Literature DB >> 30399206

Arylation Chemistry for Bioconjugation.

Chi Zhang1, Ekaterina V Vinogradova1,2, Alexander M Spokoyny1,3, Stephen L Buchwald1, Bradley L Pentelute1.   

Abstract

Bioconjugation chemistry has been used to prepare modified biomolecules with functions beyond what nature intended. Central to these techniques is the development of highly efficient and selective bioconjugation reactions that operate under mild, biomolecule compatible conditions. <span class="Chemical">Methods that form a nucleophile-<class="Chemical">span class="Chemical">sp2 carbon bond show promise for creating bioconjugates with new modifications, sometimes resulting in molecules with unparalleled functions. Here we outline and review sulfur, nitrogen, selenium, oxygen, and carbon arylative bioconjugation strategies and their applications to modify peptides, proteins, sugars, and nucleic acids.
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  arylation; bioconjugation; nucleic acid; protein

Year:  2019        PMID: 30399206      PMCID: PMC6433541          DOI: 10.1002/anie.201806009

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  208 in total

1.  Chemical synthesis and folding pathways of large cyclic polypeptides: studies of the cystine knot polypeptide kalata B1.

Authors:  N L Daly; S Love; P F Alewood; D J Craik
Journal:  Biochemistry       Date:  1999-08-10       Impact factor: 3.162

Review 2.  Enabling the chemistry of life.

Authors:  C Walsh
Journal:  Nature       Date:  2001-01-11       Impact factor: 49.962

3.  Click Chemistry: Diverse Chemical Function from a Few Good Reactions.

Authors:  Hartmuth C. Kolb; M. G. Finn; K. Barry Sharpless
Journal:  Angew Chem Int Ed Engl       Date:  2001-06-01       Impact factor: 15.336

4.  Chemoselective Pd(0)-catalyzed peptide coupling in water.

Authors:  D T Bong; M R Ghadiri
Journal:  Org Lett       Date:  2001-08-09       Impact factor: 6.005

5.  Scope, limitations and mechanistic aspects of the photo-induced cross-linking of proteins by water-soluble metal complexes.

Authors:  D A Fancy; C Denison; K Kim; Y Xie; T Holdeman; F Amini; T Kodadek
Journal:  Chem Biol       Date:  2000-09

6.  Functional consequences of cysteine modification in the ligand binding sites of peroxisome proliferator activated receptors by GW9662.

Authors:  Lisa M Leesnitzer; Derek J Parks; Randy K Bledsoe; Jeff E Cobb; Jon L Collins; Thomas G Consler; Roderick G Davis; Emily A Hull-Ryde; James M Lenhard; Lisa Patel; Kelli D Plunket; Jennifer L Shenk; Julie B Stimmel; Christina Therapontos; Timothy M Willson; Steven G Blanchard
Journal:  Biochemistry       Date:  2002-05-28       Impact factor: 3.162

7.  New biarsenical ligands and tetracysteine motifs for protein labeling in vitro and in vivo: synthesis and biological applications.

Authors:  Stephen R Adams; Robert E Campbell; Larry A Gross; Brent R Martin; Grant K Walkup; Yong Yao; Juan Llopis; Roger Y Tsien
Journal:  J Am Chem Soc       Date:  2002-05-29       Impact factor: 15.419

8.  Reaction of Tris(2-carboxyethyl)phosphine (TCEP) with maleimide and alpha-haloacyl groups: anomalous elution of TCEP by gel filtration.

Authors:  D E Shafer; J K Inman; A Lees
Journal:  Anal Biochem       Date:  2000-06-15       Impact factor: 3.365

9.  T0070907, a selective ligand for peroxisome proliferator-activated receptor gamma, functions as an antagonist of biochemical and cellular activities.

Authors:  Gary Lee; Fabienne Elwood; John McNally; Jennifer Weiszmann; Michelle Lindstrom; Kate Amaral; Motonao Nakamura; Shichang Miao; Ping Cao; R Marc Learned; Jin-Long Chen; Yang Li
Journal:  J Biol Chem       Date:  2002-03-04       Impact factor: 5.157

10.  Catalytic oxidations of steroid substrates by artificial cytochrome p-450 enzymes.

Authors:  Jerry Yang; Bartolo Gabriele; Sandro Belvedere; Ying Huang; Ronald Breslow
Journal:  J Org Chem       Date:  2002-07-26       Impact factor: 4.354

View more
  37 in total

1.  Palladium-Catalyzed Suzuki-Miyaura Reactions of Aspartic Acid Derived Phenyl Esters.

Authors:  Amira H Dardir; Nilay Hazari; Scott J Miller; Christopher R Shugrue
Journal:  Org Lett       Date:  2019-07-10       Impact factor: 6.005

2.  Application of High-Throughput Competition Experiments in the Development of Aspartate-Directed Site-Selective Modification of Tyrosine Residues in Peptides.

Authors:  Alex J Chinn; Jaeyeon Hwang; Byoungmoo Kim; Craig A Parish; Shane W Krska; Scott J Miller
Journal:  J Org Chem       Date:  2020-07-02       Impact factor: 4.354

3.  Electrochemically Driven, Ni-Catalyzed Aryl Amination: Scope, Mechanism, and Applications.

Authors:  Yu Kawamata; Julien C Vantourout; David P Hickey; Peng Bai; Longrui Chen; Qinglong Hou; Wenhua Qiao; Koushik Barman; Martin A Edwards; Alberto F Garrido-Castro; Justine N deGruyter; Hugh Nakamura; Kyle Knouse; Chuanguang Qin; Khalyd J Clay; Denghui Bao; Chao Li; Jeremy T Starr; Carmen Garcia-Irizarry; Neal Sach; Henry S White; Matthew Neurock; Shelley D Minteer; Phil S Baran
Journal:  J Am Chem Soc       Date:  2019-04-02       Impact factor: 15.419

4.  Preparation of Biomolecule-Polymer Conjugates by Grafting-From Using ATRP, RAFT, or ROMP.

Authors:  Marco S Messina; Kathryn M M Messina; Arvind Bhattacharya; Hayden R Montgomery; Heather D Maynard
Journal:  Prog Polym Sci       Date:  2019-11-18       Impact factor: 29.190

5.  Homogeneous Gold Redox Chemistry: Organometallics, Catalysis, and Beyond.

Authors:  Banruo Huang; Mingyou Hu; F Dean Toste
Journal:  Trends Chem       Date:  2020-06-02

6.  Aryl Amination Using Soluble Weak Base Enabled by a Water-Assisted Mechanism.

Authors:  Sii Hong Lau; Peng Yu; Liye Chen; Christina B Madsen-Duggan; Michael J Williams; Brad P Carrow
Journal:  J Am Chem Soc       Date:  2020-11-12       Impact factor: 15.419

7.  An Organometallic Strategy for Assembling Atomically Precise Hybrid Nanomaterials.

Authors:  Julia M Stauber; Elaine A Qian; Yanxiao Han; Arnold L Rheingold; Petr Král; Daishi Fujita; Alexander M Spokoyny
Journal:  J Am Chem Soc       Date:  2019-12-18       Impact factor: 15.419

8.  An anticancer gold(III)-activated porphyrin scaffold that covalently modifies protein cysteine thiols.

Authors:  Ka-Chung Tong; Chun-Nam Lok; Pui-Ki Wan; Di Hu; Yi Man Eva Fung; Xiao-Yong Chang; Song Huang; Haibo Jiang; Chi-Ming Che
Journal:  Proc Natl Acad Sci U S A       Date:  2020-01-02       Impact factor: 11.205

9.  Site-Specific Lysine Arylation as an Alternative Bioconjugation Strategy for Chemically Programmed Antibodies and Antibody-Drug Conjugates.

Authors:  Dobeen Hwang; Kohei Tsuji; HaJeung Park; Terrence R Burke; Christoph Rader
Journal:  Bioconjug Chem       Date:  2019-11-01       Impact factor: 4.774

10.  Gold(III) Aryl Complexes as Reagents for Constructing Hybrid Peptide-Based Assemblies via Cysteine S-Arylation.

Authors:  Julia M Stauber; Arnold L Rheingold; Alexander M Spokoyny
Journal:  Inorg Chem       Date:  2021-03-19       Impact factor: 5.165

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.