TY - JOUR
T1 - Sucrose diacrylate
T2 - A unique chemically and biologically degradable crosslinker for polymeric hydrogels
AU - Patil, Nitin S.
AU - Li, Yanzi
AU - Rethwisch, David G.
AU - Dordick, Jonathan S.
PY - 1997/8
Y1 - 1997/8
N2 - A series of degradable hydrogels based on different vinyl monomers such as acrylamide, sucrose-1′-acrylate, and acrylic acid were synthesized using sucrose-6,1′-diacrylate (SDA) as a crosslinking agent. SDA was prepared by enzymatic transesterification of vinyl acrylate with sucrose in pyridine. Base catalyzed hydrolysis of SDA in aqueous solution was studied as a function of pH. As expected, hydrolysis of SDA was faster at higher pHs such that poly(acrylamide), poly(sucrose 1′-acrylate), and poly(acrylic acid) hydrogels underwent substantial degradation at and above pH 7, 9, and 13, respectively. The degradation was characterized by changes in the swelling ratios of the hydrogels indicating breakage of the crosslinking agent. Degradation of the hydrogels at their chemically stable pHs was studied in presence of enzymes. Enzymes, including pepsin and a fungal Lipase, were able to degrade the poly(acrylamide) hydrogel at pH 4 and 5, respectively. Poly(acrylic acid) hydrogel was degraded in presence of a fungal protease at pH 7.8.
AB - A series of degradable hydrogels based on different vinyl monomers such as acrylamide, sucrose-1′-acrylate, and acrylic acid were synthesized using sucrose-6,1′-diacrylate (SDA) as a crosslinking agent. SDA was prepared by enzymatic transesterification of vinyl acrylate with sucrose in pyridine. Base catalyzed hydrolysis of SDA in aqueous solution was studied as a function of pH. As expected, hydrolysis of SDA was faster at higher pHs such that poly(acrylamide), poly(sucrose 1′-acrylate), and poly(acrylic acid) hydrogels underwent substantial degradation at and above pH 7, 9, and 13, respectively. The degradation was characterized by changes in the swelling ratios of the hydrogels indicating breakage of the crosslinking agent. Degradation of the hydrogels at their chemically stable pHs was studied in presence of enzymes. Enzymes, including pepsin and a fungal Lipase, were able to degrade the poly(acrylamide) hydrogel at pH 4 and 5, respectively. Poly(acrylic acid) hydrogel was degraded in presence of a fungal protease at pH 7.8.
KW - Biodegradation
KW - Crosslinking agent
KW - Hydrogels
KW - Sucrose diacrylate
UR - http://www.scopus.com/inward/record.url?scp=0031207028&partnerID=8YFLogxK
U2 - 10.1002/(SICI)1099-0518(199708)35:11<2221::AID-POLA12>3.0.CO;2-G
DO - 10.1002/(SICI)1099-0518(199708)35:11<2221::AID-POLA12>3.0.CO;2-G
M3 - Article
AN - SCOPUS:0031207028
SN - 0887-624X
VL - 35
SP - 2221
EP - 2229
JO - Journal of Polymer Science, Part A: Polymer Chemistry
JF - Journal of Polymer Science, Part A: Polymer Chemistry
IS - 11
ER -