Human Behavior-Inspired Linchpin-Directed Catalysis for Traceless Precision Labeling of Lysine in Native Proteins

Article Chemistry, Multidisciplinary

Protein inspired chemically orthogonal imines for linchpin directed precise and modular labeling of lysine in proteins

Tularam Sahu et al.

Summary: We present a precise engineering method that allows for selective modification of lysine residues in proteins, enabling targeted modifications and labeling with various probes.

CHEMICAL COMMUNICATIONS (2022)

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Article Medicine, General & Internal

Image-guided surgery with a new tumour-targeting probe improves the identification of positive margins

Masahide Goto et al.

Summary: Given the lack of visual discrepancy between malignant and surrounding normal tissue, current breast conserving surgery (BCS) is associated with a high re-excision rate. Researchers have developed a unique near-infrared fluorescence imaging probe, ICG-p28, which can accurately identify tumor margins in real-time during surgery and significantly improve surgical outcomes by reducing the re-excision rate.

EBIOMEDICINE (2022)

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Article Multidisciplinary Sciences

Traceless cysteine-linchpin enables precision engineering of lysine in native proteins

Neelesh C. Reddy et al.

Summary: The authors report a method using cysteine-based chemoselective Linchpin Directed site-selective Modification of lysine residue in a protein, which provides high-level control over reactivity, chemoselectivity, site-selectivity, modularity, dual-probe installation, and protein-selectivity. The method offers protein selectivity by targeting a single lysine residue of a single protein in a complex biomolecular mixture, and it is useful for precision engineering of proteins.

NATURE COMMUNICATIONS (2022)

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Article Chemistry, Multidisciplinary

One-Step Azolation Strategy for Site- and Chemo-Selective Labeling of Proteins with Mass-Sensitive Probes

Kuei C. Tang et al.

Summary: This study presents a novel strategy for the efficient chemical modification of proteins and enhancement of mass-detection sensitivity, which can be used for protein analysis in complex mixtures.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2021)

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Article Chemistry, Multidisciplinary

Efficient Amino-Sulfhydryl Stapling on Peptides and Proteins Using Bifunctional NHS-Activated Acrylamides

Maria J. S. A. Silva et al.

Summary: NHS-activated acrylamides, combining Michael acceptors and NHS activated esters, offer fast and chemoselective amino-sulfhydryl stapling on peptides and proteins under aqueous conditions, showing versatility and compatibility with other cysteine selective reagents for orthogonal dual-modifications. This strategy allows for late-stage functionalization of bioconjugates with various molecules, demonstrating a powerful tool in designing functional peptides and proteins.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2021)

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Article Chemistry, Multidisciplinary

Protein Modification at Tyrosine with Iminoxyl Radicals

Katsuya Maruyama et al.

Summary: The study introduces a synthetic protein modification that selectively targets tyrosine residues and explains the mechanism behind the reaction.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2021)

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Review Oncology

Unlocking the potential of antibody-drug conjugates for cancer therapy

Joshua Z. Drago et al.

Summary: Nine ADCs are currently approved for cancer treatment, with many more in development. Advances in synthetic biochemistry have led to a new generation of ADCs promising improved tissue specificity and cytotoxicity. Despite impressive activity against treatment-refractory cancers, challenges such as systemic toxicity and acquired resistance remain. This review discusses the design, mechanism of action, and limitations of ADCs, proposing strategies to maximize their therapeutic benefit for cancer patients.

NATURE REVIEWS CLINICAL ONCOLOGY (2021)

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Article Chemistry, Multidisciplinary

Dichloro Butenediamides as Irreversible Site-Selective Protein Conjugation Reagent

Victor Laserna et al.

Summary: This study presents maleic-acid derivatives as robust cysteine-selective reagents for protein labelling, showing high efficiency and stability compared to maleimides. By introducing chlorine atoms, these derivatives can form conjugates resistant to retro-Michael reactions, which is significant for environments with biological thiols and human plasma.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2021)

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Article Chemistry, Multidisciplinary

Chemoselective cysteine or disulfide modification via single atom substitution in chloromethyl acryl reagents

Lujuan Xu et al.

Summary: The development of bioconjugation chemistry has created new classes of protein conjugates with functions beyond what Nature can provide, but there is still a lack of reagents that can tune reactivity to different amino acid residues. By modifying 2-chloromethyl acryl reagents, selective protein modification at cysteine or disulfide sites can be achieved.

CHEMICAL SCIENCE (2021)

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Review Chemistry, Multidisciplinary

Chemical technologies for precise protein bioconjugation interfacing biology and medicine

Mohan Kumar et al.

Summary: Proteins play a crucial role in monitoring and regulating biological processes, making precise modification tools essential. The establishment of core principles such as chemoselectivity, site-selectivity, and protein-specificity is key in addressing challenges at the intersection of chemistry, biology, and medicine. These principles provide a technological platform for systematically regulating parameters and overcoming various challenges in the field.

CHEMICAL COMMUNICATIONS (2021)

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Article Chemistry, Multidisciplinary

Linchpins empower promiscuous electrophiles to enable site-selective modification of histidine and aspartic acid in proteins

Dattatraya Gautam Rawale et al.

Summary: In this study, a linchpin is found to create a unique chemical space, enabling site-selectivity for histidine and aspartic acid modifications, overcoming the limitations of chemoselectivity.

CHEMICAL SCIENCE (2021)

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Article Chemistry, Multidisciplinary

Chemoselective and Site-Selective Lysine-Directed Lysine Modification Enables Single-Site Labeling of Native Proteins

Srinivasa Rao Adusumalli et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2020)

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Article Chemistry, Multidisciplinary

Investigating Ugi/Passerini Multicomponent Reactions for the Site-Selective Conjugation of Native Trastuzumab

Charlotte Sornay et al.

CHEMISTRY-A EUROPEAN JOURNAL (2020)

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Article Chemistry, Multidisciplinary

A single amino acid Gly-tag enables metal-free protein purification

Landa Purushottam et al.

CHEMICAL SCIENCE (2020)

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Review Biochemistry & Molecular Biology

Recent Chemical Approaches for Site-Specific Conjugation of Native Antibodies: Technologies toward Next-Generation Antibody-Drug Conjugates

Kei Yamada et al.

CHEMBIOCHEM (2019)

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Article Chemistry, Multidisciplinary

Bioinspired Thiophosphorodichloridate Reagents for Chemoselective Histidine Bioconjugation

Shang Jia et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2019)

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Article Multidisciplinary Sciences

Single-site glycine-specific labeling of proteins

Landa Purushottam et al.

NATURE COMMUNICATIONS (2019)

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Article Chemistry, Multidisciplinary

“Doubly Orthogonal” Labeling of Peptides and Proteins

Romain Tessier et al.

Chem (2019)

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Editorial Material Chemistry, Physical

Next-generation malarial vaccines

Yvette van Kooyk

NATURE MATERIALS (2019)

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Article Multidisciplinary Sciences

Polysaccharide structure dictates mechanism of adaptive immune response to glycoconjugate vaccines

Ximei Sun et al.

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA (2019)

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Article Chemistry, Multidisciplinary

Single-site labeling of histidine in proteins, on-demand reversibility, and traceless metal-free protein purification

Pralhad Namdev Joshi et al.

CHEMICAL COMMUNICATIONS (2019)

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Article Chemistry, Multidisciplinary

Single-site labeling of lysine in proteins through a metal-free multicomponent approach

Maheshwerreddy Chilamari et al.

CHEMICAL COMMUNICATIONS (2018)

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Article Chemistry, Multidisciplinary

Chemo- and Regioselective Lysine Modification on Native Proteins

Maria J. Matos et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2018)

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Article Multidisciplinary Sciences

Rapid labelling and covalent inhibition of intracellular native proteins using ligand-directed N-acyl-N-alkyl sulfonamide

Tomonori Tamura et al.

NATURE COMMUNICATIONS (2018)

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Review Oncology

Introducing fluorescence guided surgery into orthopedic oncology: A systematic review of candidate protein targets for Ewing sarcoma

Sarah E. Bosma et al.

JOURNAL OF SURGICAL ONCOLOGY (2018)

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Article Chemistry, Multidisciplinary

Single-Site Labeling of Native Proteins Enabled by a Chemoselective and Site-Selective Chemical Technology

Srinivasa Rao Adusumalli et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2018)

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Article Multidisciplinary Sciences

A protein functionalization platform based on selective reactions at methionine residues

Michael T. Taylor et al.

NATURE (2018)

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Review Cell Biology

Metabolic regulation of gene expression through histone acylations

Benjamin R. Sabari et al.

NATURE REVIEWS MOLECULAR CELL BIOLOGY (2017)

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Article Biochemistry & Molecular Biology

Targeting the N terminus for site-selective protein modification

Christian B. Rosen et al.

NATURE CHEMICAL BIOLOGY (2017)

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Article Multidisciplinary Sciences

Redox-based reagents for chemoselective methionine bioconjugation

Shixian Lin et al.

SCIENCE (2017)

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Article Chemistry, Multidisciplinary

Selective N-terminal functionalization of native peptides and proteins

Diao Chen et al.

CHEMICAL SCIENCE (2017)

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Article Multidisciplinary Sciences

Characterization of histone acylations links chromatin modifications with metabolism

Johayra Simithy et al.

NATURE COMMUNICATIONS (2017)

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Review Chemistry, Multidisciplinary

Advancing Homogeneous Antimicrobial Glycoconjugate Vaccines

Roberto Adamo

ACCOUNTS OF CHEMICAL RESEARCH (2017)

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Article Chemistry, Multidisciplinary

Site-Selective Labeling of Native Proteins by a Multicomponent Approach

Maheshwerreddy Chilamari et al.

CHEMISTRY-A EUROPEAN JOURNAL (2017)

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Article Chemistry, Multidisciplinary

Chemoselective and site-selective peptide and native protein modification enabled by aldehyde auto-oxidation

Landa Purushottam et al.

CHEMICAL COMMUNICATIONS (2017)

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Article Chemistry, Multidisciplinary

Transition Metal-Free Tryptophan-Selective Bioconjugation of Proteins

Yohei Seki et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2016)

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Article Chemistry, Multidisciplinary

Fast and selective labeling of N-terminal cysteines at neutral pH via thiazolidino boronate formation

Anupam Bandyopadhyay et al.

CHEMICAL SCIENCE (2016)

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Article Chemistry, Multidisciplinary

Iminoboronates are efficient intermediates for selective, rapid and reversible N-terminal cysteine functionalisation

Helio Faustino et al.

CHEMICAL SCIENCE (2016)

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Article Chemistry, Multidisciplinary

A phthalimidation protocol that follows protein defined parameters

Rohith Singudas et al.

CHEMICAL COMMUNICATIONS (2015)

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Article Chemistry, Multidisciplinary

Aldehyde Capture Ligation for Synthesis of Native Peptide Bonds

Monika Raj et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2015)

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Article Biochemistry & Molecular Biology

One-step site-specific modification of native proteins with 2-pyridinecarboxyaldehydes

James I. MacDonald et al.

NATURE CHEMICAL BIOLOGY (2015)

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Article Multidisciplinary Sciences

A plug-and-play approach to antibody-based therapeutics via a chemoselective dual click strategy

Antoine Maruani et al.

NATURE COMMUNICATIONS (2015)

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Review Oncology

Image-guided cancer surgery using near-infrared fluorescence

Alexander L. Vahrmeijer et al.

NATURE REVIEWS CLINICAL ONCOLOGY (2013)

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Review Neurosciences

Toward a Neural Basis for Social Behavior

Damian A. Stanley et al.

NEURON (2013)

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Article Biochemical Research Methods

Site-Selective Lysine Modification of Native Proteins and Peptides via Kinetically Controlled Labeling

Xi Chen et al.

BIOCONJUGATE CHEMISTRY (2012)

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Article Chemistry, Multidisciplinary

Site-Specific Traceless Coupling of Potent Cytotoxic Drugs to Recombinant Antibodies for Pharmacodelivery

Giulio Casi et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2012)

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Article Chemistry, Multidisciplinary

Modification of N-Terminal α-Amino Groups of Peptides and Proteins Using Ketenes

Anna On-Yee Chan et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2012)

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Article Chemistry, Multidisciplinary

A Biocompatible Condensation Reaction for the Labeling of Terminal Cysteine Residues on Proteins

Hongjun Ren et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2009)

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Review Neurosciences

Cognitive neuroscience of human social behaviour

R Adolphs

NATURE REVIEWS NEUROSCIENCE (2003)

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Human Behavior-Inspired Linchpin-Directed Catalysis for Traceless Precision Labeling of Lysine in Native Proteins

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