TY - JOUR

T1 - Biophysical properties of phenyl succinic acid derivatised hyaluronic acid

A1 - Neves-Petersen,Maria Teresa

A1 - Klitgaard,Søren

A1 - Skovsen,Esben

A1 - Petersen,Steffen B

A1 - Tømmeraas,Kristoffer

A1 - Schwach-Abdellaoui,Khadija

AU - Neves-Petersen,Maria Teresa

AU - Klitgaard,Søren

AU - Skovsen,Esben

AU - Petersen,Steffen B

AU - Tømmeraas,Kristoffer

AU - Schwach-Abdellaoui,Khadija

PB - Springer New York LLC

PY - 2010/3/1/

Y1 - 2010/3/1/

N2 - Modification of hyaluronic acid (HA) with aryl succinic anhydrides results in new biomedical properties of HA as compared to non-modified HA, such as more efficient skin penetration, stronger binding to the skin, and the ability to blend with hydrophobic materials. In the present study, hyaluronic acid has been derivatised with the anhydride form of phenyl succinic acid (PheSA). The fluorescence of PheSA was efficiently quenched by the HA matrix. HA also acted as a singlet oxygen scavenger. Fluorescence lifetime(s) of PheSA in solution and when attached to the HA matrix has been monitored with ps resolved streak camera technology. Structural and fluorescence properties changes induced on HA-PheSA due to the presence of singlet oxygen were monitored using static light scattering (SLS), steady state fluorescence and ps time resolved fluorescence studies. SLS studies provided insight into the depolymerisation kinetics of PheSA derivatised HA matrix in the presence of singlet oxygen. Time resolved fluorescence studies grave insight into the dynamics of the reaction mechanisms induced on HA-PheSA by singlet oxygen. These studies provided insight into the medical relevance of PheSA derivatised HA: its capacity of scavenging singlet oxygen and of quenching PheSA fluorescence. These studies revealed that HA-PheSA is a strong quencher of electronic excited state PheSA and acts as a scavenger of singlet oxygen, thus medical applications of this derivatised form of HA may protect tissues and organs, such as skin, against reactive oxygen species damage.

AB - Modification of hyaluronic acid (HA) with aryl succinic anhydrides results in new biomedical properties of HA as compared to non-modified HA, such as more efficient skin penetration, stronger binding to the skin, and the ability to blend with hydrophobic materials. In the present study, hyaluronic acid has been derivatised with the anhydride form of phenyl succinic acid (PheSA). The fluorescence of PheSA was efficiently quenched by the HA matrix. HA also acted as a singlet oxygen scavenger. Fluorescence lifetime(s) of PheSA in solution and when attached to the HA matrix has been monitored with ps resolved streak camera technology. Structural and fluorescence properties changes induced on HA-PheSA due to the presence of singlet oxygen were monitored using static light scattering (SLS), steady state fluorescence and ps time resolved fluorescence studies. SLS studies provided insight into the depolymerisation kinetics of PheSA derivatised HA matrix in the presence of singlet oxygen. Time resolved fluorescence studies grave insight into the dynamics of the reaction mechanisms induced on HA-PheSA by singlet oxygen. These studies provided insight into the medical relevance of PheSA derivatised HA: its capacity of scavenging singlet oxygen and of quenching PheSA fluorescence. These studies revealed that HA-PheSA is a strong quencher of electronic excited state PheSA and acts as a scavenger of singlet oxygen, thus medical applications of this derivatised form of HA may protect tissues and organs, such as skin, against reactive oxygen species damage.

KW - Anhydrides

KW - Fluorescence

KW - Hyaluronic Acid

KW - Kinetics

KW - Light

KW - Scattering, Radiation

KW - Singlet Oxygen

KW - Succinic Acids

KW - Time Factors

U2 - 10.1007/s10895-009-0570-z

JO - Journal of Fluorescence

JF - Journal of Fluorescence

SN - 1053-0509

IS - 2

VL - 20

SP - 483

EP - 492

ER -