Review
Polymer Science
Jiaxi Xu, Nikos Hadjichristidis
Summary: The incorporation of heteroatom-containing weak bonds along polymer backbones has become a popular tool to accelerate degradation. Many methods have been reported for the synthesis of degradable heteroatom-containing polymers based on step-growth polymerization and chain-growth ring-opening polymerization. Ring-opening metathesis polymerization has emerged as an approach for the synthesis of various types of degradable polymers. This review covers the synthesis of different heteroatom-containing degradable polymers via ring-opening metathesis polymerization and their degradation mechanisms under different conditions.
PROGRESS IN POLYMER SCIENCE
(2023)
Article
Chemistry, Multidisciplinary
Taeyang An, Hanseul Ryu, Tae-Lim Choi
Summary: This study presents a versatile approach to improve the alternation and degradability of 2,3-dihydrofuran (DHF) copolymers by carefully controlling the reactivity of both the Ru initiators and the monomers. The DHF copolymers showed outstanding A, B-alternation and could be broken down to a single repeat unit level under acidic conditions.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Polymer Science
Ankita Mandal, Subhajit Pal, Andreas F. M. Kilbinger
Summary: A new heterocyclic monomer is synthesized via Diels-Alder reaction and exhibits reluctant polymerization in dichloromethane (DCM) but facile polymerization in tetrahydrofuran using Grubbs' third generation catalyst (G3), with excellent control over molecular weight and dispersities. The removal of tert-butoxycarbonyl group from the polymeric backbone yields a water-soluble ring opening metathesis polymerization (ROMP) polymer. In DCM, this monomer can also copolymerize with 2,3-dihydrofuran under catalytic living ROMP conditions to produce backbone degradable polymers. All synthesized polymers are characterized by size exclusion chromatography (SEC) and nuclear magnetic resonance (NMR) spectroscopy. This new method for preparing water-soluble ROMP homopolymers and cost-effective degradable copolymers and block-copolymers may have potential applications in biomedicine.
MACROMOLECULAR RAPID COMMUNICATIONS
(2023)
Article
Chemistry, Multidisciplinary
Phong K. Quach, Jesse H. Hsu, Ivan Keresztes, Brett P. Fors, Tristan H. Lambert
Summary: The ring-opening metathesis polymerization of cyclopropenes using hydrazonium initiators was investigated. The initiators, formed by condensing 2,3-diazabicyclo[2.2.2]octane and an aldehyde, polymerize cyclopropene monomers through a sequence of [3+2] cycloaddition and cycloreversion reactions. The study showed that the monomer to initiator ratio had a positive correlation with the degree of polymerization.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Nanoscience & Nanotechnology
Samuel C. Leguizamon, Kenneth Lyons, Nicolas T. Monk, Madison T. Hochrein, Brad H. Jones, Jeffrey C. Foster
Summary: Thermoset materials, which have excellent thermal and mechanical properties, are widely used in high-performance plastics. However, their lack of degradability has been a problem. This study demonstrates for the first time that an industrial thermoset material, polydicyclopentadiene, can be additively manufactured with degradable linkages using a photochemical approach. The resulting objects can be rapidly degraded to soluble byproducts through acid treatment. This work highlights the potential of ring-opening metathesis polymerization chemistry for creating degradable materials suitable for advanced manufacturing processes.
ACS APPLIED MATERIALS & INTERFACES
(2022)
Article
Polymer Science
Yujin Cha, JiHyeon Hwang, Luis Ramos, Huina Lin, Tianyu Zhu, Chuanbing Tang
Summary: The synthesis of cyclic cobaltocenium and its application in the synthesis of high-performance copolymers have been reported.
Article
Polymer Science
Matthew C. D. Carter, Andrew Hejl, Samantha Woodfin, Brian Einsla, Miroslav Janco, Jim DeFelippis, Richard J. Cooper, Ralph C. Even
Summary: The study presents an approach to waterborne and degradable latex polymers, which are synthesized by emulsion polymerization of VA and MDO under specific conditions. The resulting coatings show excellent oil and grease resistance when coated onto commercial paper.
Article
Chemistry, Multidisciplinary
Tengda Zhao, Kongying Zhu, Xiaoliang Yu, Xiaoyan Yuan, Lixia Ren
Summary: This study demonstrates that introducing a sufficient length of polystyrene spacer chain can protect the ruthenium atom in the third generation Grubbs catalyst (G3) and effectively control the ROMP process of macromonomers with tertiary amine groups.
CHINESE JOURNAL OF CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Dmitry S. Belov, Logesh Mathivathanan, Melanie J. Beazley, William Blake Martin, Konstantin V. Bukhryakov
Summary: The study explores the capability of an iron-based catalyst in performing ring-opening metathesis polymerization of olefins, demonstrating that the use of in situ prepared heteroleptic iron catalysts significantly enhances polymerization rate and selectivity.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Polymer Science
Hien The Ho, Nam Hoai Nguyen, Marion Rollet, Trang N. T. Phan, Didier Gigmes
Summary: In this study, well-defined phosphonate-functionalized polycarbonate with low dispersity (D = 1.22) was synthesized using organocatalyzed ring-opening polymerization (ROP) of novel phosphonate-based cyclic monomers. Copolymerization was also performed to access different structures of phosphonate-containing polycarbonates (PC). Furthermore, phosphonate-functionalized PC was successfully synthesized using a combination of ROP and post-modification reaction.
Review
Chemistry, Applied
Nina Guy, Olivia Giani, Sebastien Blanquer, Julien Pinaud, Jean-Jacques Robin
Summary: Photopolymerization is gaining interest in both industrial and academic fields due to its high reaction kinetics, low emissions of organic solvents, and reduced shrinking stress. This method has mainly been developed for radical polymerization of vinyl monomers and to a lesser extent for ring-opening polymerization (ROP). With the emergence of new initiating systems, the photopolymerization of various cyclic monomers has expanded beyond epoxides, which were the first monomers polymerized by cationic ring-opening polymerization (CROP).
PROGRESS IN ORGANIC COATINGS
(2021)
Article
Polymer Science
Mohammad Yasir, Andreas F. M. Kilbinger
Summary: Norbornene and cyclohexene show different polymerization behaviors using Grubbs' catalysts due to their varying ring strain energy levels; a sequence-selective cascade polymerization of a monomer containing both rings resulted in polymers with moderate molecular weight dispersities and good control over molecular weight.
Article
Environmental Sciences
Alexander W. Jackson, Srinivasa Reddy Mothe, Pancy Ang, Lohitha Rao Chennamaneni, Alexander M. Herk, Praveen Thoniyot
Summary: Degradable poly(acrylic acid) was synthesized by free radical ring-opening copolymerization and deprotection, resulting in a polymer with ester groups within the backbone. This polymer showed significant biodegradability under environmental conditions, outperforming the non-degradable version.
Article
Polymer Science
Harry Elliss, Frances Dawson, Qamar un Nisa, Nathaniel M. Bingham, Peter J. Roth, Maciej Kopec
Summary: In this study, we prepared degradable polymer networks using conventional free radical copolymerization. The addition of a small amount of dibenzo[c,e]oxepane-5-thione enabled full degradation of the networks, with minimal impact on their physical properties.
Article
Polymer Science
James McQuade, Mya I. Serrano, Frieder Jakle
Summary: The incorporation of main group elements into polymers enables the synthesis of functional materials with unique molecular structures and chemical properties. Ring-opening metathesis polymerization (ROMP) is a versatile method for generating new main group element-functionalized materials.
Article
Biochemistry & Molecular Biology
Joshua M. Fishman, Daniel B. Zwick, Austin G. Kruger, Laura L. Kiessling
Article
Biochemistry & Molecular Biology
Nitasha R. Bennett, Cassie M. Jarvis, Mohammad Murshid Alam, Daniel B. Zwick, Jake M. Olson, Hung V. -T. Nguyen, Jeremiah A. Johnson, Mark E. Cook, Laura L. Kiessling
Article
Chemistry, Multidisciplinary
Caitlin M. McMahon, Christine R. Isabella, Ian W. Windsor, Paul Kosma, Ronald T. Raines, Laura L. Kiessling
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2020)
Editorial Material
Biochemistry & Molecular Biology
Laura L. Kiessling, Erin E. Carlson
ACS CHEMICAL BIOLOGY
(2020)
Editorial Material
Biochemistry & Molecular Biology
Oscar Millet, Aitziber L. Cortajarena, Xavier Salvatella, Laura L. Kiessling, Jesus Jimenez-Barbero
ACS CHEMICAL BIOLOGY
(2020)
Article
Chemistry, Multidisciplinary
Mohammad Murshid Alam, Cassie M. Jarvis, Robert Hincapie, Craig S. McKay, Jiri Schimer, Carlos A. Sanhueza, Ke Xu, Roger C. Diehl, M. G. Finn, Laura L. Kiessling
Summary: DC surface lectins recognize glycans not typically present on host tissue to facilitate antigen uptake and presentation. Signal transduction through DC-SIGN depends on the ligand displayed on the VLP, promoting DC maturation and induction of a T(H)1-type immune response.
Editorial Material
Biochemistry & Molecular Biology
Laura L. Kiessling
ACS CHEMICAL BIOLOGY
(2021)
Article
Chemistry, Multidisciplinary
Jordan S. Ho, Amira Gharbi, Baptiste Schindler, Oznur Yeni, Richard Bredy, Laurent Legentil, Vincent Ferrieres, Laura L. Kiessling, Isabelle Compagnon
Summary: Sequencing glycans is challenging due to their structural diversity. In this study, researchers used infrared multiple photon dissociation spectroscopy with mass spectrometry to differentiate between pyranose- and furanose-linked galactose residues, offering a solution to distinguish between these isomers. By analyzing hexose ammonium adducts, the researchers determined diagnostic MS-IR signatures of galactose anomers in different forms, demonstrating the utility of MS-IR for analyzing unique substructures in bacterial glycans.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Review
Biochemistry & Molecular Biology
Laura L. Kiessling, Roger C. Diehl
Summary: The text discusses how proteins recognize sugars through CH-π interactions, highlighting the importance of electron-rich aromatic residues in glycan binding.
ACS CHEMICAL BIOLOGY
(2021)
Editorial Material
Biochemistry & Molecular Biology
Mia L. Huang, Laura L. Kiessling
ACS CHEMICAL BIOLOGY
(2021)
Article
Chemistry, Multidisciplinary
Victoria M. Marando, Daria E. Kim, Phillip J. Calabretta, Matthew B. Kraft, Bryan D. Bryson, Laura L. Kiessling
Summary: Researchers proposed a new strategy for chemoselective glycan modification utilizing cellular glycosyltransferases. They successfully synthesized and tested probes of D-arabinofuranose (D-Araf), which can selectively label arabinofuranose-containing glycans for the first time.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Editorial Material
Biochemical Research Methods
Amanda E. Dugan, Amanda L. Peiffer, Laura L. Kiessling
Summary: Interactions between carbohydrates and lectins play a key role in viral infection. Studying glycosylation has been challenging, but recent advancements in methods have allowed for atomic-level information about glycans on viruses and host cells.
Article
Biochemical Research Methods
Elad Deiss-Yehiely, Spencer D. Brucks, Natalie Boehnke, Andrew J. Pickering, Laura L. Kiessling, Paula T. Hammond
Summary: Targeted delivery of nanoparticle drug carriers is crucial for the development of nanomedicine. In this study, the authors investigated the association between modified nanoparticles and ovarian cancer cells using the well-characterized hyaluronic acid-CD44 binding pair. The results demonstrated that functionalizing nanoparticles with high molecular weight hyaluronic acid using the layer-by-layer adsorption method improved cell association.
BIOCONJUGATE CHEMISTRY
(2022)
Article
Biochemistry & Molecular Biology
Azin Saebi, Joseph S. Brown, Victoria M. Marando, Nina Hartrampf, Nicole M. Chumbler, Stephanie Hanna, Mackenzie Poskus, Andrei Loas, Laura L. Kiessling, Deborah T. Hung, Bradley L. Pentelute
Summary: The impermeable outer membrane of Pseudomonas aeruginosa can be bypassed by antibacterial proteins called S-type pyocins. Pyocins are investigated as a potential new class of antimicrobials against Pseudomonas infections due to their properties. In this study, a rapid production method for a pyocin S2 import domain was employed using automated fast-flow peptide synthesis, resulting in milligram quantities of the desired product. These synthetic pyocin domains can be used to understand the import mechanisms of P. aeruginosa and to develop selective antimicrobial agents that can bypass the outer membrane.
ACS CHEMICAL BIOLOGY
(2023)
Article
Chemistry, Multidisciplinary
Katherine I. Taylor, Jordan S. Ho, Hallie O. Trial, Alan W. Carter, Laura L. Kiessling
Summary: Probes that covalently label protein targets are crucial for identifying ligand-binding sites. Squaramides, as mild electrophiles, exhibit higher selectivity for binding site lysine residues, making them promising for affinity-based chemoproteomic probes.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2023)
