메뉴 건너뛰기




Volumn 64, Issue 47, 2016, Pages 8994-9003

The Oxidative Activity of Ellagitannins Dictates Their Tendency to Form Highly Stabilized Complexes with Bovine Serum Albumin at Increased pH

Author keywords

gel electrophoresis; MALDI TOF MS; oxidative activity; pH; protein; tannin

Indexed keywords

BODY FLUIDS; ELECTROPHORESIS; FLAVONOIDS; INDUCTIVELY COUPLED PLASMA; MAMMALS; PH; PROTEINS; SURFACE PLASMON RESONANCE;

EID: 85001079050     PISSN: 00218561     EISSN: 15205118     Source Type: Journal    
DOI: 10.1021/acs.jafc.6b01571     Document Type: Article
Times cited : (27)

References (58)
  • 2
    • 0000545392 scopus 로고
    • Flavonoid compounds
    • Mason, H. S. Florkin, A. M. Academic Press: New York, Vol. 3.
    • Bate-Smith, E. C.; Swain, T. Flavonoid compounds. In Comparative Biochemistry; Mason, H. S., Florkin, A. M., Eds.; Academic Press: New York, 1962; Vol. 3., pp 755-809.
    • (1962) Comparative Biochemistry , pp. 755-809
    • Bate-Smith, E.C.1    Swain, T.2
  • 3
    • 84872681203 scopus 로고    scopus 로고
    • Fifty years of polyphenol-protein complexes
    • Cheynier, V. Sarni-Manchado, P. Quideau, S. Wiley-Blackwell: Oxford, UK, Vol. 3
    • Hagerman, A. E. Fifty years of polyphenol-protein complexes. In Recent Advances in Polyphenol Research; Cheynier, V., Sarni-Manchado, P., Quideau, S., Eds.; Wiley-Blackwell: Oxford, UK, 2012; Vol. 3, pp 71-97.
    • (2012) Recent Advances in Polyphenol Research , pp. 71-97
    • Hagerman, A.E.1
  • 4
    • 34250080536 scopus 로고
    • Phenolics in ecological interactions: The importance of oxidation
    • Appel, H. Phenolics in ecological interactions: the importance of oxidation J. Chem. Ecol. 1993, 19, 1521-1552 10.1007/BF00984895
    • (1993) J. Chem. Ecol. , vol.19 , pp. 1521-1552
    • Appel, H.1
  • 5
    • 33749590632 scopus 로고    scopus 로고
    • Unravelling the conundrum of tannins in animal nutrition and health
    • Mueller-Harvey, I. Unravelling the conundrum of tannins in animal nutrition and health J. Sci. Food Agric. 2006, 86, 2010-2037 10.1002/jsfa.2577
    • (2006) J. Sci. Food Agric. , vol.86 , pp. 2010-2037
    • Mueller-Harvey, I.1
  • 6
    • 78651397186 scopus 로고    scopus 로고
    • Plant polyphenols: Chemical properties, biological activities, and synthesis
    • Quideau, S.; Deffieux, D.; Douat-Casassus, C.; Pouységu, L. Plant polyphenols: chemical properties, biological activities, and synthesis Angew. Chem., Int. Ed. 2011, 50, 586-621 10.1002/anie.201000044
    • (2011) Angew. Chem., Int. Ed. , vol.50 , pp. 586-621
    • Quideau, S.1    Deffieux, D.2    Douat-Casassus, C.3    Pouységu, L.4
  • 7
    • 79952649510 scopus 로고    scopus 로고
    • Chemical ecology of tannins and other phenolics: We need a change in approach
    • Salminen, J.-P.; Karonen, M. Chemical ecology of tannins and other phenolics: we need a change in approach Funct. Ecol. 2011, 25, 325-338 10.1111/j.1365-2435.2010.01826.x
    • (2011) Funct. Ecol. , vol.25 , pp. 325-338
    • Salminen, J.-P.1    Karonen, M.2
  • 8
    • 84881621127 scopus 로고    scopus 로고
    • Interactions between plasma proteins and naturally occurring polyphenols
    • Li, M.; Hagerman, A. E. Interactions between plasma proteins and naturally occurring polyphenols Curr. Drug Metab. 2013, 14, 432-445 10.2174/1389200211314040006
    • (2013) Curr. Drug Metab. , vol.14 , pp. 432-445
    • Li, M.1    Hagerman, A.E.2
  • 9
    • 84976370879 scopus 로고    scopus 로고
    • Diverse ecological roles of plant tannins: Plant defence and beyond
    • Romani, A. Lattanzio, V. Quideau, S. Wiley-Blackwell: Oxford, UK, Vol. 4
    • Constabel, P. C.; Yoshida, K.; Walker, V. Diverse ecological roles of plant tannins: plant defence and beyond. In Recent Advances in Polyphenol Research; Romani, A.; Lattanzio, V.; Quideau, S., Eds.; Wiley-Blackwell: Oxford, UK, 2014; Vol. 4, pp 115-142.
    • (2014) Recent Advances in Polyphenol Research , pp. 115-142
    • Constabel, P.C.1    Yoshida, K.2    Walker, V.3
  • 10
    • 0001245847 scopus 로고
    • Protein precipitation method for the quantitative determination of tannins
    • Hagerman, A. E.; Butler, L. G. Protein precipitation method for the quantitative determination of tannins J. Agric. Food Chem. 1978, 26, 809-812 10.1021/jf60218a027
    • (1978) J. Agric. Food Chem. , vol.26 , pp. 809-812
    • Hagerman, A.E.1    Butler, L.G.2
  • 11
    • 34047109610 scopus 로고    scopus 로고
    • Ellagitannins have greater oxidative activities than condensed tannins and galloyl glucoses at high pH: Potential impact on caterpillars
    • Barbehenn, R. V.; Jones, C. P.; Hagerman, A. E.; Karonen, M.; Salminen, J.-P. Ellagitannins have greater oxidative activities than condensed tannins and galloyl glucoses at high pH: potential impact on caterpillars J. Chem. Ecol. 2006, 32, 2253-2267 10.1007/s10886-006-9143-7
    • (2006) J. Chem. Ecol. , vol.32 , pp. 2253-2267
    • Barbehenn, R.V.1    Jones, C.P.2    Hagerman, A.E.3    Karonen, M.4    Salminen, J.-P.5
  • 12
    • 40149111636 scopus 로고    scopus 로고
    • Tannin composition affects the oxidative activities of tree leaves
    • Barbehenn, R. V.; Jones, C. P.; Karonen, M.; Salminen, J.-P. Tannin composition affects the oxidative activities of tree leaves J. Chem. Ecol. 2006, 32, 2235-2251 10.1007/s10886-006-9142-8
    • (2006) J. Chem. Ecol. , vol.32 , pp. 2235-2251
    • Barbehenn, R.V.1    Jones, C.P.2    Karonen, M.3    Salminen, J.-P.4
  • 13
    • 0026545807 scopus 로고
    • Predicting digestible protein and digestible dry matter in tannin-containing forages consumed by ruminants
    • Hanley, T. A.; Robbins, C. T.; Hagerman, A. E.; McArthur, C. Predicting digestible protein and digestible dry matter in tannin-containing forages consumed by ruminants Ecology 1992, 73, 537-542 10.2307/1940759
    • (1992) Ecology , vol.73 , pp. 537-542
    • Hanley, T.A.1    Robbins, C.T.2    Hagerman, A.E.3    McArthur, C.4
  • 14
    • 0002049507 scopus 로고
    • Solubility
    • Hall, G. M. Blackie Academic and Professional: Glasgow, Scotland
    • Vojdani, F. Solubility. In Methods of Testing Protein Functionality; Hall, G. M., Ed.; Blackie Academic and Professional: Glasgow, Scotland, 1992; pp 11-60.
    • (1992) Methods of Testing Protein Functionality , pp. 11-60
    • Vojdani, F.1
  • 15
    • 0019876875 scopus 로고
    • The specificity of proanthocyanidin-protein interactions
    • Hagerman, A. E.; Butler, L. G. The specificity of proanthocyanidin-protein interactions J. Biol. Chem. 1981, 256, 4494-4497
    • (1981) J. Biol. Chem. , vol.256 , pp. 4494-4497
    • Hagerman, A.E.1    Butler, L.G.2
  • 16
    • 79955382685 scopus 로고    scopus 로고
    • Binding of pentagalloyl glucose to two globular proteins occurs via multiple surface sites
    • Dobreva, M. A.; Frazier, R. A.; Mueller-Harvey, I.; Clifton, L. A.; Gea, A.; Green, R. J. Binding of pentagalloyl glucose to two globular proteins occurs via multiple surface sites Biomacromolecules 2011, 12, 710-715 10.1021/bm101341s
    • (2011) Biomacromolecules , vol.12 , pp. 710-715
    • Dobreva, M.A.1    Frazier, R.A.2    Mueller-Harvey, I.3    Clifton, L.A.4    Gea, A.5    Green, R.J.6
  • 17
    • 84950139191 scopus 로고    scopus 로고
    • Binding of an oligomeric ellagitannin series to bovine serum albumin (BSA): Analysis by isothermal titration calorimetry (ITC)
    • Karonen, M.; Oraviita, M.; Mueller-Harvey, I.; Salminen, J.-P.; Green, R. J. Binding of an oligomeric ellagitannin series to bovine serum albumin (BSA): analysis by isothermal titration calorimetry (ITC) J. Agric. Food Chem. 2015, 63, 10647-10654 10.1021/acs.jafc.5b04843
    • (2015) J. Agric. Food Chem. , vol.63 , pp. 10647-10654
    • Karonen, M.1    Oraviita, M.2    Mueller-Harvey, I.3    Salminen, J.-P.4    Green, R.J.5
  • 18
    • 0001212895 scopus 로고
    • Implications of soluble tannin-protein complexes for tannin analysis and plant defense mechanisms
    • Hagerman, A. E.; Robbins, C. T. Implications of soluble tannin-protein complexes for tannin analysis and plant defense mechanisms J. Chem. Ecol. 1987, 13, 1243-1259 10.1007/BF01020552
    • (1987) J. Chem. Ecol. , vol.13 , pp. 1243-1259
    • Hagerman, A.E.1    Robbins, C.T.2
  • 19
    • 4744372641 scopus 로고    scopus 로고
    • Quantitative examination of oxidized polyphenol-protein complexes
    • Chen, Y.; Hagerman, A. E. Quantitative examination of oxidized polyphenol-protein complexes J. Agric. Food Chem. 2004, 52, 6061-6067 10.1021/jf049602i
    • (2004) J. Agric. Food Chem. , vol.52 , pp. 6061-6067
    • Chen, Y.1    Hagerman, A.E.2
  • 20
    • 15844390630 scopus 로고    scopus 로고
    • Reaction pH and protein affect the oxidation products of beta-pentagalloyl glucose
    • Chen, Y.; Hagerman, A. E. Reaction pH and protein affect the oxidation products of beta-pentagalloyl glucose Free Radical Res. 2005, 39, 117-124 10.1080/10715760400013789
    • (2005) Free Radical Res. , vol.39 , pp. 117-124
    • Chen, Y.1    Hagerman, A.E.2
  • 21
    • 0038706169 scopus 로고    scopus 로고
    • Radical chemistry of epigallocatechin gallate and its relevance to protein damage
    • Hagerman, A. E.; Dean, R. T.; Davies, M. I. Radical chemistry of epigallocatechin gallate and its relevance to protein damage Arch. Biochem. Biophys. 2003, 414, 115-120 10.1016/S0003-9861(03)00158-9
    • (2003) Arch. Biochem. Biophys. , vol.414 , pp. 115-120
    • Hagerman, A.E.1    Dean, R.T.2    Davies, M.I.3
  • 22
    • 80052595943 scopus 로고    scopus 로고
    • Capillary electrophoresis methods for the determination of covalent polyphenol-protein complexes
    • Trombley, J. D.; Loegel, T. N.; Danielson, N. D.; Hagerman, A. E. Capillary electrophoresis methods for the determination of covalent polyphenol-protein complexes Anal. Bioanal. Chem. 2011, 401, 1523-1529 10.1007/s00216-011-4846-1
    • (2011) Anal. Bioanal. Chem. , vol.401 , pp. 1523-1529
    • Trombley, J.D.1    Loegel, T.N.2    Danielson, N.D.3    Hagerman, A.E.4
  • 23
    • 0014516140 scopus 로고
    • O-Quinones formed in plant extracts. Their reactions with amino acids and peptides
    • Pierpoint, W. S. o-Quinones formed in plant extracts. Their reactions with amino acids and peptides Biochem. J. 1969, 112, 609-616 10.1042/bj1120609
    • (1969) Biochem. J. , vol.112 , pp. 609-616
    • Pierpoint, W.S.1
  • 24
    • 0242657803 scopus 로고    scopus 로고
    • Reactions of plant phenolics with food proteins and enzymes under special consideration of covalent bounds
    • Kroll, J.; Rawel, H. M.; Rohn, S. Reactions of plant phenolics with food proteins and enzymes under special consideration of covalent bounds Food Sci. Technol. Res. 2003, 9, 205-218 10.3136/fstr.9.205
    • (2003) Food Sci. Technol. Res. , vol.9 , pp. 205-218
    • Kroll, J.1    Rawel, H.M.2    Rohn, S.3
  • 25
    • 35148823238 scopus 로고    scopus 로고
    • Covalent interactions between amino acid side chains and oxidation products of caffeoylquinic acid (chlorogenic acid)
    • Prigent, S. V. E.; Voragen, A. G. J.; Visser, A. J. W. G.; van Koningsveld, G. A.; Gruppen, H. Covalent interactions between amino acid side chains and oxidation products of caffeoylquinic acid (chlorogenic acid) J. Sci. Food Agric. 2007, 87, 2502-2510 10.1002/jsfa.3011
    • (2007) J. Sci. Food Agric. , vol.87 , pp. 2502-2510
    • Prigent, S.V.E.1    Voragen, A.G.J.2    Visser, A.J.W.G.3    Van Koningsveld, G.A.4    Gruppen, H.5
  • 26
    • 31444447686 scopus 로고    scopus 로고
    • Water-soluble complexes formed by natural polyphenols and bovine serum albumin: Evidence from gel electrophoresis
    • Kusuda, M.; Hatano, T.; Yoshida, T. Water-soluble complexes formed by natural polyphenols and bovine serum albumin: Evidence from gel electrophoresis Biosci., Biotechnol., Biochem. 2006, 70, 152-160 10.1271/bbb.70.152
    • (2006) Biosci., Biotechnol., Biochem. , vol.70 , pp. 152-160
    • Kusuda, M.1    Hatano, T.2    Yoshida, T.3
  • 27
    • 54349099430 scopus 로고    scopus 로고
    • Covalent modification of proteins by green tea polyphenol (-)-epigallocatechin-3-gallate through autoxidation
    • Ishii, T.; Mori, T.; Tanaka, T.; Mizuno, D.; Yamaji, R.; Kumazawa, S.; Nakayama, T.; Akagawa, M. Covalent modification of proteins by green tea polyphenol (-)-epigallocatechin-3-gallate through autoxidation Free Radical Biol. Med. 2008, 45, 1384-1394 10.1016/j.freeradbiomed.2008.07.023
    • (2008) Free Radical Biol. Med. , vol.45 , pp. 1384-1394
    • Ishii, T.1    Mori, T.2    Tanaka, T.3    Mizuno, D.4    Yamaji, R.5    Kumazawa, S.6    Nakayama, T.7    Akagawa, M.8
  • 28
    • 77955325499 scopus 로고    scopus 로고
    • Human serum albumin as ans antioxidant in the oxidation of (-)-epigallocatechin gallate: Participation of reversibel covalent binding for interaction and stabilization
    • Ishii, T.; Mori, T.; Ichikawa, T.; Kaku, M.; Kusaka, K.; Uekusa, Y.; Akagawa, M.; Aihara, Y.; Furuta, T.; Wakimoto, T.; Kan, T.; Nakayama, T. Human serum albumin as ans antioxidant in the oxidation of (-)-epigallocatechin gallate: participation of reversibel covalent binding for interaction and stabilization Bioorg. Med. Chem. 2011, 18, 4892-4896 10.1016/j.bmc.2010.06.021
    • (2011) Bioorg. Med. Chem. , vol.18 , pp. 4892-4896
    • Ishii, T.1    Mori, T.2    Ichikawa, T.3    Kaku, M.4    Kusaka, K.5    Uekusa, Y.6    Akagawa, M.7    Aihara, Y.8    Furuta, T.9    Wakimoto, T.10    Kan, T.11    Nakayama, T.12
  • 29
    • 0000362163 scopus 로고
    • Chemistry of gallotannin-derived o-quinones: Reactivity toward nucleophiles
    • Quideau, S.; Feldman, K. S.; Appel, H. M. Chemistry of gallotannin-derived o-quinones: reactivity toward nucleophiles J. Org. Chem. 1995, 60, 4982-4983 10.1021/jo00121a012
    • (1995) J. Org. Chem. , vol.60 , pp. 4982-4983
    • Quideau, S.1    Feldman, K.S.2    Appel, H.M.3
  • 30
    • 0030013644 scopus 로고    scopus 로고
    • Ellagitannin chemistry. First total synthesis of the 2, 3-and 4, 6-coupled ellagitannin pedunculagin
    • Feldman, K. S.; Smith, R. S. Ellagitannin chemistry. First total synthesis of the 2, 3-and 4, 6-coupled ellagitannin pedunculagin J. Org. Chem. 1996, 61, 2606-2612 10.1021/jo952130+
    • (1996) J. Org. Chem. , vol.61 , pp. 2606-2612
    • Feldman, K.S.1    Smith, R.S.2
  • 32
    • 43749116239 scopus 로고    scopus 로고
    • Ecologically neglected tannins and their biologically relevant activity: Chemical structures of plant ellagitannins reveal their in vitro oxidative activity at high pH
    • Moilanen, J.; Salminen, J.-P. Ecologically neglected tannins and their biologically relevant activity: chemical structures of plant ellagitannins reveal their in vitro oxidative activity at high pH Chemoecology 2008, 18, 73-83 10.1007/s00049-007-0395-7
    • (2008) Chemoecology , vol.18 , pp. 73-83
    • Moilanen, J.1    Salminen, J.-P.2
  • 33
    • 52049119250 scopus 로고    scopus 로고
    • Specialization pays off: Contrasting effects of two types of tannins on oak specialist and generalist moth species
    • Roslin, T.; Salminen, J.-P. Specialization pays off: contrasting effects of two types of tannins on oak specialist and generalist moth species Oikos 2008, 117, 1560-1568 10.1111/j.0030-1299.2008.16725.x
    • (2008) Oikos , vol.117 , pp. 1560-1568
    • Roslin, T.1    Salminen, J.-P.2
  • 34
    • 84883270593 scopus 로고    scopus 로고
    • Stability and oxidation products of hydrolysable tannins in basic conditions detected by HPLC/DAD-ESI/QTOF/MS
    • Tuominen, A.; Sundman, T. Stability and oxidation products of hydrolysable tannins in basic conditions detected by HPLC/DAD-ESI/QTOF/MS Phytochem. Anal. 2013, 24, 424-435 10.1002/pca.2456
    • (2013) Phytochem. Anal. , vol.24 , pp. 424-435
    • Tuominen, A.1    Sundman, T.2
  • 35
    • 84943197889 scopus 로고    scopus 로고
    • Phenolic compounds and their fates in tropical lepidopteran larvae: Modifications in alkaline conditions
    • Vihakas, M.; Gómez, I.; Karonen, M.; Tähtinen, P.; Sääksjärvi, I.; Salminen, J.-P. Phenolic compounds and their fates in tropical lepidopteran larvae: modifications in alkaline conditions J. Chem. Ecol. 2015, 41, 822-836 10.1007/s10886-015-0620-8
    • (2015) J. Chem. Ecol. , vol.41 , pp. 822-836
    • Vihakas, M.1    Gómez, I.2    Karonen, M.3    Tähtinen, P.4    Sääksjärvi, I.5    Salminen, J.-P.6
  • 36
    • 84948659089 scopus 로고    scopus 로고
    • Isolation, characterisation and quantification of the main oligomeric macrocyclic ellagitannins in Epilobium angustifolium by ultra-high performance chromatography with diode array detection and electrospray tandem mass spectrometry
    • Baert, N.; Karonen, M.; Salminen, J.-P. Isolation, characterisation and quantification of the main oligomeric macrocyclic ellagitannins in Epilobium angustifolium by ultra-high performance chromatography with diode array detection and electrospray tandem mass spectrometry J. Chromatogr. A 2015, 1419, 26-36 10.1016/j.chroma.2015.09.050
    • (2015) J. Chromatogr. A , vol.1419 , pp. 26-36
    • Baert, N.1    Karonen, M.2    Salminen, J.-P.3
  • 37
    • 84928742190 scopus 로고    scopus 로고
    • Rapid fingerprint analysis of plant extracts for ellagitannins, gallic acid and quinic acid derivatives, and quercetin-, kaempferol- and myricetin-based flavonol glycosides by UPLC-QqQ-MS/MS
    • Engström, M. T.; Pälijärvi, M.; Salminen, J.-P. Rapid fingerprint analysis of plant extracts for ellagitannins, gallic acid and quinic acid derivatives, and quercetin-, kaempferol- and myricetin-based flavonol glycosides by UPLC-QqQ-MS/MS J. Agric. Food Chem. 2015, 63, 4068-4079 10.1021/acs.jafc.5b00595
    • (2015) J. Agric. Food Chem. , vol.63 , pp. 4068-4079
    • Engström, M.T.1    Pälijärvi, M.2    Salminen, J.-P.3
  • 38
    • 84925285404 scopus 로고    scopus 로고
    • Reinvestigation of the stereochemistry of the C-glycosidic ellagitannins, vescalagin and castalagin
    • Matsuo, Y.; Wakamatsu, H.; Omar, M.; Tanaka, T. Reinvestigation of the stereochemistry of the C-glycosidic ellagitannins, vescalagin and castalagin Org. Lett. 2015, 17, 46-49 10.1021/ol503212v
    • (2015) Org. Lett. , vol.17 , pp. 46-49
    • Matsuo, Y.1    Wakamatsu, H.2    Omar, M.3    Tanaka, T.4
  • 39
    • 0035341820 scopus 로고    scopus 로고
    • Seasonal variation in the content of hydrolysable tannins in leaves of Betula pubescens
    • Salminen, J.-P.; Ossipov, V.; Haukioja, E.; Pihlaja, K. Seasonal variation in the content of hydrolysable tannins in leaves of Betula pubescens Phytochemistry 2001, 57, 15-22 10.1016/S0031-9422(00)00502-1
    • (2001) Phytochemistry , vol.57 , pp. 15-22
    • Salminen, J.-P.1    Ossipov, V.2    Haukioja, E.3    Pihlaja, K.4
  • 40
    • 84881610486 scopus 로고    scopus 로고
    • Characterization of bioactive plant ellagitannins by chromatographic, spectroscopic and mass spectrometric methods
    • Moilanen, J.; Sinkkonen, J.; Salminen, J.-P. Characterization of bioactive plant ellagitannins by chromatographic, spectroscopic and mass spectrometric methods Chemoecology 2013, 23, 165-179 10.1007/s00049-013-0132-3
    • (2013) Chemoecology , vol.23 , pp. 165-179
    • Moilanen, J.1    Sinkkonen, J.2    Salminen, J.-P.3
  • 41
    • 78649423328 scopus 로고    scopus 로고
    • First evidence of hexameric and heptameric ellagitannins in plants detected by liquid chromatography/electrospray ionisation mass spectrometry
    • Karonen, M.; Parker, J.; Agrawal, A.; Salminen, J.-P. First evidence of hexameric and heptameric ellagitannins in plants detected by liquid chromatography/electrospray ionisation mass spectrometry Rapid Commun. Mass Spectrom. 2010, 24, 3151-3156 10.1002/rcm.4756
    • (2010) Rapid Commun. Mass Spectrom. , vol.24 , pp. 3151-3156
    • Karonen, M.1    Parker, J.2    Agrawal, A.3    Salminen, J.-P.4
  • 43
    • 33845654427 scopus 로고    scopus 로고
    • Defining phytochemical phenotypes: Size and shape analysis of phenolic compounds in oaks (Fagaceae, Quercus) of the Chihuahuan Desert
    • Yarnes, C. T.; Boecklen, W. J.; Tuominen, K.; Salminen, J.-P. Defining phytochemical phenotypes: size and shape analysis of phenolic compounds in oaks (Fagaceae, Quercus) of the Chihuahuan Desert Can. J. Bot. 2006, 84, 1233-1248 10.1139/b06-076
    • (2006) Can. J. Bot. , vol.84 , pp. 1233-1248
    • Yarnes, C.T.1    Boecklen, W.J.2    Tuominen, K.3    Salminen, J.-P.4
  • 44
    • 40149089302 scopus 로고    scopus 로고
    • No simple sum: Seasonal variation in tannin phenotypes and leaf-miners in hybrid oaks
    • Yarnes, C. T.; Boecklen, W. J.; Salminen, J.-P. No simple sum: seasonal variation in tannin phenotypes and leaf-miners in hybrid oaks Chemoecology 2008, 18, 39-51 10.1007/s00049-007-0391-y
    • (2008) Chemoecology , vol.18 , pp. 39-51
    • Yarnes, C.T.1    Boecklen, W.J.2    Salminen, J.-P.3
  • 45
    • 0036927736 scopus 로고    scopus 로고
    • Effects of hydrolysable tannins on a herbivorous insect: Fate of individual tannins in insect digestive tract
    • Salminen, J.-P.; Lempa, K. Effects of hydrolysable tannins on a herbivorous insect: fate of individual tannins in insect digestive tract Chemoecology 2002, 12, 203-211 10.1007/PL00012670
    • (2002) Chemoecology , vol.12 , pp. 203-211
    • Salminen, J.-P.1    Lempa, K.2
  • 46
    • 0032708124 scopus 로고    scopus 로고
    • Characterization of hydrolysable tannins from leaves of Betula pubescens by high-performace liquid chromatography-mass spectrometry
    • Salminen, J.-P.; Ossipov, V.; Loponen, J.; Haukioja, E.; Pihlaja, K. Characterization of hydrolysable tannins from leaves of Betula pubescens by high-performace liquid chromatography-mass spectrometry J. Chrom. A 1999, 864, 283-291 10.1016/S0021-9673(99)01036-5
    • (1999) J. Chrom. A , vol.864 , pp. 283-291
    • Salminen, J.-P.1    Ossipov, V.2    Loponen, J.3    Haukioja, E.4    Pihlaja, K.5
  • 47
    • 2942616464 scopus 로고    scopus 로고
    • Characterization of soluble non-covalent complexes between bovine serum albumin and β-1,2,3,4,6-penta-O-galloyl- d -glucopyranose by MALDI-TOF MS
    • Chen, Y.; Hagerman, A. E. Characterization of soluble non-covalent complexes between bovine serum albumin and β-1,2,3,4,6-penta-O-galloyl- d -glucopyranose by MALDI-TOF MS J. Agric. Food Chem. 2004, 52, 4008-4011 10.1021/jf035536t
    • (2004) J. Agric. Food Chem. , vol.52 , pp. 4008-4011
    • Chen, Y.1    Hagerman, A.E.2
  • 48
    • 0030508392 scopus 로고    scopus 로고
    • 13C NMR assignments of some green tea polyphenols
    • 13C NMR assignments of some green tea polyphenols Magn. Reson. Chem. 1996, 34, 887-890 10.1002/(SICI)1097-458X(199611)34:11<887::AID-OMR995>3.0.CO;2-U
    • (1996) Magn. Reson. Chem. , vol.34 , pp. 887-890
    • Davis, A.L.1    Cai, Y.2    Davies, A.P.3    Lewis, J.R.4
  • 49
    • 0014949207 scopus 로고
    • Cleavage of structural proteins during the assembly of the head of bacteriophage T4
    • Laemmli, U. K. Cleavage of structural proteins during the assembly of the head of bacteriophage T4 Nature 1970, 227, 680-685 10.1038/227680a0
    • (1970) Nature , vol.227 , pp. 680-685
    • Laemmli, U.K.1
  • 51
    • 0346230952 scopus 로고    scopus 로고
    • Protein blotting by semi-dry method
    • Walker, J. M. Humana Press: Totwa, NJ, USA
    • Gravel, P.; Golaz, O. Protein blotting by semi-dry method. In The Protein Protocols Handbook; Walker, J. M., Ed.; Humana Press: Totwa, NJ, USA, 1996; pp 249-260.
    • (1996) The Protein Protocols Handbook , pp. 249-260
    • Gravel, P.1    Golaz, O.2
  • 52
    • 0029436755 scopus 로고
    • Separation of plant proteins by electrophoresis
    • Shewry, P. R.; Tatham, A. S.; Fido, R. J. Separation of plant proteins by electrophoresis Methods Mol. Biol. 1995, 49, 399-422 10.1385/0-89603-321-X:399
    • (1995) Methods Mol. Biol. , vol.49 , pp. 399-422
    • Shewry, P.R.1    Tatham, A.S.2    Fido, R.J.3
  • 53
    • 3142519649 scopus 로고    scopus 로고
    • Characterization of the oxidation products of (-)-epigallocatechin gallate, a bioactive tea polyphenol, on incubation in neutral solution
    • Hatano, T.; Hori, M.; Kusuda, M.; Ohyabu, T.; Ito, H.; Yoshida, T. Characterization of the oxidation products of (-)-epigallocatechin gallate, a bioactive tea polyphenol, on incubation in neutral solution Heterocycles 2004, 63, 1547-1554 10.3987/COM-04-10039
    • (2004) Heterocycles , vol.63 , pp. 1547-1554
    • Hatano, T.1    Hori, M.2    Kusuda, M.3    Ohyabu, T.4    Ito, H.5    Yoshida, T.6
  • 55
    • 0034625585 scopus 로고    scopus 로고
    • Analysis of tea components by high-performance liquid chromatography and high-performance capillary electrophoresis
    • Horie, H.; Kohata, K. Analysis of tea components by high-performance liquid chromatography and high-performance capillary electrophoresis J. Chromatogr. A 2000, 881, 425-438 10.1016/S0021-9673(99)01345-X
    • (2000) J. Chromatogr. A , vol.881 , pp. 425-438
    • Horie, H.1    Kohata, K.2
  • 56
    • 34250683877 scopus 로고    scopus 로고
    • Hydrolyzable tannin structures influence relative globular and random coil protein binding strengths
    • Deaville, E. R.; Green, R. J.; Mueller-Harvey, I.; Willoughby, I.; Frazier, R. A. Hydrolyzable tannin structures influence relative globular and random coil protein binding strengths J. Agric. Food Chem. 2007, 55, 4554-4561 10.1021/jf063770o
    • (2007) J. Agric. Food Chem. , vol.55 , pp. 4554-4561
    • Deaville, E.R.1    Green, R.J.2    Mueller-Harvey, I.3    Willoughby, I.4    Frazier, R.A.5
  • 57
    • 34447624884 scopus 로고    scopus 로고
    • Octanol-water partition coefficients for predicting the effects of tannins in ruminant nutrition
    • Mueller-Harvey, I.; Mlambo, V.; Sikosana, J. L.; Smith, T.; Owen, E.; Brown, R. H. Octanol-water partition coefficients for predicting the effects of tannins in ruminant nutrition J. Agric. Food Chem. 2007, 55, 5436-5444 10.1021/jf070308a
    • (2007) J. Agric. Food Chem. , vol.55 , pp. 5436-5444
    • Mueller-Harvey, I.1    Mlambo, V.2    Sikosana, J.L.3    Smith, T.4    Owen, E.5    Brown, R.H.6
  • 58
    • 0029842857 scopus 로고    scopus 로고
    • Galloyl-derived orthoquinones as reactive partners in nucleophilic additions and Diels-Alder dimerizations: A novel route to the dehydrodigalloyl linker unit of agrimoniin-type ellagitannins
    • Feldman, K. S.; Quideau, S.; Appel, H. M. Galloyl-derived orthoquinones as reactive partners in nucleophilic additions and Diels-Alder dimerizations: a novel route to the dehydrodigalloyl linker unit of agrimoniin-type ellagitannins J. Org. Chem. 1996, 61, 6656-6665 10.1021/jo961043u
    • (1996) J. Org. Chem. , vol.61 , pp. 6656-6665
    • Feldman, K.S.1    Quideau, S.2    Appel, H.M.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.