Blocking peptides decrease tissue transglutaminase processing of gliadin in vitro

Journal of Agricultural and Food Chemistry

Volumn 57, Issue 21, 2009, Pages 10150-10155

  Hoffmann, Karolina ^c   Alminger, Marie ^c   Andlid, Thomas ^c   Chen, Tingsu ^a,b   Olsson, Olof ^a   Sandberg, Ann Sofie ^c  

^a UNIVERSITY OF GOTHENBURG   (Sweden)

^b Academic Health Center   (United States)

^c CHALMERS UNIVERSITY OF TECHNOLOGY   (Sweden)

Author keywords

Celiac disease; Gliadin; Synthetic peptides; Time resolved fluorescence; Tissue transglutaminase

Indexed keywords

ENZYME INHIBITOR; GLIADIN; PEPTIDE; PROTEIN GLUTAMINE GAMMA GLUTAMYLTRANSFERASE;

AMINO ACID SEQUENCE; ANIMAL; ARTICLE; CHEMISTRY; DRUG ANTAGONISM; GUINEA PIG; MOLECULAR GENETICS; PROTEIN PROCESSING; SYNTHESIS;

AMINO ACID SEQUENCE; ANIMALS; ENZYME INHIBITORS; GLIADIN; GUINEA PIGS; MOLECULAR SEQUENCE DATA; PEPTIDES; PROTEIN PROCESSING, POST-TRANSLATIONAL; TRANSGLUTAMINASES;

EID: 70449120708     PISSN: 00218561     EISSN: None     Source Type: Journal    
DOI: 10.1021/jf902268z     Document Type: Article

References (38)

1. (1) Fasano, A.; Berti, I.; Gerarduzzi, T.; Not, T.; Colletti, R. B.; Drago, S.; Elitsur, Y.; Green, P. H.; Guandalini, S.; Hill, I. D.; Pietzak, M.; Ventura, A.; Thorpe, M.; Kryszak, D.; Fornaroli, F.; Wasserman, S. S.; Murray, J. A.; Horvath, K. Prevalence of celiac disease in atrisk and not-at-risk groups in the United States: a large multicenter study, Arch. Intern. Med. 2003, 163, 286-292 (Pubitemid 36183856)
2. van Heel, D. A.; West, J. Recent advances in coeliac disease. Gut 2006, 55, 1037-1046
3. Sollid, L. M., Coeliac disease: dissecting a complex inflammatory disorder. Nat Rev. Immunol. 2002, 2, 647-655
4. Dieterich, W.; Esslinger, B.; Schuppan, D. Pathomechanisms in celiac disease, Int. Arch. Allergy Immunol. 2003, 132, 98-108.
5. (5)Fasano,A.;Catassi,C.Currentapproaches- diagnosisandtreatmentofceliacdisease:anevolvingspectrum,Qystroenterology2001, 120,636-651(Pubitemid32171637)
6. Maki, M.; Collin, P. Coeliac disease, Lancet 1997, 349, 1755-1759
7. Belitz, H.-D.; Grosch, W.; Schieberle, P. Cereals and Cereal Products. In Food Chemistry, 3rd revised ed.; Springer-Verlag: Berlin, Germany, 2004; pp 681-692.
8. Stern, M.; Ciclitira, P. J.; Van Eckert, R.; Feighery, C.; Janssen, F. W.; Mendez, E.; Mothes, T.; Troncone, R.; Wieser, H. Analysis and clinical effects of gluten in coeliac disease. Eur. J. Gastroent. Hypat. 2001, 13, 741-747.
9. (9)Hausch,F.;Shan,L.;Santiago,N.A.;Gray,G.M.;Khosla,C. Intestinaldigestiveresistanceofimmunodominantgliadinpeptides.Am.J.Physiol. Gastrointest.LiverPhysiol.2002,283,G996-G1003.(Pubitemid35033943)
10. Shan, L.; Molberg, O.; Parrot, I.; Hausch, F.; Filiz, F.; Gray, G. M.; Sollid, L. M.; Khosla, C. Structural basis for gluten intolerance in celiac sprue. Science 2002, 297, 2275-2279
11. Ichinose, A.; Bottenus, R. E.; Davie, E. W. Structure of transglutaminases, J. Biol. Chem. 1990, 265, 13411-13414
12. Fleckenstein, B.; Molberg, O.; Qiao, S. W.; Schmid, D. G.; von der Mulbe, F.; Elgstoen, K.; Jung, G.; Sollid, L. M. Gliadin T cell epitope selection by tissue transglutaminase in celiac disease. Role of enzyme specificity and pH influence on the transamidation versus deamidation process, J.Biol. Chem. 2002, 277, 34109-34116
13. Folk, J. E.; Chung, S. I. Transglutaminases. Methods Enzymol. 1985, 113, 358-375
14. (14) Dieterich, W.; Ehnis, T.; Bauer, M.; Donner, P.; Volta, U.; Riecken, E. O.; Schuppan, D. Identification of tissue transglutaminase as the autoantigen of celiac disease. Nat. Med. 1997, 3, 797-801. (Pubitemid 27298728)
15. (15)Maki,M.Tissuetransglutaminaseastheautoantigenofcoeliacdisease. Gut1997,41,565-566(Pubitemid27448794)
16. (16) Sjöström, H.; Lundin, K. E. A.; Molberg, O.; Körner, R.; Mcadam, S. N.; Anthonsen, D.; Quarsten, H.; Norén, O.; Roepstorff, P.; Thorsby, E.; Sollid, L. M., Identification of a gliadin T-cell epitope in coeliac disease: general importance of gliadin deamidation for intestinal T-cell recognition. Scand. J. Immunol. 1998, 48, 111-115. (Pubitemid 28365999)
17. (17)Szabolcs,M.;Sipka,S.;Csorba,S.Invitrocross-linkingofglutenintohigh- molecular-weightpolymerswithtransglutaminase.ActaPaediatr.Hung.1987,28, 215-227(Pubitemid18162097)
18. Day, L.; Augustin, M. A.; Batey, I. L.; Wrigley, C. W. Wheat-gluten uses and industry needs. Trynds Food Sci. Technol. 2006, 17, 82-90.
19. Thompson, T.; Méndez, E. Commercial assays to assess gluten content of gluten-free foods: why they are not created equal. J. Am. Diet. Assoc. 2008, 108, 1682-1687.
20. (20) Mimouni, B.; Azanza, J.-L.; Raymond, J. Wheat flour proteins: isolation and functionality of gliadin and HMW-glutenin enriched fractions, J. Sci. Food Agric. 1998, 78,423-428. (Pubitemid 28532250)
21. Osborne, T. B. The Proteins of the Wheat Kernel; Carnegie Institution: Washington DC, 1907.
22. (22)Weiss,W.C.V.;Görg,A. Electrophoreticcharacterizationofwheatgrainallergensfromdifferentcultivarsinvol vedinbakers'asthma.Electrophoresis1993,14,805-816.(Pubitemid23272912)
23. Lending, C. R.; Chesnut, R. S.; Shaw, K. L.; Larkins, B. A. Immunolocalization of avenin and globulin, storage proteins in developing endosperm of Avena sativa L. Planta. 1989, 178, 315-324.
24. Kim, S. I.; Charbonnier, L.; Mossé, J. Heterogeneity of avenin, the oat prolamin: fractionation, molecular weight and amino acid composition, Biochim. Biophys. Acta 1978, 537, 22-30.
25. (25) Matuschek, E.; Towo, E.; Svanberg, U. Oxidation of polyphenols in phytate-reduced high-tannin, cereals; effect on different phenolic groups and on in vitro accessible iron. J. Agric. Food Chem. 2001, 49, 5630-5638 (Pubitemid 33089718)
26. Laemmli, U. K. Cleavage of structural proteins during the assembly of the head of bacteriophage T4, Nature 1970, 227, 680-685,
27. (27)Skovbjerg,H.;Noren,O.;Anthonsen,D.;Moller,J.;Sjostrom,H. Gliadinisagoodsubstrateofseveraltransglutaminases: possibleimplicationinthepathogenesisofcoeliacdisease.Scand.J.Gastroentrol.2002, 37,812-817(Pubitemid34836818)
28. Ieon, W, M.; Lee, K. N.; Birckbichler, P. J.; Conway, E.; Patterson, M. K., Jr. Colorimetric assay for cellular transglutaminase, Anal. Biochem. 1989, 182, 170-175,
29. Slaughter, T. F.; Achyuthan, K. E.; Lai, T. S.; Greenberg, C. S. A microtiter plate transglutaminase assay utilizing 5- (biotinamido)pentylamine as substrate, Anal. Biochem, 1992, 205, 166-171.
30. (30) Gómez, L.; Martin, E. Hernández, D.; Sánchez-Monge, R.; Barber, D.; del Pozo, V.; de Andres, B.; Armentia, A.; Lahoz, C.; Salced, G.; Palomino, F. Members of the [alpha]-amylase inhibitors family from wheat endosperm are major allergens associated with baker's asthma, FEBSS Lett. 1990, 261, 85-88, (Pubitemid 20064778)
31. Wieser, H. Chemistry of gluten proteins. Food Microbiol. 2007, 24, 115-119.
32. (32) Janatuinen, E. K.; Kemppainen, T. A.; Julkunen, R. J.; Kosma, V. M.; Maki, M.; Heikkinen, M.; Uusitupa, M. I. No harm from five year ingestion of oats in coeliac disease, Gut 2002, 50, 332-335 (Pubitemid 34161047)
33. (33) Lundin, K. E.; Nilsen, E. M.; Scott, H. G.; Loberg, E. M.; Gjoen, A.; Bratlie. J.; Skar, V.; Mendez, E.; Lovik, A.; Kett, K. Oats induced villous atrophy in coeliac disease. Guyt 2003, 52, 1649-1652 (Pubitemid 37363452)
34. (34) Thompson, T. Do oats belong in a gluten-free diet? J. Am, Diet, Assoc. 1997, 97, 1413-1416. (Pubitemid 28016321)
35. (35)Thompson,T. GlutencontaminationofcommercialoatproductsintheUnitedStates,N,Engl,J.Med.2004, 351,2021-2022(Pubitemid39447151)
36. Arentz-Hansen, H.; Fleckenstein, B,; Molberg, O.; Scott, H.; Koning, F.; Jung, G.; Roepstorff, P.; Lundin, K. E.; Sollid, L. M. The molecular basis for oat intolerance in patients with celiac disease. PLoS, Med. 2004, 1 (1), el.
37. Molberg, O.; McAdam, S. N.; Lundin, K. E.; Kristiansen, C.; Arentz-Hansen, H.; Kett, K.; Sollid, L. M. T cells from celiac disease lesions recognize gliadin epitopes deamidated in situ by endogenous tissue transglutaminase, Eur. J. Immunol, 2001, 31, 1317-1323
38. Choi, K.; Siegel, M.; Piper, J. L.; Yuan, L.; Cho, E.; Strnad, P,; Omary, B.; Rich, K. M.; Khosla, C. Chemistry and biology of dihydroisoxazole derivatives: selective inhibitors of human transglutaminase 2, Chem. Biol, 2005, 12, 469-475.