π-Clamp-mediated cysteine conjugation.

PubWeight™: 1.06‹?› | Rank: Top 15%

🔗 View Article (PMID 26791894)

Published in Nat Chem on December 21, 2015

Authors

Chi Zhang1, Matthew Welborn1, Tianyu Zhu1, Nicole J Yang2, Michael S Santos2, Troy Van Voorhis1, Bradley L Pentelute1

Author Affiliations

1: Department of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Avenue, Cambridge, Massachusetts 02139, USA.
2: Department of Chemical Engineering, Massachusetts Institute of Technology, 77 Massachusetts Avenue, Cambridge, Massachusetts 02139, USA.

Articles cited by this

Trastuzumab after adjuvant chemotherapy in HER2-positive breast cancer. N Engl J Med (2005) 28.25

A stepwise huisgen cycloaddition process: copper(I)-catalyzed regioselective "ligation" of azides and terminal alkynes. Angew Chem Int Ed Engl (2002) 24.12

Click Chemistry: Diverse Chemical Function from a Few Good Reactions. Angew Chem Int Ed Engl (2001) 19.25

Specific covalent labeling of recombinant protein molecules inside live cells. Science (1998) 9.32

Bioorthogonal chemistry: fishing for selectivity in a sea of functionality. Angew Chem Int Ed Engl (2009) 8.15

Cell surface engineering by a modified Staudinger reaction. Science (2000) 8.09

A strain-promoted [3 + 2] azide-alkyne cycloaddition for covalent modification of biomolecules in living systems. J Am Chem Soc (2004) 7.51

New biarsenical ligands and tetracysteine motifs for protein labeling in vitro and in vivo: synthesis and biological applications. J Am Chem Soc (2002) 5.83

Site-specific conjugation of a cytotoxic drug to an antibody improves the therapeutic index. Nat Biotechnol (2008) 5.54

Tetrazine ligation: fast bioconjugation based on inverse-electron-demand Diels-Alder reactivity. J Am Chem Soc (2008) 5.52

Quantitative reactivity profiling predicts functional cysteines in proteomes. Nature (2010) 4.04

A predictably selective aliphatic C-H oxidation reaction for complex molecule synthesis. Science (2007) 3.94

An engineered protein tag for multiprotein labeling in living cells. Chem Biol (2008) 3.92

Cu-free click cycloaddition reactions in chemical biology. Chem Soc Rev (2010) 3.89

Redirecting lipoic acid ligase for cell surface protein labeling with small-molecule probes. Nat Biotechnol (2007) 3.41

Sortagging: a versatile method for protein labeling. Nat Chem Biol (2007) 3.39

A fluorophore ligase for site-specific protein labeling inside living cells. Proc Natl Acad Sci U S A (2010) 2.91

Antibody-drug conjugates in cancer therapy. Annu Rev Med (2012) 2.41

Selective functionalization of a genetically encoded alkene-containing protein via "photoclick chemistry" in bacterial cells. J Am Chem Soc (2008) 2.33

Anti-epidermal growth factor receptor antibody C225 inhibits angiogenesis in human transitional cell carcinoma growing orthotopically in nude mice. Clin Cancer Res (1999) 2.26

Chemical modification of proteins at cysteine: opportunities in chemistry and biology. Chem Asian J (2009) 2.10

Regioselective reactions for programmable resveratrol oligomer synthesis. Nature (2011) 2.07

Genetically encoded short peptide tag for versatile protein labeling by Sfp phosphopantetheinyl transferase. Proc Natl Acad Sci U S A (2005) 2.03

Site-selective derivatization and remodeling of erythromycin A by using simple peptide-based chiral catalysts. Angew Chem Int Ed Engl (2006) 1.98

A "traceless" Staudinger ligation for the chemoselective synthesis of amide bonds. Org Lett (2000) 1.97

Chemoselective ligation and modification strategies for peptides and proteins. Angew Chem Int Ed Engl (2008) 1.95

Cellular incorporation of unnatural amino acids and bioorthogonal labeling of proteins. Chem Rev (2014) 1.91

Site-specific antibody drug conjugates for cancer therapy. MAbs (2014) 1.74

The protein-labeling reagent FLASH-EDT2 binds not only to CCXXCC motifs but also non-specifically to endogenous cysteine-rich proteins. Pflugers Arch (2001) 1.71

Biotinylation of proteins in vivo and in vitro using small peptide tags. Methods Enzymol (2000) 1.67

Late-stage intermolecular CH activation for lead diversification: a highly chemoselective oxyfunctionalization of the C-9 position of potent bryostatin analogues. Org Lett (2005) 1.50

Transglutaminase-catalyzed site-specific conjugation of small-molecule probes to proteins in vitro and on the surface of living cells. J Am Chem Soc (2006) 1.49

Selective chemical protein modification. Nat Commun (2014) 1.48

Simultaneous arming and structure/activity studies of natural products employing O-H insertions: an expedient and versatile strategy for natural products-based chemical genetics. J Am Chem Soc (2007) 1.29

Combinatorial evolution of site- and enantioselective catalysts for polyene epoxidation. Nat Chem (2012) 1.29

Reduction-alkylation strategies for the modification of specific monoclonal antibody disulfides. Bioconjug Chem (2005) 1.28

Protein- and peptide-modified synthetic polymeric biomaterials. Biopolymers (2010) 1.26

A perfluoroaryl-cysteine S(N)Ar chemistry approach to unprotected peptide stapling. J Am Chem Soc (2013) 1.23

Multiple roles of cysteine in biocatalysis. Biochem Biophys Res Commun (2003) 1.22

Enabling the chemistry of life. Nature (2001) 1.17

Site-selective bromination of vancomycin. J Am Chem Soc (2012) 1.16

Chemoenzymatic methods for site-specific protein modification. Curr Opin Chem Biol (2010) 1.15

Chemoselective modification of proteins: hitting the target. Chem Soc Rev (2008) 1.14

Rapid identification of reactive cysteine residues for site-specific labeling of antibody-Fabs. J Immunol Methods (2008) 1.11

Electronic tuning of site-selectivity. Nat Chem (2012) 1.09

New aldehyde tag sequences identified by screening formylglycine generating enzymes in vitro and in vivo. J Am Chem Soc (2008) 1.09

Site-specific polymer modification of therapeutic proteins. Curr Opin Chem Biol (2005) 1.07

Triepitopic antibody fusions inhibit cetuximab-resistant BRAF and KRAS mutant tumors via EGFR signal repression. J Mol Biol (2012) 1.00

Enzymatic "click" ligation: selective cysteine modification in polypeptides enabled by promiscuous glutathione S-transferase. Angew Chem Int Ed Engl (2013) 0.98

Chemoselectivity and the curious reactivity preferences of functional groups. Angew Chem Int Ed Engl (2010) 0.95

A minimalist substrate for enzymatic peptide and protein conjugation. Chembiochem (2009) 0.94

Organic arsenicals as efficient and highly specific linkers for protein/peptide-polymer conjugation. J Am Chem Soc (2015) 0.85

Convergent diversity-oriented side-chain macrocyclization scan for unprotected polypeptides. Org Biomol Chem (2014) 0.81

Enzyme-catalyzed macrocyclization of long unprotected peptides. Org Lett (2014) 0.79

A novel approach to the site-selective dual labelling of a protein via chemoselective cysteine modification. Chem Sci (2013) 0.78

Take aim. Nat Chem (2012) 0.77