Year:  2015        PMID: 26309336      PMCID: PMC4545510          DOI: 10.1016/j.tetlet.2015.07.059

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN: 0040-4039            Impact factor:   2.415


  10 in total

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Journal:  Org Biomol Chem       Date:  2012-03-06       Impact factor: 3.876

3.  Conjugated-polyelectrolyte-based polyprodrug: targeted and image-guided photodynamic and chemotherapy with on-demand drug release upon irradiation with a single light source.

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4.  Amphipathic helices from aromatic amino acid oligomers.

Authors:  Elizabeth R Gillies; Christel Dolain; Jean-Michel Léger; Ivan Huc
Journal:  J Org Chem       Date:  2006-10-13       Impact factor: 4.354

5.  Orally delivered thioketal nanoparticles loaded with TNF-α-siRNA target inflammation and inhibit gene expression in the intestines.

Authors:  D Scott Wilson; Guillaume Dalmasso; Lixin Wang; Shanthi V Sitaraman; Didier Merlin; Niren Murthy
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6.  Synthesis and structural characterization of cis- and trans-fused 4a,5,6,7,8,8a-hexahydro-2H,4H-1,3-benzodithiines and their 2-methyl and 2,2-dimethyl derivatives.

Authors:  Kalevi Pihlaja; Karel D Klika; Jari Sinkkonen; Vladimir V Ovcharenko; Olga Maloshitskaya; Reijo Sillanpää; József Czombos
Journal:  J Org Chem       Date:  2002-03-22       Impact factor: 4.354

7.  A reactive oxygen species (ROS)-responsive polymer for safe, efficient, and targeted gene delivery in cancer cells.

Authors:  Min Suk Shim; Younan Xia
Journal:  Angew Chem Int Ed Engl       Date:  2013-05-28       Impact factor: 15.336

Review 8.  Photodynamic therapy for cancer.

Authors:  Dennis E J G J Dolmans; Dai Fukumura; Rakesh K Jain
Journal:  Nat Rev Cancer       Date:  2003-05       Impact factor: 60.716

9.  Oxazole-based peptide macrocycles: a new class of G-quadruplex binding ligands.

Authors:  Katja Jantos; Raphaël Rodriguez; Sylvain Ladame; Pravin S Shirude; Shankar Balasubramanian
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10.  Synthetic approaches to peptides containing the L-Gln-L-Val-D(S)-Dmt motif.

Authors:  Ghadeer A R Y Suaifan; Tawfiq Arafat; Michael D Threadgill
Journal:  Bioorg Med Chem       Date:  2007-03-06       Impact factor: 3.641

  10 in total
  7 in total

Review 1.  Prodrug strategies for targeted therapy triggered by reactive oxygen species.

Authors:  Jorge Peiró Cadahía; Viola Previtali; Nikolaj S Troelsen; Mads H Clausen
Journal:  Medchemcomm       Date:  2019-05-08       Impact factor: 3.597

2.  Targeted release of stromal cell-derived factor-1α by reactive oxygen species-sensitive nanoparticles results in bone marrow stromal cell chemotaxis and homing, and repair of vascular injury caused by electrical burns.

Authors:  Fang He; Peng-Fei Luo; Tao Tang; Fang Zhang; He Fang; Shi-Zhao Ji; Yu Sun; Guo-Sheng Wu; Bo-Han Pan; Zhi-Bao Huo; Guang-Yi Wang; Zhao-Fan Xia
Journal:  PLoS One       Date:  2018-03-12       Impact factor: 3.240

Review 3.  Applications of the ROS-Responsive Thioketal Linker for the Production of Smart Nanomedicines.

Authors:  Arianna Rinaldi; Riccardo Caraffi; Maria Vittoria Grazioli; Natalia Oddone; Luciana Giardino; Giovanni Tosi; Maria Angela Vandelli; Laura Calzà; Barbara Ruozi; Jason Thomas Duskey
Journal:  Polymers (Basel)       Date:  2022-02-11       Impact factor: 4.329

4.  An expeditious and efficient bromomethylation of thiols: enabling bromomethyl sulfides as useful building blocks.

Authors:  Carolina Silva-Cuevas; Ehecatl Paleo; David F León-Rayo; J Armando Lujan-Montelongo
Journal:  RSC Adv       Date:  2018-07-10       Impact factor: 4.036

5.  Synthesis of a Reactive Oxygen Species-Responsive Doxorubicin Derivative.

Authors:  James B Delehanty; Shivani Das; Efram Goldberg; Ajmeeta Sangtani; D Andrew Knight
Journal:  Molecules       Date:  2018-07-21       Impact factor: 4.411

6.  Bombesin-Tethered Reactive Oxygen Species (ROS)-Responsive Nanoparticles for Monomethyl Auristatin F (MMAF) Delivery.

Authors:  Jihoon Kim; Jee Seon Kim; Kyung Hyun Min; Young-Hwa Kim; Xiaoyuan Chen
Journal:  Bioengineering (Basel)       Date:  2021-03-29

7.  Combined and targeted drugs delivery system for colorectal cancer treatment: Conatumumab decorated, reactive oxygen species sensitive irinotecan prodrug and quercetin co-loaded nanostructured lipid carriers.

Authors:  Youqiang Liu; Hongxin Zhang; Haijing Cui; Futong Zhang; Liyan Zhao; Yibing Liu; Qingju Meng
Journal:  Drug Deliv       Date:  2022-12       Impact factor: 6.419

  7 in total

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