{'fraction_non_alphanumeric': 0.04338842975206612, 'fraction_numerical': 0.028925619834710745, 'mean_word_length': 5.46, 'pattern_counts': {'":': 0, '<': 0, '<?xml version=': 0, '>': 0, 'https://': 0, 'lorem ipsum': 0, 'www.': 0, 'xml': 0}, 'pii_count': 0, 'substrings_counts': 0, 'word_list_counts': {'cursed_substrings.json': 0, 'profanity_word_list.json': 0, 'sexual_word_list.json': 0, 'zh_pornsignals.json': 0}}
Synthesis of 8‐Oxoguanosine Phosphoramidite and Its Incorporation into Oligoribonucleotides

The detailed synthetic protocol for preparation of the phosphoramidite of an oxidatively damaged ribonucleotide, 8‐oxoguanosine (8‐oxo‐G), and its incorporation into RNA are described. The O 6‐ and N 7‐bisdiphenylcarbamoyl‐protected 8‐oxoguanosine phosphoramidite was synthesized as a new phosphoramidite precursor unit for the synthesis of RNA. It was successfully incorporated into the RNA sequences, and the synthesized RNAs were completely deprotected with 28% aqueous ammonia solution at 55°C for 24 hr. After purification using HPLC, they were identified by MALDI‐TOF mass measurement. The base‐pairing properties showed that 8‐oxo‐G forms base pairs not only with rC or dC in anti‐conformation, but also with rA in syn conformation within the RNA duplexes or RNA/DNA heteroduplexes. Curr. Protoc. Nucleic Acid Chem. 56:4.58.1‐4.58.10. © 2014 by John Wiley & Sons, Inc.