Purification, identification and structural modelling of DPP-IV inhibiting peptides from barbel protein hydrolysate

Journal of Chromatography B: Analytical Technologies in the Biomedical and Life Sciences

Volumn 1008, Issue , 2016, Pages 260-269

  Sila, Assaad ^a,b   Alvarez, Oscar Martinez ^c   Haddar, Anissa ^a   Frikha, Fakher ^d   Dhulster, Pascal ^b   Nedjar Arroume, Naima ^b   Bougatef, Ali ^a  

^a UNIVERSITY OF SFAX   (Tunisia)

^b Cité scientifique   (France)

^c INSTITUTE OF FOOD SCIENCE   (Spain)

^d University of Sfax   (Tunisia)

Author keywords

Anti DPP IV peptides; FPLC; HPLC; LC MS MS; Purification; Structural modelling

Indexed keywords

HYDROLYSIS; PEPTIDES; PURIFICATION; SIZE EXCLUSION CHROMATOGRAPHY;

DOCKING SIMULATIONS; FPLC; HPLC; INHIBITORY ACTIVITY; INHIBITORY PEPTIDES; LC/MS/MS; PROTEIN HYDROLYSATE; STRUCTURAL MODELLING;

PROTEINS;

4 AMINO 7 TERT BUTYL 5 (4 CHLOROPHENYL)PYRAZOLO[3,4 D]PYRIMIDINE; 4 AMINO 7 TERT BUTYL 5 (4 METHYLPHENYL)PYRAZOLO[3,4 D]PYRIMIDINE; ALANINE; ARGININE; ASPARAGINE; ASPARTIC ACID; DIPEPTIDYL PEPTIDASE IV; DIPEPTIDYL PEPTIDASE IV INHIBITOR; FISH PROTEIN; GLUTAMIC ACID; GLUTAMINE; GLYCINE; LEUCINE; LYSINE; PROLINE; PROTEIN HYDROLYSATE; SF 4; UNCLASSIFIED DRUG; PEPTIDE;

AMINO ACID COMPOSITION; AMINO ACID SEQUENCE; ANIMAL CELL; ANIMAL TISSUE; ARTICLE; CONCENTRATION (PARAMETERS); CONCENTRATION RESPONSE; DRUG IDENTIFICATION; DRUG PURIFICATION; DRUG STRUCTURE; ENZYME INHIBITION; ENZYME SPECIFICITY; ENZYME SUBSTRATE; FAST PROTEIN LIQUID CHROMATOGRAPHY; FRACTIONATION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HYDROGEN BOND; HYDROLYSIS; IC50; IN VITRO STUDY; LIQUID CHROMATOGRAPHY; MOISTURE; MOLECULAR DOCKING; MOLECULAR WEIGHT; NONHUMAN; PRIORITY JOURNAL; PROTEIN ANALYSIS; PROTEIN DEGRADATION; PROTEIN STRUCTURE; PURIFICATION; TANDEM MASS SPECTROMETRY; CHEMICAL STRUCTURE; CHEMISTRY; ELECTROSPRAY MASS SPECTROMETRY; PROTEIN CONFORMATION; REVERSED PHASE LIQUID CHROMATOGRAPHY;

CHROMATOGRAPHY, HIGH PRESSURE LIQUID; CHROMATOGRAPHY, REVERSE-PHASE; DIPEPTIDYL-PEPTIDASE IV INHIBITORS; HYDROLYSIS; MODELS, MOLECULAR; PEPTIDES; PROTEIN CONFORMATION; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION;

EID: 84949506856     PISSN: 15700232     EISSN: 1873376X     Source Type: Journal    
DOI: 10.1016/j.jchromb.2015.11.054     Document Type: Article

References (41)

1. Pratley R.E., Salsali A. Inhibition of DPP-4: a new therapeutic approach for the treatment of type 2 diabetes. Curr. Med. Res. Opin. 2007, 23:919-931.
2. Creutzfeldt W., Nauck M. Gut hormones and diabetes mellitus. Diabetes Metab. Rev. 1992, 8:565-573.
3. Mentlein R. Therapeutic assessment of glucagon-like peptide-1 agonists compared with dipeptidyl peptidase IV inhibitors as potential antidiabetic drugs. Expert. Opin. Invest. Drugs 2005, 14:57-64.
4. Loster K., Zeilinger K., Schuppan D., Reutter W. The cisteine-rich region of dipeptidyl peptidase IV (CD26) is the collagen-binding site. Biochem. Biophys. Res. Commun. 1995, 217:341-348.
5. Cheng H.C., Abdel-Ghany M., Elble R.C., Pauli B.U. Lung endothelial dipeptidyl peptidase IV promotes adhesion and metastasis of rat breast cancer cells via tumour cell surface-associated fibronectin. J. Biol. Chem. 1998, 273:24207-24215.
6. Torimoto Y., Dang N.H., Vivier E., Tanaka T., Schlossman S.F., Morimoto C. Coassociation of CD26 (Dipeptidyl peptidase IV) with CD45 on the surface of human T lymphocytes. J. Immunol. 1991, 147:2514-2517.
7. Fleischer B. CD26: a surface protease involved in T-cell activation. Immunol. Today 1994, 15:180-184.
8. McIntosh C., Demuth H., Pospisilik J.A., Pederson R. Dipeptidyl peptidase IV inhibitors: how do they work as new antidiabeti agents. Regul. Pept. 2005, 128:159-165.
9. Mitani H., Takimoto M., Hughes E.T., Kimura M. Dipeptidyl peptidase IV inhibition improves impaired glucose tolerance in high-fat diet-fed rats: study using a Fischer 344 rat substrain deficient in its enzyme activity. Jpn. J. Pharmacol. 2002, 88:442-450.
10. O. Martinez-Alvarez, Hormone-like Peptides Obtained by Marine-protein Hydrolysis and Their Bioactivities. In Editor John Wiley & Sons, Ltd. Marine Proteins and Peptides: Biol. Activ. Appl. (2013) pp. 351-367.
11. Sila A., Sayari N., Balti R., Martinez-Alvarez O., Nedjar-Arroume N., Nasri M., Bougatef A. Biochemical and antioxidant properties of peptidic fraction of carotenoproteins generated from shrimp by-products by enzymatic hydrolysis. Food Chem 2014, 148:445-452.
12. Bougatef A., Nedjar-Arroume N., Ravallec-Plé R., Leroy Y., Guillochon D., Barkia A., Nasri M. Angiotensin I-converting enzyme (ACE) inhibitory activities of sardinelle (Sardinella aurita) by-products protein hydrolysates obtained by treatment with microbial and visceral fish serine proteases. Food Chem. 2008, 111:350-356.
13. Meisel H., FitzGerald R.J. Biofunctional peptides from milk proteins: mineral binding and cytomodulatory effects. Curr. Pharm. Des. 2003, 9:1289-1295.
14. Najafian L., Babji A.S. Production of bioactive peptides using enzymatic hydrolysis and identification antioxidative peptides from patin (Pangasius sutchi) sarcoplasmic protein hydolysate. J. Funct. Food 2014, 9:280-289.
15. Wang B., Gong Y.D., Li Z.R., Yu D., Chi C.F., Ma J.Y. Isolation and characterisation of five novel antioxidant peptides from ethanol-soluble proteins hydrolysate of spotless smooth hound (Mustelus griseus) muscle. J. Funct. Food 2014, 6:176-185.
16. Lee J.K., Jeon J.K., Byun H.G. Antihypertensive effect of novel angiotensin I-converting enzyme inhibitory peptide from chum salmon (Oncorhynchus keta) skin in spontaneously hypertensive rats. J. Funct. Food 2014, 7:381-389.
17. Hong J., Chen T.T., Hu P., Yang J., Wang S.Y. Purification and characterization of an antioxidant peptide (GSQ) from Chinese leek (Allium tuberosum Rottler) seeds. J. Funct. Food 2014, 10:144-153.
18. Nongonierma A.B., FitzGerald R.J. Dipeptidyl peptidase IV inhibitory and antioxidative properties of milk protein-derived dipeptides and hydrolysates. Peptides 2013, 39:57-163.
19. Tulipano G., Sibilia V., Caroli A.M., Cocchi D. Whey proteins as source of dipeptidyl dipeptidase IV (dipeptidyl peptidase-4) inhibitors. Peptides 2011, 32:835-838.
20. Lacroix I.M.E., Li-Chan E.C.Y. Evaluation of the potential of dietary proteins as precursors of dipeptidyl peptidase (DPP)-IV inhibitors by an in silico approach. J. Funct. Food 2012, 4:403-422.
21. Li-Chan E.C., Hunag S.L., Jao C.L., Ho K.P., Hsu K.C. Peptides derived from atlantic salmon skin gelatin as dipeptidyl-peptidase IV inhibitors. J. Agric. Food Chem. 2012, 60:973-978.
22. Huang S.L., Jao C.L., Ho K.P., Hsu K.C. Dipeptidyl-peptidase IV inhibitory activity of peptides derived from tuna cooking juice hydrolysates. Peptides 2012, 35:114-121.
23. Sila A., Martinez-Alvarez O., Bougatef A. Angiotensin-I-converting enzyme inhibitory and antioxidant activities of protein hydrolysate from muscle of barbel (Barbus callensis). J. Chem. 2013, Article No: 545303.
24. Sila A., Nedjar-Arroume N., Hedhili K., Chataigné G., Balti R., Nasri M., Dhulster P., Bougatef A. Antibacterial peptides from barbel muscle protein hydrolysates: activity against some pathogenic bacteria. LWT-Food Sci. Technol. 2014, 55:183-188.
25. Sila A., Hedhili K., Przybylski R., Ellouz-Chaabouni S., Dhulster P., Bougatef A., Nedjar-Arroume N. Antibacterial activity of new peptides from barbel protein hydrolysates and mode of action via a membrane damage mechanism against Listeria monocytogenes. J. Funct. Food 2014, 11:322-329.
26. Kembhavi A.A., Kulkarni A., Pant A. Salt-tolerant and thermostable alkaline protease from Bacillus subtilis NCIM No. 64. Appl. Biochem. Biotechnol. 1993, 38:83-92.
27. Adler-Nissen J. A review of food hydrolysis specific area. Enzymatic Hydrolysis of Food Proteins 1986, 57-109. Elsevier Appli Science Publishers, Copenhagen, Denmark.
28. Dathe M., Schumann M., Wieprecht T., Winkler A., Beyermann M., Krause E., Matsuzaki K., Murase O., Bienert M. Peptide helicity and membrane surface charge modulate the balance of electrostatic and hydrophobic interactions with lipid bilayers and biological membranes. Biochem 1996, 35:12612-12622.
29. Van-der-Ven C., Gruppen H., de Bont D.B.A., Voragen A.G.J. Optimization of the angiotensin converting enzyme inhibition by whey protein hydrolysates using response surface methodology. Int. Dairy J. 2002, 12:813-820.
30. Dong S., Zeng M., Wang D., Liu Z., Zhao Y., Yang H. Antioxidant and biochemical properties of protein hydrolysates prepared from Silver carp (Hypophthalmichthys molitrix). Food Chem. 2008, 107:1485-1493.
31. Benjakul S., Morrissey M.T. Protein hydrolysates from Pacific whiting solid wastes. J. Agric. Food Chem. 1997, 45:3423-3430.
32. J.W.P. Boots, Protein hydrolysates enriched in peptides inhibiting DPP-IV and their use, (2006) PCT Patent Application WO/2006/068480.
33. Nongonierma A.B., FitzGerald R.J. Dipeptidyl peptidase IV inhibitory properties of a whey protein hydrolysate: influence of fractionation, stability to simulated gastrointestinal digestion and food-drug interaction. Int. Dairy J. 2013, 32:33-39.
34. Uenishi H., Kabuki T., Seto Y., Serizawa A., Nakajima H. Isolation and identification of casein-derived dipeptidyl-peptidase 4 (DPP-4)-inhibitory peptide LPQNIPPL from gouda-type cheese and its effect on plasma glucose in rats. Int. Dairy J. 2012, 22:24-30.
35. Lacroix I.M.E., Li-Chan E.C.Y. Dipeptidyl peptidase-IV inhibitory activity of dairy protein hydrolysates. Int. Dairy J. 2012, 25:97-102.
36. Silveira S.T., Martínez-Maqueda D., Recio I., Hernández-Ledesma B. Dipeptidyl peptidase-IV inhibitory peptides generated by tryptic hydrolysis of a whey protein concentrate rich in β-lactoglobulin. Food Chem. 2013, 141:1072-1077.
37. Harnedy P.A., FitzGerald R.J. In vitro assessment of the cardioprotective, anti-diabetic and antioxidant potential of Palmaria palmata protein hydrolysates. J. Appl. Phycol. 2013, 25:1793-1803.
38. Hatanaka T., Inoue Y., Arima J., Kumagai Y., Usuki H., Kawakami K., Kimura M., Mukaihara T. Production of dipeptidyl peptidase IV inhibitory peptides from defatted rice bran. Food Chem. 2012, 34:797-802.
39. Velarde-Salcedo A.J., Barrera-Pacheco A., Lara-González S., Montero-Morán G.M., Díaz-Gois A., González de Mejia E. In vitro inhibition of dipeptidyl npeptidase IV by peptides derived from the hydrolysis of amaranth (Amaranthus hypochondriacus L .) proteins. Food Chem. 2013, 136:758-764.
40. Power O., Nongonierma A.B., Jakeman P., FitzGerald R.J. Food protein hydrolysates as a source of dipeptidyl peptidase IV inhibitory peptides for the management of type 2 diabetes. Proc. Nut. Soc. 2014, 73:34-46.
41. Nongonierma A.B., FitzGerald R.J. Inhibition of dipeptidyl peptidase IV (DPP-IV) by proline containing casein-derived peptides. J. Funct. Food 2013, 5:1909-1917.