Citation: Chun Mei Zhang, Jun Xiang Guo, Liang Wang, Xiao Yun Chai, Hong Gang Hu, Qiu Ye Wu. Total synthesis of cyclic heptapeptide euryjanicin B[J]. Chinese Chemical Letters, ;2011, 22(6): 631-634. doi: 10.1016/j.cclet.2010.12.039 shu

Total synthesis of cyclic heptapeptide euryjanicin B

a Department of Organic Chemistry, School of Pharmacy, Second Military Medical University, Shanghai 200433, China;
b School of Pharmacy, Yantai University, Yantai 264005, China

Received Date: 8 October 2010

Fund Project: This work was supported by grant from National Natural Science Foundation (No.20902109) and Science & Technology Commission of Shanghai Municipality (No.08JC1405500)

The first synthesis of the naturally occurring cyclic peptide euryjanicin B has been achieved.A general method was described to synthesize the cyclic peptide by a two-step solid-phase/solution synthesis strategy.All the amino acids in this study are L-configuration, The linear heptapeptide was assembled by standard Fmoc chemistry on solid-phase and subsequently cyclization was carried out by solution method.
- Cyclic peptide,
- Solid-phase synthesis,
- Cyclization,
- Purification,
- Euryjanicin B
1. [1]
  Jiang-Feng Xing , Kang Li , Wan Xiang , Yang-Yang Ju , Xin-Jing Zhao , Xiao-Hui Ma , Mei-Lin Zhang , Yuan-Zhi Tan . Oxa-helicenes embedding heptagons by stepwise cyclization of [6]helicene unit. Chinese Chemical Letters, 2025, 36(11): 110982-. doi: 10.1016/j.cclet.2025.110982
2. [2]
  Chunhua Ma , Mengjiao Liu , Siyu Ouyang , Zhenwei Cui , Jingjing Bi , Yuqin Jiang , Zhiguo Zhang . Metal-free construction of diverse 1,2,4-triazolo[1,5-a]pyridines on water. Chinese Chemical Letters, 2025, 36(1): 109755-. doi: 10.1016/j.cclet.2024.109755
3. [3]
  Yihao Zhao , Jitian Rao , Jie Han . Synthesis and Photochromic Properties of 3,3-Diphenyl-3H-Naphthopyran: Design and Teaching Practice of a Comprehensive Organic Experiment. University Chemistry, 2024, 39(10): 149-155. doi: 10.3866/PKU.DXHX202402050
4. [4]
  Xuewei Qian , Xingwen Sun , Houjin Li , Zhanxiang Liu , Yuan Zheng , Lin Wu , Shuanglian Cai , Ying Xiong , Guangao Yu , Qingwen Liu , Jie Han , Xin Du , Chengshan Yuan , Qihan Zhang , Shuyong Zhang , Jianrong Zhang . Basic Operations and Specification Suggestions for Organic Chemical Recrystallization Experiments. University Chemistry, 2025, 40(5): 66-75. doi: 10.12461/PKU.DXHX202503126
5. [5]
  Jiawen Zhu , Yingge Hao , Zhen Song , Huina Zhou , Youmei Wang , Ling Yan , Minghua Lu . Synthesis of mesopore-rich hollow carbon nanospheres as headspace solid-phase microextraction coating to extract PAHs from water and honey. Chinese Chemical Letters, 2025, 36(12): 111290-. doi: 10.1016/j.cclet.2025.111290
6. [6]
  Yi-Kao Xu , Guo-Ping Luo , Liang-Bin Hu , Wei-Min He . Asymmetric Büchner reaction and arene cyclopropanation via copper-catalyzed controllable cyclization of diynes. Chinese Chemical Letters, 2025, 36(8): 111226-. doi: 10.1016/j.cclet.2025.111226
7. [7]
  Jiahao Li , Guinan Chen , Chunhong Chen , Yuanyuan Lou , Zhihao Xing , Tao Zhang , Chengtao Gong , Yongwu Peng . Modulated synthesis of stoichiometric and sub-stoichiometric two-dimensional covalent organic frameworks for enhanced ethylene purification. Chinese Chemical Letters, 2025, 36(1): 109760-. doi: 10.1016/j.cclet.2024.109760
8. [8]
  Fengqing Wang , Changxing Qi , Chunmei Chen , Qin Li , Qingyi Tong , Weiguang Sun , Zhengxi Hu , Minyan Wang , Hucheng Zhu , Lianghu Gu , Yonghui Zhang . Discovery and enantioselective total synthesis of antitumor agent asperfilasin A via a regio- and diastereoselective Nazarov cyclization. Chinese Chemical Letters, 2025, 36(6): 110252-. doi: 10.1016/j.cclet.2024.110252
9. [9]
  Hao Sun , Xiaoxue Li , Baoyu Wu , Kai Zhu , Yinyi Gao , Tianzeng Bao , Hongbin Wu , Dianxue Cao . Direct regeneration of spent LiFePO₄ cathode material via a simple solid-phase method. Chinese Chemical Letters, 2025, 36(6): 110041-. doi: 10.1016/j.cclet.2024.110041
10. [10]
  Tengfei Xuan , Xinyu Zhang , Wei Han , Yidong Huang , Weiwu Ren . Total synthesis of (+)-taberdicatine B and (+)-tabernabovine B. Chinese Chemical Letters, 2025, 36(2): 109816-. doi: 10.1016/j.cclet.2024.109816
11. [11]
  Lixian Cai , Yingxiang Ye . A flexible-robust MOF for efficient purification of perfluoropropane. Chinese Journal of Structural Chemistry, 2024, 43(11): 100368-100368. doi: 10.1016/j.cjsc.2024.100368
12. [12]
  Huiying LIN , Xiang ZHAO , Banghao WEI , Bufeng WANG , Zhiyong LU , Junfeng BAI . Perfluroalkane functionalization on MOF-808 for acetylene purification. Chinese Journal of Inorganic Chemistry, 2025, 41(10): 2103-2114. doi: 10.11862/CJIC.20250110
13. [13]
  Zhenhao Wang , Yuliang Tang , Ruyu Li , Shuai Tian , Yu Tang , Dehai Li . Bioinspired synthesis of cochlearol B and ganocin A. Chinese Chemical Letters, 2024, 35(7): 109247-. doi: 10.1016/j.cclet.2023.109247
14. [14]
  Ji-Jia Zhou , Li-Gao Liu , Zhen-Tao Zhang , Hao-Xuan Dong , Xin Lu , Zhou Xu , Xin-Qi Zhu , Bo Zhou , Long-Wu Ye . Copper-catalyzed asymmetric cascade diyne cyclization/Meinwald rearrangement. Chinese Chemical Letters, 2025, 36(9): 110870-. doi: 10.1016/j.cclet.2025.110870
15. [15]
  Wenxiong Yu , Chenyu Yang , Xian Feng , Chengshuo Shen . Scholl cyclization of [6]helicenes into negatively curved hexa[7]circulenes. Chinese Chemical Letters, 2025, 36(11): 110939-. doi: 10.1016/j.cclet.2025.110939
16. [16]
  Shulei Hu , Yu Zhang , Xiong Xie , Luhan Li , Kaixian Chen , Hong Liu , Jiang Wang . Rh(Ⅲ)-catalyzed late-stage C-H alkenylation and macrolactamization for the synthesis of cyclic peptides with unique Trp(C7)-alkene crosslinks. Chinese Chemical Letters, 2024, 35(8): 109408-. doi: 10.1016/j.cclet.2023.109408
17. [17]
  Min Fu , Ruihan Wang , Wenqiang Liu , Sen Zhou , Chunhong Zhong , Yaohao Li , Pan He , Xin Li , Shiying Shang , Zhongping Tan . Improved one-pot protein synthesis enabled by a more precise assessment of peptide arylthioester reactivity. Chinese Chemical Letters, 2025, 36(7): 110542-. doi: 10.1016/j.cclet.2024.110542
18. [18]
  Xianghua Zeng , Weichen Meng , Xiaochun Han , Jiachen Yang , Kaiqi Wu , Fengxian Gao , Xiliang Luo . Highly stable and antifouling solid-contact ion-selective electrode for K⁺ detection in complex system based on multifunctional peptide and conductive MOF. Chinese Chemical Letters, 2025, 36(8): 110564-. doi: 10.1016/j.cclet.2024.110564
19. [19]
  Junhua Wang , Xin Lian , Xichuan Cao , Qiao Zhao , Baiyan Li , Xian-He Bu . Dual polarization strategy to enhance CH₄ uptake in covalent organic frameworks for coal-bed methane purification. Chinese Chemical Letters, 2024, 35(8): 109180-. doi: 10.1016/j.cclet.2023.109180
20. [20]
  Yaping Zhang , Wei Zhou , Mingchun Gao , Tianqi Liu , Bingxin Liu , Chang-Hua Ding , Bin Xu . Oxidative cyclization of allyl compounds and isocyanide: A facile entry to polysubstituted 2-cyanopyrroles. Chinese Chemical Letters, 2024, 35(4): 108836-. doi: 10.1016/j.cclet.2023.108836

Get Citation

PDF

XML

Metrics

PDF Downloads(1)
Abstract views(1155)
HTML views(26)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142

Address：Zhongguancun North First Street 2,100190 Beijing, PR China Tel: +86-010-82449177-888

DownLoad: Full-Size Img PowerPoint

Return