QSAR Study on ACE Inhibitory Peptides Based on Amino Acids Descriptor SHVHES

doi:10.6023/A1107012

Acta Chimica Sinica ›› 2012, Vol. 70 ›› Issue (01): 83-91.DOI: 10.6023/A1107012 Previous Articles Next Articles

Full Papers

基于氨基酸描述符SVHEHS的ACE抑制肽QSAR研究

刘静^a,b, 管骁^c, 彭剑秋^c

a. 江南大学食品科学与技术国家重点实验室, 无锡 214122;
b. 上海海事大学信息工程学院, 上海 201306;
c. 上海理工大学医疗器械与食品学院, 上海 200093

投稿日期:2011-07-01 修回日期:2011-08-23 发布日期:2012-02-25
通讯作者: 管骁 E-mail:gnxo790521@yahoo.com.cn
基金资助:
国家自然科学基金(No.31101348)、上海市晨光计划项目(Nos.2008CG55,2009CG50)和江南大学食品科学与技术国家重点实验室开放课题资助课题(No.SKLF-KF-201106)资助项目.

QSAR Study on ACE Inhibitory Peptides Based on Amino Acids Descriptor SHVHES

Liu Jing^a,b, Guan Xiao^c, Peng Jianqiu^c

a. State Key Laboratory of Food Science and Technology, Jiangnan University, Wuxi 214122;
b. College of Information Engineering, Shanghai Maritime University, Shanghai 201306;
c. School of Medical Instrument and Food Engineering, University of Shanghai for Science and Technology, Shanghai 200093

Received:2011-07-01 Revised:2011-08-23 Published:2012-02-25
Supported by:
Project supported by the National Natural Science Foundation of China(No.31101348),Shanghai Chenguang Program(Nos.2008CG55,2009CG50)and the Open Project Program of State Key Laboratory of Food Science and Technology,Jiangnan University(No.SKLF-KF-201106).

457 physicochemical properties indexes of 20 natural amino acids were collected and classified according to hydrophobic,electronic properties,hydrogen bonds contributions and steric properties.The new amino acid structure descriptor SVHEHS was obtained through principal component analysis of four panels of variables.The descriptor was used to characterize the structures of ACE inhibitory dipeptides, tripeptides and tetrapeptides,and partial least square regression (PLS) models with biological activities were achieved.The correlative coefficient (R²),the cross-validation correlative coefficient(Q_LOO²),root mean square error(RMSE)and external validation correlative coefficient (Q_ext²) of three models were 0.607, 0.507,0.587,0.783;0.852,0.813,0.232,0.839;and 1,1,0,0.935,respectively.The results showed that the PLS models constructed by this descriptor had good fitting and predictive abilities,and could be used for quantitative structure activity relationship(QSAR)research of ACE inhibitory peptides.

Key words: amino acids descriptor, angiotensinⅠconverting enzyme-inhibitory peptide, partial least square regression, quantitative structure-activity relationship

Cite this article

Liu Jing, Guan Xiao, Peng Jianqiu. QSAR Study on ACE Inhibitory Peptides Based on Amino Acids Descriptor SHVHES[J]. Acta Chimica Sinica, 2012, 70(01): 83-91.

Export EndNote|Reference Manager|ProCite|BibTeX|RefWorks

share this article

References

1 Yu, Z. P. ; Zhao, W. Z. ; Liu, B. Q. ; Liu, J. B. Food Sci. 2010, 31, 308(in Chinese). (于志鹏, 赵文竹, 刘博群, 刘静波, 食品科学, 2010, 31, 308. )

2 Ji, M. C. ; Wang, Y. M. ; Chen, B. Y. Chin. J. Clin. Pharmacol. 1996, 12, 112(in Chinese). (季闽春, 王永铭, 陈斌艳, 中国临床药理学杂志, 1996, 12, 112. )

3 Hellberg, S. ; Sjoestroem, M. ; Skagerberg, B. ; Wold, S. J. Med. Chem. 1987, 30, 1126.

4 Jonsson, J. ; Eriksson, L. ; Hellberg, S. ; Sj?str?m, M. ; Wold, S. Quant. Struct. -Act. Relat. 1989, 8, 204.

5 Liang, G. Z. ; Zhou, P. ; Zhou, Y. ; Zhang, Q. X. ; Li, Z. L. Acta Chim. Sinica 2006, 64, 393(in Chinese). (梁桂兆, 周鹏, 周原, 张巧霞, 李志良, 化学学报, 2006, 64, 393. )

6 Elizabeth, R. C. ; William, J. D. J. Med. Chem. 1995, 38, 2705.

7 Liang, G. Z. ; Yang, L. ; Kang, L. F. ; Mei, H. ; Li, Z. L. Amino Acids 2009, 37, 583.

8 Zaliani, A. ; Gancia, E. J. Chem. Inf. Comput. Sci. 1999, 39, 525.

9 Liu, S. S. ; Yin, C. S. ; Cai, S. X. ; Li, Z. L. J. Chin. Chem. Soc. 2001, 48, 253.

10 Zhou, P. ; Zhou, Y. ; Wu, S. R. ; Li, B. ; Tian, F. F. ; Li, Z. L. Chin. Sci. Bull. 2006, 51, 34(in Chinese). (周鹏, 周原, 吴世容, 李波, 田菲菲, 李志良, 科学通报, 2006, 51, 34. )

11 Yang, S. B. ; Xia, Z. N. ; Shu, M. ; Mei, H. ; Lv, F. L. ; Zhang, M. ; Wu, Y. Q. ; Li, Z. L. Chem. J. Chin. Univ. 2008, 29, 2213(in Chinese). (杨善彬, 夏之宁, 舒茂, 梅虎, 吕凤林, 张梅, 吴玉乾, 李志良, 高等学校化学学报, 2008, 29, 2213. )

12 Zhou, P. ; Zhou, Y. ; Wu, S. R. ; Li, B. ; Tian, F. F. ; Li, Z. L. Chin. Sci. Bull. 2006, 51, 524.

13 Tian, F. F. ; Zhou, P. ; Li, Z. L. J. Mol. Struct. 2007, 830, 106.

14 Tong, J. B. ; Liu, S. L. ; Zhou, P. ; Wu, B. L. ; Li, Z. L. J. Theor. Biol. 2008, 253, 90.

15 Cocchi, M. ; Johansson, E. Quant. Struct. -Act. Relat. 1993, 12, 1.

16 Yang, L. ; Shu, M. ; Ma, K. W. ; Mei, H. ; Jiang, Y. J. ; Li, Z. L. Amino Acids 2010, 38, 805.

17 Long, H. X. ; Wang, Y. Q. ; Lin, Y. ; Lin, Z. H. J. Chin. Chem. Soc. 2010, 57, 417.

18 Yin, J. J. ; Diao, Y. B. ; Wen, Z. N. ; Wang, Z. M. ; Li, M. L. Int. J. Pept. Res. Theor. 2010, 16, 111.

19 Wang, X. Y. ; Wang, J. ; Lin, Y. ; Ding, Y. ; Wang, Y. Q. ; Cheng, X. M. ; Lin, Z. H. J. Mol. Model. 2010, 10, 1.

20 Fujita, H. ; Yokoyama, K. ; Yoshikawa, M. Food Chem. Toxicol. 2000, 65, 564.

21 Kawashima, S. ; Kanehisa, M. Nucleic Acids Res. 2000, 28, 374.

22 Kim, D. ; Lee, I. B. Chemom. Intell. Lab. Syst. 2003, 67, 109.

23 Tropsha, A. ; Gramatica, P. ; Gombar, V. K. QSAR Comb. Sci. 2003, 22, 69.

[1]	Baifan Wang, Yinwu He, Xin Wen, Congwei Niu, Zhen Xi. Prediction on the Resistance of Acetohydroxyacid Synthase Mutants to Herbicide Flumetsulam [J]. Acta Chimica Sinica, 2022, 80(2): 141-149.
[2]	Jiang Long, Cheng Bingchuan, Li Yu. Effect Analysis of Substituent Characteristics of PBDEs on Its Ah Receptor Binding Affinities [J]. Acta Chimica Sinica, 2014, 72(6): 743-750.
[3]	Feng Changjun. Theoretical Studies on Quantitative Structure-Activity Relationship and Structural Modification for 3-Substituted Sulfur-5- (2-Hydroxyphenyl)-4H-1,2,4-Triazole Compounds [J]. Acta Chimica Sinica, 2012, 70(04): 512-518.
[4]	XIE Hu-Jun, LEI Qun-Fang, HU Xiao-Huan, XUAN Gui-Da, FANG Wen-Jun. Theoretical Calculations on 1-Substituted-2-aminobenzimidazole Derivatives and Studies on Quantitative Structure-activity Relationship (QSAR) [J]. Acta Chimica Sinica, 2011, 69(04): 399-404.
[5]	LONG Ping. Analysis of Regression and Grey Relational Degree of Uniform Design on Composition of RuIrSnLa/Ti Metallic-oxide Anode Coatings [J]. Acta Chimica Sinica, 2009, 67(12): 1325-1330.
[6]	. Research on the Bioconcentration Factors of Organic Pollutants with Topological Indices and Artificial Neural Network [J]. Acta Chimica Sinica, 2008, 66(19): 2093-2098.
[7]	Li Liu. Application of Electrotopological State Index for Atom Type to the Study of Aliphatic Alcohol Toxicity Prediction [J]. Acta Chimica Sinica, 2008, 66(16): 1873-1878.
[8]	CHEN Liang¹; YAO Jian-Hua²; YUAN Li-Ping; CAO Jin; HUANG Ying^2;XIE Wei²; NI Chang-Chun; SHEN Zhou; LI Xiu-Li; ZHANG Yi-Bin^{. Synthesis and Molecular Design of Acetophenone Oxime Derivatives Based on Quantitative Structure-Activity Relationship [J]. Acta Chimica Sinica, 2007, 65(22): 2583-2591.}
[9]	YAN Xiu-Fen; SHU Yuan-Jie²; WANG Lian-Jun; XIAO He-Ming*^,1. DFT Study on Nitroaromatics Toxicity to Golden Orfe Fish [J]. Acta Chimica Sinica, 2007, 65(17): 1789-1796.
[10]	MEI Hu^1,2, ZHOU Yuan, LIAO Zhi-Hua³, LI Zhi-Liang^,1,2. Study on Quantitative Structure-Activity Relationships of HLA-A0201 Restrictive CTL Epitopes [J]. Acta Chimica Sinica, 2006, 64(9): 949-952.
[11]	ZHOU Peng^1,2, TIAN Fei-Fei^1,3, LI Bo, WU Shi-Rong, LI Zhi-Liang*^,1,2,3. Genetic Algorithm-Based Virtual Screening of Combinative Mode for Peptide/Protein [J]. Acta Chimica Sinica, 2006, 64(7): 691-697.
[12]	SI Hong-Zong^1,2, YAO Xiao-Jun, LIU Huan-Xiang, WANG Jie, LI Jia-Zhong, HU Zhi-De*^,1, LIU Man-Cang. Prediction of Binding Rate of Drug to Human Plasma Protein Based on Heuristic Method and Support Vector Machine [J]. Acta Chimica Sinica, 2006, 64(5): 415-422.
[13]	YAN Xiu-Fen, XIAO He-Ming, JU Xue-Hai, GONG Xue-Dong. QSAR Study of Nitroaromatic Compounds Toxicity to the Tetrahymena pyriformis* [J]. Acta Chimica Sinica, 2006, 64(5): 375-380.
[14]	LIANG Gui-Zhao^1,2,3, ZHOU Peng, ZHOU Yuan^1,2,3, ZHANG Qiao-Xia, LI Zhi-Liang^,1,2. New Descriptors of Aminoacids and Their Applications to Peptide Quantitative Structure-Activity Relationship* [J]. Acta Chimica Sinica, 2006, 64(5): 393-396.
[15]	WANG Bao-Lei, WANG Jian-Guo, MA Yi, LI Zheng-Ming*, LI Yong-Hong, WANG Su-Hua. Molecular Docking and 3D-QSAR Research of Amidines of KARI Inhibitor [J]. Acta Chimica Sinica, 2006, 64(13): 1373-1378.

基于氨基酸描述符SVHEHS的ACE抑制肽QSAR研究

QSAR Study on ACE Inhibitory Peptides Based on Amino Acids Descriptor SHVHES

PDF

Knowledge

Cited

Abstract

Cite this article

share this article

References

Related Articles 15

Recommended Articles

Metrics

Comments