Photochemical inactivation of PCR by psoralen derivatives

Abstract

The limiting factors in clinical use of photochemotherapeutic psoralens, 8-MOP, 5-MOP and TMP, are the poor water solubility and low intercalating efficiency with pyrimidine base pairs in DNA. Several psoralen derivatives ($Ps-O-C_3NH_2,Ps-O-Glu$, $Bis(PIP)C_4Ps$, $Bis(PIP)C_6Ps$, $Bis(PIP)C_8Ps$), which are expected to have high reactivity and water solubility, were synthesized and investigated the solubility and photochemical inactivation of PCR by these compounds. The solubility of psoralen derivatives is in the order of Ps-O-Glu ＞ $Ps-O-C_3NH_2$ ＞ 8-MOP ＞ $Bis(PIP)C_4Ps$ ＞ $Bis(PIP)C_6Ps$ ＞ $Bis(PIP)C_8Ps$. The order of hypochromism effect (%H) is in the order of $Bis(PIP)C_6Ps $Bis(PIP)C_4Ps$ ＞ $Bis(PIP)C_8Ps$. %H decreased according to the increase of alkyl chain length connecting psoralens. $Bis(PIP)C_4Ps$ and $Bis(PIP)C_6Ps$ were intercalated more effectively than 8-MOP between pyrimidine base pairs in DNA. Some psoralen derivatives synthesized showed better inactivation of PCR reaction than 8-methoxypsoralen.