Release of angiotensin I-converting enzyme inhibitory peptides from flaxseed (linum usitatissimum L.) protein under simulated gastrointestinal digestion

Journal of Agricultural and Food Chemistry

Volumn 59, Issue 17, 2011, Pages 9596-9604

  Marambe, Harsha K ^a   Shand, Phyllis J ^a   Wanasundara, Janitha P D ^a,b  

^a UNIVERSITY OF SASKATCHEWAN   (Canada)

^b SASKATOON RESEARCH CENTRE   (Canada)

Author keywords

angiotensin I converting enzyme; de novo sequencing; dialysate; dynamic model; Flaxseed; Linum usitatissimum L.; peptide; retentate; simulated gastrointestinal digestion; static model

Indexed keywords

ANGIOTENSIN I-CONVERTING ENZYME; DE NOVO SEQUENCING; DIALYSATES; FLAXSEED; GASTROINTESTINAL DIGESTION; LINUM USITATISSIMUM; RETENTATE; STATIC MODEL;

ABSORPTION; DYNAMIC MODELS; ENZYMES; OILSEEDS; PEPTIDES;

FLAX;

DIPEPTIDYL CARBOXYPEPTIDASE INHIBITOR; PEPTIDE FRAGMENT; PEPTIDE HYDROLASE; VEGETABLE PROTEIN;

AMINO ACID SEQUENCE; ANIMAL; ARTICLE; CHEMISTRY; DIGESTION; ENZYMOLOGY; FLAX; GASTROINTESTINAL TRACT; INTESTINE ABSORPTION; METABOLISM; SWINE;

AMINO ACID SEQUENCE; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; ANIMALS; DIGESTION; FLAX; GASTROINTESTINAL TRACT; INTESTINAL ABSORPTION; PEPTIDE FRAGMENTS; PEPTIDE HYDROLASES; PLANT PROTEINS; SWINE;

LINUM USITATISSIMUM;

EID: 80052581797     PISSN: 00218561     EISSN: 15205118     Source Type: Journal    
DOI: 10.1021/jf202000e     Document Type: Article

References (48)

1. Coskuner, Y.; Karababa, E. Some physical properties of flaxseed (Linum usitatissimum L.) J. Food Eng. 2007, 78, 1067-1073
2. Collins, T. F. X.; Sprando, R. L.; Black, T. N.; Olejnik, N.; Wiesenfeld, P. W.; Babu, U. S.; Bryant, M.; Flynn, T. J.; Ruggles, D. I. Effects of flaxseed and defatted flaxseed meal on reproduction and development in rats Food Chem. Toxicol. 2003, 41, 819-834 (Pubitemid 36555887)
3. Jenkins, D. J. A.; Kendall, C. W. C.; Vidgen, E.; Agarwal., S.; Rao, A. V.; Rosenberg, R. S.; Diamandis, E. P.; Novokmet, R.; Mehling, C. C.; Perera, T.; Griffin, L. C.; Cunnane, S. C. Health aspects of partially defatted flaxseed including effects on serum lipids, oxidative measures, and ex vivo androgen and progestin activity; a controlled crossover trial Am. J. Clin. Nutr. 1999, 69, 395-402 (Pubitemid 29104558)
4. Bloedon, L. T.; Szapary, P. O. Flaxseed and cardiovascular risk Nutr. Rev. 2004, 62, 18-27 (Pubitemid 38199350)
5. Prasad, K. Hypocholesterolemic and antiatherosclerotic effect of flax lignan complex isolated from flaxseed Atherosclerosis 2005, 179, 269-275 (Pubitemid 40364620)
6. Sano, T.; Oda, E.; Yamashita, T.; Shiramasa, H.; Ijiri, Y.; Yamshita, T.; Yamamoto, J. Antithrombic and anti-atherogenic effects of partially defatted flaxseed meal using a laser-induced thrombosis test in apolipoprotein E and low-density lipoprotein receptor deficient mice Blood Coagul. Fibrinolysis 2003, 14, 707-712
7. Flax Council of Canada Web: http://www.flaxcouncil.ca (accessed April, 2010).
8. Ameriflax Web: http://www.ameriflax.com (accessed April, 2010).
9. Cheung, H. S.; Wang, F. L.; Ondetti, M. A.; Sabo, E. F.; Cushman, D. W. Binding of peptide substrates and inhibitors of angiotensin-converting enzyme. Importance of the COOH-terminal dipeptide sequence J. Biol. Chem. 1980, 255, 401-407
10. Megias, C.; Yust, M. D. M.; Pedroche, J.; Lquari, H.; Giron-Calle, J.; Alaiz, M.; Millan, F.; Vioque, J. Purification of an ACE inhibitory peptide after hydrolysis of sunflower (Helianthus annus L.) protein isolates J. Agric. Food Chem. 2004, 52, 1928-1932
11. Vermeirssen, V.; Camp, J. V.; Verstraete, W. Fractionation of angiotensin I converting enzyme inhibitory activity from pea and whey protein in vitro gastrointestinal digests J. Sci. Food Agric. 2005, 85, 399-405 (Pubitemid 40198989)
12. Lo, W. M. Y.; Farnworth, E. R.; Li-Chan, E. C. Y. Angiotensin I-converting enzyme inhibitory activity of soy protein digests in a dynamic model system simulating the upper gastrointestinal tract J. Food Sci. 2006, 71, S231-S237
13. Majumder, K.; Wu, J. Angiotensin I converting enzyme inhibitory peptides from simulated in vitro gastrointestinal digestion of cooked eggs J. Agric. Food Chem. 2009, 57, 471-477
14. Marambe, P. W. M. L. H. K.; Shand, P. J.; Wanasundara, J. P. D. An in vitro investigation of selected biological activities of hydrolyzed flaxseed (Linum usitatissimum L.) proteins J. Am. Oil Chem. Soc. 2008, 85, 1155-1164
15. Udenigwe, C. C.; Lin, Y. S.; Hou, W. C.; Aluko, R. E. Kinetics of the inhibition of renin and angiotensin I-converting enzyme by flaxseed protein hydrolysate fractions J. Funct. Foods 2009, 1, 199-207
16. Udenigwe, C. C.; Aluko, R. E. Antioxidant and angiotensin converting enzyme-inhibitory properties of a flaxseed protein-derived high fischer ratio peptide mixture J. Agric. Food Chem. 2010, 58, 4762-4768
17. Wu, J.; Muir, A. D.; Aluko, R. E. ACE inhibitory peptides from plant materials. U.S. Patent, WO 2004/057976.
18. AOAC. Official Methods of Analysis, 15 th ed.; Association of Official Analytical Chemists: Washington, DC, 1990.
19. Llames, C. R.; Fontaine, J. Determination of amino acids in feeds: collaborative study J. AOAC Int. 1994, 77, 1362-1402
20. United States Pharmacopeia. Simulated Gastric Fluid and Simulated Intestinal Fluid. The United States Pharmacopeia 23, The National Formulary 18; The United States Pharmacopeial Convention, Inc.: Rockville, MD, 1995; p 2053.
21. Savoie, L.; Gauthier, S. F. Dialysis cell for the in vitro measurement of the protein digestibility J. Food Sci. 1986, 51, 494-498
22. Wanasundara, P. K. J. P. D.; Amarowicz, R.; Peg, R. B.; Shand, P. J. Preparation and characterization of hydrolyzed proteins from defibrinated bovine plasma J. Food Sci. 2002, 67, 623-630 (Pubitemid 34294154)
23. Adler-Nissen, J. Enzymic Hydrolysis of Food Proteins; Elsevier Applied Science Publishers Ltd.: Barking, Essex, United Kingdom, 1986.
24. Wanasundara, P. K. J. P. D.; Ross, A. R. S.; Amarowicz, R.; Ambrose, S. J.; Pegg, R. B.; Shand, P. J. Peptides with angiotensin I-converting enzyme (ACE) inhibitory activity from defibrinated, hydrolyzed bovine plasma J. Agric. Food Chem. 2002, 50, 6981-6988 (Pubitemid 35332771)
25. World Health Organization. Technical Report Series 724. Energy and protein requirements. Report of a Joint FAO/WHO/UNU Expert Consultation; World Health Organization: Geneva, 1985.
26. Chung, M. W.Y.; Lei, B.; Li-Chan, E. C. Y. Isolation and structural characterization of the major protein fraction from NorMan flaxseed (Linum usitatissimum L.) Food Chem. 2005, 90, 271-279 (Pubitemid 39298811)
27. Oomah, B. D.; Mazza, G. Flaxseed proteins - A review Food Chem. 1993, 48, 109-114
28. Oomah, B. D.; Mazza, G. Bioactive components in flaxseed; occurrence and health benefits. In Phytochemicals and Phytopharmaceuticals; Shahidi, F.; Ho, C. T., Eds.; AOCS Press: Champaign, 2000; pp 105-120.
29. Maxwell, A. J.; Cooke, P. J. Cardiovascular effect of L-arginine Curr. Opin. Nephrol. Hypertens. 1998, 7, 63-70
30. Kritchevsky, D.; Tepper, S. A.; Czarnecki, S. K.; Klurfeld, D. M. Atherogenicity of animal and vegetable protein. Influence of the lysine to arginine ratio Atherosclerosis 1982, 41, 429-431 (Pubitemid 12213374)
31. Gauthier, S. F.; Vachon, C.; Savoie, L. Enzymatic conditions of an in vitro method to study protein digestion J. Foods Sci. 1986, 51, 960-964
32. Savoie, L.; Charbonneau, R. Specific role of endopeptidases in modulating the nature of protein digestion products Plant Foods Hum. Nutr. 1990, 40, 233-242
33. Gas, J.; Vora, H.; Hoffman, A. F.; Gray, G. M.; Khosla, C. Enhancement of dietary protein digestion by conjugated bile acids Gastroentrology 2007, 133, 16-23 (Pubitemid 47031127)
34. Cushman, D. W.; Wang, F. L.; Fung, W. C.; Grover, G. J.; Harvey, C. M.; Scalese, R. J.; Mitch, S. L.; DeForrest, J. M. Comparisons in vitro, ex vivo and in vivo of the actions of seven structurally diverse inhibitors of angiotensin converting enzyme (ACE) Br. J. Clin. Pharmacol. 1989, 28, 115S-131S (Pubitemid 19270093)
35. Saovie, L. Digestion and absorption of food: Usefulness and limitations of in vitro models Can. J. Physiol. Pharmacol. 1994, 72, 407-414
36. Barbana, C.; Boye, J. I. Angiotensin I-converting enzyme inhibitory activity of chickpea and pea protein hydrolysates Food Res. Int. 2010, 43, 1642-1649
37. Pihlanto-Leppala, A.; Koskinen, P.; Piilola, K.; Tupasela, T.; Korhonen, H. Angiotensin I-converting enzyme inhibitory properties of whey protein digests: Concentration and characterization of active peptides J. Dairy Res. 2000, 67, 53-64 (Pubitemid 30104846)
38. Akillioglu, H. G.; Karakaya, S. Effects of heat treatment and in vitro digestion on the angiotensin converting enzyme inhibitory activity of some legume species Eur. Food Res. Technol. 2009, 229, 915-921
39. Pripp, A. H.; Isaksson, T.; Stepaniak, L.; Sørhaug, T. Quantitative structure-activity relationship modelling of ACE-inhibitory peptides derived from milk proteins Eur. Food Res. Technol. 2004, 219, 579-583 (Pubitemid 39633390)
40. Vermeirssen, V.; Camp, J. V.; Verstraete, W. Bioavailability of angiotensin I-converting enzyme inhibitory peptides Br. J. Nutr. 2004, 92, 357-366 (Pubitemid 40277058)
41. Gauthier, S. F.; Vachon, C.; Jones, J. D.; Savoie, L. Assessment of protein digestibility by in vitro enzymatic hydrolysis with simultaneous dialysis J. Nutr. 1982, 112, 1718-1725 (Pubitemid 13246889)
42. Ekmekcioglu, C. A physiological approach for preparing and conducting intestinal bioavailability studies using experimental systems Food Chem. 2002, 76, 225-230 (Pubitemid 34088099)
43. Shimizu, M. Food-derived peptides and intestinal functions Biofactors 2004, 21, 43-47 (Pubitemid 40921824)
44. Toumilehto, J.; Lindstrom, J.; Hyyrynen, J.; Korpela, R.; Karhunen, M. L.; Mikkola, L.; Jauhiainen, T.; Seppo, L.; Nissinen, A. Effect of ingesting sour milk fermented using Lactobacillus helveticus bacteria producing tripeptides on blood pressure in subjects with mild hypertension J. Hum. Hypertens. 2004, 18, 795-802 (Pubitemid 39530092)
45. Platerink, C. J. V.; Janssen, H. G. M.; Horsten, R.; Haverkamp, J. Quantification of ACE inhibiting peptides in human plasma using high performance liquid chromatography-mass spectrometry J. Chromatogr. B 2006, 830, 151-157 (Pubitemid 41831401)
46. Quiros, A.; Davalos, A.; Lasuncion, M. A.; Ramos, M.; Recio, I. Bioavailability of the antihypertensive peptide LHLPLP: Transepithelial flux of HLPLP Int. Dairy J. 2008, 18, 279-286 (Pubitemid 350176662)
47. Sun, H.; Liu, D.; Li., S.; Qin, Z. Transepithelial transport characteristics of the antihypertensive peptide, Lys-Val-Leu-Pro-Val-Pro, in human intestinal caco-2 cell monolayers Biosci. Biotechnol. Biochem. 2009, 73, 293-298
48. Shimizu, K.; Sato, M.; Zhangs, Y.; Kouguchi, T.; Takahata, Y.; Morimatsu, F.; Shmizu, M. The bioavailable octapeptide Gly-Ala-Hyp-Gly-Leu-Hyp-Gly-Pro stimulates nitric oxide synthesis in vascular endothelial cells J. Agric. Food Chem. 2010, 58, 6960-6965