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熊德彩

副教授

 

教育及工作经历

2001.8-2005.7 理学学士,兰州大学化学化工学院化学基地班

2005.8-2010.7 理学博士,北京大学药学院化学生物学系,导师:叶新山教授

2010.8-至今 助理研究员、副教授、博士生导师,北京大学药学院、天然药物及仿生药物国家重点实验室

 

研究方向

/电驱动的糖化学反应研究

糖基化新方法和新策略

生物活性寡()糖和糖模拟物的合成及活性评价

 

科研项目

 2022.01-2025.12, 百日咳杆菌寡糖的全合成及免疫活性评价研究,国家自然科学基金面上项目,项目负责人

2020.01-2023.12,香菇多糖的化学合成及功能研究,国家自然科学基金面上项目,项目负责人

2018.01-2021.12,糖类化合物的氟代修饰方法研究国家自然科学基金面上项目,项目负责人

 2016.01-2019.12,光控的糖基化反应研究国家自然科学基金面上项目,项目负责人

 2019.01-2020.12,糖类药物及疫苗制备关键技术研究,国家科技重大专项重大新药创制,子课题负责人

 2014.01-2016.06,糖基化磷脂酰肌醇(GPI)锚的一釜多组分合成研究,北京市自然科学基金,项目负责人

2012.01-2014.12,类聚糖的合成方法及策略研究,国家自然科学基金青年科学基金项目,项目负责人

 

荣誉奖励

2010年教育部高等学校自然科学二等奖(第二完成人)

2011年中国药学会科学技术一等奖(第二完成人)

2013年度国家自然科学二等奖(第二完成人)

2013年北京大学医学部大学生创新实验指导教师三等奖

2015年度北京大学医学部青年岗位能手

2015年度北京大学医学部优秀教师

2016年度北京大学医学部优秀共产党员

2018年北京大学绿叶生物医药杰出青年学者奖

2020年度北京大学医学部优秀共产党员

2021年中组部国家人才计划青年项目入选者

 

兼职与服务

第一届糖化学专业委员会委员(2019-至今)

第一届糖复合物专业委员会青年工作委员会副主任委员(2019-至今)

北京大学药学院新生导师(2015.10-至今)

北京大学医学部新生专业班主任(2019)

 

发表论文

1. Kai-Meng Liu, Peng-Yu Wang, Zhen-Yan Guo, De-Cai Xiong*, Xian-Jin Qin, Miao Liu, Meng Liu, Wan-Ying Xue, and Xin-Shan Ye*, “Iterative Synthesis of 2-Deoxyoligosaccharides Enabled by Stereoselective Photoredox-catalyzed Glycosylation”, Angew. Chem. Int. Ed., 2022, DOI: 10.1002/anie.202114726.

2.  Xia Wu, Biao Wu, Chen-Fei Gao, Xin-Shan Ye, De-Cai Xiong*, “Additive-controlled synthesis of 1- and 2-dexoysugars from thioglycosides”, J. Carbohydr. Chem., 2022, DOI: 10.1080/07328303.2021.2015366.

3. Yafei Cao+, Minmin Zhou+, Run-Ze Mao, You Zou, Feng Xia, Da-Ke Liu, Jianhui Liu, Qin Li, De-Cai Xiong*, Xin-Shan Ye*, “Visible-light-promoted 3,5-dimethoxyphenyl glycoside activation and glycosylation”, Chem. Commun., 202157, 10899-10902.

4. Miao Liu, Zhao-Xiang Luo, Tian Li, De-Cai Xiong*, Xin-Shan Ye*, “Electrochemical Trifluoromethylation of Glycals”, J. Org. Chem.202186(22), 16187-16194.

5. Zhao-Xiang Luo+, Miao Liu+, Tian Li, De-Cai Xiong*, Xin-Shan Ye*, “Electrochemical Bromination of Glycals”, Front. Chem., 20219, 796690.

6. Miao Liu, Kai-Meng Liu, De-Cai Xiong,* Hanyu Zhang, Tian Li, Bo-Han Li, Xianjin Qin, Jinhe Bai, Xin-Shan Ye,* “Stereoselective Electro-2-Deoxyglycosylation from Glycals”, Angew. Chem. Int. Ed., 202059, 15204-15208.

7. Miao Liu, Bo-Han Li, Tian Li, Xia Wu, Meng Liu, De-Cai Xiong,* Xin-Shan Ye,* "C-Glycosylation enabled by N-(glycosyloxy)acetamides”, Org. Biomol. Chem. 202018, 3043-3046.   

8. Bo-Han Li, Wenlong Yao, Hong Yang, Congying Wu, De-Cai Xiong,* Yuxin Yin,* Xin-Shan Ye*, "Total synthesis of tumor-associated KH-1 antigen core nonasaccharide via photo-induced glycosylation”, Org. Chem. Front., 20207, 1255–1259.

9. Zhen-Yan Guo, Jin-He Bai, Miao Liu, De-Cai Xiong*, Xin-Shan Ye*, “Advances in the Synthesis of C-Glycosides from Glycals”. Chin. J. Org. Chem.202040, 3094-3111.

10. Wanjun Yan, Wenming Li, De-Cai Xiong*, Xin-Shan Ye*, “Design, synthesis and evaluation of carbamate-containing sialyltransferase inhibitors”, J. Chin. Pharm. Sci. 202029(1), 29-44.

11. Li Gefei, De-Cai Xiong*, Xin-Shan Ye*, “Recent Progress and Development Trend of Synthetic Carbohydrate Vaccines”, Prog. Pharm. Sci. 202044(7), 303-311.

12. Hanyu Zhang, Meng Liu, Xia Wu, Miao Liu, De-Cai Xiong*, Xin-Shan Ye*, “Photo-/Electro-Driven Carbohydrate-Based Reactions”, Prog. Chem. 202032(11), 1804-1823.

13. Qiannan Zheng, Shengbiao Tang, De-Cai Xiong, Qin Li*, and Xin-Shan Ye*, “Carbocyclic Ring Closure of Aryl C-Glycosides Promoted by Fluoroboric Acid”, J. Org. Chem.202085(14), 9339–9346.

14.  Zi-Pei Zhang, Wan-Ying Xue, Jian-Xing Hu, De-Cai Xiong, Yan-Fen Wu*, Xin-Shan Ye*, “Novel carbohydrate-triazole derivatives as potential α-glucosidase inhibitors”, Chin. J. Nat. Med.202018(10), 729–737.

15. Jing-Jing Sui, De-Cai Xiong,* Xin-ShanYe,* “Copper-mediated O-arylation of lactols with aryl boronic acids”, Chin. Chem. Lett.201930, 1533-1537.

16. Da-Ke Liu, De-Cai Xiong, Xia Wu, Qin Li,* Xin-Shan Ye,* “Rapid glycosylation of 2′-benzoylphenyl glycosides promoted by TfOH”, Org. Chem. Front., 20196, 2756–2759.

17. Yong-Shi Wang, Yong Wu, De-Cai Xiong, Xin-Shan Ye,* "Total Synthesis of a Hyperbranched N-Linked Hexasaccharide Attached to ATCV-1 Major Capsid Protein without Precedent", Chin. J. Chem.201937, 42–48.

18. Miao Liu, Bo-Han Li, De-Cai Xiong,* Xin-Shan Ye,* "O-Glycosylation Enabled by Acetamidyl Glycosides", J. Org. Chem.201883(15), 8292–8303.

19. Gao-Lan Zhang, Meng-Man Wei, Chengcheng Song, Yu-Feng Ma, Xiu-Jing Zheng, De-Cai Xiong, Xin-Shan Ye*,Chemical synthesis and biological evaluation of penta- to octa- saccharide fragments of Vi polysaccharide from Salmonella typhiOrg. Chem. Front., 20185, 2179–2188.

20. Dong Wang, De-Cai Xiong*, Xin-Shan Ye*, “A five-component one-pot synthesis of phosphatidylinositol pentamannoside (PIM5)”, Chin. Chem. Lett.201829, 1340-1342.

21. Shengbiao Tang, Qiannan Zheng, De-Cai Xiong,* Shende Jiang, Qin Li, Xin-Shan Ye*, “Stereocontrolled Synthesis of 2-Deoxy-C-Glycopyranosyl Arenes Using Glycals and Aromatic Amines”, Org. Lett. 201820, 3079–3082.

22.  Runze Mao, Lifeng Sun, Yong-Shi Wang, Min-Min Zhou, De-Cai Xiong, Qin Li*, and Xin-Shan Ye*, “N-9 Alkylation of purines via light-promoted and metal-free radical relay”, Chin. Chem. Lett.201829, 61-64.

23.  Gao-Lan Zhang, Lin Yang, Jingjing Zhu, Mengman Wei, Wanjun Yan, De-Cai Xiong, Xin-Shan Ye*, “Synthesis and Antigenic Evaluation of Oligosaccharide Mimics of Vi Antigen from Salmonella typhi”, Chem. Eur. J. 201723, 10670-10677.

24. Yong Wu, De-Cai Xiong, Si-Cong Chen, Yong-Shi Wang, Xin-Shan Ye*, “Total synthesis of mycobacterial arabinogalactan containing 92 monosaccharide units”, Nat. Commun. 20178, 14851.

25.  Yang Yu, De-Cai Xiong*, Run-Ze Mao, and Xin-Shan Ye*, “Visible Light Photoredox-Catalyzed O-Sialylation Using Thiosialoside Donors”, J. Org. Chem.201681(16), 7134–7138.

26.  Lifeng Sun, Xiaowei Wu, De-Cai Xiong, Xin-Shan Ye*, “Stereoselective Koenigs–Knorr Glycosylation Catalyzed by Urea”, Angew. Chem. Int. Ed., 2016, 55, 8041-8044.

27. Yang Yu+De-Cai Xiong+ and Xin-Shan Ye*, “2-Trifluoromethylthiolation of Glycals”, Org. Biomol. Chem. 201614, 6403-6406. (+co-first author)

28. Run-Ze Mao+De-Cai Xiong+, Fan Guo, Qin Li, Jinyou Duan and Xin-Shan Ye*“Light-driven highly efficient glycosylation reactions” Org. Chem. Front., 20163, 737–743. (+co-first author)

29. Chen-Fu Liu+De-Cai Xiong+, Xin-Shan Ye*, “KOtBu-mediated aromatic O-glycosylation of 1,2-anhydrosugar and aryl boronic acid”, Tetrahedron Lett., 201657, 1372-1374. (+co-first author)

30. Shengbiao Tang, De-Cai Xiong, Shende Jiang*, and Xin-Shan Ye* “Nitro- polyols via Pyridine Promoted C═C Cleavage of 2-Nitroglycals. Application to the Synthesis of (?)-Hyacinthacine A1”, Org. Lett. 201618(3), 568–571.

31. Bang Wang, De-Cai Xiong*, and Xin-Shan Ye*, “Direct C-H Trifluoromethylation of Glycals by Photoredox Catalysis”, Org. Lett. 201517(22), 5698–5701.

32. Run-Ze Mao+, Fan Guo+De-Cai Xiong*, Qin Li, Jinyou Duan, and Xin-Shan Ye*, “Photoinduced C–S Bond Cleavage of Thioglycosides and Glycosylation”, Org. Lett. 201517(22), 5606-5609. (+co-first author)

33. Wenming Li, Youhong Niu, De-Cai Xiong, Xiaoping Cao, and Xin-Shan Ye*, “Highly Substituted Cyclopentane-CMP Conjugates as Potent Sialyltransferase Inhibitors”, J. Med. Chem. 201558, 7972–7990.

34. Xuemei Yang+De-Cai Xiong+, Chengcheng Song, Guihua Tai and Xin-Shan Ye*, “Synthesis of N-dialkylphosphoryl iminosugar derivatives and their immunosuppressive activities”, Org. Biomol. Chem. 201513, 9364-9368. (+co-first author)

35. Shao-Tao Bai+De-Cai Xiong+, Youhong Niu, Yan-Fen Wu*, Xin-Shan Ye*, “Synthesis of novel N-glycoside derivatives via CuSCN-catalyzed reactions and their SGLT2 inhibition activities”, Tetrahedron, 201571, 4909-4919. (+co-first author)

36. Yingguo Liu, Xiaxi Li, De-Cai Xiong, Binhan Yu, Xiaoping Pu*, and Xin-Shan Ye*, “Synthetic phenylethanoid glycoside derivatives as potent neuroprotective agents”, Eur. J. Med. Chem.201595, 313-323.

37. De-Cai Xiong+, Jingjing Zhu+, Ming-Jie Han, Hui-Xin Luo, Cong Wang, Yang Yu, Yuqian Ye, Guihua Tai, and Xin-Shan Ye*, “Rapid Probing of Sialylated Glycoproteinsin vitro and in vivo via Metabolic Oligosaccharide Engineering of Minimal Cyclopropene Reporter”, Org. Biomol. Chem. 201513, 3911-3917. (+co-first author)

38. De-Cai Xiong, An-Qi Yang, Yang Yu, and Xin-Shan Ye*, “2-Pyridyl Glycoside: An Alternative Glycosyl Donor in Preactivation Protocol”, Tetrahedron Lett., 201556, 211-214.

39. Qi Qin, De-Cai Xiong, and Xin-Shan Ye*, “Additive-controlled Stereoselective Glycosylations of 2,3-Oxazolidinone Protected Glucosamine or Galactosamine Thioglycoside Donors with Phenols Based on Preactivation Protocol”, Carbohydr. Res., 2015403, 104-114.

40. De-Cai Xiong+, Yichuan Zhou+, Yuxin Cui, and Xin-Shan Ye*, “Synthesis of triazolyl-linked polysialic acids”, Tetrahedron 201470, 9405-9412. (+co-first author)

41. De-Cai Xiong, Chao Gao, Wenming Li, Yuan Wang, Qin Li, and Xin-Shan Ye*, “Synthesis of 2-Deoxy-C-glycosides via Lewis Acid-Mediated Rearrangement of 2,3-Anhydro-1-thiopyranosides”, Org. Chem. Front., 20141, 798-806.

42. Chen-Fu Liu, De-Cai Xiong, and Xin-Shan Ye*, “‘Ring Opening?Ring Closure’ Strategy for the Synthesis of Aryl C-glycosides”, J. Org. Chem.201479(2), 4676–4686.

43. Xiaowei Wu, Fu-Yu Zhang, Jingjing Zhu, Chengcheng Song, De-Cai Xiong, Yifa Zhou, Yuxin Cui, and Xin-Shan Ye*, “N-Arylated-Lactam-Type Iminosugars as New Immunosuppressive Agents: Discovery, Optimization, and Biological Evaluation”, Chem. Asian. J. 2014, 9, 2260-2271.

44. Peng Peng, De-Cai Xiong, Xin-Shan Ye*, “ortho-Methylphenylthioglycosides as glycosyl building blocks for preactivation-based oligosaccharide synthesis”, Carbohydr. Res., 2014384, 1-8.

45. Fei-Fei Xu, Yue Wang, De-Cai Xiong, and Xin-Shan Ye*, “Stereoselective Synthesis of the Trisaccharide Moiety of Ganglioside HLG-2”, J. Org. Chem.201479 (2), 797–802.

46. Ming-Jie Han, De-Cai Xiong, and Xin-Shan Ye*, “Enabling Wittig Reaction on Site-Specific Protein Modification”, Chem. Commun. 201248(90), 11079-11081.

47. Yuan-Yuan Wang, De-Cai Xiong, Qin Li, Yuan Wang, Xin-Shan Ye*, “Syntheses of novel acarviosin analogs with anhydro or unsaturated sugar moieties”, Tetrahedron 201268, 9355-9363.

48. Gen Li, De-Cai Xiong, Xin-Shan Ye*, “Synthesis of a-C-Glycosides by Samarium Diiodide Mediated Coupling of Glycosyl Pyridyl Sulfones with Alkenes”, Synlett 2011, 2410–2414.

49. Chao Gao, De-Cai Xiong, Yuan Wang and Xin-Shan Ye*, “Stereoselective synthesis of 2-deoxy-pyranosides via the Lewis acid-promoted rearrangement of 2,3-anhydrosugars”, J. Chin. Pharm. Sci. 201120(2), 146-150.

50. De-Cai, Xiong, Li-He Zhang and Xin-Shan Ye*, “Bromodimethylsulfonium bromide-silver triflate: A new powerful promoter system for the activation of thioglycosides ”, Adv. Synth. Cat. 2008350(11-12), 1696-1700.

51. De-Cai Xiong, Li-He Zhang and Xin-Shan Ye*, “Oxidant-Controlled Heck-Type C-Glycosylation of Glycals with Arylboronic Acids: Stereoselective Synthesis of Aryl 2-Deoxy-C-glycosides”, Org. Lett. 200911(8), 1709-1712.

 

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