Oligonucleotide-selenide conjugate: synthesis and its inducible sequence-specific alkylation of DNA.
Oligonucleotide-selenium conjugate was designed and synthesized and its sequence-specific cross-linking ability was investigated. The selenide derivatives can generate covalent interstrand cross-linking with its complementary strand through the formation of o-QM intermediate induced by periodate oxidation. A cross-linking reaction yield of up to 50% was obtained. Hydroxyl radical footprinting experiment revealed that the quinone appendage specifically alkylated the cytosine base extending the duplex formed between the conjugate and the target strand.
Du
Yuhao
Y
Wuhan University, Hubei, Wuhan 430072, People's Republic of China.
Weng
Xiaocheng
X
Huang
Jing
J
Zhang
Dan
D
Ma
Heng
H
Chen
Dong
D
Zhou
Xiang
X
Constant
Jean-François
JF
D000477:Alkylating Agents / Q000737:chemistry*; D000478:Alkylation; D001483:Base Sequence; D003432:Cross-Linking Reagents; D003596:Cytosine / Q000737:chemistry; D004247:DNA / Q000737:chemistry*; D009841:Oligonucleotides / Q000737:chemistry*; D012643:Selenium / Q000737:chemistry*
D000477:Alkylating Agents; D003432:Cross-Linking Reagents; D009841:Oligonucleotides; D003596:Cytosine; D004247:DNA; D012643:Selenium