HYDRA: A novel hydroxy and amine functionalised resin synthesised by reductive amination of PEG aldehyde and a polyamine

Citation
T. Groth et al., HYDRA: A novel hydroxy and amine functionalised resin synthesised by reductive amination of PEG aldehyde and a polyamine, J CHEM S P1, (24), 2000, pp. 4258-4264
Citations number
40
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1
ISSN journal
14727781 → ACNP
Issue
24
Year of publication
2000
Pages
4258 - 4264
Database
ISI
SICI code
1472-7781(2000):24<4258:HANHAA>2.0.ZU;2-T
Abstract
A chemically inert poly(ethylene glycol) (PEG)-based resin was synthesised by reductive amination of a mixture of mono- and dialdehyde PEG(1500) and t he branched cross-linker tris(2-aminoethyl)amine. This unique concept of re sin polymerisation yields a polar resin with two functionalities present (O H and NH). The resin loading could be tuned between 0.33 and 0.80 mmol OH p er gram and 0.88 and 0.24 mmol NH per gram by varying the monomer compositi on in the polymerisation mixture. The resin was found to exhibit excellent swelling properties in a broad range of solvents, and was stable towards st rongly acidic and basic conditions for weeks. Furthermore, both an octa- an d a decapeptide were successfully assembled independently on the different functionalities. In addition, the resin was shown to be fully permeable to a 27 kDa protease.