A spoonful of sugar: the application of glycopolymers in therapeutics

Spain, Sebastian G.; Cameron, Neil R.

doi:10.1039/c0py00149j

Cited by 165 publications

(140 citation statements)

References 82 publications

(120 reference statements)

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“…After 30 or 120 min 0.05 mL of CellTiter-Glo reagent were added to each well and the luminescence signals were measured as described above. The same level of ATP was detected for all samples, except for the wells containing the block copolymers carrying deprotected glucose (9) and galactose (10), where the luminescence was enhanced to a 1.34-and 1.39-fold, respectively, independent from the time of incubation. Hence, the measurement values from these polymers were corrected by dividing by those factors.…”

Section: Cell Adhesion Assaysmentioning

confidence: 54%

“…[1][2][3][4] The carbohydrate units act as ligands for a broad spectrum of protein receptors and, therefore, play a significant role in a variety of biological processes, like immunological recognition, interaction between bacteria or viruses with cells, or tissue growth and repair. [5][6][7][8][9] Furthermore, the development of new methods for the synthesis of tailor-made polymers as well as sugar derivatives has given access to well-defined architectures and various techniques for their modification with carbohydrate moieties. [10,11] Thus, synthetic glycopolymers represent a promising tool allowing the precise elucidation of various cell/surface interactions.…”

Section: Introductionmentioning

confidence: 99%

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Adhesion of Preosteoblasts and Fibroblasts onto Poly(pentafluorostyrene)‐Based Glycopolymeric Films and their Biocompatibility

Babiuch

Becer

Gottschaldt

et al. 2011

Macromolecular Bioscience

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An efficient and metal-catalyst free method of glycopolymer synthesis via thiol/para-fluorine "click" reaction was used to graft acetylated 1-thio-β-D-glucopyranose and 1-thio-β-D-galactopyranose onto a homopolymer of pentafluorostyrene (PFS) as well as onto a block copolymer of styrene and PFS. Subsequent deprotection of the carbohydrate moieties yielded well-defined, sugar-modified polymers (PDI < 1.2). The prepared polymers were not cytotoxic against 3T3 fibroblasts and MC3T3-E1 preosteoblasts. Furthermore, the water-insoluble copolymers were drop-cast and examined as synthetic biocompatible coatings on poly(propylene) substrates for culturing the investigated cell types. Both fibro- and preosteoblasts showed stable adhesion and proliferation on the glycopolymer-coated surfaces.

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Section: Cell Adhesion Assaysmentioning

confidence: 54%

Section: Introductionmentioning

confidence: 99%

Adhesion of Preosteoblasts and Fibroblasts onto Poly(pentafluorostyrene)‐Based Glycopolymeric Films and their Biocompatibility

Babiuch

Becer

Gottschaldt

et al. 2011

Macromolecular Bioscience

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“…[34][35][36][37][38] Thus, the effect of variable multivalent glycomimetics in a particular testing system can not necessarily be compared in the sense of quantitative structure-activity relationships (QSARs). Multivalent glycopolymers, [39][40][41][42] for example, might interact with a lectin according to fundamentally different models than a multivalent glycocluster, which is based on a carbohydrate core, for instance. [26] Among multivalent glycomimetics, glycodendrimers are an especially promising class of molecules, which have been evaluated as antiadhesives.…”

Section: Multivalent Glycomimetics As Inhibitors Of Type 1 Fimbriae-mmentioning

confidence: 99%

The Bacterial Lectin FimH, a Target for Drug Discovery – Carbohydrate Inhibitors of Type 1 Fimbriae‐Mediated Bacterial Adhesion

2011

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Adhesion is a prerequisite for bacteria to colonize cell surfaces. To accomplish cellular adhesion, many bacteria use carbohydrate‐specific lectins, which are expressed as part of capillary protein appendages expanding from their surface, called fimbriae or pili. For bacteria, colonization of cell surfaces offers advantageous conditions to persist and multiply. For the host, however, bacterial colonization can be affiliated with severe health problems such as inflammation. Therefore, to combat bacterial adhesion and inflammatory diseases, investigation of the molecular and biophysical details of the relevant lectin–carbohydrate interactions is important. Understanding molecular carbohydrate recognition can lead to the development of high‐affinity inhibitors of bacterial lectins. That way, interfering with the bacterial attachment to surfaces proves the vision of an antiadhesion therapy, among others, against uropathogenic E. coli (UPEC). One of the most important and best investigated bacterial lectins is the mannose‐specific protein FimH, which is expressed on the tips of type 1 fimbriae. During the last 30 years, many natural as well as synthetic mannosidic ligands of FimH have been designed and tested for their inhibitory potencies. We report key results and comment on key problems and perspectives of this research.

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“…A number of review articles have already been published on the synthesis and application of glycopolymers at large [22,[57][58][59][60][61][62][63][64][65][66][67][68] and the interested reader can refer to them for a broader perspective. Here we report an exhaustive compilation (up to August 2012) of the glycopolymers prepared by reversible-deactivation radical polymerization, with particular emphasis on the experimental conditions used, the structure obtained (comonomer distribution, topology), the degree of control achieved and the (potential) applications sought.…”

Section: Scheme 1 Reversible Deactivation Mechanismmentioning

confidence: 99%

Synthesis of Glycopolymer Architectures by Reversible-Deactivation Radical Polymerization

Ghadban

Albertin

2013

Polymers

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This review summarizes the state of the art in the synthesis of well-defined glycopolymers by Reversible-Deactivation Radical Polymerization (RDRP) from its inception in 1998 until August 2012. Glycopolymers architectures have been successfully synthesized with four major RDRP techniques: Nitroxide-mediated radical polymerization (NMP), cyanoxyl-mediated radical polymerization (CMRP), atom transfer radical polymerization (ATRP) and reversible addition-fragmentation chain transfer (RAFT) polymerization. Over 140 publications were analyzed and their results summarized according to the technique used and the type of monomer(s) and carbohydrates involved. Particular emphasis was placed on the experimental conditions used, the structure obtained (comonomer distribution, topology), the degree of control achieved and the (potential) applications sought. A list of representative examples for each polymerization process can be found in tables placed at the beginning of each section covering a particular RDRP technique.

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A spoonful of sugar: the application of glycopolymers in therapeutics

Cited by 165 publications

References 82 publications

Adhesion of Preosteoblasts and Fibroblasts onto Poly(pentafluorostyrene)‐Based Glycopolymeric Films and their Biocompatibility

Adhesion of Preosteoblasts and Fibroblasts onto Poly(pentafluorostyrene)‐Based Glycopolymeric Films and their Biocompatibility

The Bacterial Lectin FimH, a Target for Drug Discovery – Carbohydrate Inhibitors of Type 1 Fimbriae‐Mediated Bacterial Adhesion

Synthesis of Glycopolymer Architectures by Reversible-Deactivation Radical Polymerization

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