1,2-Dioleyloxy-3-dimethylamino-propane (DODMA) is an environmentally ionized cationic lipid, exhibiting positive charge at low pH with moderate pKa value [1]. 1,2-Dioleyloxy-3-dimethylamino-propane is effective in encapsulating nucleic acids during synthesis by temporarily reducing pH, which can be used for the delivery of RNA[2]. 1,2-Dioleyloxy-3-dimethylamino-propane can be modified with 4-(bromomethyl) phenylboronic acid (PBA) or 3-fluoro-4-(bromomethyl) phenylboronic acid (FPBA) to obtain quaternary ammonium compounds, which can be used to construct glucose-responsive insulin delivery carriers[3]. 1,2-Dioleyloxy-3-dimethylamino-propane can be mixed with cholesterol in a 2:1 ratio to prepare the nanovesicle formulation, which is used to protect dsRNA from being degraded by nucleases and is easily absorbed by Botrytis cinerea [4].
References:
[1] Chen Z, Zhang A, Yang Z, et al. Application of DODMA and derivatives in cationic nanocarriers for gene delivery[J]. Current Organic Chemistry, 2016, 20(17): 1813-1819.
[2] Sun X, Setrerrahmane S, Li C, et al. Nucleic acid drugs: recent progress and future perspectives[J]. Signal transduction and targeted therapy, 2024, 9(1): 316.
[3] Liu Y, Wang Y, Yao Y, et al. Glucose‐responsive charge‐switchable lipid nanoparticles for insulin delivery[J]. Angewandte Chemie International Edition, 2023, 62(20): e202303097.
[4] Qiao L, Niño‐Sánchez J, Hamby R, et al. Artificial nanovesicles for dsRNA delivery in spray‐induced gene silencing for crop protection[J]. Plant Biotechnology Journal, 2023, 21(4): 854-865.
1,2-Dioleyloxy-3-dimethylamino-propane (DODMA)是一种环境离子化阳离子脂质，在低pH值下呈现正电荷，具有适中的pKa值[1]。1,2-Dioleyloxy-3-dimethylamino-propane在合成过程中能通过暂时降低pH值有效包封核酸，可用于RNA的递送[2]。1,2-Dioleyloxy-3-dimethylamino-propane可用4-(bromomethyl) phenylboronic acid (PBA)或者3-fluoro-4-(bromomethyl) phenylboronic acid (FPBA)进行修饰以获得季铵盐化合物，用于构建葡萄糖响应性胰岛素递送载体[3]。1,2-Dioleyloxy-3-dimethylamino-propane可按2:1的比例与胆固醇混合制备纳米囊泡制剂，用于保护dsRNA免遭核酸酶降解，并易于被Botrytis cinerea吸收[4]。