School of Pharmaceutical Sciences, Central South University, Changsha, Hunan 410013, People's Republic of China.
Xiangya Hospital of Central South University, Central South University, Changsha, Hunan 410008, People's Republic of China.
Org Lett. 2021 Jan 15;23(2):497-502. doi: 10.1021/acs.orglett.0c04015. Epub 2020 Dec 28.
Biflavonoids are pharmaceutically important compounds. Prenylation usually improves bioactivity; however, prenylated biflavonoids are rare in nature. Here, we report successful prenylation or geranylation of biflavonoids using fungal prenyltransferase CdpC3PT and its mutants. F253 was identified as a key residue related to donor selectivity, which enables the switching from utilizing DMAPP to GPP precisely at the same C-3''' site of biflavonoids. Furthermore, another residue W181 was discovered to generally increase prenylation activity toward biflavonoids.
双黄酮类化合物是具有药用价值的化合物。烯丙基化通常会提高生物活性；然而，天然存在的烯丙基双黄酮类化合物却很罕见。在这里，我们报告了使用真菌烯丙基转移酶 CdpC3PT 及其突变体成功地对双黄酮类化合物进行烯丙基化或香叶基化。F253 被鉴定为与供体选择性相关的关键残基，它能够在双黄酮类化合物的同一 C-3'''位上精确地从利用 DMAPP 切换到 GPP。此外，还发现另一个残基 W181 通常会提高双黄酮类化合物的烯丙基化活性。
