journal
https://read.qxmd.com/read/38421254/engineering-the-propeptide-of-microbial-transglutaminase-zymogen-enabling-substrate-dependent-activation-for-bioconjugation-applications
#1
JOURNAL ARTICLE
Ryutaro Ariyoshi, Takashi Matsuzaki, Ryo Sato, Kosuke Minamihata, Kounosuke Hayashi, Taisei Koga, Kensei Orita, Riko Nishioka, Rie Wakabayashi, Masahiro Goto, Noriho Kamiya
Microbial transglutaminase (MTG) from Streptomyces mobaraensis is a powerful biocatalytic glue for site-specific cross-linking of a range of biomolecules and synthetic molecules that have an MTG-reactive moiety. The preparation of active recombinant MTG requires post-translational proteolytic digestion of a propeptide that functions as an intramolecular chaperone to assist the correct folding of the MTG zymogen (MTGz) in the biosynthesis. Herein, we report <u>e</u>ngineered active <u>z</u>ymogen of MTG (EzMTG) that is expressed in soluble form in the host Escherichia coli cytosol and exhibits cross-linking activity without limited proteolysis of the propeptide...
February 29, 2024: Bioconjugate Chemistry
https://read.qxmd.com/read/38420925/amyloid-%C3%AE-peptide-segment-conjugated-side-chain-proline-based-polymers-as-potent-inhibitors-in-lysozyme-amyloidosis
#2
JOURNAL ARTICLE
Kasturee Nayak, Pooja Ghosh, Soumen Barman, Babu Sudhamalla, Patrick Theato, Priyadarsi De
Developing effective amyloidosis inhibitors poses a significant challenge due to the dynamic nature of the protein structures, the complex interplay of interfaces in protein-protein interactions, and the irreversible nature of amyloid assembly. The interactions of amyloidogenic polypeptides with other peptides play a pivotal role in modulating amyloidosis and fibril formation. This study presents a novel approach for designing and synthesizing amyloid interaction surfaces using segments derived from the amyloid-promoting sequence of amyloid β-peptide [VF(Aβ(18-19)/FF(Aβ(19-20)/LVF(Aβ(17-19)/LVFF(Aβ(17-20)], where VF, FF, LVF and LVFF stands for valine phenylalanine dipeptide, phenylalanine phenylalanine dipeptide, leucine valine phenylalanine tripeptide and leucine valine phenylalanine phenylalanine tetrapeptide, respectively...
February 29, 2024: Bioconjugate Chemistry
https://read.qxmd.com/read/38417023/recent-progress-in-site-selective-modification-of-peptides-and-proteins-using-macrocycles
#3
REVIEW
Ye-Cheng Wang, Si-Cong Bai, Wei-Lin Ye, Jing Jiang, Gao Li
Peptides and proteins undergo crucial modifications to alter their physicochemical properties to expand their applications in diverse fields. Various techniques, such as unnatural amino acid incorporation, enzyme catalysis, and chemoselective methods, have been employed for site-selective peptide and protein modification. While traditional methods remain valuable, advancement in host-guest chemistry introduces innovative and promising approaches for the selective modification of peptides and proteins. Macrocycles exhibit robust binding affinities, particularly with natural amino acids, which facilitates their use in selectively binding to specific sequences...
February 28, 2024: Bioconjugate Chemistry
https://read.qxmd.com/read/38411531/radiolabeling-diaminosarcophagine-with-cyclotron-produced-cobalt-55-and-55-co-co-nt-sarcage-as-a-proof-of-concept-in-a-murine-xenograft-model
#4
JOURNAL ARTICLE
Wilson Lin, German Oscar Fonseca Cabrera, Eduardo Aluicio-Sarduy, Todd E Barnhart, Jason C Mixdorf, Zibo Li, Zhanhong Wu, Jonathan W Engle
Cobalt-sarcophagine complexes exhibit high kinetic inertness under various stringent conditions, but there is limited literature on radiolabeling and in vivo positron emission tomography (PET) imaging using no carrier added 55 Co. To fill this gap, this study first investigates the radiolabeling of DiAmSar (DSar) with 55 Co, followed by stability evaluation in human serum and EDTA, pharmacokinetics in mice, and a direct comparison with [55 Co]CoCl2 to assess differences in pharmacokinetics. Furthermore, the radiolabeling process was successfully used to generate the NTSR1-targeted PET agent [55 Co]Co-NT-Sarcage (a DSar-functionalized SR142948 derivative) and administered to HT29 tumor xenografted mice...
February 27, 2024: Bioconjugate Chemistry
https://read.qxmd.com/read/38404183/interactions-and-transport-of-a-bioconjugated-peptide-targeting-the-mitomembrane
#5
JOURNAL ARTICLE
Son V Nguyen, Lev Levintov, Roy P Planalp, Harish Vashisth
The Szeto-Schiller (SS) peptides are a subclass of cell-penetrating peptides that can specifically target mitochondria and mediate conditions caused by mitochondrial dysfunction. In this work, we constructed an iron-chelating SS peptide and studied its interaction with a mitochondrial-mimicking membrane using atomistic molecular dynamics (MD) simulations. We report that the peptide/membrane interaction is thermodynamically favorable, and the localization of the peptide to the membrane is driven by electrostatic interactions between the cationic residues and the anionic phospholipid headgroups...
February 25, 2024: Bioconjugate Chemistry
https://read.qxmd.com/read/38377539/synthetic-and-computational-design-insights-toward-mimicking-protein-binding-of-phosphate
#6
JOURNAL ARTICLE
Whitney C Fowler, Chuting Deng, O Therese Teodoro, Juan J de Pablo, Matthew V Tirrell
The unique and precise capabilities of proteins are renowned for their specificity and range of application. Effective mimicking of protein-binding offers enticing potential to direct their abilities toward useful applications, but it is nevertheless quite difficult to realize this characteristic of protein behavior in a synthetic material. Here, we design, synthesize, and evaluate experimentally and computationally a series of multicomponent phosphate-binding peptide amphiphile micelles to derive design insights into how protein binding behavior translates to synthetic materials...
February 20, 2024: Bioconjugate Chemistry
https://read.qxmd.com/read/38366969/ph-responsive-amphiphilic-triblock-fluoropolymers-as-assemble-oxygen-nanoshuttles-for-enhancing-pdt-against-hypoxic-tumor
#7
JOURNAL ARTICLE
Jun-An Zhang, David Haddleton, Paul Wilson, Lin-Hua Zhu, Chun-Yan Dai, Lin-Lu Zhao
Photodynamic therapy (PDT) is a cancer treatment strategy that utilizes photosensitizers to convert oxygen within tumors into reactive singlet oxygen (1 O2 ) to lyse tumor cells. Nevertheless, pre-existing tumor hypoxia and oxygen consumption during PDT can lead to an insufficient oxygen supply, potentially reducing the photodynamic efficacy. In response to this issue, we have devised a pH-responsive amphiphilic triblock fluorinated polymer (PDP) using copper-mediated RDRP. This polymer, composed of poly(ethylene glycol) methyl ether acrylate, 2-(diethylamino)ethyl methacrylate, and (perfluorooctyl)ethyl acrylate, self-assembles in an aqueous environment...
February 17, 2024: Bioconjugate Chemistry
https://read.qxmd.com/read/38366964/a-kinetically-controlled-bioconjugation-method-for-the-synthesis-of-radioimmunoconjugates-and-the-development-of-a-domain-mapping-ms-workflow-for-its-characterization
#8
JOURNAL ARTICLE
Marco A Pometti, Giuseppe Di Natale, Giancarlo Geremia, Nileshgiri Gauswami, Gianni Garufi, Giuseppina Ricciardi, Marcella Sciortino, Fabrizio Scopelliti, Giorgio Russo, Massimo Ippolito
Immunoconjugates exploit the high affinity of monoclonal antibodies for a recognized antigen to selectively deliver a cytotoxic payload, such as drugs or radioactive nuclides, at the site of disease. Despite numerous techniques have been recently developed for site-selective bioconjugations of protein structures, reaction of ε-amine group of lysine residues with electrophilic reactants, such as activated esters (NHS), is the main method reported in the literature as it maintains proteins in their native conformation...
February 17, 2024: Bioconjugate Chemistry
https://read.qxmd.com/read/38346316/bioorthogonal-labeling-enables-in-situ-fluorescence-imaging-of-expressed-gas-vesicle-nanostructures
#9
JOURNAL ARTICLE
Erik Schrunk, Przemysław Dutka, Robert C Hurt, Di Wu, Mikhail G Shapiro
Gas vesicles (GVs) are proteinaceous nanostructures that, along with virus-like particles, encapsulins, nanocages, and other macromolecular assemblies, are being developed for potential biomedical applications. To facilitate such development, it would be valuable to characterize these nanostructures' subcellular assembly and localization. However, traditional fluorescent protein fusions are not tolerated by GVs' primary constituent protein, making optical microscopy a challenge. Here, we introduce a method for fluorescently visualizing intracellular GVs using the bioorthogonal label FlAsH, which becomes fluorescent upon reaction with the six-amino acid tetracysteine (TC) tag...
February 12, 2024: Bioconjugate Chemistry
https://read.qxmd.com/read/38345213/cathepsin-b-processing-is-required-for-the-in-vivo-efficacy-of-albumin-drug-conjugates
#10
JOURNAL ARTICLE
Barbara Bernardim, João Conde, Tuuli Hakala, Julie B Becher, Mary Canzano, Aldrin V Vasco, Tuomas P J Knowles, Jason Cameron, Gonçalo J L Bernardes
Targeted drug delivery approaches that selectively and preferentially deliver therapeutic agents to specific tissues are of great interest for safer and more effective pharmaceutical treatments. We investigated whether cathepsin B cleavage of a valine-citrulline [VC( S )]-containing linker is required for the release of monomethyl auristatin E (MMAE) from albumin-drug conjugates. In this study, we used an engineered version of human serum albumin, Veltis High Binder II (HBII), which has enhanced binding to the neonatal Fc (fragment crystallizable) receptor (FcRn) to improve drug release upon binding and FcRn-mediated recycling...
February 12, 2024: Bioconjugate Chemistry
https://read.qxmd.com/read/38343092/a-cysteine-maleimide-based-design-for-hemostatic-antibacterial-and-biodegradable-wound-dressing
#11
JOURNAL ARTICLE
Pei Zhu, Tianjie You, Ying Wang, Mingxue Ma, Sheng Ye, Si Liu
The field of clinical surgery frequently encounters challenges related to atypical wound tissue healing, resulting in the development of persistent chronic wounds or aesthetically displeasing scar tissue. The use of wound dressings crafted from mussel adhesive proteins and hyaluronic acid has demonstrated the potential in mitigating these undesirable outcomes. However, the synergistic effects of these two biomaterials remain underexplored. In this study, we have engineered a versatile, degradable, and biocompatible dressing that comprises recombinant 3,4-dihydroxyphenylalanine (DOPA)-modified mussel adhesive proteins and maleimide-functionalized hyaluronic acid...
February 11, 2024: Bioconjugate Chemistry
https://read.qxmd.com/read/38340041/peptide-conjugated-mri-probe-targeted-to-netrin-1-a-novel-metastatic-breast-cancer-biomarker
#12
JOURNAL ARTICLE
Clémentine Moreau, Tea Lukačević, Agnès Pallier, Julien Sobilo, Samia Aci-Sèche, Norbert Garnier, Sandra Même, Éva Tóth, Sara Lacerda
Despite significant progress in cancer imaging and treatment over the years, early diagnosis and metastasis detection remain a challenge. Molecular magnetic resonance imaging (MRI), with its high resolution, can be well adapted to fulfill this need, requiring the design of contrast agents which target specific tumor biomarkers. Netrin-1 is an extracellular protein overexpressed in metastatic breast cancer and implicated in tumor progression and the appearance of metastasis. This study focuses on the design and preclinical evaluation of a novel Netrin-1-specific peptide-based MRI probe, GdDOTA-KKTHDAVR (Gd-K), to visualize metastatic breast cancer...
February 10, 2024: Bioconjugate Chemistry
https://read.qxmd.com/read/38320084/micropreparative-gel-electrophoresis-for-purification-of-nanoscale-bioconjugates
#13
JOURNAL ARTICLE
Sayyed Hashem Sajjadi, Shang-Jung Wu, Yahya Rabbani, Vitalijs Zubkovs, Hossein Ahmadzadeh, Elaheh K Goharshadi, Ardemis A Boghossian
Conventional techniques for purifying macromolecular conjugates often require complex and costly installments that are inaccessible to most laboratories. In this work, we develop a one-step micropreparative method based on a trilayered polyacrylamide gel electrophoresis (MP-PAGE) setup to purify biological samples, synthetic nanoparticles, as well as biohybrid complexes. We apply this method to recover DNA from a ladder mixture with yields of up to 90%, compared to the 58% yield obtained using the conventional crush-and-soak method...
February 6, 2024: Bioconjugate Chemistry
https://read.qxmd.com/read/38318778/a-spontaneous-assembling-lipopeptide-nanoconjugate-transporting-the-anthracycline-drug-n-benzyladriamycin-14-valerate-for-personalized-therapy-of-ewing-sarcoma
#14
JOURNAL ARTICLE
Nirupama Sabnis, Sangram Raut, Bhavani Nagarajan, Ammar Kapic, Akpedje Serena Dossou, Leonard Lothstein, Rafal Fudala, Bruce A Bunnell, Andras G Lacko
To meet the current need for a tumor-selective, targeted therapy regimen associated with reduced toxicity, our laboratory has developed a spontaneously assembled nanostructure that resembles high-density lipoproteins (HDLs). These myristoyl-5A (MYR-5A) nanotransporters are designed to safely transport lipophilic pharmaceuticals, including a novel anthracycline drug ( N -benzyladriamycin-14-valerate (AD198)). This formulation has been found to enhance the therapeutic efficacy and reduced toxicity of drugs in preclinical studies of 2D and 3D models of Ewing sarcoma (EWS) and cardiomyocytes...
February 6, 2024: Bioconjugate Chemistry
https://read.qxmd.com/read/38308817/-18-f-p-fbc-a-covalent-clip-tag-radiotracer-for-detection-of-viral-reporter-gene-transfer-in-the-murine-brain
#15
JOURNAL ARTICLE
Gregory D Bowden, Sophie Stotz, Gina Dunkel, Sabrina Haas, Elena Kimmerle, Martin Schaller, Bettina Weigelin, Kristina Herfert, Bernd J Pichler, Andreas Maurer
Preclinical models of neurological diseases and gene therapy are essential for neurobiological research. However, the evaluation of such models lacks reliable reporter systems for use with noninvasive imaging methods. Here, we report the development of a reporter system based on the CLIP-tag enzyme and [18 F] p FBC, an 18 F-labeled covalent CLIP-tag-ligand synthesized via a DoE-optimized and fully automated process. We demonstrated its specificity using a subcutaneous xenograft model and a model of viral vector-mediated brain gene transfer by engineering HEK293 cells and striatal neurons to express membrane-tethered CLIP-tag protein...
February 3, 2024: Bioconjugate Chemistry
https://read.qxmd.com/read/38290165/hydrophobicity-tuning-of-cationic-polyaspartamide-derivatives-for-enhanced-antisense-oligonucleotide-delivery
#16
JOURNAL ARTICLE
Jongmin Yum, Fadlina Aulia, Keisuke Kamiya, Mao Hori, Nan Qiao, Beob Soo Kim, Mitsuru Naito, Satomi Ogura, Tetsuya Nagata, Takanori Yokota, Satoshi Uchida, Satoshi Obika, Hyun Jin Kim, Kanjiro Miyata
Various cationic polymers are used to deliver polyplex-mediated antisense oligonucleotides (ASOs). However, few studies have investigated the structural determinants of polyplex functionalities in polymers. This study focused on the polymer hydrophobicity. A series of amphiphilic polyaspartamide derivatives possessing various hydrophobic (R) moieties together with cationic diethylenetriamine (DET) moieties in the side chain (PAsp(DET/R)s) were synthesized to optimize the R moieties (or hydrophobicity) for locked nucleic acid (LNA) gapmer ASO delivery...
January 30, 2024: Bioconjugate Chemistry
https://read.qxmd.com/read/38266192/asymmetry-of-dual-display-dna-encoded-chemical-libraries
#17
JOURNAL ARTICLE
Louise Plais, Louis Trachsel, Jörg Scheuermann
While dual-display DNA-encoded chemical libraries (DELs) are increasingly employed for ligand discovery, some of their fundamental properties have not yet been studied in-depth. Aided with fluorescence polarization experiments, we demonstrate that dual-display DELs are intrinsically asymmetrical entities, and we deduce practical guidelines to perform better-informed on-DNA hit validation from these libraries.
January 24, 2024: Bioconjugate Chemistry
https://read.qxmd.com/read/38265691/design-synthesis-and-in-vitro-and-in-vivo-evaluation-of-cereblon-binding-bruton-s-tyrosine-kinase-btk-degrader-cd79b-targeted-antibody-drug-conjugates
#18
JOURNAL ARTICLE
Alan Zhang, Katherine Seiss, Laurent Laborde, Sebastian Palacio-Ramirez, Daniel Guthy, Mylene Lanter, Julien Lorber, Anna Vulpetti, Luca Arista, Thomas Zoller, Thomas Radimerski, Claudio Thoma, Christina Hebach, William R Tschantz, Alexei Karpov, Gregory J Hollingworth, Joseph A D'Alessio, Stephane Ferretti, Matthew T Burger
Antibody-drug conjugates (ADCs) are an established modality that allow for targeted delivery of a potent molecule, or payload, to a desired site of action. ADCs, wherein the payload is a targeted protein degrader, are an emerging area in the field. Herein we describe our efforts of delivering a Bruton's tyrosine kinase (BTK) bifunctional degrader 1 via a CD79b mAb (monoclonal antibody) where the degrader is linked at the ligase binding portion of the payload via a cleavable linker to the mAb. The resulting CD79b ADCs, 3 and 4 , exhibit in vitro degradation and cytotoxicity comparable with that of 1 , and ADC 3 can achieve more sustained in vivo degradation than intravenously administered 1 with markedly reduced systemic exposure of the payload...
January 24, 2024: Bioconjugate Chemistry
https://read.qxmd.com/read/38236171/-n-tert-butoxycarbonyl-n-2-tritylthio-ethoxy-glycine-as-a-building-block-for-peptide-ubiquitination
#19
JOURNAL ARTICLE
Lingling Peng, Elizabeth Helgason, Rafael Miranda, Jeffrey Tom, Jennifer Zhang, Erin C Dueber, Aimin Song
N -Boc- N -(2-(tritylthio)ethoxy)glycine has been developed as a building block for peptide ubiquitination, which is fully compatible with solid-phase Fmoc chemistry and common peptide modifications including phosphorylation, methylation, acetylation, biotinylation, and fluorescence labeling. The optimal conditions for peptide cleavage and auxiliary removal were obtained. The utility of this building block in peptide ubiquitination was demonstrated by the synthesis of seven ubiquitinated histone and Tau peptides bearing various modifications...
January 18, 2024: Bioconjugate Chemistry
https://read.qxmd.com/read/38231391/an-albumin-holliday-junction-biomolecular-modular-design-for-programmable-multifunctionality-and-prolonged-circulation
#20
JOURNAL ARTICLE
Anders Dinesen, Veronica L Andersen, Marwa Elkhashab, Diego Pilati, Pernille Bech, Elisabeth Fuchs, Torbjørn R Samuelsen, Alexander Winther, Yunpeng Cai, Anders Märcher, Archie Wall, Marjan Omer, Jesper S Nielsen, Vijay Chudasama, James R Baker, Kurt V Gothelf, Jesper Wengel, Jørgen Kjems, Kenneth A Howard
Combinatorial properties such as long-circulation and site- and cell-specific engagement need to be built into the design of advanced drug delivery systems to maximize drug payload efficacy. This work introduces a four-stranded oligonucleotide Holliday Junction (HJ) motif bearing functional moieties covalently conjugated to recombinant human albumin (rHA) to give a "plug-and-play" rHA-HJ multifunctional biomolecular assembly with extended circulation. Electrophoretic gel-shift assays show successful functionalization and purity of the individual high-performance liquid chromatography-purified modules as well as efficient assembly of the rHA-HJ construct...
January 17, 2024: Bioconjugate Chemistry
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