Synthesis of Post-translational Modifier Protein NEDD8 via Ligation of Peptide Hydrazides

doi:10.6023/cjoc201605013

Chin. J. Org. Chem. ›› 2016, Vol. 36 ›› Issue (11): 2763-2768.DOI: 10.6023/cjoc201605013 Previous Articles Next Articles

Notes

多肽酰肼法合成翻译后修饰物蛋白NEDD8

管超建, 王涛, 王君, 李宜明

合肥工业大学生物与医学工程学院合肥 230009

收稿日期:2016-05-10 修回日期:2016-06-08 发布日期:2016-07-07
通讯作者: 王君, 李宜明 E-mail:wangjun-08@126.com;lym2007@mail.ustc.edu.cn
基金资助:
国家自然科学基金（Nos.21372058，21572043）资助项目.

Synthesis of Post-translational Modifier Protein NEDD8 via Ligation of Peptide Hydrazides

Guan Chaojian, Wang Tao, Wang Jun, Li Yiming

Department of Pharmacy, School of Biological and Medical Engineering, Hefei University of Technology, Hefei 230009

Received:2016-05-10 Revised:2016-06-08 Published:2016-07-07
Supported by:
Project supported by the National Natural Science Foundation of China (Nos.21372058,21572043).

1. Synthesis of Post-translational Modifier Protein NEDD8 via Ligation of Peptide Hydrazides.PDF(856KB)

Abstract

As an important ubiquitin-like modifier protein in eukaryotic organisms, NEDD8 (neural precursor cell expressed developmentally down-regulated 8) is involved in regulating a series of important life processes in cells. Nowadays, the major method for obtaining NEDD8 is recombinant protein expression. However, the yield is relatively low and the recombined tag for purification needs to be removed in an extra step. In present work, NEDD8 protein was first synthesized in homogeneity by using high temperature assisted solid-phase peptide synthesis (SPPS) combining with the one-pot ligation-desulfurization strategy. This method lays the foundation for the study of NEDD8 modified proteins in future.

Key words: NEDD8, high temperature assisted SPPS, ligation of peptide hydrazide, one-pot ligation-desulfurization

Cite this article

Guan Chaojian, Wang Tao, Wang Jun, Li Yiming. Synthesis of Post-translational Modifier Protein NEDD8 via Ligation of Peptide Hydrazides[J]. Chin. J. Org. Chem., 2016, 36(11): 2763-2768.

Export EndNote|Reference Manager|ProCite|BibTeX|RefWorks

share this article

References

[1] (a) Pickart, C. M.; Eddins, M. J. Biochim. Biophys. Acta 2004, 1695, 55.
(b) Pickart, C. M.; Fushman, D. Curr. Opin. Chem. Biol. 2004, 8, 610.
[2] (a) Matunis, M. J.; Coutavas, E.; Blobel, G. J. Cell Biol. 1997, 135, 1457.
(b) Kumar, S.; Yoshida, Y.; Noda, M. Biochem. Biophys. Res. Commun. 1993, 195, 393.
[3] (a) Hochstrasser, M. Cell 2006, 124, 27.
(b) Pickart, C. M. Cell 2004, 116, 181.
[4] Pan, Z. Q.; Kentsis, A.; Dias, D. C.; Yamoah, K.; Wu, K. Oncogene 2004, 23, 1985.
[5] (a) Duda, D. M.; Borg, L. A.; Scott, D. C.; Hunt, H. W.; Hammel, M.; Schulman, B. A. Cell 2008, 134, 995.
(b) Scott, D. C.; Sviderskiy, V. O.; Monda, J. K.; Lydeard, J. R.; Cho, S. E.; Harper, J. W.; Schulman, B. A. Cell 2014, 157, 1671.
(c) Cavadini, S.; Fischer, E. S.; Bunke, R. D.; Potenza, A.; Lingaraju, G. M.; Goldie, K. N.; Mohamed, W. I.; Faty, M.; Petzold, G.; Beckwith, R. E. J.; Tichkule, R. B.; Hassiepen, U.; Abdulrahman, W.; Pantelic, R. S.; Matsumoto, S.; Sugasawa, K.; Stahlberg, H.; Thomä, N. H. Nature 2016, 531, 598.
[6] Singh, R. K.; Zerath, S.; Kleifeld, O.; Scheffner, M.; Glickman, M. H.; Fushman, D. Mol. Cell. Proteomics 2012, 11, 1595.
[7] (a) Stickle, N. H.; Chung, J.; Klco, J. M.; Hill, R. P.; Kaelin, W. G. Jr.; Ohh, M. Mol. Cell. Biol. 2004, 24, 3251.
(b) Harper, J. Cell 2004, 118, 2.
(c) Xirodimas, D. P.; Saville, M. K.; Bourdon, J. C.; Hay, R. T.; Lane, D. P. Cell 2004, 118, 83.
(d) Xirodimas, D. P.; Sundqvist, A.; Nakamura, A.; Shen, L.; Botting, C.; Hay, R. T. EMBO Rep. 2008, 9, 280.
(e) Broemer, M.; Tenev, T.; Rigbolt, K. T. G.; Hempel, S.; Blagoev, B.; Silke, J.; Ditzel, M.; Meier, P. Mol. Cell 2010, 40, 810.
(f) Benjamin, S.; Steller, H. Dev. Cell 2010, 19, 791.
[8] (a) Xirodimas, D. P.; Sundqvist, A.; Nakamura, A.; Shen, L.; Botting, C.; Hay, R. T. EMBO Rep. 2008, 9, 280.
(b) Jones, J.; Wu, K.; Yang, Y. Y.; Guerrero, C.; Nillegoda, N.; Pan, Z. Q.; Lan, H. J. Proteome Res. 2008, 7, 1274.
[9] Jbara, M.; Maity, S. K.; Seenaiah, M.; Brik, A. J. Am. Chem. Soc. 2016, 138, 5069.
[10] (a) Kent, S. B. H. Chem. Soc. Rev. 2009, 38, 338.
(b) Raibaut, L.; Ollivier, N.; Melnyk, O. Chem. Soc. Rev. 2012, 41, 7001.
(c) Huang, Y. C.; Liu, L. Sci. China Chem. 2015, 58, 1779.
(d) Huang, Y. C.; Fang, G. M.; Liu, L. Natl. Sci. Rev. 2016, 3, 107.
(e) Liu, H.; Li, X. C. Org. Biomol. Chem. 2014, 12, 3768.
[11] (a) Fang, G. M.; Li, Y. M.; Huang, Y. C.; Li, J. B.; Cui, H. K.; Liu, L. Angew. Chem., Int. Ed. 2011, 50, 7645.
(b) Fang, G.-M.; Wang, J.-X.; Liu, L. Angew. Chem., Int. Ed. 2012, 51, 10347.
(c) Tang, S.; Si, Y. Y.; Wang, Z. P.; Mei, K. R.; Chen, X.; Cheng, J. Y.; Zheng, J.-S.; Liu, L. Angew. Chem., Int. Ed. 2015, 54, 5713.
(d) Wang, J. X.; Fang, G. M.; He, Y.; Qu, D. L.; Yu, M.; Hong, Z. Y.; Liu, L. Angew. Chem., Int. Ed. 2015, 54, 2194.
(e) Zheng, J. S.; Yu, M.; Qi, Y. K.; Tang, S.; Shen, F.; Wang, Z. P.; Xiao, L.; Zhang, L.; Tian, C. L.; Liu, L. J. Am. Chem. Soc. 2014, 136, 3695.
(f) Zheng, J.-S.; He, Y.; Zuo, C.; Cai, X.-Y.; Tang, S.; Wang, Z. A.; Zhang, L.-H.; Tian, C.-L.; Liu, L. J. Am. Chem. Soc. 2016, 138, 3553.
[12] Huang, Y. C.; Guan, C. J.; Tan, X. L.; Chen, C. C.; Guo, Q. X.; Li, Y. M. Org. Biomol. Chem. 2015, 13, 1500.
[13] Huang, Y. C.; Chen, C. C.; Gao, S.; Wang, Y. H.; Xiao, H.; Wang, F.; Tian, C. L.; Li, Y. M. Chem. Eur. J. 2016, 22, 7623.
[14] Kochendoerfer, G. G.; Kent, S. B. H. Curr. Opin. Chem. Biol. 1999, 3, 665.
[15] (a) Miller, M.; Schneider, J.; Sathyanarayana, B. K.; Toth, M. V.; Marshall, G. R.; Clawson, L.; Selk, L.; Kent, S. B. H.; Wlodawer, A. Science 1989, 246, 1149.
(b) Deng, F. K.; Zhang, L.; Wang, Y. T.; Schneewind, O.; Kent, S. B. H. Angew. Chem., Int. Ed. 2014, 53, 4662.
[16] (a) Zheng, J. S.; Tang, S.; Huang, Y. C.; Liu, L. Acc. Chem. Res. 2013, 46, 2475.
(b) Zheng, J. S.; Tang, S.; Qi, Y. K.; Wang, Z. P.; Liu, L. Nat. Protoc. 2013, 8, 2483.
(c) Li, J. B.; Li, Y. Y.; He, Q. Q.; Li, Y. M.; Li, H. T.; Liu, L. Org. Biomol. Chem. 2014, 12, 5435.
(d) Chen, C. C.; Li, S. J.; Chen, Y. Q.; Xu, H. J.; Li, Y. M. Chin. J. Org. Chem. 2014, 34, 1452.
(e) Li, Y. M.; Li, Y. T.; Pan, M.; Kong, X. Q.; Huang, Y. C.; Hong, Z. Y.; Liu, L. Angew. Chem., Int. Ed. 2014, 53, 2198.

多肽酰肼法合成翻译后修饰物蛋白NEDD8

Synthesis of Post-translational Modifier Protein NEDD8 via Ligation of Peptide Hydrazides

PDF

Supporting Info.

Knowledge

Cited

Abstract

Cite this article

share this article

References

Related Articles 1

Recommended Articles

Metrics

Comments