通过基因整合的3,4-二羟基-L-苯丙氨酸进行位点特异性蛋白质交联。
Site-specific protein cross-linking with genetically incorporated 3,4-dihydroxy-L-phenylalanine.
作者信息
Umeda Aiko, Thibodeaux Gabrielle Nina, Zhu Jie, Lee YungAh, Zhang Zhiwen Jonathan
机构信息
Division of Medicinal Chemistry, College of Pharmacy, The University of Texas at Austin, 1 University Station Austin, TX 78712, USA.
出版信息
Chembiochem. 2009 May 25;10(8):1302-4. doi: 10.1002/cbic.200900127.
Abstract
Come together right now with L-DOPA: Chemical cross-linking is widely used to study protein-protein interactions. However, many cross-linking agents suffer from low reactivity or selectivity. An efficient and selective reaction of site-specific protein cross-linking was achieved using genetically incorporated 3,4-dihydroxy-L-phenylalanine.
摘要
现在与左旋多巴一起齐聚
化学交联被广泛用于研究蛋白质-蛋白质相互作用。然而，许多交联剂存在反应性或选择性低的问题。使用基因掺入的3,4-二羟基-L-苯丙氨酸实现了位点特异性蛋白质交联的高效且选择性反应。
相似文献
1
Site-specific protein cross-linking with genetically incorporated 3,4-dihydroxy-L-phenylalanine.通过基因整合的3,4-二羟基-L-苯丙氨酸进行位点特异性蛋白质交联。
Chembiochem. 2009 May 25;10(8):1302-4. doi: 10.1002/cbic.200900127.
2
Efficient Incorporation of DOPA into Proteins Free from Competition with Endogenous Translation Termination Machinery.将多巴高效掺入蛋白质中，且不受内源性翻译终止机制的竞争影响。
Biomolecules. 2025 Mar 6;15(3):382. doi: 10.3390/biom15030382.
3
Enzyme-catalyzed protein crosslinking.酶催化的蛋白质交联。
Appl Microbiol Biotechnol. 2013 Jan;97(2):461-75. doi: 10.1007/s00253-012-4569-z. Epub 2012 Nov 25.
4
Cross-linking of a DOPA-containing peptide ligand into its G protein-coupled receptor.含多巴肽配体与其G蛋白偶联受体的交联。
Biochemistry. 2009 Mar 10;48(9):2033-44. doi: 10.1021/bi802061z.
5
Addition of p-azido-L-phenylalanine to the genetic code of Escherichia coli.将对叠氮基-L-苯丙氨酸添加到大肠杆菌的遗传密码中。
J Am Chem Soc. 2002 Aug 7;124(31):9026-7. doi: 10.1021/ja027007w.
6
Periodate-triggered cross-linking of DOPA-containing peptide-protein complexes.高碘酸盐引发的含多巴肽-蛋白质复合物的交联
J Am Chem Soc. 2004 Sep 22;126(37):11442-3. doi: 10.1021/ja045982c.
7
One plasmid selection system for the rapid evolution of aminoacyl-tRNA synthetases.一种用于氨酰-tRNA合成酶快速进化的质粒选择系统。
Bioorg Med Chem Lett. 2009 Jul 15;19(14):3845-7. doi: 10.1016/j.bmcl.2009.04.007. Epub 2009 Apr 9.
8
Stop codons and UGG promote efficient binding of the polypeptide release factor eRF1 to the ribosomal A site.终止密码子和UGG促进多肽释放因子eRF1与核糖体A位点的有效结合。
J Mol Biol. 2003 Aug 22;331(4):745-58. doi: 10.1016/s0022-2836(03)00813-1.
9
Stability of collagen in the presence of 3,4-dihydroxyphenylalanine (DOPA).在3,4-二羟基苯丙氨酸（多巴）存在的情况下胶原蛋白的稳定性。
J Photochem Photobiol B. 2009 Oct 6;97(1):34-9. doi: 10.1016/j.jphotobiol.2009.07.009. Epub 2009 Aug 6.
10
In situ analysis of peptidyl DOPA in mussel byssus using rotational-echo double-resonance NMR.利用旋转回波双共振核磁共振对贻贝足丝中的肽基多巴进行原位分析。
Arch Biochem Biophys. 1996 Sep 1;333(1):221-4. doi: 10.1006/abbi.1996.0384.
引用本文的文献
1
Residue-Specific Incorporation of Noncanonical Amino Acids in Auxotrophic Hosts:营养缺陷型宿主中非天然氨基酸的位点特异性掺入：
Chem Rev. 2025 May 28;125(10):4840-4932. doi: 10.1021/acs.chemrev.4c00280. Epub 2025 May 16.
2
Noncanonical Amino Acids in Biocatalysis.非天然氨基酸在生物催化中的应用。
Chem Rev. 2024 Jul 24;124(14):8740-8786. doi: 10.1021/acs.chemrev.4c00120. Epub 2024 Jul 3.
3
Biosynthesis and Genetic Incorporation of 3,4-Dihydroxy-L-Phenylalanine into Proteins in Escherichia coli.3,4-二羟基-L-苯丙氨酸在大肠杆菌中蛋白质的生物合成和基因掺入。
J Mol Biol. 2022 Apr 30;434(8):167412. doi: 10.1016/j.jmb.2021.167412. Epub 2021 Dec 20.
4
Genetic Incorporation of Biosynthesized L-dihydroxyphenylalanine (DOPA) and Its Application to Protein Conjugation.生物合成L-二羟基苯丙氨酸（多巴）的基因掺入及其在蛋白质偶联中的应用。
J Vis Exp. 2018 Aug 24(138):58383. doi: 10.3791/58383.
5
Recent Development of Genetic Code Expansion for Posttranslational Modification Studies.遗传密码扩展在翻译后修饰研究中的最新进展。
Molecules. 2018 Jul 8;23(7):1662. doi: 10.3390/molecules23071662.
6
Inducible, Site-Specific Protein Labeling by Tyrosine Oxidation-Strain-Promoted (4 + 2) Cycloaddition.通过酪氨酸氧化-应变促进的（4+2）环加成实现可诱导的、位点特异性蛋白质标记
Bioconjug Chem. 2017 Apr 19;28(4):1189-1193. doi: 10.1021/acs.bioconjchem.7b00046. Epub 2017 Mar 16.
7
The Apaf-1 apoptosome induces formation of caspase-9 homo- and heterodimers with distinct activities.凋亡酶激活因子-1（Apaf-1）凋亡体诱导具有不同活性的胱冬酶-9 同源和异源二聚体的形成。
Nat Commun. 2016 Nov 24;7:13565. doi: 10.1038/ncomms13565.
8
Equilibrium of sortase A dimerization on Staphylococcus aureus cell surface mediates its cell wall sorting activity.分选酶A在金黄色葡萄球菌细胞表面二聚化的平衡介导其细胞壁分选活性。
Exp Biol Med (Maywood). 2016 Jan;241(1):90-100. doi: 10.1177/1535370215592122. Epub 2015 Jun 30.
9
Crucial optimization of translational components towards efficient incorporation of unnatural amino acids into proteins in mammalian cells.朝着在哺乳动物细胞中有效掺入非天然氨基酸的方向对翻译成分进行关键优化。
PLoS One. 2013 Jul 12;8(7):e67333. doi: 10.1371/journal.pone.0067333. Print 2013.
10
Structure-based non-canonical amino acid design to covalently crosslink an antibody-antigen complex.基于结构的非天然氨基酸设计以共价交联抗体-抗原复合物。
J Struct Biol. 2014 Feb;185(2):215-22. doi: 10.1016/j.jsb.2013.05.003. Epub 2013 May 13.
本文引用的文献
1
Single mutation on the surface of Staphylococcus aureus Sortase A can disrupt its dimerization.金黄色葡萄球菌分选酶A表面的单个突变可破坏其二聚化。
Biochemistry. 2008 Feb 12;47(6):1667-74. doi: 10.1021/bi7014597. Epub 2008 Jan 15.
2
Staphylococcus aureus sortase A exists as a dimeric protein in vitro.金黄色葡萄球菌分选酶A在体外以二聚体蛋白形式存在。
Biochemistry. 2007 Aug 14;46(32):9346-54. doi: 10.1021/bi700519w. Epub 2007 Jul 21.
3
Use of site-directed cysteine and disulfide chemistry to probe protein structure and dynamics: applications to soluble and transmembrane receptors of bacterial chemotaxis.利用定点半胱氨酸和二硫键化学方法探究蛋白质结构与动力学：在细菌趋化性的可溶性和跨膜受体中的应用
Methods Enzymol. 2007;423:25-51. doi: 10.1016/S0076-6879(07)23002-2.
4
Chemistry of periodate-mediated cross-linking of 3,4-dihydroxylphenylalanine-containing molecules to proteins.高碘酸盐介导的含3,4-二羟基苯丙氨酸分子与蛋白质交联的化学过程。
J Am Chem Soc. 2006 Nov 29;128(47):15228-35. doi: 10.1021/ja065794h.
5
Periodate-triggered cross-linking of DOPA-containing peptide-protein complexes.高碘酸盐引发的含多巴肽-蛋白质复合物的交联
J Am Chem Soc. 2004 Sep 22;126(37):11442-3. doi: 10.1021/ja045982c.
6
Crystal structures of Staphylococcus aureus sortase A and its substrate complex.金黄色葡萄球菌分选酶A及其底物复合物的晶体结构。
J Biol Chem. 2004 Jul 23;279(30):31383-9. doi: 10.1074/jbc.M401374200. Epub 2004 Apr 26.
7
Site-specific incorporation of a redox-active amino acid into proteins.将氧化还原活性氨基酸位点特异性地掺入蛋白质中。
J Am Chem Soc. 2003 Dec 3;125(48):14662-3. doi: 10.1021/ja038242x.
8
A new strategy for the site-specific modification of proteins in vivo.一种在体内对蛋白质进行位点特异性修饰的新策略。
Biochemistry. 2003 Jun 10;42(22):6735-46. doi: 10.1021/bi0300231.
9
In vivo photocrosslinking with unnatural amino Acid mutagenesis.利用非天然氨基酸诱变进行体内光交联。
Chembiochem. 2002 Nov 4;3(11):1135-7. doi: 10.1002/1439-7633(20021104)3:11<1135::AID-CBIC1135>3.0.CO;2-M.
10
Addition of a photocrosslinking amino acid to the genetic code of Escherichiacoli.向大肠杆菌的遗传密码中添加一种光交联氨基酸。
Proc Natl Acad Sci U S A. 2002 Aug 20;99(17):11020-4. doi: 10.1073/pnas.172226299. Epub 2002 Aug 1.
Zotero 插件