利用肽连接将硒代半胱氨酸掺入蛋白质中。
Incorporation of selenocysteine into proteins using peptide ligation.
作者信息
Hondal Robert J
机构信息
Department of Biochemistry, Vermont College of Medicine, The University of Vermont, Burlington, VT 05405, USA.
出版信息
Protein Pept Lett. 2005 Nov;12(8):757-64. doi: 10.2174/0929866054864319.
Abstract
Expressed protein ligation has become a frequently used technique to insert non-standard amino acids into proteins. The technique has been adapted to insert selenocysteine residues in place of cysteine residue in proteins, taking advantage of the similarity in the chemistries of sulfur and selenium. This replacement can confer unique structural and catalytic properties to enzymes and proteins. The development of this technique also allows for naturally occurring selenoproteins to be produced semisynthetically.
摘要
表达性蛋白质连接已成为一种常用技术，用于将非标准氨基酸插入蛋白质中。利用硫和硒化学性质的相似性，该技术已被用于在蛋白质中插入硒代半胱氨酸残基以取代半胱氨酸残基。这种取代可以赋予酶和蛋白质独特的结构和催化特性。该技术的发展还使得天然存在的硒蛋白能够通过半合成的方式产生。
相似文献
1
Incorporation of selenocysteine into proteins using peptide ligation.利用肽连接将硒代半胱氨酸掺入蛋白质中。
Protein Pept Lett. 2005 Nov;12(8):757-64. doi: 10.2174/0929866054864319.
2
Selenium in chemistry and biochemistry in comparison to sulfur.与硫相比，化学和生物化学中的硒。
Biol Chem. 2007 Oct;388(10):997-1006. doi: 10.1515/BC.2007.138.
3
Selenocysteine-containing proteins in mammals.哺乳动物中含硒代半胱氨酸的蛋白质。
J Biomed Sci. 1999 May-Jun;6(3):151-60. doi: 10.1007/BF02255899.
4
Mammalian thioredoxin reductase: oxidation of the C-terminal cysteine/selenocysteine active site forms a thioselenide, and replacement of selenium with sulfur markedly reduces catalytic activity.哺乳动物硫氧还蛋白还原酶：C末端半胱氨酸/硒代半胱氨酸活性位点的氧化形成硫硒化物，用硫取代硒会显著降低催化活性。
Proc Natl Acad Sci U S A. 2000 Mar 14;97(6):2521-6. doi: 10.1073/pnas.050579797.
5
Selenocysteine-containing thioredoxin reductase in C. elegans.秀丽隐杆线虫中含硒代半胱氨酸的硫氧还蛋白还原酶
Biochem Biophys Res Commun. 1999 Jun 7;259(2):244-9. doi: 10.1006/bbrc.1999.0765.
6
Why selenocysteine replaces cysteine in thioredoxin reductase: a radical hypothesis.硒代半胱氨酸为何取代硫氧还蛋白还原酶中的半胱氨酸：一个激进的假说。
Biochemistry. 2014 Aug 5;53(30):5017-22. doi: 10.1021/bi5003376. Epub 2014 Jul 16.
7
Synthesis of a selenocysteine-containing peptide by native chemical ligation.通过天然化学连接法合成含硒代半胱氨酸的肽。
Org Lett. 2001 May 3;3(9):1331-4. doi: 10.1021/ol015712o.
8
Revisiting ligation at selenomethionine: Insights into native chemical ligation at selenocysteine and homoselenocysteine.重新审视硒代甲硫氨酸处的连接：对硒代半胱氨酸和高硒代半胱氨酸处的天然化学连接的见解。
Bioorg Med Chem. 2017 Sep 15;25(18):4983-4989. doi: 10.1016/j.bmc.2017.05.006. Epub 2017 May 5.
9
Recombinant expression of mammalian selenocysteine-containing thioredoxin reductase and other selenoproteins in Escherichia coli.哺乳动物含硒代半胱氨酸的硫氧还蛋白还原酶及其他硒蛋白在大肠杆菌中的重组表达。
Methods Enzymol. 2002;347:226-35. doi: 10.1016/s0076-6879(02)47022-x.
10
Compensating for the absence of selenocysteine in high-molecular weight thioredoxin reductases: the electrophilic activation hypothesis.弥补高分子量硫氧还蛋白还原酶中硒代半胱氨酸的缺失：亲电活化假说
Biochemistry. 2014 Feb 4;53(4):664-74. doi: 10.1021/bi4007258. Epub 2014 Jan 23.
引用本文的文献
1
Application of dehydroalanine as a building block for the synthesis of selenocysteine-containing peptides.脱氢丙氨酸作为合成含硒代半胱氨酸肽的结构单元的应用。
RSC Adv. 2018 Dec 20;9(1):34-43. doi: 10.1039/c8ra09880h. eCollection 2018 Dec 19.
2
Serendipitous Formation of Various Selenium Heterocycles Hidden in the Classical Synthesis of Selenophene.在噻吩经典合成中隐藏的各种硒杂环的意外形成。
Org Lett. 2021 Feb 5;23(3):1066-1070. doi: 10.1021/acs.orglett.0c04275. Epub 2021 Jan 27.
3
Selenocysteine-Mediated Expressed Protein Ligation of SELENOM.硒代半胱氨酸介导的SELENOM蛋白表达连接
Methods Mol Biol. 2018;1661:265-283. doi: 10.1007/978-1-4939-7258-6_19.
4
Utilizing Selenocysteine for Expressed Protein Ligation and Bioconjugations.利用硒代半胱氨酸进行表达蛋白连接和生物缀合。
J Am Chem Soc. 2017 Mar 8;139(9):3430-3437. doi: 10.1021/jacs.6b10991. Epub 2017 Feb 27.
5
Selenocysteine in thiol/disulfide-like exchange reactions.硒半胱氨酸在巯基/二硫键类似交换反应中的作用。
Antioxid Redox Signal. 2013 May 1;18(13):1675-89. doi: 10.1089/ars.2012.5013. Epub 2012 Dec 16.
6
Expressed protein ligation for metalloprotein design and engineering.用于金属蛋白设计与工程的表达蛋白连接法。
Methods Enzymol. 2009;462:97-115. doi: 10.1016/S0076-6879(09)62005-X.
7
Using chemical approaches to study selenoproteins-focus on thioredoxin reductases.运用化学方法研究硒蛋白——聚焦于硫氧还蛋白还原酶。
Biochim Biophys Acta. 2009 Nov;1790(11):1501-12. doi: 10.1016/j.bbagen.2009.04.015. Epub 2009 May 4.
8
Studies on deprotection of cysteine and selenocysteine side-chain protecting groups.半胱氨酸和硒代半胱氨酸侧链保护基团的脱保护研究。
J Pept Sci. 2007 Feb;13(2):81-93. doi: 10.1002/psc.795.
9
Semisynthesis and characterization of mammalian thioredoxin reductase.哺乳动物硫氧还蛋白还原酶的半合成及特性研究
Biochemistry. 2006 Apr 25;45(16):5158-70. doi: 10.1021/bi0517887.
本文引用的文献
1
Expression of selenocysteine-containing glutathione S-transferase in Escherichia coli.含硒代半胱氨酸的谷胱甘肽S-转移酶在大肠杆菌中的表达。
Biochem Biophys Res Commun. 2004 Aug 13;321(1):94-101. doi: 10.1016/j.bbrc.2004.06.110.
2
Efficiency of mammalian selenocysteine incorporation.哺乳动物硒代半胱氨酸掺入的效率。
J Biol Chem. 2004 Sep 3;279(36):37852-9. doi: 10.1074/jbc.M404639200. Epub 2004 Jun 30.
3
The selenocysteine-substituted blue copper center: spectroscopic investigations of Cys112SeCys Pseudomonas aeruginosa azurin.硒代半胱氨酸取代的蓝色铜中心：铜绿假单胞菌天青蛋白Cys112SeCys的光谱研究。
J Am Chem Soc. 2004 Jun 16;126(23):7244-56. doi: 10.1021/ja031821h.
4
Sulfur and selenium: the role of oxidation state in protein structure and function.硫与硒：氧化态在蛋白质结构和功能中的作用
Angew Chem Int Ed Engl. 2003 Oct 13;42(39):4742-58. doi: 10.1002/anie.200300573.
5
Selenium supplementation and secondary prevention of nonmelanoma skin cancer in a randomized trial.一项随机试验中补充硒与非黑色素瘤皮肤癌的二级预防
J Natl Cancer Inst. 2003 Oct 1;95(19):1477-81. doi: 10.1093/jnci/djg061.
6
Characterization of mammalian selenoproteomes.哺乳动物硒蛋白组的表征
Science. 2003 May 30;300(5624):1439-43. doi: 10.1126/science.1083516.
7
Incorporation of selenomethionine into proteins through selenohomocysteine-mediated ligation.
Angew Chem Int Ed Engl. 2003 May 25;42(20):2275-7. doi: 10.1002/anie.200250830.
8
Evolutionarily different RNA motifs and RNA-protein complexes to achieve selenoprotein synthesis.进化上不同的RNA基序和RNA-蛋白质复合物以实现硒蛋白合成。
Biochimie. 2002 Aug;84(8):765-74. doi: 10.1016/s0300-9084(02)01405-0.
9
Selenocysteine derivatives for chemoselective ligations.用于化学选择性连接的硒代半胱氨酸衍生物。
Chembiochem. 2002 Aug 2;3(8):709-16. doi: 10.1002/1439-7633(20020802)3:8<709::AID-CBIC709>3.0.CO;2-8.
10
Selenocompounds in plants and animals and their biological significance.植物和动物中的硒化合物及其生物学意义。
J Am Coll Nutr. 2002 Jun;21(3):223-32. doi: 10.1080/07315724.2002.10719214.
Zotero 插件