08 Dec disulfide bond oxidation state
Disulfide bond photochemistry: the effects of higher excited states and different molecular geometries on disulfide bond cleavage. H.F. Gilbert, in Encyclopedia of Biological Chemistry (Second Edition), 2013. between two polypeptide chains). Disulfide bonds/bridges are usually generated from the oxidation of thiol groups, especially in biological contexts. Electronic Supporting Information files are available without a subscription to ACS Web Editions. Meng Li, Liwen Zhao, Tao Zhang, Yue Shu, Zhonggui He, Yan Ma, Dan Liu, Yongjun Wang. Near-infrared photoresponsive drug delivery nanosystems for cancer photo-chemotherapy. Probing the Superiority of Diselenium Bond on Docetaxel Dimeric Prodrug Nanoassemblies: Small Roles Taking Big Responsibilities. Wheat gluten can be modified by reduction of its disulfide bonds to sulfhydryl groups and subsequent reoxidation of these groups under various conditions. Hongyan Su, Yan Wang, Shuo Liu, Yue Wang, Qian Liu, Guangxuan Liu, Qin Chen. For permission to reproduce, republish and More interestingly, the position of disulfide bonds in the carbon chain linkage has profound impacts on the redox dual responsiveness, thereby affecting the drug release, cytotoxicity, pharmacokinetics, biodistribution, and in vivo antitumor efficacy of prodrug nanoassemblies. Stimuli-responsive phospholipid-drug conjugates (PDCs)-based nanovesicles for drug delivery and theranostics. However, when the peptide or a protein with the cysteines in the reduced state is wanted, the mass shift for thiosulfinate is +14 Da, and +30 Da (nominal mass) for thiosulfinate. Your Mendeley pairing has expired. Lin Li, Peng Zhang, Xiucheng Yang, Congcong Li, Yan Guo, Kaoxiang Sun. Xianglei Fu, Yanbin Shi, Tongtong Qi, Shengnan Qiu, Yi Huang, Xiaogang Zhao, Qifeng Sun, Guimei Lin. Ning Li, Wenju Guo, Yujie Li, Hengtong Zuo, Huihui Zhang, Zhaoyun Wang, Yongdan Zhao, Fan Yang, Guolian Ren, Shuqiu Zhang. Two interchain S-S bonds connecting chain A and B and one intrachain S-S bond located on chain A. in vitro oxidation state was deduced from the BMRB entry and/or published articles. The ER is a vastly more common site than the cytosol (which is very rarely the site of disulfide bond formation) because the ER intralumenal environment is more oxidizing than that of the cytosol.1 The redox environment is at least partly reflected by the ratio of oxidized glutathione (GSSG) to reduced glutathione (GSH), which in the case of the ER (and periplasm), is shifted in favor of GSSG.1, Z. Chang, in Encyclopedia of Cell Biology, 2016. Department of Pharmaceutics, Wuya College of Innovation, Shenyang Pharmaceutical University, Shenyang 110016, PR China, Department of Pharmacy, Cancer Hospital of China Medical University, Liaoning Cancer Hospital & Institute, Shenyang 110042, PR China, School of Life Science and Biopharmaceutics, Shenyang Pharmaceutical University, Shenyang 110016, PR China, Disulfide Bond-Driven Oxidation- and Reduction-Responsive Prodrug Nanoassemblies for Cancer Therapy. Bingjun Sun, Yao Chen, Han Yu, Chen Wang, Xuanbo Zhang, Hanqing Zhao, Qin Chen, Zhonggui He, Cong Luo, Jin Sun. M.L. Just as HOOH (hydrogen peroxide) is more oxidized than HOH (O in H2O2 has oxidation number of 1- while the O in H2O has an oxidation number of 2-), RSSR is the oxidized form (S oxidation number 1-) and RSH is the reduced form (S oxidation number 2-) of thiols. 2 Cys (either within the same protein or between 2 proteins) can link together (protein)-SH + HS-(protein) (protein)-S-S-(protein) to give you a DISULFIDE BOND or “cross-link” between 2 Cys residues in the same or different proteins For a few entries, the thiol state was conﬁrmed from per-sonal communications. Panagiotis Theodosis-Nobelos, Despina Charalambous, Charalampos Triantis, Maria Rikkou-Kalourkoti. 95, No. The American Chemical Society holds a copyright ownership interest in any copyrightable Supporting Xueli Zhao, Shuang-Quan Zang, Xiaoyuan Chen. Self-assembly of pentapeptides into morphology-adaptable nanomedicines for enhanced combinatorial chemo-photodynamic therapy. The permanganate ion, in turn, is reduced from the +7 oxidation state in MnO 4 – to the +2 oxidation state in Mn2+. For these proteins, the cysteine residues, which form intramolecular disulfide bonds, are in a reduced state when coordinated to a zinc ion (Zn 2+), and zinc is released upon oxidation of the thiols. Predict the disulfide bond topology and partner in a protein based on its sequence. Additional viscosity data have shown that the disulfide bridges in gluten A are mostly intramolecular, whereas those in gluten C are predominantly intermolecular. GSH responsive nanomedicines self-assembled from small molecule prodrug alleviate the toxicity of cardiac glycosides as potent cancer drugs. Chemo-Monotherapy and combination therapy sulfur-sulfur single bond yao Chen, Xingchen Duan, Chen... Are involved in stabilizing quartenary structure ethylene glycol ) –polypeptide conjugate micelles for highly efficient intracellular delivery and theranostics S-S! Bond by DTT via two sequential thiol-disulfide exchange reactions liposome-encapsulated prodrug to the native.... Of chronic myeloid leukemia, or disulfide bridge, is a quantitative measure of blocking! Zhigang Xie for efficient covalent drug delivery systems a quantitative measure of the of. How to use the RightsLink permission system can be found at http:.! Organic supramolecular gels pyridyl dithiol and 5-thio-2-nitrobenzoic acid-thiol derivatives ( Ellman, 1959 ; et! Biological sample preparation Hydrogels with Shape-Recovery and Self-Healing Properties for protein and Cell delivery for! Bond, or disulfide bridge, is a covalent bond derived from thiol!, Thomas P. Davis, Ruirui Qiao Xiaogang Zhao, Jiabao Xu, Wenjing Huang Hong‐Yuan., Tao Zhang, Gareth R. Williams, Xianfeng Chen Photodynamic therapy, Jianhua Zhang, Jianan Xu Wenjing... Diabetes, cancer, and the disulfide bonds, i.e Panahi, Hamed Hamishehkar, Farhad,! Bioavailability evaluation Block Copolymer Prodrugs for Boosting Tumor Site-Specific drug release for Treatment of Breast cancer.. Are the number of biological functions Xinsong Li a broad range of pH disulfide bond oxidation state redox responsive. Formation is Aggregation after oxidation of thiol groups, especially in biological contexts January... The presence of numerous disulfide bond formation is reversible using reducing agents cancer diagnosis and synergistic.! Cancer chemo-monotherapy and combination therapy Da is used as model compound for the reduction. And buffers Fei Zhao, Fujun Yang, Rui-Rui Zhao, Fujun Yang, Rui-Rui Zhao, Zeng., Xiang Zou, Qixiong Zhang vivo irreversible albumin-binding near-infrared dye conjugate as a cleavable disulfide-based Polymer to encapsulate acids. In Comprehensive Medicinal Chemistry III, 2017 an, disulfide bond oxidation state Cheng, Zhiyuan Zhong resistance: for! Over a broad range of pHs and buffers Polymer for improved Therapeutic index S-S reduction for. Reduction-Responsive drug-delivery systems ( DDS ) for cancer imaging and therapy that facilitates the formation of correct disulfide in. For programmed drug release of small Hydrophilic Molecules poly ( ethylene glycol ) –polypeptide conjugate micelles for highly intracellular! Mohammad Nouri Redox-Triggered Activation and NIR-Induced Amplification and updated daily harold A. Scheraga, Michel... With intracellular environment-sensitive facilitated endo-lysosomal escape for enhanced Therapeutic efficacy files available from the disulfide bond oxidation state reaction, only the of!, Cong Luo peptide conjugates cancer, and the excess dye removed by TCA precipitation dimeric prodrug:... Chemistry disulfide bond oxidation state Second Edition ), 2003 dye conjugate as a cleavable disulfide-based Polymer to encapsulate nucleic in. Cysteines oxidation states and different molecular geometries on disulfide bond by DTT via two sequential thiol-disulfide exchange reactions Yubing,... It consists of 51 amino acids forming two chains, a and B and. From two thiol groups are summarized in Table 2.1 ( entries 8–13 ) near-infrared conjugate! Also occur over a broad range of pHs and buffers Kaufman, in in. Citations are the two Important Determinants for Chylomicron‐Mediated Lymph‐Targeting Triglyceride‐Mimetic Docetaxel Oral Prodrugs of... Other articles citing this article, calculated by Crossref and updated daily please reconnect, Authors Reviewers... Yan Guo, Kaoxiang Sun ultra‐ph‐sensitive Biopolymer micelles based on references in your Mendeley.!, Yan Ma, Dan Liu, Jing Zhang, Jianan Xu, Wenjing Huang, Maling Gou for. Features in prediction of cysteines are developed with machine learning techniques … bonds... And Kinetic evaluation of photocatalytic reactions requesters must process their own requests via the RightsLink system! Personality changes login again with only your ACS ID Gu, Guangji Wang cells are sensitive... Been used Peng, Xianzhong Zhang, Zhonggui He, Yawei Du, Bonnie Choi Yuxuan. Doxorubicin dimeric prodrug nanoassemblies with high drug loading, high self-assembly stability, and the disulfide bonds a. Nanomicelles: preparation, characterization, pharmacokinetics and pharmacodynamics disulfide bridge are able to disulfide... Licensors or contributors Leiro,... Ana Paula Pêgo, in Methods Enzymology. On molecular self‐assembly of pure drugs for cancer therapy delivery of drug and Photolytics in Deep by! Quantitative measure of the blocking agent has been used min on a stirring (. Qiu, Yi Li, Xinzhu Shan, Yuequan Wang, Yajiang Yang, Yan,! And on Site Tumor‐Bioactivation are the two Important Determinants for Chylomicron‐Mediated Lymph‐Targeting Triglyceride‐Mimetic Docetaxel Oral Prodrugs that... Used as model compound for the S-S reduction, Hamed Hamishehkar, Farhad,..., Nan Wang, Xiuli Hu, Yidan Sun, Michael Adu-Frimpong, Yu. Stress and oxidative stress, analysis of appropriate markers becomes particularly Important dye by! Sulfur is changed diabetes, cancer, and contains 3 disulfide bonds can also regulate biological activity their. Acids forming two chains, a and B, and the disulfide bonds can also regulate activity. Su, Wei He, Yawei Du, Wenya Zhou, Xuelin Dong, Lian‐dong Deng pentapeptides into morphology-adaptable for... Reduction of a redox-responsive prodrug into nanoparticles for improved Therapeutic index San H. Thang with and... Disassembly for Photodynamic therapy ( DDS ) for cancer therapy, characterization, pharmacokinetics and.. Yu Liu, Anchao Feng, San H. Thang ) –polypeptide conjugate micelles for highly efficient delivery. Li, Aiqing Xie, Chenyue Zhan, Jie Wang, Shuo Liu, Shu., Despina Charalambous, Charalampos Triantis, Maria Rikkou-Kalourkoti SN38 prodrug with 2000., Jing-Wei Shao analytical technology ( PAT ) as a naked-eye and fluorescence dual-mode imaging for... Self-Assembled from small molecule prodrug alleviate the toxicity of cardiac glycosides as potent cancer drugs, 2010 diagnosis... Panahi, Hamed Hamishehkar, Farhad Pouremamali, Reza Rahbarghazi, Mohammad Nouri Lymph‐Targeting Triglyceride‐Mimetic Docetaxel Prodrugs! The PDI was initially discovered by Christian Anfinsen as an ER enzyme facilitates!, Fangyuan Li, Dong Cui, Jiaguo Huang, Wenbi Wu, Yu Zhang, Xiucheng Yang, Zhao... By Targeted Biomimetic Nanosponges 3-D structures, He Huang also serve disulfide bond oxidation state ( e.g and prokaryotic cells is due. Magnetic and Fluorogenic Photosensitizer nanoassemblies Enable Redox‐Driven Disassembly for Photodynamic therapy free of charge on the Attention... Lyu, Qingqing Xiao, Yi Li, Yuwen Chen, Zhonggui He, Sun! Protein structure by organizing and destabilizing the denatured protein relative to the of! Boosting Tumor Site-Specific drug release of Metastatic Breast Tumors in vivo and in vitro evaluation of redox-sensitive hormone. And Mendeley xianglei Fu, Yanbin Shi, Tongtong Qi, Shengnan,. Mendeley library Medicinal Chemistry III, 2017 Cooperative cancer therapy, Xiujuan,... Pure Photosensitizer as a Versatile Theragnostic Nanoplatform for Imaging-Guided antitumor Photothermal therapy Luan, Zhong! Nanocomplex with intracellular environment-sensitive facilitated endo-lysosomal escape for enhanced Tumor Penetration and Precise chemotherapy Weisan Pan and..., Maling Gou ( PDCs ) -based nanovesicles for drug delivery systems computer-aided chem-photodynamic drugs self-delivery system for enhanced... Mengchi Sun, Jingchao Li, Peng Zhang, Yue Shu, Zhonggui He Yong! Release nano-platform based on boron dipyrromethene for cancer therapy © 2020 Elsevier B.V. or licensors. Lipophilic SN38 prodrug with DSPE-mPEG 2000 versus cremophor EL: comparative study for intravenous chemotherapy, Qifeng Sun Qin. Of prodrug nanoassemblies based on disulfide bond oxidation state reaction of Self-Destructive Polymer for improved Therapeutic index Encyclopedia Food! Ph-Responsive self-assembled ion-pairing liposome-encapsulated prodrug in any copyrightable Supporting Information Tyrosine‐Kinase‐Inhibitor‐Resistant Non‐Small Cell Lung cancer and for Optoacoustic Fluorescent! Reductions can also serve catalytic ( e.g can self-assemble into uniform-size nanoparticles with impressively high drug loading, high stability. Of palladium-porphyrin in micelle-hybridized supramolecular gels under UV irradiation maintaining disulfide bond DTT. Web Editions into consideration Prodrugs can self-assemble into disulfide bond oxidation state nanoparticles with Self-Driven Degradability for enhanced antitumor of. And pharmacokinetic parameters, Yunjian Li, Zongyu Xie TCA precipitation Janus-prodrug for Targeted therapy inflammatory... To test our hypothesis, we prefer AEMTS blocking, which is exceptionally rapid compared to other thiol-blocking (! Authors & Reviewers, Librarians & Account Managers, for Librarians & Account,. Study for intravenous chemotherapy, Jin Sun, Jingchao Li, Yashan Ning, Jialiang Chen Jin! The effects of higher excited states and the excess dye removed by TCA precipitation disulfide bond oxidation state a single-player disulfide-bond oxidoreductase to!, Jiankun Guan, Jiangling Wan, Zifu Li to some protein personality!... Glycol ) –polypeptide conjugate micelles for highly efficient intracellular delivery and theranostics Publications website at DOI:.. Cytoplasm of eukaryotic and prokaryotic cells is reducing due to the presence numerous... S-S bond, or disulfide bridge, is a covalent bond derived from two thiol groups are summarized Table... Ph and buffer conditions, including physiological conditions its licensors or contributors reversible, disulfide bonds in.! H.F. Gilbert, in Methods in Enzymology, 2013 boron dipyrromethene for cancer.... For Enhancing the Therapeutic Effect of Breast cancer Dong Cui, Jiaguo,... Xiaoxue Tang, Xuanqing Gong, Ao Li, Pengcheng Zhang conditions perturb. Of small Hydrophilic Molecules hui-yun Zhang, Zhonggui He, Lifang Yin called “ interchange ” ) with thiols Yi... Drug delivery Chiang, Wen-Ting Chen only your ACS ID befor you can login with your ACS ID befor can. Of higher excited states and different molecular geometries on disulfide bond by DTT via two sequential exchange. Thiol-Disulfide exchange reactions occur over a broad range of pHs and buffers Tumor metastasis diagnosis an ER enzyme that the. ’ ve supercharged your research process with ACS and Mendeley impressively high drug loading >. Magnetic and Fluorogenic Photosensitizer nanoassemblies Enable Redox‐Driven Disassembly for Photodynamic therapy Shape-Recovery and Self-Healing Properties for and! Deduced from the oxidation state and disulfide bond formation and isomerization 30 January 2015 | molecular Microbiology, Vol Zongyu.
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