Symmetrical biodegradable crosslinkers for use in polymeric devices

Allen A. Thomas, In Tae Kim, Patrick F. Kiser

Research output: Contribution to journalArticle

8 Citations (Scopus)

Abstract

There is a need for biodegradable hydrogels that deteriorate at defined rates under physiological conditions for use in engineered tissue constructs and drug delivery. These hydrogels should contain components that are readily synthesized, biocompatible and easily incorporated into hydrogel networks. This need was addressed through a judiciously designed series of crosslinkers composed of symmetrical oligo-glycolate and oligo-lactate esters terminated with vinylic moieties (1). These materials were incorporated into poly(HPMA) networks via free-radical polymerization. This work describes the preparation of symmetrical, lactate and glycolate ester based crosslinking agents and their incorporation into a hydrogel network composed of 2-hydroxypropyl methacrylamide (HPMA). By varying the number of lactic and glycolic acid residues (n = 0, 1, 2) within the crosslinker, the rate of hydrolytic degradation of the gel can be controlled.

Original languageEnglish (US)
Pages (from-to)8921-8925
Number of pages5
JournalTetrahedron Letters
Volume46
Issue number51
DOIs
StatePublished - Dec 19 2005

Fingerprint

glycolic acid
Lactic Acid
Hydrogels
Hydrogel
Equipment and Supplies
Esters
Free radical polymerization
Drug delivery
Polymerization
Crosslinking
Free Radicals
Gels
Tissue
Degradation
Pharmaceutical Preparations

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Symmetrical biodegradable crosslinkers for use in polymeric devices. / Thomas, Allen A.; Kim, In Tae; Kiser, Patrick F.

In: Tetrahedron Letters, Vol. 46, No. 51, 19.12.2005, p. 8921-8925.

Research output: Contribution to journalArticle

Thomas, Allen A. ; Kim, In Tae ; Kiser, Patrick F. / Symmetrical biodegradable crosslinkers for use in polymeric devices. In: Tetrahedron Letters. 2005 ; Vol. 46, No. 51. pp. 8921-8925.
@article{078156e308054be1a21378f70a418cd0,
title = "Symmetrical biodegradable crosslinkers for use in polymeric devices",
abstract = "There is a need for biodegradable hydrogels that deteriorate at defined rates under physiological conditions for use in engineered tissue constructs and drug delivery. These hydrogels should contain components that are readily synthesized, biocompatible and easily incorporated into hydrogel networks. This need was addressed through a judiciously designed series of crosslinkers composed of symmetrical oligo-glycolate and oligo-lactate esters terminated with vinylic moieties (1). These materials were incorporated into poly(HPMA) networks via free-radical polymerization. This work describes the preparation of symmetrical, lactate and glycolate ester based crosslinking agents and their incorporation into a hydrogel network composed of 2-hydroxypropyl methacrylamide (HPMA). By varying the number of lactic and glycolic acid residues (n = 0, 1, 2) within the crosslinker, the rate of hydrolytic degradation of the gel can be controlled.",
author = "Thomas, {Allen A.} and Kim, {In Tae} and Kiser, {Patrick F.}",
year = "2005",
month = "12",
day = "19",
doi = "10.1016/j.tetlet.2005.10.066",
language = "English (US)",
volume = "46",
pages = "8921--8925",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier Limited",
number = "51",

}

TY - JOUR

T1 - Symmetrical biodegradable crosslinkers for use in polymeric devices

AU - Thomas, Allen A.

AU - Kim, In Tae

AU - Kiser, Patrick F.

PY - 2005/12/19

Y1 - 2005/12/19

N2 - There is a need for biodegradable hydrogels that deteriorate at defined rates under physiological conditions for use in engineered tissue constructs and drug delivery. These hydrogels should contain components that are readily synthesized, biocompatible and easily incorporated into hydrogel networks. This need was addressed through a judiciously designed series of crosslinkers composed of symmetrical oligo-glycolate and oligo-lactate esters terminated with vinylic moieties (1). These materials were incorporated into poly(HPMA) networks via free-radical polymerization. This work describes the preparation of symmetrical, lactate and glycolate ester based crosslinking agents and their incorporation into a hydrogel network composed of 2-hydroxypropyl methacrylamide (HPMA). By varying the number of lactic and glycolic acid residues (n = 0, 1, 2) within the crosslinker, the rate of hydrolytic degradation of the gel can be controlled.

AB - There is a need for biodegradable hydrogels that deteriorate at defined rates under physiological conditions for use in engineered tissue constructs and drug delivery. These hydrogels should contain components that are readily synthesized, biocompatible and easily incorporated into hydrogel networks. This need was addressed through a judiciously designed series of crosslinkers composed of symmetrical oligo-glycolate and oligo-lactate esters terminated with vinylic moieties (1). These materials were incorporated into poly(HPMA) networks via free-radical polymerization. This work describes the preparation of symmetrical, lactate and glycolate ester based crosslinking agents and their incorporation into a hydrogel network composed of 2-hydroxypropyl methacrylamide (HPMA). By varying the number of lactic and glycolic acid residues (n = 0, 1, 2) within the crosslinker, the rate of hydrolytic degradation of the gel can be controlled.

UR - http://www.scopus.com/inward/record.url?scp=27944440581&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=27944440581&partnerID=8YFLogxK

U2 - 10.1016/j.tetlet.2005.10.066

DO - 10.1016/j.tetlet.2005.10.066

M3 - Article

AN - SCOPUS:27944440581

VL - 46

SP - 8921

EP - 8925

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 51

ER -