Design of a highly potent inhibitory peptide acting as a competitive inhibitor of HMG-CoA reductase

Amino Acids

Volumn 43, Issue 5, 2012, Pages 2015-2025

  Pak, Valeriy V ^a   Koo, Minseon ^b   Kwon, Dae Young ^b   Yun, Lyubov ^a  

^a S Yu Yunusov Institute of the Chemistry of Plant Substances Uzbekistan Academy of Sciences   (Uzbekistan)

^b Korea Food Research Institute   (South Korea)

Author keywords

Turn conformation; Circular dichroism; Competitive inhibitor; Design; HMG CoA reductase; Peptides

Indexed keywords

ALANYLPHENYLALANYLGLYCYLTYROSYLVALYLALANYLGLUTAMIC ACID; ASPARTYLPHENYLALANYLGLYCYLTYROSYLVALYLALANYLGLUTAMIC ACID; GLUTAMYLPHENYLALANYLGLYCYLTYROSYLVALYLALANYLGLUTAMIC ACID; GLYCYLPHENYLALANYLGLYCYLTYROSYLVALYLALANYLGLUTAMIC ACID; HYDROXYMETHYLGLUTARYL COENZYME A REDUCTASE INHIBITOR; ISOLEUCYLALANYLVALYLPROLYLGLYCYLGLUTAMYLVALYLALANINE; ISOLEUCYLALANYLVALYLPROLYLTHREONYLGLYCYLVALYLALANINE; ISOLEUCYLPHENYLALANYLGLYCYLTYROSYLVALYLALANYLGLUTAMIC ACID; LEUCYLPHENYLALANYLGLYCYLTYROSYLVALYLALANYLGLUTAMIC ACID; LEUCYLPROLYLTYROSYLPROLINE; PHENYLALANYLPHENYLALANYLGLYCYLTYROSYLVALYLALANYLGLUTAMIC ACID; PROLYLPHENYLALANYLGLYCYLTYROSYLVALYLALANYLGLUTAMIC ACID; SERYLPHENYLALANYLGLYCYLTYROSYLVALYLALANYLGLUTAMIC ACID; SERYLPHENYLALANYLGLYCYLTYROSYLVALYLALANYLGLYCINE; THREONYLPHENYLALANYLGLYCYLTYROSYLVALYLALANYLGLUTAMIC ACID; UNCLASSIFIED DRUG; VALYLPHENYLALANYLGLYCYLTYROSYLVALYLALANYLGLUTAMIC ACID;

AMINO ACID SEQUENCE; AMINO TERMINAL SEQUENCE; ARTICLE; CIRCULAR DICHROISM; COMPETITIVE INHIBITION; CONFORMATIONAL TRANSITION; CONTROLLED STUDY; CRYSTAL STRUCTURE; DRUG DESIGN; DRUG ISOLATION; DRUG POTENCY; DRUG SCREENING; DRUG STRUCTURE; DRUG SYNTHESIS; ENZYME INHIBITOR INTERACTION; ENZYME KINETICS; INHIBITION KINETICS; MOLECULAR DYNAMICS; PRIORITY JOURNAL;

AMINO ACID SEQUENCE; ANTICHOLESTEREMIC AGENTS; BINDING, COMPETITIVE; CIRCULAR DICHROISM; DRUG DESIGN; HUMANS; HYDROXYMETHYLGLUTARYL COA REDUCTASES; HYDROXYMETHYLGLUTARYL-COA REDUCTASE INHIBITORS; KINETICS; MODELS, MOLECULAR; MOLECULAR CONFORMATION; MOLECULAR SEQUENCE DATA; PEPTIDES; SOLID-PHASE SYNTHESIS TECHNIQUES; SOLUTIONS; SOYBEAN PROTEINS; STRUCTURE-ACTIVITY RELATIONSHIP;

GLYCINE MAX;

EID: 84868136182     PISSN: 09394451     EISSN: 14382199     Source Type: Journal    
DOI: 10.1007/s00726-012-1276-0     Document Type: Article

References (28)

1. Becker OM (1997) Geometric versus topological clustering: an insight into conformational mapping. Proteins 27:213-226 (Pubitemid 27113717)
2. Beker OM, Levy Y, Ravitz O (2000) Flexibility, conformation space, and bioactivity. J Phys Chem 104:2123-2135
3. Bradford MM (1976) A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein dye-binding. Anal Biochem 72:248-254
4. Burkert U, Allinger NL (1982) Molecular mechanics. ACS Monograph N. 177. ACS, Washington
5. Deedwania P, Singh V, Davidson MH (2009) Low high-density lipoprotein cholesterol and increased cardiovascular disease risk: an analysis of statin clinical trials. Am J Cardiol 104:3E-9E
6. Dewar MJS, Zoebish EG, Healy EF, Stewart JJP (1985) Development and use of quantum mechanical molecular models. 76. AM1: a new general purpose quantum mechanical molecular model. J Am Chem Soc 107:3902-3909
7. Endo A (1992) The discovery and development of HMG-CoA reductase inhibitors. J Lipid Res 33:1569-1582
8. Fields CG, Lloyd DH, Macdonald RL, Otteson KM, Noble RL (1991) HBTU activation for automated Fmoc solid-phase peptide synthesis. Pept Res 4:95-101
9. Fisher R (1935) The design of experiments. Oxford University Press, Oxford
10. Gunasekaran K, Gomathi L, Ramakrishman C, Chandrasekhar J, Balaram P (1998) Conformational interconversions in peptide b-turns: analysis of turns in proteins and computational estimates of barriers. J Mol Biol 284:1505-1516 (Pubitemid 28566084)
11. Istvan E (2003) Statin inhibition of HMG-CoA reductase: a 3-dimensional view. Atheroscler Suppl 4:3-8 (Pubitemid 38234501)
12. Johnson WC Jr (1990) Protein secondary structure and circular dichroism: a practical guide. Protein Struct Funct Genet 7:205-214
13. Kalazsi A, Farkas O (2003) Lead conformer prediction based on a library of flexible molecules. J Mol Struct (Theochem) 666-667:645-649
14. Karle IL, Karle J (1963) An application of a new phase determination procedure to the structure of cyclo(hexaglycyl) hemihydrate. Acta Crystallogr 16:969-975
15. Kollman PA (1996) Advances and continuing challenges in achieving realistic and predictive simulations of the properties of organic and biological molecules. Acc Chem Res 29:461-469
16. Krittanai C, Johnson WC Jr (1997) Correcting the circular dichroism spectra of peptides for contributions of absorbing side chains. Anal Biochem 253:57-64 (Pubitemid 27490605)
17. Kwon DY, Oh SW, Lee JS, Yang HJ, Lee SH, Lee JH, Lee YB, Sohn HS (2002) Amino acid substitution of hypocholesterolemic peptides originated from glycinin hydrolyzate. Food Sci Bio-technol 11:55-61
18. Pak VV, Koo M, Kasimova TD, Kwon DY (2004) Conformation analysis of Ile-Ala-Val-Pro peptide and its derivatives by circular dichroism. Chem Nat Compd 40:398-404 (Pubitemid 40938331)
19. Pak VV, Koo M, Lee N, Lee JS, Kasimova TD, Kwon DY (2005a) Isolation and identification of hypocholesterolemic peptide from 11S globulin of soy protein. Chem Nat Compd 41:710-714
20. Pak VV, Koo M, Lee N, Lee JS, Kasimova TD, Kwon DY (2005b) Structure-activity relationship of Ile-Ala-Val-Pro peptide and its derivatives by using semi-empirical AM1 method. Chem Nat Compd 41:454-460 (Pubitemid 41618584)
21. Pak VV, Kim SH, Koo M, Lee N, Shakhidoyatov KM, Kwon DY (2006) Peptide design of a competitive inhibitor for HMG-CoA reductase based on statin structure. Biopolymers (Pept Sci) 84:586-594 (Pubitemid 44935258)
22. Pak VV, Koo M, Yun LM, Kwon DY (2007) Recognized sequence and conformation in design of linear peptides as a competitive inhibitor for HMG-CoA reductase. J Mol Recognit 20:197-203 (Pubitemid 47075116)
23. Pak VV, Koo M, Kim MJ, Yang HJ, Yun L, Kwon DY (2008) Modeling an active conformation for linear peptides and design of a competitive inhibitor for HMG-CoA reductase. J Mol Recognit 21:224-232 (Pubitemid 352019052)
24. Payne JW, Marshall NJ, Grail BM, Gupta S (2002) Conformer profiles and biological activities of peptides. Curr Org Chem 6:1221-1246 (Pubitemid 35331195)
25. Perkin Elmer (1995) Introduction to cleavage techniques. Perkin Elmer Cooperation, Foster City
26. Rader DJ (2003) Regulation of reverse cholesterol transport and clinical implications. Am J Cardiol 92:42-49
27. Segel IH (1976) Biochemical calculations. Wiley, New York
28. Voet D, Voet JG (1990) Biochemistry. Wiley, New York, pp 330-340