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Synthesis of DNP-modified GM3-based anticancer vaccine and evaluation of its immunological activities for cancer immunotherapy

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Chinese Chemical Letters 2021年第12期32卷 4041-4044页

作者： Han Lin haofei hong Lipeng Feng Jie Shi Zhifang Zhou Zhimeng Wu Key Laboratory of Carbohydrate Chemistry&Biotechnology Ministry of EducationSchool of BiotechnologyJiangnan UniversityWuxi 214122China

Tumor-associated carbohydrate antigens(TACAs) are attractive targets for vaccine development. In this context, we described a strategy combining artificial TACA and glycoengineering for cancer vaccine development. A 2,4-ditrophenyl(DNP)-modified GM3 intermediate was synthesized chemoenzymatically and conjugated to keyhole limpet hemocyanin(KLH), and the resulting bioconjugate was tested for its potential as a vaccine candidate. Mice immunological studies revealed that the DNP-modified GM3(GM3-NHDNP) analog elicited strong and rapid immune responses by recruiting anti-DNP antibodies to facilitate the targeted delivery of the vaccine construct to antigen processing cells(APCs). Moreover, the endogenously produced anti-DNP antibodies, together with the elicited antibodies against GM3-NHDNP, may synergistically promote tumor binding and cancer cell death when the cancer cell surfaces are glycoengineered to express the GM3-NHDNP antigen.

关键词： GM3 Cancer vaccine Anti-DNP antibodies Glycoengineering Tumor-associated carbohydrate antigen

Supramolecular complex glycoconjugate vaccine generates self-enhancement effects for carbohydrate antigen delivery

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Chinese Chemical Letters 2024年第2期35卷 317-322页

作者： Han Lin Yanchun Li Kun Zhou Dan Li Hangyan Yu Jie Zhao haofei hong Zhifang Zhou Zhimeng Wu Key Laboratory of Carbohydrate Chemistry & Biotechnology Ministry of EducationSchool of BiotechnologyJiangnan UniversityWuxi 214122China

Targeting delivery of tumor-associated carbohydrate antigen(TACA)-based vaccine to antigen-presenting cells(APCs)mediated by endogenous antibodies can improve the immunogenicity of ***,an essential requirement of this approach is to generate high titers of endogenous antibodies in vivo through pre-immunization,which complicates the immunization procedure and may cause side ***,we report a new generation of APC-targeting TACA-based supramolecular complex vaccine,assembled by sialyl Thomsen-nouveau-bovine serum albumin-adamantine(sTn-BSA-Ada)and heptavalent rhamnose(Rha)-modifiedβ-cyclodextrin(β-CD)via host-guest *** complex vaccine retained anti-Rha antibodies recruiting capability and facilitated the APCs uptake of the vaccine via the interaction of the Fc-domain with the Fc receptors on *** demonstrate that direct immunization of complex vaccine elicited anti-Rha and anti-sTn specific immune response synchronously,generating a novel self-enhancement effect that can improve the antigen delivery to APCs in high *** structure-activity relationship(SAR)study proved that complex vaccine 4 with polyethylene glycol 6(PEG 6)linker in host molecule provoked a robust and specific sTn immune response comparable to the pre-immunization *** antisera induced by complex vaccine,either through direct immunization or pre-immunization,exhibited equal potency of cytotoxicity against the sTn expression cancer *** study provides a general platform for TACA-based vaccines with self-enhancement effects without the need for pre-immunization.

关键词： Glycoconjugate vaccine Endogenous antibody APC-targeting Supramolecular complex sTn antigen

MUC1 vaccines usingβ-cyclodextrin grafted chitosan(CS-g-CD)as carrier via host-guest interaction elicit robust immune responses

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Chinese Chemical Letters 2022年第11期33卷 4882-4885页

作者： Hangyan Yu Han Lin Yuntian Xie Mengyuan Qu Min Jiang Jie Shi haofei hong hongrui Xu Ling Li Guochao Liao Zhimeng Wu Zhifang Zhou The Key Laboratory of Carbohydrate Chemistry&Biotechnology Ministry of EducationSchool of BiotechnologyJiangnan UniversityWuxi 214122China Suzhou Municipal Center for Disease Control and Prevention Suzhou 215004China Joint Laboratory for Translational Cancer Research of Chinese Medicine of the Ministry of Education of the People's Republic of China International Institute for Translational Chinese MedicineGuangzhou University of Chinese MedicineGuangzhou 510006China

We construct MUC1 vaccines usingβ-cyclodextrin grafted chitosan(CS-g-CD)as carrier via host-guest *** vaccines based on non-covalent assembling can provoke robust immune responses,including high level of specific antibodies and *** induced antibodies can specifically recognize tumor cells and mediate cytotoxicity against tumor *** results indicate that CS-g-CD with strong immunostimulatory activities can be a straightforward platform for peptide-based vaccine construction.

关键词： β-Cyclodextrin grafted chitosan MUC1 antigen Cancer vaccine Host-guest interaction Vaccine carrier Tn antigen

Site-Specific C-Terminal Dinitrophenylation as a Novel Strategy to Reconstitute the Fc Functions for Nanobody

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Site-Specific C-Terminal Dinitrophenylation as a Novel Strat...

第十一届全国化学生物学学术会议

作者： haofei hong Zhifang Zhou Shaozhong Liu Zhongwu Guo 吴志猛 Key Laboratory of Carbohydrate Chemistry&Biotechnology Ministry of EducationSchool of BiotechnologyJiangnan University Department of Chemistry University of Florida 江南大学

Nanobody is a class of camelid-derived single-domain antibody that has many potential advantages over conventional antibody and has been utilized to develop new therapeutic strategies for cancer and other ***,nanobody lacks the Fc region of a conventional antibody,which possesses many functions,e.g.,eliciting antibody-dependent cellular cytotoxicity（ADCC） and complement-dependent cytotoxicity（CDC）,essential for effective *** small molecular size of nanobody also leads to poor pharmacokinetics,such as short in vivo *** address these deficiencies,an endogenous antibody-based strategy to reconstitute the Fc functions for nanobodies was *** a proof-of-principle,an anti-human EGFR nanobody 7D12 was selected to conduct C-terminal modification with the dinitrophenyl（DNP） hapten through Sortase A-mediated site-specific *** was expected that the DNP motif would recruit endogenous human anti-DNP antibodies to indirectly reinstate the Fc *** resultant nanobody-DNP conjugates were shown to exhibit specific and high affinity binding to human EGFR expressed on target cancer *** was further proved that in the presence of anti-DNP antibody these conjugates could mediate potent ADCC and CDC in vitro and exhibit significantly elongated half-life in ***,it was proved in severe combined immunodeficiency（SCID） mice that treatment with nanobody 7D12-DNP conjugate and anti-DNP mouse serum could inhibit xenograft tumor growth *** view of the abundance of anti-DNP and other endogenous antibodies in the human blood system,this can be a generally applicable approach employed to reconstitute the Fc functions for nanobodies and develop nanobody-based cancer immunotherapy and other therapies.

关键词： nanobody sortase a DNP Fc biological function

来源： cnki会议评论

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鼠李糖修饰增强曲妥珠单抗的Fc效应功能

中国生物工程杂志 2024年第5期44卷 1-9页

作者：洪皓飞赵洁李艳春李丹吴志猛江南大学生物工程学院糖化学与生物技术教育部重点实验室无锡214122

目的:探讨鼠李糖(rhamnose,Rha)修饰对曲妥珠单抗(trastuzumab,Tra)Fc效应功能的影响。方法:将二硫键还原的Tra分子与含交联剂的Rha衍生物分子偶联,构建Tra-Rha偶联物。使用聚丙烯酰胺凝胶电泳、免疫印迹和高效液相分子排阻色谱对偶联... 详细信息

目的:探讨鼠李糖(rhamnose,Rha)修饰对曲妥珠单抗(trastuzumab,Tra)Fc效应功能的影响。方法:将二硫键还原的Tra分子与含交联剂的Rha衍生物分子偶联,构建Tra-Rha偶联物。使用聚丙烯酰胺凝胶电泳、免疫印迹和高效液相分子排阻色谱对偶联物进行表征,并通过流式细胞术评估偶联物的HER2抗原亲和水平,免疫荧光和流式细胞术评估偶联物的抗Rha抗体募集能力。最后,通过在体外检测偶联物介导的补体依赖的细胞毒作用(complement-dependent cytotoxicity,CDC)和抗体依赖细胞介导的吞噬作用(antibody-dependent cell-mediated phagocytosis,ADCP),评估其Fc效应功能的增强水平。结果:成功构建了一款Tra-Rha偶联物。亲和实验和抗体募集实验表明Tra-Rha偶联物保留了良好的HER2抗原结合能力,并能将高水平抗Rha抗体选择性募集至靶细胞表面。CDC实验显示,Tra-Rha偶联物可介导显著的CDC效应对HER2阳性的SKBR3和SKOV3细胞进行杀伤,最高杀伤率分别为75%和70%,而相同条件下未修饰Rha的Tra则不能介导CDC。ADCP实验则显示,在SKBR3和SKOV3细胞中,Tra-Rha介导的ADCP水平较Tra分别提高了2.3倍和1.2倍。结论:Rha修饰可作为一种经济高效的策略,用于同时增强Tra的多种Fc效应功能,进而改善Tra的治疗指数。

关键词：曲妥珠单抗 HER2 鼠李糖 Fc效应功能

β-N-乙酰葡萄糖苷内切酶Endo S异源表达及发酵优化

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食品与生物技术学报 2020年第5期39卷 43-50页

作者：杨敏赵恺濮晶晶洪皓飞赵鑫锐吴志猛江南大学糖化学与生物技术教育部重点实验室江苏无锡214122

Endo S(EC 3.***.1.96)是一种来源于化脓链球菌的β-N-乙酰葡萄糖苷内切酶,可以特异性水解免疫球蛋白G(Ig G)可结晶区(Fc片段)N糖链。为实现其高效表达,本研究构建endo S重组表达大肠杆菌*** BL21(DE3)/pET28a-endo S,并验证表达蛋白糖苷... 详细信息

Endo S(EC 3.***.1.96)是一种来源于化脓链球菌的β-N-乙酰葡萄糖苷内切酶,可以特异性水解免疫球蛋白G(Ig G)可结晶区(Fc片段)N糖链。为实现其高效表达,本研究构建endo S重组表达大肠杆菌*** BL21(DE3)/pET28a-endo S,并验证表达蛋白糖苷水解活性,在摇瓶水平单因素优化蛋白质表达,考察了基础培养基种类、碳源、氮源、无机盐、培养基初始pH、发酵温度和时间等因素对产酶的影响,确定最优发酵培养基组成为(g/L):酵母粉10.0,甘油4.0,牛肉浸膏25.4,NaCl 5.0,pH 8.0,最优培养条件为:20℃诱导表达24 h,蛋白表达量为225 mg/L发酵液,是优化前的4.5倍,同时也是目前报道最高表达量的5.6倍。

关键词： β-N-乙酰葡萄糖苷内切酶endo S 重组大肠杆菌异源表达发酵优化

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微生物谷胺酰胺转氨酶在蛋白质修饰中的应用

食品与生物技术学报 2019年第6期38卷 1-10页

作者：程孝中赵鑫锐洪皓飞杨敏周志昉吴志猛江南大学教育部糖化学与生物技术重点实验室江苏无锡214122 亳州学院生物与食品工程学院安徽亳州236800

谷胺酰胺转氨酶能催化蛋白质中谷氨酰胺与赖氨酸间的酰基转移反应,广泛应用于食品、纺织等工业。近年来,微生物来源的谷胺酰胺转氨酶,具有易得、反应条件温和、不依赖钙离子调节等优点,被广泛应用于蛋白质的定点修饰。通过基因工程手段... 详细信息

谷胺酰胺转氨酶能催化蛋白质中谷氨酰胺与赖氨酸间的酰基转移反应,广泛应用于食品、纺织等工业。近年来,微生物来源的谷胺酰胺转氨酶,具有易得、反应条件温和、不依赖钙离子调节等优点,被广泛应用于蛋白质的定点修饰。通过基因工程手段,在蛋白质的特定部位引入谷胺酰胺转氨酶特异性识别的Q-Tag和K-Tag,谷胺酰胺转氨酶能催化抗体与小分子之间、蛋白质与蛋白质之间、蛋白质与聚合物之间、蛋白质与糖类物质之间、蛋白质与脂质体之间的定点偶联以及短肽的自身环化。这些蛋白质定点修饰产物在药物化学、化学生物学以及生物材料等领域有着广泛的用途。本文作者综述了近年来微生物谷胺酰胺转氨酶在蛋白质定点修饰中的最新进展。

关键词：谷胺酰胺转氨酶蛋白质定点修饰多肽聚合物糖

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民航突发事件领域本体关系提取方法的研究

计算机科学与探索 2020年第2期14卷 285-293页

作者：王红李晗李浩飞中国民航大学计算机科学与技术学院

针对民航突发事件领域本体关系抽取准确率低的问题,提出了一种结合注意力机制与双向门控循环单元(BiGRU)的关系抽取模型。首先查询预先训练的词向量矩阵,将文本中每个词语映射为向量表示;其次构建BiGRU,得到词语序列的上下文语义信息;... 详细信息

针对民航突发事件领域本体关系抽取准确率低的问题,提出了一种结合注意力机制与双向门控循环单元(BiGRU)的关系抽取模型。首先查询预先训练的词向量矩阵,将文本中每个词语映射为向量表示;其次构建BiGRU,得到词语序列的上下文语义信息;然后在词语层面和句子层面分别引入注意力机制,为表达语义关系更重要的词语和句子分配更大的权重;最后进行模型的训练与优化。将该模型应用在民航突发事件领域本体的关系提取中,实验结果表明该模型相较于其他方法具有更好的提取效果,验证了该模型的有效性,为民航突发事件领域本体关系的自动获取提供了新的方法支持。

关键词：关系抽取民航突发事件注意力机制门控循环单元(GRU)模型领域本体

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民航突发事件实体识别方法研究

计算机应用与软件 2020年第3期37卷 166-172页

作者：王红李浩飞邸帅中国民航大学计算机科学与技术学院天津300300

针对民航突发事件实体自动获取的问题,提出一种将双向长短期记忆网络(BiLSTM)与条件随机场(CRF)结合的民航突发事件实体识别方法。利用领域词典对民航突发事件实体进行自动标注,并将已标注的数据转化为分布式字符向量;采用BiLSTM模型获... 详细信息

针对民航突发事件实体自动获取的问题,提出一种将双向长短期记忆网络(BiLSTM)与条件随机场(CRF)结合的民航突发事件实体识别方法。利用领域词典对民航突发事件实体进行自动标注,并将已标注的数据转化为分布式字符向量;采用BiLSTM模型获取序列文本的上下文特征;通过CRF模型获得序列标注结果。实验结果表明,与传统的CRF方法相比,该方法的F值有明显的提升,有效解决了传统方法在识别民航突发事件文本信息中包含复合实体或混合实体方面效率低且大量使用人工定义特征模板的问题,为民航突发事件知识图谱的自动构建提供了更好的方法支撑。

关键词：民航突发事件条件随机场长短期记忆神经网络实体识别知识图谱