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Hierarchical Macromolecular Structures: 60 Years after the Staudinger Nobel Prize II pp 167–190Cite as

From Biocompatible to Biodegradable: Poly(Ethylene Glycol)s with Predetermined Breaking Points

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Part of the book series: Advances in Polymer Science ((POLYMER,volume 262))

Abstract

Poly(ethylene glycol) (PEG) is the gold standard polymer for biomedical applications. PEG is known for its biocompatibility and antifouling properties and is widely used for bioconjugation. However, like other synthetic polymers in the field, PEG is not biodegradable, limiting its use for parenteral formulations and protein conjugation to a molecular weight range with a specific upper limit (commonly 40–60 kDa) to avoid polyether accumulation in human tissue. For these biomedical applications, but also for other purposes such as cleavable hydrogels and templates for porous membranes, several routes for the insertion of in-chain biocleavable moieties, such as acetals or disulfides, into PEG have been developed. Recently, the synthetic strategies have been extended from step-growth polymerizations of commercially available, telechelic PEGs to more sophisticated routes based on ethylene oxide (co)polymerizations, permitting the incorporation of predetermined breaking points at any position in the PEG chains.

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Abbreviations

APEG:

Amino-pendent polyacetal

AROP:

Anionic ring-opening polymerization

DOX:

Doxorubicin

EO:

Ethylene oxide

EPR:

Enhanced permeability and retention

FDA:

Food and Drug Administration

GSH:

Glutathione

mPEG:

Poly(ethylene glycol) monomethyl ether

OLZ:

Olsalazin

PDI:

Polydispersity index M w/M n

PEG:

Poly(ethylene glycol)

PEI:

Poly(ethylene imine)

PG:

Polyglycerol

PU:

Polyurethane

TEG:

Triethylene glycol

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  1. Institut für Organische Chemie, Johannes Gutenberg-Universität Mainz, Duesbergweg 10-14, 55099, Mainz, Germany

    Carsten Dingels & Holger Frey

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  1. Carsten Dingels
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  2. Holger Frey
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Correspondence to Holger Frey .

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  1. Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania, USA

    Virgil Percec

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Dingels, C., Frey, H. (2013). From Biocompatible to Biodegradable: Poly(Ethylene Glycol)s with Predetermined Breaking Points. In: Percec, V. (eds) Hierarchical Macromolecular Structures: 60 Years after the Staudinger Nobel Prize II. Advances in Polymer Science, vol 262. Springer, Cham. https://doi.org/10.1007/12_2013_235

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