Biochemical and mass spectrometry recognition of phospholipid-peptide complexes in wheat sprouts extract

Journal of Peptide Science

Volumn 17, Issue 11, 2011, Pages 744-750

  Perni, Stefano ^a   Calzuola, Isabella ^b   Gianfranceschi, Gian Luigi ^b   Giavarini, Flavio ^c   Lucci, Paolo ^d   Pacetti, Deborah ^e   Frega, Natale Giuseppe ^e   Marsili, Valeria ^a  

^a UNIVERSITY OF PERUGIA   (Italy)

^b Centro Eccellenza Materiali Innovativi Strutturati (CEMIN)   (Italy)

^c UNIVERSITY OF MILAN   (Italy)

^d PONTIFICIA UNIVERSIDAD JAVERIANA   (Colombia)

^e UNIVERSITÀ POLITECNICA DELLE MARCHE   (Italy)

Author keywords

Bioactive peptides; Peptide phospholipid complex; Phospholipids; Wheat sprout

Indexed keywords

ACETONE; LYSOPHOSPHATIDYLCHOLINE; PEPTIDE; PHOSPHATIDYLCHOLINE; PHOSPHOLIPID; POLYPHENOL DERIVATIVE;

ARTICLE; MASS SPECTROMETRY; PRIORITY JOURNAL; REVERSED PHASE HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; THIN LAYER CHROMATOGRAPHY; WHEAT;

CHROMATOGRAPHY, HIGH PRESSURE LIQUID; CHROMATOGRAPHY, THIN LAYER; MOLECULAR WEIGHT; PEPTIDES; PHOSPHOLIPIDS; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION; TANDEM MASS SPECTROMETRY; TRITICUM;

TRITICUM AESTIVUM;

EID: 80054968451     PISSN: 10752617     EISSN: 10991387     Source Type: Journal    
DOI: 10.1002/psc.1397     Document Type: Article

References (28)

1. Shaji J, Patole V. Protein and peptide drug delivery: oral approaches. Indian J. Pharm. Sci. 2008; 70: 269-277.
2. Fricker G, Kromp T, Wendel A, Blume A, Zirkel J, Rebmann H, Setzer C, Quinkert R-O, Martin F, Müller-Goymann C. Phospholipids and lipid-based formulations in oral drug delivery. Pharm. Res. 2010; 27: 1469-1486.
3. Cui F, Shi K, Zhang L, Tao A, Kawashima Y. Biodegradable nanoparticles loaded with insulin-phospholipid complex for oral delivery: preparation, in vitro characterization and in vivo evaluation. J. Control. Release 2006; 114: 242-250.
4. Wang T, Wang N, Hao A, He X, Li T, Deng Y. Lyophilization of water-in-oil emulsions to prepare phospholipid-based anhydrous reverse micelles for oral peptide delivery. Eur. J. Pharm. Sci. 2010; 39: 373-379.
5. Vanloo B, Demoor L, Boutillon C, Lins L, Brasseur R, Baert J, Fruchart JC, Tartar A, Rosseneu M. Association of synthetic peptide fragments of human apolipoprotein A-I with phospholipids. J. Lipid Res. 1995; 36: 1686-1696.
6. Labeur C, Lins L, Vanloo B, Baert J, Brasseur R, Rosseneu M. Design of a new class of amphipathic helical peptides for the plasma apolipoproteins that promote cellular cholesterol efflux but do not activate LCAT. Arterioscler, Thromb. Vasc. Biol. 1997; 17: 580-588.
7. Tabet F, Remaley AT, Segaliny AI, Millet J, Yan L, Nakhla S, Barter PJ, Rye KA, Lambert G. The 5A apolipoprotein A-I mimetic peptide displays antiinflammatory and antioxidant properties in vivo and in vitro. Arterioscler. Thromb. Vasc. Biol. 2010; 30: 246-252.
8. Liu A, Lou H, Zhao L, Fan P. Validated LC/MS/MS assay for curcumin and tetrahydrocurcumin in rat plasma and application to pharmacokinetic study of phospholipids complex of curcumin. J. Pharm. Biomed. Anal. 2006; 40: 720-727.
9. Provinciali M, Papalini F, Orlando F, Pierpaoli S, Donnini A, Morazzoni P, Riva A, Smorlesi A. Effect of the silybin-phosphatidylcholine complex (IdB 1016) on the development of mammary tumors in HER-2/neu transgenic mice. Cancer Res. 2007; 67: 2022-2029.
10. Xiong J, Guo J, Huang L, Meng B, Ping Q. The use of lipid-based formulations to increase the oral bioavailability of Panax Notoginseng saponins following a single oral gavage to rats. Drug Dev. Ind. Pharm. 2008; 34: 65-72.
11. Mancinelli L, Chillemi F, Cardellini E, Marsili V, Giavarini F, De Angelis L, Lugaro G, Gianfranceschi GL. Molecular models of acidic peptides from pea bud chromatin and seminal plasma. Divalent cations-mediated interaction with DNA. Biol. Chem. 1999; 380: 31-40.
12. Calzuola I, Giavarini F, Sassi P, De Angelis L, Gianfranceschi GL, Marsili V. Short acidic peptides isolated from wheat sprout chromatin and involved in the control of cell proliferation. Characterization by infrared spectroscopy and mass spectrometry. Peptides 2005; 26: 2074-2085.
13. Mancinelli L, De Angelis PM, Annulli L, Padovini V, Elgjo K, Gianfranceschi GL. A class of DNA-binding peptides from wheat bud causes growth inhibition, G2 cell cycle arrest and apoptosis induction in HeLa cells. Mol. Cancer 2009; 55: 31-38.
14. Calzuola I, Gianfranceschi GL, Marsili V. Comparative activity of antioxidants from wheat sprouts, Morinda citrifolia, fermented papaya and white tea. Int. J. Food Sci. Nutr. 2006; 57: 168-177.
15. Bruni R, Gianfranceschi GL, Koch G. On peptide de novo sequencing: a new approach. J. Pept. Sci. 2005; 11: 225-234.
16. Malavolta M, Bocci F, Boselli E, Frega NG. Normal phase liquid chromatography-electrospray ionization, tandem mass spectrometry analysis of phospholipid molecular species in blood mononuclear cells: application to cystic fibrosis. J. Chromatogr. B 2004; 810: 173-186.
17. Pacetti D, Boselli E, Lucci P, Frega NG. Simultaneous analysis of glycolipids and phospholids molecular species in avocado (Persea americana Mill) fruit. J Chromatogr. A. 2007; 1150: 241-251.
18. Calzuola I, Marsili V, Gianfranceschi GL. Synthesis of antioxidants in wheat sprouts. J. Agric. Food. Chem. 2004; 52: 5201-5206.
19. Marsili V, Calzuola I, Gianfranceschi GL. Nutritional relevance of wheat sprouts containing high levels of organic phosphates and antioxidant compounds. J. Clin. Gastroenterol. 2004; 38: 123-126.
20. Amici M, Bonfili L, Spina M, Cecarini V, Calzuola I, Marsili V, Angeletti M, Fioretti E, Tacconi R, Gianfranceschi GL, Eleuteri AM. Wheat sprout extract induces changes on 20S proteasomes functionality. Biochimie 2008; 90: 790-801.
21. Bonfili L, Amici M, Cecarini V, Cuccioloni M, Tacconi R, Angeletti M, Fioretti E, Keller JN, Eleuteri AM. Wheat sprout extract-induced apoptosis in human cancer cells by proteasomes modulation. Biochimie 2009; 91: 1131-1144.
22. Li Y, Heitz F, Le Grimellec C, Cole B. Hydrophobic component in noncovalent binding of fusion peptide to lipids as observed by electrospray mass spectrometry. Rapid Commun. Mass Spectrom. 2004; 18: 135-137.
23. Chen S, Subbaiah PV. Phospholipid and fatty acid specificity of endothelial lipase: potential role of the enzyme in the delivery of docosahexaenoic acid (DHA) to tissues. Biochim. Biophys. Acta 2007; 1771: 1319-1328.
24. Li Y, Heitz F, Le Grimellec C, Cole B. Fusion peptide-phospholipid non covalent interaction as observed by nanoelectrospray FTICR-MS. Anal. Chem. 2005; 77: 1556-1565.
25. de Brouwer APM, Versluis C, Westerman J, Roelofsen B, Heck AJR, Wirtz KWA. Determination of the stability of the noncovalent phospholipid transfer protein-lipid complex by electrospray time-of-flight mass spectrometry. Biochemistry 2002; 41: 8013-8018.
26. Mendez MA, Prudent M, Su B, Girault HH. Peptide-phospholipid complex formation at liquid-liquid interfaces. Anal. Chem. 2008; 80: 9499-9500.
27. Tu H, Hsuchou H, Kastin AJ, Wu X, Pan W. Unique leptin trafficking by a tailless receptor. FASEB J. 2010; 24: 2281-91.
28. Pan W, Yu C, Hsuchou H, Kastin AJ. The role of cerebral vascular NFkappaB in LPSinduced inflammation: differential regulation of efflux transporter and transporting cytokine receptors. Cell Physiol. Biochem. 2010; 25: 623-630.