Oxidative Protein Folding Promotion by Imidazoyl-conjugated Thiol
The promotion of protein folding is an important subject that can contribute to the efficient production of biological medicines. Here we report the promotion of disulfide bond-coupled protein folding by imidazoyl-conjugated thiol (ImdSH). ImdSH accelerated the disulfide bond formation and folding o...
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| Published in | Chemistry letters Vol. 52; no. 3; pp. 202 - 205 |
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| Main Authors | , , , |
| Format | Journal Article |
| Language | English Japanese |
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05.03.2023
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| Abstract | The promotion of protein folding is an important subject that can contribute to the efficient production of biological medicines. Here we report the promotion of disulfide bond-coupled protein folding by imidazoyl-conjugated thiol (ImdSH). ImdSH accelerated the disulfide bond formation and folding of reduced ribonuclease A and bovine pancreatic trypsin inhibitor relative to glutathione as a conventionally used additive. |
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| AbstractList | The promotion of protein folding is an important subject that can contribute to the efficient production of biological medicines. Here we report the promotion of disulfide bond-coupled protein folding by imidazoyl-conjugated thiol (ImdSH). ImdSH accelerated the disulfide bond formation and folding of reduced ribonuclease A and bovine pancreatic trypsin inhibitor relative to glutathione as a conventionally used additive. |
| Author | Muraoka, Takahiro Okada, Shunsuke Matsumoto, Yosuke Okumura, Masaki |
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| Cites_doi | 10.1111/j.1742-4658.2011.08039.x 10.1021/bi700124p 10.1002/asia.202000682 10.1038/nature02261 10.1146/annurev-biochem-060208-092442 10.3390/molecules26010195 10.1016/j.febslet.2012.09.031 10.1038/nbt1029 10.1016/j.tibs.2006.03.005 10.1021/ja211931f 10.1039/c8cc08657e 10.1021/ar000063m 10.1021/ja016938p 10.1039/c4ob01738b |
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| Keywords | Thiol DISULFIDE BOND RIBONUCLEASE-A REGENERATION Folding Protein |
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| References | Lukesh, JC (WOS:000343990200005) 2014; 12 ROTHWARF, DM (WOS:A1993KR81900028) 1993; 32 Okumura, M (WOS:000310529000026) 2012; 586 KONISHI, Y (WOS:A1982PH57200002) 1982; 79 Baneyx, F (WOS:000224960600030) 2004; 22 BIERZYNSKI, A (WOS:A1982NL32300010) 1982; 79 Tsukagoshi, S (WOS:000553361700001) 2020; 15 Okumura, M (WOS:000288560600014) 2011; 278 EDMAN, JC (WOS:A1985AQV6800060) 1985; 317 Lukesh, JC (WOS:000301550800033) 2012; 134 Okada, S (WOS:000457300200030) 2019; 55 Beld, J (WOS:000246071700012) 2007; 46 Iwaoka, M (WOS:000073048700021) 1998; 37 TANG, SS (WOS:A1995RW87800037) 1995; 60 Dobson, CM (WOS:000187342000070) 2003; 426 Arolas, JL (WOS:000238080600010) 2006; 31 Creighton, TE (WOS:A1997XU29300003) 1997; 378 ANFINSEN, CB (WOS:A1973Q097000007) 1973; 181 Arai, K (WOS:000606283400001) 2021; 26 Gough, JD (WOS:000175014000030) 2002; 124 WEISSMAN, JS (WOS:A1991GF85100032) 1991; 253 Kim, YE (WOS:000321698100012) 2013; 82 Dobson, CM (WOS:000167241400002) 2001; 356 Narayan, M (WOS:000165603800008) 2000; 33 |
| References_xml | – volume: 278 start-page: 1137 year: 2011 ident: WOS:000288560600014 article-title: Acceleration of disulfide-coupled protein folding using glutathione derivatives publication-title: FEBS JOURNAL doi: 10.1111/j.1742-4658.2011.08039.x – volume: 46 start-page: 5382 year: 2007 ident: WOS:000246071700012 article-title: Selenoglutathione: Efficient oxidative protein folding by a diselenide publication-title: BIOCHEMISTRY doi: 10.1021/bi700124p – volume: 378 start-page: 731 year: 1997 ident: WOS:A1997XU29300003 article-title: Protein folding coupled to disulphide bond formation publication-title: BIOLOGICAL CHEMISTRY – volume: 15 start-page: 2646 year: 2020 ident: WOS:000553361700001 article-title: Basic Amino Acid Conjugates of 1,2-Diselenan-4-amine with Protein Disulfide Isomerase-like Functions as a Manipulator of Protein Quality Control publication-title: CHEMISTRY-AN ASIAN JOURNAL doi: 10.1002/asia.202000682 – volume: 426 start-page: 884 year: 2003 ident: WOS:000187342000070 article-title: Protein folding and misfolding publication-title: NATURE doi: 10.1038/nature02261 – volume: 253 start-page: 1386 year: 1991 ident: WOS:A1991GF85100032 article-title: REEXAMINATION OF THE FOLDING OF BPTI - PREDOMINANCE OF NATIVE INTERMEDIATES publication-title: SCIENCE – volume: 82 start-page: 323 year: 2013 ident: WOS:000321698100012 article-title: Molecular Chaperone Functions in Protein Folding and Proteostasis publication-title: ANNUAL REVIEW OF BIOCHEMISTRY, VOL 82 doi: 10.1146/annurev-biochem-060208-092442 – volume: 26 start-page: ARTN 195 year: 2021 ident: WOS:000606283400001 article-title: Flexible Folding: Disulfide-Containing Peptides and Proteins Choose the Pathway Depending on the Environments publication-title: MOLECULES doi: 10.3390/molecules26010195 – volume: 181 start-page: 223 year: 1973 ident: WOS:A1973Q097000007 article-title: PRINCIPLES THAT GOVERN FOLDING OF PROTEIN CHAINS publication-title: SCIENCE – volume: 32 start-page: 2680 year: 1993 ident: WOS:A1993KR81900028 article-title: REGENERATION OF BOVINE PANCREATIC RIBONUCLEASE-A .2. KINETICS OF REGENERATION publication-title: BIOCHEMISTRY – volume: 586 start-page: 3926 year: 2012 ident: WOS:000310529000026 article-title: Effects of positively charged redox molecules on disulfide-coupled protein folding publication-title: FEBS LETTERS doi: 10.1016/j.febslet.2012.09.031 – volume: 60 start-page: 6183 year: 1995 ident: WOS:A1995RW87800037 article-title: NUCLEOPHILIC AROMATIC-SUBSTITUTION OF GLUTATHIONE AND 1-CHLORO-2,4-DINITROBENZENE IN REVERSE MICELLES - A MODEL SYSTEM TO ASSESS THE TRANSITION-STATE STABILIZATION IN GLUTATHIONE TRANSFERASE CATALYZED CONJUGATION publication-title: JOURNAL OF ORGANIC CHEMISTRY – volume: 22 start-page: 1399 year: 2004 ident: WOS:000224960600030 article-title: Recombinant protein folding and misfolding in Escherichia coli publication-title: NATURE BIOTECHNOLOGY doi: 10.1038/nbt1029 – volume: 31 start-page: 292 year: 2006 ident: WOS:000238080600010 article-title: Folding of small disulfide-rich proteins: clarifying the puzzle publication-title: TRENDS IN BIOCHEMICAL SCIENCES doi: 10.1016/j.tibs.2006.03.005 – volume: 134 start-page: 4057 year: 2012 ident: WOS:000301550800033 article-title: A Potent, Versatile Disulfide-Reducing Agent from Aspartic Acid publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja211931f – volume: 37 start-page: 4490 year: 1998 ident: WOS:000073048700021 article-title: Regeneration of three-disulfide mutants of bovine pancreatic ribonuclease A missing the 65-72 disulfide bond: Characterization of a minor folding pathway of ribonuclease A and kinetic roles of Cys65 and Cys72 publication-title: BIOCHEMISTRY – volume: 317 start-page: 267 year: 1985 ident: WOS:A1985AQV6800060 article-title: SEQUENCE OF PROTEIN DISULFIDE ISOMERASE AND IMPLICATIONS OF ITS RELATIONSHIP TO THIOREDOXIN publication-title: NATURE – volume: 55 start-page: 759 year: 2019 ident: WOS:000457300200030 article-title: Coupling effects of thiol and urea-type groups for promotion of oxidative protein folding publication-title: CHEMICAL COMMUNICATIONS doi: 10.1039/c8cc08657e – volume: 33 start-page: 805 year: 2000 ident: WOS:000165603800008 article-title: Oxidative folding of proteins publication-title: ACCOUNTS OF CHEMICAL RESEARCH doi: 10.1021/ar000063m – volume: 79 start-page: 2470 year: 1982 ident: WOS:A1982NL32300010 article-title: A SALT BRIDGE STABILIZES THE HELIX FORMED BY ISOLATED C-PEPTIDE OF RNASE-A publication-title: PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA-BIOLOGICAL SCIENCES – volume: 124 start-page: 3885 year: 2002 ident: WOS:000175014000030 article-title: Folding disulfide-containing proteins faster with an aromatic thiol publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja016938p – volume: 79 start-page: 5734 year: 1982 ident: WOS:A1982PH57200002 article-title: REGENERATION OF RNASE-A FROM THE REDUCED PROTEIN - MODELS OF REGENERATION PATHWAYS publication-title: PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA-PHYSICAL SCIENCES – volume: 12 start-page: 8598 year: 2014 ident: WOS:000343990200005 article-title: Organocatalysts of oxidative protein folding inspired by protein disulfide isomerase publication-title: ORGANIC & BIOMOLECULAR CHEMISTRY doi: 10.1039/c4ob01738b – volume: 356 start-page: 133 year: 2001 ident: WOS:000167241400002 article-title: The structural basis of protein folding and its links with human disease publication-title: PHILOSOPHICAL TRANSACTIONS OF THE ROYAL SOCIETY B-BIOLOGICAL SCIENCES |
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| Title | Oxidative Protein Folding Promotion by Imidazoyl-conjugated Thiol |
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