메뉴 건너뛰기




Volumn 44, Issue 5, 2018, Pages 483-496

Oxidatively Active Plant Phenolics Detected by UHPLC-DAD-MS after Enzymatic and Alkaline Oxidation

Author keywords

Antiherbivore defense; Autoxidation; Enzymatic activity; Foliar oxidases; Phenolic oxidation; Polyphenol oxidase

Indexed keywords

ALKALINITY; ANTIHERBIVORE DEFENSE; ENZYME; ENZYME ACTIVITY; HOST PLANT; MASS SPECTROMETRY; OXIDATION; PH; PHENOLIC COMPOUND; PLANT EXTRACT; PLANT-HERBIVORE INTERACTION;

EID: 85045131321     PISSN: 00980331     EISSN: 15731561     Source Type: Journal    
DOI: 10.1007/s10886-018-0949-x     Document Type: Article
Times cited : (16)

References (47)
  • 1
    • 57749210026 scopus 로고    scopus 로고
    • Research on catecholases, laccases and cresolases in plants. Recent progress and future needs
    • Aniszewski T, Lieberei R, Culewicz K (2008) Research on catecholases, laccases and cresolases in plants. Recent progress and future needs. Acta Biol Cracoviensia 50:7–18
    • (2008) Acta Biol Cracoviensia , vol.50 , pp. 7-18
    • Aniszewski, T.1    Lieberei, R.2    Culewicz, K.3
  • 2
    • 34250080536 scopus 로고
    • Phenolics in ecological interactions: the importance of oxidation
    • COI: 1:CAS:528:DyaK3sXlsFKitbo%3D, PID: 24249181
    • Appel HM (1993) Phenolics in ecological interactions: the importance of oxidation. J Chem Ecol 19:1521–1552
    • (1993) J Chem Ecol , vol.19 , pp. 1521-1552
    • Appel, H.M.1
  • 3
    • 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 (2015) 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 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
  • 4
    • 27744492592 scopus 로고    scopus 로고
    • Fenton-type reactions and iron concentrations in the midgut fluids of tree-feeding caterpillars
    • Barbehenn R, Dodick T, Poopat U, Spencer B (2005) Fenton-type reactions and iron concentrations in the midgut fluids of tree-feeding caterpillars. Arch Insect Biochem Physiol 60:32–43. 10.1002/arch.20079
    • (2005) Arch Insect Biochem Physiol , vol.60 , pp. 32-43
    • Barbehenn, R.1    Dodick, T.2    Poopat, U.3    Spencer, B.4
  • 5
    • 34047109610 scopus 로고    scopus 로고
    • Ellagitannins have greater oxidative activities than condensed tannins and galloyl glucoses at high pH: potential impact on caterpillars
    • Barbehenn RV, Jones CP, Hagerman AE, Karonen M, Salminen JP (2006a) Ellagitannins have greater oxidative activities than condensed tannins and galloyl glucoses at high pH: potential impact on caterpillars. J Chem Ecol 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
  • 6
    • 40149111636 scopus 로고    scopus 로고
    • Tannin composition affects the oxidative activities of tree leaves
    • Barbehenn RV, Jones CP, Karonen M, Salminen J-P (2006b) Tannin composition affects the oxidative activities of tree leaves. J Chem Ecol 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
  • 7
    • 0034657786 scopus 로고    scopus 로고
    • Chlorogenic acids and other cinnamates – nature, occurrence, dietary burden, absorption and metabolism
    • Clifford MN (2000) Chlorogenic acids and other cinnamates – nature, occurrence, dietary burden, absorption and metabolism. J Sci Food Agric 80:1033–1043. 10.1002/(SICI)1097-0010(20000515)80:7<1033::AID-JSFA595>3.0.CO;2-T
    • (2000) J Sci Food Agric , vol.80 , pp. 1033-1043
    • Clifford, M.N.1
  • 8
    • 0033829764 scopus 로고    scopus 로고
    • Polyphenol oxidase from hybrid poplar. Cloning and expression in response to wounding and herbivory
    • Constabel CP, Yip L, Patton JJ, Christopher ME (2000) Polyphenol oxidase from hybrid poplar. Cloning and expression in response to wounding and herbivory. Plant Physiol 124:285–295. 10.1104/pp.124.1.285
    • (2000) Plant Physiol , vol.124 , pp. 285-295
    • Constabel, C.P.1    Yip, L.2    Patton, J.J.3    Christopher, M.E.4
  • 10
    • 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 MT, Pälijärvi M, Salminen J-P (2015) 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 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
  • 11
    • 44049116662 scopus 로고
    • Impact of oxidized plant phenolics on the nutritional quality of dietar protein to a noctuid herbivore, Spodoptera exigua
    • Felton GW, Donato KK, Broadway RM, Duffey SS (1992) Impact of oxidized plant phenolics on the nutritional quality of dietar protein to a noctuid herbivore, Spodoptera exigua. J Insect Physiol 38:277–285. 10.1016/0022-1910(92)90128-Z
    • (1992) J Insect Physiol , vol.38 , pp. 277-285
    • Felton, G.W.1    Donato, K.K.2    Broadway, R.M.3    Duffey, S.S.4
  • 12
    • 37049104182 scopus 로고
    • The metabolism of gallic acid and hexahydroxydiphenic acid in plants. Part 1. Introduction. Naturally occurring galloyl esters
    • Haddock EA, Gupta RK, Al-Shafi SMK et al (1982) The metabolism of gallic acid and hexahydroxydiphenic acid in plants. Part 1. Introduction. Naturally occurring galloyl esters. J Chem Soc Perkin Trans 1:2515–2524. 10.1039/P19820002515
    • (1982) J Chem Soc Perkin Trans , vol.1 , pp. 2515-2524
    • Haddock, E.A.1    Gupta, R.K.2    Al-Shafi, S.M.K.3
  • 13
    • 0034908309 scopus 로고    scopus 로고
    • Seasonal and population variation in flavonoid and alliarinoside content of Alliaria petiolata
    • Haribal M, Renwick JAA (2001) Seasonal and population variation in flavonoid and alliarinoside content of Alliaria petiolata. J Chem Ecol 27:1585–1594. 10.1023/A:1010406224265
    • (2001) J Chem Ecol , vol.27 , pp. 1585-1594
    • Haribal, M.1    Renwick, J.A.A.2
  • 14
    • 0035051666 scopus 로고    scopus 로고
    • Insect acid-base physiology
    • COI: 1:CAS:528:DC%2BD3MXitlSmtro%3D, PID: 11112169
    • Harrison J (2001) Insect acid-base physiology. Annu Rev Entomol 46:221–250
    • (2001) Annu Rev Entomol , vol.46 , pp. 221-250
    • Harrison, J.1
  • 15
    • 0024793872 scopus 로고
    • Occurrence and content of hydroxycinnamic and hydroxybenzoic acid compounds in foods
    • COI: 1:CAS:528:DyaK3cXmtFKm, PID: 2690858
    • Herrmann K, Nagel CW (1989) Occurrence and content of hydroxycinnamic and hydroxybenzoic acid compounds in foods. Crit Rev Food Sci Nutr 28:315–347
    • (1989) Crit Rev Food Sci Nutr , vol.28 , pp. 315-347
    • Herrmann, K.1    Nagel, C.W.2
  • 16
    • 0027134331 scopus 로고
    • Variation in concentrations of phloridzin and phloretin in apple foliage
    • Hunter MD, Hull LA (1993) Variation in concentrations of phloridzin and phloretin in apple foliage. Phytochemistry 34:1251–1254. 10.1016/0031-9422(91)80010-X
    • (1993) Phytochemistry , vol.34 , pp. 1251-1254
    • Hunter, M.D.1    Hull, L.A.2
  • 18
    • 0034079551 scopus 로고    scopus 로고
    • Oxygen levels in the gut lumens of herbivorous insects
    • Johnson KS, Barbehenn RV (2000) Oxygen levels in the gut lumens of herbivorous insects. J Insect Physiol 46:897–903. 10.1016/S0022-1910(99)00196-1
    • (2000) J Insect Physiol , vol.46 , pp. 897-903
    • Johnson, K.S.1    Barbehenn, R.V.2
  • 20
    • 33747200035 scopus 로고    scopus 로고
    • Biochemical transformation of birch leaf phenolics in larvae of six species of sawflies
    • Lahtinen M, Kapari L, Ossipov V, Salminen JP, Haukioja E, Pihlaja K (2005) Biochemical transformation of birch leaf phenolics in larvae of six species of sawflies. Chemoecology 15:153–159. 10.1007/s00049-005-0307-7
    • (2005) Chemoecology , vol.15 , pp. 153-159
    • Lahtinen, M.1    Kapari, L.2    Ossipov, V.3    Salminen, J.P.4    Haukioja, E.5    Pihlaja, K.6
  • 21
    • 0002435340 scopus 로고
    • Tyrosinase: molecular and active-site structure
    • Lee CY, Whitaker JR, (eds), American Chemical Society, Washington, DC
    • Lerch K (1995) Tyrosinase: molecular and active-site structure. In: Lee CY, Whitaker JR (eds) Enzymatic Browning and its prevention. American Chemical Society, Washington, DC, pp 64–80
    • (1995) Enzymatic Browning and its prevention , pp. 64-80
    • Lerch, K.1
  • 22
    • 85016756351 scopus 로고    scopus 로고
    • Oxidizable phenolic concentrations do not affect development and survival of Paropsis atomaria larvae eating Eucalyptus foliage
    • Marsh K, Zhou W, Wigley HJ et al (2017) Oxidizable phenolic concentrations do not affect development and survival of Paropsis atomaria larvae eating Eucalyptus foliage. J Chem Ecol 43:411–421. 10.1007/s10886-017-0835-y
    • (2017) J Chem Ecol , vol.43 , pp. 411-421
    • Marsh, K.1    Zhou, W.2    Wigley, H.J.3
  • 23
    • 74249121688 scopus 로고    scopus 로고
    • Effect of the temperature and the exclusion of UVB radiation on the phenolics and iridoids in Menyanthes trifoliata L. leaves in the subarctic
    • Martz F, Turunen M, Julkunen-Tiitto R, Lakkala K, Sutinen ML (2009) Effect of the temperature and the exclusion of UVB radiation on the phenolics and iridoids in Menyanthes trifoliata L. leaves in the subarctic. Environ Pollut 157:3471–3478. 10.1016/j.envpol.2009.06.022
    • (2009) Environ Pollut , vol.157 , pp. 3471-3478
    • Martz, F.1    Turunen, M.2    Julkunen-Tiitto, R.3    Lakkala, K.4    Sutinen, M.L.5
  • 24
    • 49249153466 scopus 로고
    • Polyphenol oxidases in plants
    • Mayer AM, Harel E (1979) Polyphenol oxidases in plants. Phytochemistry 18:193–215. 10.1016/0031-9422(79)80057-6
    • (1979) Phytochemistry , vol.18 , pp. 193-215
    • Mayer, A.M.1    Harel, E.2
  • 25
    • 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 (2008) Ecologically neglected tannins and their biologically relevant activity: chemical structures of plant ellagitannins reveal their in vitro oxidative activity at high pH. Chemoecology 18:73–83. 10.1007/s00049-007-0395-7
    • (2008) Chemoecology , vol.18 , pp. 73-83
    • Moilanen, J.1    Salminen, J.-P.2
  • 26
    • 84881610486 scopus 로고    scopus 로고
    • Characterization of bioactive plant ellagitannins by chromatographic, spectroscopic and mass spectrometric methods
    • Moilanen J, Sinkkonen J, Salminen J-P (2013) Characterization of bioactive plant ellagitannins by chromatographic, spectroscopic and mass spectrometric methods. Chemoecology 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
  • 27
    • 84931278892 scopus 로고    scopus 로고
    • Distribution and content of ellagitannins in Finnish plant species
    • Moilanen J, Koskinen P, Salminen J-P (2015) Distribution and content of ellagitannins in Finnish plant species. Phytochemistry 116:188–197. 10.1016/j.phytochem.2015.03.002
    • (2015) Phytochemistry , vol.116 , pp. 188-197
    • Moilanen, J.1    Koskinen, P.2    Salminen, J.-P.3
  • 29
    • 79960535319 scopus 로고    scopus 로고
    • Metabolite profiling and antioxidant activity of Prunus padus L. flowers and leaves
    • Olszewska MA, Kwapisz A (2011) Metabolite profiling and antioxidant activity of Prunus padus L. flowers and leaves. Nat Prod Res 25:1115–1131. 10.1080/14786410903230359
    • (2011) Nat Prod Res , vol.25 , pp. 1115-1131
    • Olszewska, M.A.1    Kwapisz, A.2
  • 30
    • 54349088085 scopus 로고    scopus 로고
    • Extraction and HPLC analysis of phenolic compounds in leaves, stalks, and textile fibers of Urtica dioica L
    • Pinelli P, Ieri F, Vignolini P, Bacci L, Baronti S, Romani A (2008) Extraction and HPLC analysis of phenolic compounds in leaves, stalks, and textile fibers of Urtica dioica L. J Agric Food Chem 56:9127–9132. 10.1021/jf801552d
    • (2008) J Agric Food Chem , vol.56 , pp. 9127-9132
    • Pinelli, P.1    Ieri, F.2    Vignolini, P.3    Bacci, L.4    Baronti, S.5    Romani, A.6
  • 31
    • 33846451418 scopus 로고    scopus 로고
    • On-line identification of phenolic compounds of Trifolium species using HPLC-UV-MS and post-column UV-derivatisation
    • Polasek J, Queiroz EF, Hostettmann K (2007) On-line identification of phenolic compounds of Trifolium species using HPLC-UV-MS and post-column UV-derivatisation. Phytochem Anal 18:13–23. 10.1002/pca.946
    • (2007) Phytochem Anal , vol.18 , pp. 13-23
    • Polasek, J.1    Queiroz, E.F.2    Hostettmann, K.3
  • 32
    • 45549115706 scopus 로고
    • Structure and antibacterial activity of plantamajoside, a caffeic acid sugar ester from Plantago major subsp. major
    • Ravn H, Brimer L (1988) Structure and antibacterial activity of plantamajoside, a caffeic acid sugar ester from Plantago major subsp. major. Phytochemistry 27:3433–3437. 10.1016/0031-9422(88)80744-1
    • (1988) Phytochemistry , vol.27 , pp. 3433-3437
    • Ravn, H.1    Brimer, L.2
  • 33
    • 29144435625 scopus 로고    scopus 로고
    • Wound-induced oxidative responses in mountain birch leaves
    • Ruuhola T, Yang S (2006) Wound-induced oxidative responses in mountain birch leaves. Ann Bot 97:29–37. 10.1093/aob/mcj005
    • (2006) Ann Bot , vol.97 , pp. 29-37
    • Ruuhola, T.1    Yang, S.2
  • 34
    • 84976428102 scopus 로고    scopus 로고
    • The chemistry and chemical ecology of ellagitannins in plant–insect interactions: from underestimated molecules to bioactive plant constituents
    • Romani A, Lattanzio V, Quideau S, (eds), 1, John Wiley & Sons, Ltd
    • Salminen J-P (2014) The chemistry and chemical ecology of ellagitannins in plant–insect interactions: from underestimated molecules to bioactive plant constituents. In: Romani A, Lattanzio V, Quideau S (eds) Recent advances in polyphenol research, vol 4, 1st edn. John Wiley & Sons, Ltd., pp 83–113
    • (2014) Recent advances in polyphenol research , vol.4 , pp. 83-113
    • Salminen, J.-P.1
  • 35
    • 85038900996 scopus 로고    scopus 로고
    • 14C-labelled pentagalloylglucose by Epirrita autumnata and Agriopis aurantiaria (Lepidoptera: Geometridae) and implications for the nutrition of geometrid defoliators
    • available online
    • 14C-labelled pentagalloylglucose by Epirrita autumnata and Agriopis aurantiaria (Lepidoptera: Geometridae) and implications for the nutrition of geometrid defoliators. Austral Entomology (available online). 10.1111/aen.12323
    • (2018) Austral Entomology
    • Salminen, J.-P.1
  • 36
    • 79952649510 scopus 로고    scopus 로고
    • Chemical ecology of tannins and other phenolics: we need a change in approach
    • Salminen J-P, Karonen M (2011) Chemical ecology of tannins and other phenolics: we need a change in approach. Funct Ecol 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
  • 37
    • 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 (2002) Effects of hydrolysable tannins on a herbivorous insect: fate of individual tannins in insect digestive tract. Chemoecology 12:203–211. 10.1007/PL00012670
    • (2002) Chemoecology , vol.12 , pp. 203-211
    • Salminen, J.-P.1    Lempa, K.2
  • 38
    • 3042728752 scopus 로고    scopus 로고
    • Metabolic modifications of birch leaf phenolics by an herbivorous insect: detoxification of flavonoid aglycones via glycosylation
    • COI: 1:CAS:528:DC%2BD2cXmtFequrg%3D
    • Salminen J-P, Lahtinen M, Lempa K et al (2004) Metabolic modifications of birch leaf phenolics by an herbivorous insect: detoxification of flavonoid aglycones via glycosylation. Zeitschrift für Naturforsch 59:437–444
    • (2004) Zeitschrift für Naturforsch , vol.59 , pp. 437-444
    • Salminen, J.-P.1    Lahtinen, M.2    Lempa, K.3
  • 39
    • 12944272026 scopus 로고    scopus 로고
    • Characterization of phenolic acids and flavonoids in dandelion (Taraxacum officinale WEB. Ex WIGG.) root and herb by high-performance liquid chromatography/electrospray ionization mass spectrometry
    • Schütz K, Kammerer DR, Carle R, Schieber A (2005) Characterization of phenolic acids and flavonoids in dandelion (Taraxacum officinale WEB. Ex WIGG.) root and herb by high-performance liquid chromatography/electrospray ionization mass spectrometry. Rapid Commun Mass Spectrom 19:179–186. 10.1002/rcm.1767
    • (2005) Rapid Commun Mass Spectrom , vol.19 , pp. 179-186
    • Schütz, K.1    Kammerer, D.R.2    Carle, R.3    Schieber, A.4
  • 40
    • 0000804099 scopus 로고
    • Chemical defense in birch. Platyphylloside: a phenol from Betula pendula inhibiting digestibility
    • COI: 1:CAS:528:DyaL1cXitFyqur0%3D, PID: 24276001
    • Sunnerheim K, Palo RT, Theander O, Knutsson P-G (1988) Chemical defense in birch. Platyphylloside: a phenol from Betula pendula inhibiting digestibility. J Chem Ecol 14:549–560
    • (1988) J Chem Ecol , vol.14 , pp. 549-560
    • Sunnerheim, K.1    Palo, R.T.2    Theander, O.3    Knutsson, P.-G.4
  • 41
    • 85046054857 scopus 로고
    • Phenolic compounds of Campanula rotundifolia and C. Persicifolia
    • Teslov LS, Koretskaya LN, Tsareva GI (1983) Phenolic compounds of Campanula rotundifolia and C. persicifolia. Khimiya Prir Soedin (3):387
    • (1983) Khimiya Prir Soedin , Issue.3 , pp. 387
    • Teslov, L.S.1    Koretskaya, L.N.2    Tsareva, G.I.3
  • 42
    • 0032193574 scopus 로고    scopus 로고
    • Effects of juglone (5-hydroxy-1,4-naphthoquinone) on midgut morphology and glutathione status in Saturniid moth larvae
    • Thiboldeaux RL, Lindroth RL, Tracy JW (1998) Effects of juglone (5-hydroxy-1,4-naphthoquinone) on midgut morphology and glutathione status in Saturniid moth larvae. Comp Biochem Physiol C Pharmacol Toxicol Endocrinol 120:481–487. 10.1016/S0742-8413(98)10070-1
    • (1998) Comp Biochem Physiol C Pharmacol Toxicol Endocrinol , vol.120 , pp. 481-487
    • Thiboldeaux, R.L.1    Lindroth, R.L.2    Tracy, J.W.3
  • 43
    • 84864911601 scopus 로고    scopus 로고
    • The polyphenol oxidase gene family in land plants: lineage-specific duplication and expansion
    • Tran LT, Taylor JS, Constabel CP (2012) The polyphenol oxidase gene family in land plants: lineage-specific duplication and expansion. BMC Genomics 13:395. 10.1186/1471-2164-13-395
    • (2012) BMC Genomics , vol.13 , pp. 395
    • Tran, L.T.1    Taylor, J.S.2    Constabel, C.P.3
  • 44
    • 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 (2013) Stability and oxidation products of hydrolysable tannins in basic conditions detected by HPLC/DAD-ESI/QTOF/MS. Phytochem Anal 24:424–435. 10.1002/pca.2456
    • (2013) Phytochem Anal , vol.24 , pp. 424-435
    • Tuominen, A.1    Sundman, T.2
  • 45
    • 84901200325 scopus 로고    scopus 로고
    • Rapid estimation of the oxidative activities of individual phenolics in crude plant extracts
    • Vihakas M, Pälijärvi M, Karonen M, Roininen H, Salminen JP (2014) Rapid estimation of the oxidative activities of individual phenolics in crude plant extracts. Phytochemistry 103:76–84. 10.1016/j.phytochem.2014.02.019
    • (2014) Phytochemistry , vol.103 , pp. 76-84
    • Vihakas, M.1    Pälijärvi, M.2    Karonen, M.3    Roininen, H.4    Salminen, J.P.5
  • 46
    • 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 JP (2015) Phenolic compounds and their fates in tropical lepidopteran larvae: modifications in alkaline conditions. J Chem Ecol 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
  • 47
    • 0042415543 scopus 로고    scopus 로고
    • Physicochemical properties and function of plant polyphenol oxidase: a review
    • Yoruk R, Marshall MR (2003) Physicochemical properties and function of plant polyphenol oxidase: a review. J Food Biochem 27:361–422. 10.1111/j.1745-4514.2003.tb00289.x
    • (2003) J Food Biochem , vol.27 , pp. 361-422
    • Yoruk, R.1    Marshall, M.R.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.