含哒嗪衍生物作为胞嘧啶和胸腺嘧啶类似物的肽核酸的合成及其与互补寡脱氧核苷酸的双链体

Synthesis of peptide nucleic acids containing pyridazine derivatives as cytosine and thymine analogs, and their duplexes with complementary oligodeoxynucleotides.

作者信息

Tomori Takahito, Miyatake Yuya, Sato Yuta, Kanamori Takashi, Masaki Yoshiaki, Ohkubo Akihiro, Sekine Mitsuo, Seio Kohji

机构信息

Department of Life Science, Tokyo Institute of Technology, 4259 Nagatsuta, Midoriku, Yokohama 226-8501, Japan.

出版信息

Org Lett. 2015 Mar 20;17(6):1609-12. doi: 10.1021/acs.orglett.5b00522. Epub 2015 Mar 10.

DOI:10.1021/acs.orglett.5b00522

PMID:25753827

Abstract

Synthesis of peptide nucleic acids (PNAs) is reported with new pyridazine-type nucleobases: 3-aminopyridazine (aPz) and 1-aminophthalazine (aPh) as cytosine analogs, and pyridazin-3-one (Pz(O)) and phthalazin-1-one (Ph(O)) as thymine analogs. The PNAs having an aPz or a Pz(O) formed duplexes with each complementary oligodeoxynucleotide forming a base pair with G or A, respectively, as evaluated by using UV melting analyses and circular dichroism (CD) spectra.

摘要

据报道，肽核酸（PNA）的合成采用了新型哒嗪类核碱基：作为胞嘧啶类似物的3-氨基哒嗪（aPz）和1-氨基酞嗪（aPh），以及作为胸腺嘧啶类似物的哒嗪-3-酮（Pz(O)）和酞嗪-1-酮（Ph(O)）。通过紫外熔解分析和圆二色性（CD）光谱评估，含有aPz或Pz(O)的PNA与各自互补的寡脱氧核苷酸形成双链体，分别与G或A形成碱基对。