DSPE-PEG2000-Maleimide

DSPE-PEG2000-Maleimide, a functional phosphatide-polyethylene glycol derivative, is an ideal candidate for the development of biocompatible biomaterials and drug delivery systems^[1]. DSPE-PEG2000-Maleimide can be used to prepare liposome-polycation-oligonucleotides complexes by film hydration for systemic small interfering RNA (siRNA) delivery^[2]. The novel nanoparticle based on DSPE-PEG2000-Maleimide showed significantly enhanced binding affinity and luciferase gene silencing activity against EGFR-overexpressing MDA-MB-231 breast cancer cells in vitro^[2]. A novel maleimide bubble consisting of 90mol% DSPC, 7mol% DSPE-PEG2000, and 3mol% DSPE-PEG2000-Maleimide was used to simulate adhesion of the target bubble, the in vitro model of adherent bubbles based on DSPE-PEG2000-Maleimide can be used to study ultrasound targeted imaging^[3]. DSPE–PEG2000–iRGD was synthesized by coupling iRGD peptides to DSPE–PEG2000–maleimide, whose fabrication of the iRGD-carrying αvβ3 integrin-targeted microbubbles, this DSPE–PEG2000–maleimide-based ultrasound contrast agent is widely used for molecular imaging of tumor angiogenesis^[4]. The maleimide-thiol Michael addition, Aizde-DBCO (Dibenzocyclooctyne), and TCO (trans-cycloctene)-Tetrazine click chemistry were employed to conjugate three different proteins, subunit keyhole limpet hemocyanin (sKLH), Ovalbumin (OVA), and cross-reactive material 197 (CRM197), to the surface of PLGA/lipid hybrid nanoparticles (hNPs), which are useful for developing multivalent vaccines against different pathogens. Three proteins including subunit keyhole limpet hemocyanin (sKLH), Ovalbumin (OVA) and cross-reactive material 197 (CRM197) were attached to the DSPE-PEG2000-Maleimide-based PLGA/lipid hybrid nanoparticles (hNPs) through maleimide-thiol Michael addition, Aizde-DBCO (Dibenzocyclooctyne), and TCO (trans-cycloctene)-Tetrazine click chemistry to create multivalent vaccines against various pathogens^[5].

References:
[1] Kang S T, Yeh C K. A maleimide-based in-vitro model for ultrasound targeted imaging[J]. Ultrasonics sonochemistry, 2011, 18(1): 327-333.
[2] Gao J, Liu W, Xia Y, et al. The promotion of siRNA delivery to breast cancer overexpressing epidermal growth factor receptor through anti-EGFR antibody conjugation by immunoliposomes[J]. Biomaterials, 2011, 32(13): 3459-3470.
[3] Kang S T, Yeh C K. A maleimide-based in-vitro model for ultrasound targeted imaging[J]. Ultrasonics sonochemistry, 2011, 18(1): 327-333.
[4] Yan F, Xu X, Chen Y, et al. A lipopeptide-based αvβ3 integrin-targeted ultrasound contrast agent for molecular imaging of tumor angiogenesis[J]. Ultrasound in medicine & biology, 2015, 41(10): 2765-2773.
[5] Hu H, Zhang C. Conjugation of Multiple Proteins Onto the Surface of PLGA/Lipid Hybrid Nanoparticles[J]. Journal of Biomedical Materials Research Part A, 2025, 113(1): e37807.

DSPE-PEG2000-Maleimide 是一种功能性磷脂-聚乙二醇衍生物，是开发生物相容性生物材料和药物递送系统的理想候选者^[1]。通过薄膜水化法，DSPE-PEG2000-Maleimide可用于制备脂质体-阳离子聚合物-寡核苷酸复合物，以用于系统性小干扰RNA（siRNA）递送^[2]。基于 DSPE-PEG2000-Maleimide 的新型纳米颗粒在体外对表皮生长因子受体（EGFR）过表达的 MDA-MB-231 乳腺癌细胞显示出显著增强的结合亲和力和荧光素酶基因沉默活性^[2]。一种由 90mol% 的 1,2-二硬脂酰基-sn-甘油-3-磷酰胆碱（DSPC）、7mol% 的 DSPE-PEG2000 和 3mol% 的 DSPE-PEG2000-Maleimide 组成的新型马来酰亚胺微泡被用于模拟靶向微泡的黏附，这种基于 DSPE-PEG2000-Maleimide 的黏附微泡体外模型可用于研究超声靶向成像^[3]。通过将 iRGD 肽偶联到 DSPE-PEG2000-Maleimide 上合成了 DSPE–PEG2000–iRGD，其用于制备携带 iRGD 的 αvβ3 整合素靶向微泡，这种基于 DSPE–PEG2000–maleimide 的超声造影剂被广泛用于肿瘤血管生成的分子成像^[4]。马来酰亚胺-硫醇迈克尔加成、Aizde-DBCO（二苯并环辛炔）和 TCO（反式环辛烯）-四氮杂卓点击化学被用于将三种不同的蛋白质包括匙孔血蓝蛋白亚单位（sKLH）、卵清蛋白（OVA）和交叉反应物质197（CRM197）连接到基于DSPE–PEG2000–maleimide制备的PLGA/脂质混合纳米颗粒（hNPs）的表面，以用于开发针对不同病原体的多价疫苗^[5]。