ENZYMATIC RESOLUTION AND BASE PAIRING PROPERTIES OF D- AND L-CYCLOHEXENYL NUCLEIC ACIDS (CeNA)

Abstract

An enzymatic transesterification reaction afforded large scale resolution of the cyclohexenol precursor needed for preparation of both series of CeNA building blocks. CeNA oligos of “d-like” chirality display a strong and selective interaction with RNA, while preserving RNase H activity, and therefore have potential as antisense constructs. CeNAs of opposite chirality form a self-pairing system on their own.