Literature DB >> 22866244

Facile Synthesis of Clickable, Water-soluble and Degradable Polyphosphoesters.

Shiyi Zhang1, Ang Li, Jiong Zou, Lily Yun Lin, Karen L Wooley.   

Abstract

"Click" chemistry is a library of efficient and reliable reactions, which have been used to functionalize various classes of bio- and synthetic macromolecular systems for the incorporation of designed properties and functions. In this report, azide-alkyne Huisgen cycloaddition and thiol-yne reactions, two classical "click" chemistries, were employed to functionalize biodegradable, clickable polyphosphoester homopolymers and their water-soluble copolymers. A stable alkyne-functionalized phospholane monomer was synthesized, its organocatalyzed polymerization kinetics were evaluated, and the resulting (co)polymers were utilized to develop this facile method that provides the synthesis of clickable, water-soluble and degradable polyphosphoesters, which can be adapted for various applications.

Entities:  

Year:  2012        PMID: 22866244      PMCID: PMC3410554          DOI: 10.1021/mz200226m

Source DB:  PubMed          Journal:  ACS Macro Lett            Impact factor:   6.903


  13 in total

1.  Thiol-yne chemistry: a powerful tool for creating highly functional materials.

Authors:  Richard Hoogenboom
Journal:  Angew Chem Int Ed Engl       Date:  2010-05-03       Impact factor: 15.336

Review 2.  Applications of orthogonal "click" chemistries in the synthesis of functional soft materials.

Authors:  Rhiannon K Iha; Karen L Wooley; Andreas M Nyström; Daniel J Burke; Matthew J Kade; Craig J Hawker
Journal:  Chem Rev       Date:  2009-11       Impact factor: 60.622

3.  Multifunctional trackable dendritic scaffolds and delivery agents.

Authors:  Roey J Amir; Lorenzo Albertazzi; Jenny Willis; Anzar Khan; Taegon Kang; Craig J Hawker
Journal:  Angew Chem Int Ed Engl       Date:  2011-03-09       Impact factor: 15.336

4.  Orthogonally dual-clickable Janus nanoparticles via a cyclic templating strategy.

Authors:  Shiyi Zhang; Zhou Li; Sandani Samarajeewa; Guorong Sun; Chao Yang; Karen L Wooley
Journal:  J Am Chem Soc       Date:  2011-07-06       Impact factor: 15.419

5.  Micelles from amphiphilic block copolyphosphates for drug delivery.

Authors:  Xiang Zhai; Wei Huang; Jinyao Liu; Yan Pang; Xinyuan Zhu; Yongfeng Zhou; Deyue Yan
Journal:  Macromol Biosci       Date:  2011-08-25       Impact factor: 4.979

6.  Biomedical Applications of Biodegradable Polymers.

Authors:  Bret D Ulery; Lakshmi S Nair; Cato T Laurencin
Journal:  J Polym Sci B Polym Phys       Date:  2011-06-15

Review 7.  Thiol-click chemistry: a multifaceted toolbox for small molecule and polymer synthesis.

Authors:  Charles E Hoyle; Andrew B Lowe; Christopher N Bowman
Journal:  Chem Soc Rev       Date:  2010-02-09       Impact factor: 54.564

8.  Core-shell-corona micelle stabilized by reversible cross-linkage for intracellular drug delivery.

Authors:  Yu-Cai Wang; Yang Li; Tian-Meng Sun; Meng-Hua Xiong; Juan Wu; Yi-Yan Yang; Jun Wang
Journal:  Macromol Rapid Commun       Date:  2010-03-19       Impact factor: 5.734

9.  Recent progress in polyphosphoesters: from controlled synthesis to biomedical applications.

Authors:  Yu-Cai Wang; You-Yong Yuan; Jin-Zhi Du; Xian-Zhu Yang; Jun Wang
Journal:  Macromol Biosci       Date:  2009-12-08       Impact factor: 4.979

10.  Palladium(0)-catalyzed synthesis of chiral ene-allenes using alkenyl trifluoroborates.

Authors:  Gary A Molander; Erin M Sommers; Sharon R Baker
Journal:  J Org Chem       Date:  2006-02-17       Impact factor: 4.354

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  16 in total

1.  A Simple and Efficient Synthesis of an Acid-labile Polyphosphoramidate by Organobase-catalyzed Ring-Opening Polymerization and Transformation to Polyphosphoester Ionomers by Acid Treatment.

Authors:  Shiyi Zhang; Hai Wang; Yuefei Shen; Fuwu Zhang; Kellie Seetho; Jiong Zou; John-Stephen A Taylor; Andrew P Dove; Karen L Wooley
Journal:  Macromolecules       Date:  2013-07-09       Impact factor: 5.985

2.  Polyphosphoester-based cationic nanoparticles serendipitously release integral biologically-active components to serve as novel degradable inducible nitric oxide synthase inhibitors.

Authors:  Yuefei Shen; Shiyi Zhang; Fuwu Zhang; Alexander Loftis; Adriana Pavía-Sanders; Jiong Zou; Jingwei Fan; John-Stephen A Taylor; Karen L Wooley
Journal:  Adv Mater       Date:  2013-09-03       Impact factor: 30.849

3.  Poly(ethylene oxide)-block-polyphosphoester-graft-paclitaxel conjugates with acid-labile linkages as a pH-sensitive and functional nanoscopic platform for paclitaxel delivery.

Authors:  Jiong Zou; Fuwu Zhang; Shiyi Zhang; Stephanie F Pollack; Mahmoud Elsabahy; Jingwei Fan; Karen L Wooley
Journal:  Adv Healthc Mater       Date:  2013-08-30       Impact factor: 9.933

4.  Poly(ethylene oxide)-block-polyphosphester-based Paclitaxel Conjugates as a Platform for Ultra-high Paclitaxel-loaded Multifunctional Nanoparticles.

Authors:  Shiyi Zhang; Jiong Zou; Mahmoud Elsabahy; Amolkumar Karwa; Ang Li; Dennis A Moore; Richard B Dorshow; Karen L Wooley
Journal:  Chem Sci       Date:  2013       Impact factor: 9.825

5.  Rapid and versatile construction of diverse and functional nanostructures derived from a polyphosphoester-based biomimetic block copolymer system.

Authors:  Shiyi Zhang; Jiong Zou; Fuwu Zhang; Mahmoud Elsabahy; Simcha E Felder; Jiahua Zhu; Darrin J Pochan; Karen L Wooley
Journal:  J Am Chem Soc       Date:  2012-10-23       Impact factor: 15.419

6.  Synthetic Enantiopure Carbohydrate Polymers that are Highly Soluble in Water and Noncytotoxic.

Authors:  Eric L Dane; Stacy L Chin; Mark W Grinstaff
Journal:  ACS Macro Lett       Date:  2013-10-15       Impact factor: 6.903

7.  Construction of a Reactive Diblock Copolymer, Polyphosphoester-block-Poly(L-lactide), as a Versatile Framework for Functional Materials that are Capable of Full Degradation and Nanoscopic Assembly Formation.

Authors:  Young H Lim; Gyu Seong Heo; Sangho Cho; Karen L Wooley
Journal:  ACS Macro Lett       Date:  2013-08-19       Impact factor: 6.903

8.  Polyphosphazene Based Star-Branched and Dendritic Molecular Brushes.

Authors:  Helena Henke; Sandra Posch; Oliver Brüggemann; Ian Teasdale
Journal:  Macromol Rapid Commun       Date:  2016-03-29       Impact factor: 5.734

9.  Branched Polyphosphazenes with Controlled Dimensions.

Authors:  Helena Henke; Sandra Wilfert; Aitziber Iturmendi; Oliver Brüggemann; Ian Teasdale
Journal:  J Polym Sci A Polym Chem       Date:  2013-10-01       Impact factor: 2.702

10.  Surface charges and shell crosslinks each play significant roles in mediating degradation, biofouling, cytotoxicity and immunotoxicity for polyphosphoester-based nanoparticles.

Authors:  Mahmoud Elsabahy; Shiyi Zhang; Fuwu Zhang; Zhou J Deng; Young H Lim; Hai Wang; Perouza Parsamian; Paula T Hammond; Karen L Wooley
Journal:  Sci Rep       Date:  2013-11-22       Impact factor: 4.379

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