Hou Xiaorong, Wang Gang, Gaffney Barbara L, Jones Roger A
Department of Chemistry and Chemical Biology, Rutgers, The State University of New Jersey, Piscataway, New Jersey 08854, USA.
Nucleosides Nucleotides Nucleic Acids. 2009 Nov;28(11):1076-94. doi: 10.1080/15257770903368385.
We describe the synthesis of protected phosphoramidites of deoxyriboguanosine and guanosine derivatives containing a thiopropyl tether at the guanine N2 (7a,b) for site-specific crosslinking from the minor groove of either DNA or RNA to a thiol of a protein or another nucleic acid. The thiol is initially protected as a tert-butyl disulfide that is stable during oligonucleotide synthesis. While the completed oligonucleotide is still attached to the support, or after purification, the tert-butyl thiol can readily be removed or replaced by thioethylamine or 5-thio-2-nitrobenzoic acid, which have more favorable crosslinking rates.
我们描述了脱氧鸟苷和鸟苷衍生物的保护亚磷酰胺的合成，这些衍生物在鸟嘌呤N2位含有硫代丙基连接链（7a,b），用于从DNA或RNA的小沟到蛋白质或另一种核酸的硫醇进行位点特异性交联。硫醇最初被保护为叔丁基二硫化物，在寡核苷酸合成过程中是稳定的。当完整的寡核苷酸仍连接在载体上时，或在纯化后，叔丁基硫醇可以很容易地被硫乙胺或5-硫代-2-硝基苯甲酸去除或取代，它们具有更有利的交联速率。
