메뉴 건너뛰기




Volumn 83, Issue 6, 2015, Pages 941-951

Identification of a flavin-containing S-oxygenating monooxygenase involved in alliin biosynthesis in garlic

Author keywords

AB924383 (AsFMO1); alliin; Allium sativum; flavin containing monooxygenase; LC008010 (AsGGT1); LC008011 (AsGGT2); LC008012 (AsGGT3); S oxygenation; secondary metabolism

Indexed keywords

BIOCHEMISTRY; BIOSYNTHESIS; CATALYSIS; METABOLISM; METABOLITES; NUCLEOTIDES; OXYGENATION; PLANTS (BOTANY); RECOMBINANT PROTEINS; STEREOSELECTIVITY;

EID: 84941062478     PISSN: 09607412     EISSN: 1365313X     Source Type: Journal    
DOI: 10.1111/tpj.12954     Document Type: Article
Times cited : (58)

References (43)
  • 2
    • 0017184389 scopus 로고
    • A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding
    • Bradford, M.M., (1976) A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. Anal. Biochem. 72, 248-254.
    • (1976) Anal. Biochem. , vol.72 , pp. 248-254
    • Bradford, M.M.1
  • 5
    • 83255187208 scopus 로고    scopus 로고
    • Cloning and expression of γ-glutamyl transpeptidase and its relationship to greening in crushed garlic (Allium sativum) cloves
    • Cho, J., Park, M., Choi, D., and, Lee, S.K., (2012) Cloning and expression of γ-glutamyl transpeptidase and its relationship to greening in crushed garlic (Allium sativum) cloves. J. Sci. Food Agric. 92, 253-257.
    • (2012) J. Sci. Food Agric. , vol.92 , pp. 253-257
    • Cho, J.1    Park, M.2    Choi, D.3    Lee, S.K.4
  • 6
    • 0026562884 scopus 로고
    • Improved method for high efficiency transformation of intact yeast cells
    • Gietz, D., Jean, A.S., Woods, D.A., and, Schiestl, R.H., (1992) Improved method for high efficiency transformation of intact yeast cells. Nucleic Acids Res. 20, 1425.
    • (1992) Nucleic Acids Res. , vol.20 , pp. 1425
    • Gietz, D.1    Jean, A.S.2    Woods, D.A.3    Schiestl, R.H.4
  • 7
    • 34249783437 scopus 로고    scopus 로고
    • Identification of a flavin-monooxygenase as the S-oxygenating enzyme in aliphatic glucosinolate biosynthesis in Arabidopsis
    • Hansen, B.G., Kliebenstein, D.J., and, Halkier, B.A., (2007) Identification of a flavin-monooxygenase as the S-oxygenating enzyme in aliphatic glucosinolate biosynthesis in Arabidopsis. Plant J. 50, 902-910.
    • (2007) Plant J. , vol.50 , pp. 902-910
    • Hansen, B.G.1    Kliebenstein, D.J.2    Halkier, B.A.3
  • 8
    • 33746472530 scopus 로고    scopus 로고
    • Changes in organosulfur compounds in garlic cloves during storage
    • Ichikawa, M., Ide, N., and, Ono, K., (2006a) Changes in organosulfur compounds in garlic cloves during storage. J. Agric. Food Chem. 54, 4849-4854.
    • (2006) J. Agric. Food Chem. , vol.54 , pp. 4849-4854
    • Ichikawa, M.1    Ide, N.2    Ono, K.3
  • 9
    • 33645459926 scopus 로고    scopus 로고
    • Determination of seven organosulfur compounds in garlic by high-performance liquid chromatography
    • Ichikawa, M., Ide, N., Yoshida, J., Yamaguchi, H., and, Ono, K., (2006b) Determination of seven organosulfur compounds in garlic by high-performance liquid chromatography. J. Agric. Food Chem. 54, 1535-1540.
    • (2006) J. Agric. Food Chem. , vol.54 , pp. 1535-1540
    • Ichikawa, M.1    Ide, N.2    Yoshida, J.3    Yamaguchi, H.4    Ono, K.5
  • 10
    • 63049130448 scopus 로고    scopus 로고
    • Biological properties of garlic and garlic-derived organosulfur compounds
    • Iciek, M., Kwiecień, I., and, Włodek, L., (2009) Biological properties of garlic and garlic-derived organosulfur compounds. Environ. Mol. Mutagen. 50, 247-265.
    • (2009) Environ. Mol. Mutagen. , vol.50 , pp. 247-265
    • Iciek, M.1    Kwiecień, I.2    Włodek, L.3
  • 12
    • 70949096336 scopus 로고    scopus 로고
    • The rice α-amylase glycoprotein is targeted from the Golgi apparatus through the secretory pathway to the plastids
    • Kitajima, A., Asatsuma, S., Okada, H., et al. (2009) The rice α-amylase glycoprotein is targeted from the Golgi apparatus through the secretory pathway to the plastids. Plant Cell, 21, 2844-2858.
    • (2009) Plant Cell , vol.21 , pp. 2844-2858
    • Kitajima, A.1    Asatsuma, S.2    Okada, H.3
  • 14
    • 0036786389 scopus 로고    scopus 로고
    • Sulfoxides as urinary metabolites of S-allyl- l -cysteine in rats: Evidence for the involvement of flavin-containing monooxygenases
    • Krause, R.J., Glocke, S.C., and, Elfarra, A.A., (2002) Sulfoxides as urinary metabolites of S-allyl- l -cysteine in rats: evidence for the involvement of flavin-containing monooxygenases. Drug Metab. Dispos. 30, 1137-1142.
    • (2002) Drug Metab. Dispos. , vol.30 , pp. 1137-1142
    • Krause, R.J.1    Glocke, S.C.2    Elfarra, A.A.3
  • 15
    • 0032989668 scopus 로고    scopus 로고
    • Quality of herbal remedies from Allium sativum: Differences between alliinase from garlic powder and fresh garlic
    • Krest, I., and, Keusgen, M., (1999) Quality of herbal remedies from Allium sativum: differences between alliinase from garlic powder and fresh garlic. Planta Med. 65, 139-143.
    • (1999) Planta Med. , vol.65 , pp. 139-143
    • Krest, I.1    Keusgen, M.2
  • 16
    • 55049108328 scopus 로고    scopus 로고
    • Quantitative determination of S-alk(en)ylcysteine-S-oxides by micellar electrokinetic capillary chromatography
    • Kubec, R., and, Dadáková, E., (2008) Quantitative determination of S-alk(en)ylcysteine-S-oxides by micellar electrokinetic capillary chromatography. J. Chromatogr. A 1212, 154-157.
    • (2008) J. Chromatogr. A , vol.1212 , pp. 154-157
    • Kubec, R.1    Dadáková, E.2
  • 17
    • 0033380589 scopus 로고    scopus 로고
    • Gas chromatographic determination of S-alk(en)ylcysteine sulfoxides
    • Kubec, R., Svobodová, M., and, Velíšek, J., (1999) Gas chromatographic determination of S-alk(en)ylcysteine sulfoxides. J. Chromatogr. A 862, 85-94.
    • (1999) J. Chromatogr. A , vol.862 , pp. 85-94
    • Kubec, R.1    Svobodová, M.2    Velíšek, J.3
  • 18
    • 10744220149 scopus 로고    scopus 로고
    • A unique set of 11,008 onion expressed sequence tags reveals expressed sequence and genomic differences between the monocot orders Asparagales and Poales
    • Kuhl, J.C., Cheung, F., Yuan, Q., et al. (2004) A unique set of 11,008 onion expressed sequence tags reveals expressed sequence and genomic differences between the monocot orders Asparagales and Poales. Plant Cell, 16, 114-125.
    • (2004) Plant Cell , vol.16 , pp. 114-125
    • Kuhl, J.C.1    Cheung, F.2    Yuan, Q.3
  • 19
    • 0002708130 scopus 로고
    • γ-Glutamyl peptides in the biosynthesis of S-alk(en)yl- l -cysteine sulphoxides (flavor precursors) in Allium
    • Lancaster, J.E., and, Shaw, M.L., (1989) γ-Glutamyl peptides in the biosynthesis of S-alk(en)yl- l -cysteine sulphoxides (flavor precursors) in Allium. Phytochemistry, 28, 455-460.
    • (1989) Phytochemistry , vol.28 , pp. 455-460
    • Lancaster, J.E.1    Shaw, M.L.2
  • 20
    • 0027950390 scopus 로고
    • Characterization of purified γ-glutamyl transpeptidase in onions: Evidence for in vivo role as a peptidase
    • Lancaster, J.E., and, Shaw, M.L., (1994) Characterization of purified γ-glutamyl transpeptidase in onions: evidence for in vivo role as a peptidase. Phytochemistry, 36, 1351-1358.
    • (1994) Phytochemistry , vol.36 , pp. 1351-1358
    • Lancaster, J.E.1    Shaw, M.L.2
  • 21
    • 0009834726 scopus 로고
    • The dynamics of the flavour precursors, the S-alk(en)yl- l -cysteine sulphoxides, during leaf blade and scale development in the onion (Allium cepa)
    • Lancaster, J.E., McCallion, B.J., and, Shaw, M.L., (1986) The dynamics of the flavour precursors, the S-alk(en)yl- l -cysteine sulphoxides, during leaf blade and scale development in the onion (Allium cepa). Physiol. Plant. 66, 293-297.
    • (1986) Physiol. Plant. , vol.66 , pp. 293-297
    • Lancaster, J.E.1    McCallion, B.J.2    Shaw, M.L.3
  • 22
    • 0006940590 scopus 로고
    • Production of flavour precursors [S-alk(en)yl- l -cysteine sulphoxides] in photomixotrophic callus of garlic
    • Lancaster, J.E., Dommisse, E.M., and, Shaw, M.L., (1988) Production of flavour precursors [S-alk(en)yl- l -cysteine sulphoxides] in photomixotrophic callus of garlic. Phytochemistry, 27, 2123-2124.
    • (1988) Phytochemistry , vol.27 , pp. 2123-2124
    • Lancaster, J.E.1    Dommisse, E.M.2    Shaw, M.L.3
  • 23
    • 57749110486 scopus 로고    scopus 로고
    • Subclade of flavin-monooxygenases involved in aliphatic glucosinolate biosynthesis
    • Li, J., Hansen, B.G., Ober, J.A., Kliebenstein, D.J., and, Halkier, B.A., (2008) Subclade of flavin-monooxygenases involved in aliphatic glucosinolate biosynthesis. Plant Physiol. 148, 1721-1733.
    • (2008) Plant Physiol. , vol.148 , pp. 1721-1733
    • Li, J.1    Hansen, B.G.2    Ober, J.A.3    Kliebenstein, D.J.4    Halkier, B.A.5
  • 24
    • 81055130049 scopus 로고    scopus 로고
    • The main auxin biosynthesis pathway in Arabidopsis
    • Mashiguchi, K., Tanaka, K., Sakai, T., et al. (2011) The main auxin biosynthesis pathway in Arabidopsis. Proc. Natl Acad. Sci. USA 108, 18512-18517.
    • (2011) Proc. Natl Acad. Sci. USA , vol.108 , pp. 18512-18517
    • Mashiguchi, K.1    Tanaka, K.2    Sakai, T.3
  • 25
    • 0029670626 scopus 로고    scopus 로고
    • Changes in contents of γ-glutamyl peptides and fructan during growth of Allium sativum
    • Matsuura, H., Inagaki, M., Maeshige, K., Ide, N., Kajimura, Y., and, Itakura, Y., (1996) Changes in contents of γ-glutamyl peptides and fructan during growth of Allium sativum. Planta Med. 62, 70-71.
    • (1996) Planta Med. , vol.62 , pp. 70-71
    • Matsuura, H.1    Inagaki, M.2    Maeshige, K.3    Ide, N.4    Kajimura, Y.5    Itakura, Y.6
  • 27
    • 56649119417 scopus 로고    scopus 로고
    • Purification and characterization of flavin-containing monooxygenase isoform 3 from rat kidney microsomes
    • Novick, R.M., and, Elfarra, A.A., (2008) Purification and characterization of flavin-containing monooxygenase isoform 3 from rat kidney microsomes. Drug Metab. Dispos. 36, 2468-2474.
    • (2008) Drug Metab. Dispos. , vol.36 , pp. 2468-2474
    • Novick, R.M.1    Elfarra, A.A.2
  • 28
    • 0001356709 scopus 로고
    • Formation of alliin in the culture tissues of Allium sativum. Oxidation of S-allyl- l -cysteine
    • Ohsumi, C., Hayashi, T., and, Sano, K., (1993) Formation of alliin in the culture tissues of Allium sativum. Oxidation of S-allyl- l -cysteine. Phytochemistry, 33, 107-111.
    • (1993) Phytochemistry , vol.33 , pp. 107-111
    • Ohsumi, C.1    Hayashi, T.2    Sano, K.3
  • 29
    • 0030893969 scopus 로고    scopus 로고
    • Oxidation of cysteine S-conjugates by rabbit liver microsomes and cDNA-expressed flavin-containing mono-oxygenases: Studies with S-(1,2-dichlorovinyl)- l -cysteine, S-(1,2,2-trichlorovinyl)- l -cysteine, S-allyl- l -cysteine, and S-benzyl- l -cysteine
    • Ripp, S.L., Overby, L.H., Philpot, R.M., and, Elfarra, A.A., (1997) Oxidation of cysteine S-conjugates by rabbit liver microsomes and cDNA-expressed flavin-containing mono-oxygenases: studies with S-(1,2-dichlorovinyl)- l -cysteine, S-(1,2,2-trichlorovinyl)- l -cysteine, S-allyl- l -cysteine, and S-benzyl- l -cysteine. Mol. Pharmacol. 51, 507-515.
    • (1997) Mol. Pharmacol. , vol.51 , pp. 507-515
    • Ripp, S.L.1    Overby, L.H.2    Philpot, R.M.3    Elfarra, A.A.4
  • 30
    • 21244434921 scopus 로고    scopus 로고
    • Bioactive S-alk(en)yl cysteine sulfoxide metabolites in the genus Allium: The chemistry of potential therapeutic agents
    • Rose, P., Whiteman, M., Moore, P.K., and, Zhu, Y.Z., (2005) Bioactive S-alk(en)yl cysteine sulfoxide metabolites in the genus Allium: the chemistry of potential therapeutic agents. Nat. Prod. Rep. 22, 351-368.
    • (2005) Nat. Prod. Rep. , vol.22 , pp. 351-368
    • Rose, P.1    Whiteman, M.2    Moore, P.K.3    Zhu, Y.Z.4
  • 32
    • 34548386093 scopus 로고    scopus 로고
    • Flavin-containing monooxygenases in plants: Looking beyond detox
    • Schlaich, N.L., (2007) Flavin-containing monooxygenases in plants: looking beyond detox. Trends Plant Sci. 12, 412-418.
    • (2007) Trends Plant Sci. , vol.12 , pp. 412-418
    • Schlaich, N.L.1
  • 33
    • 13844276844 scopus 로고    scopus 로고
    • Purification and cloning of a γ-glutamyl transpeptidase from onion (Allium cepa)
    • Shaw, M.L., Pither-Joyce, M.D., and, McCallum, J.A., (2005) Purification and cloning of a γ-glutamyl transpeptidase from onion (Allium cepa). Phytochemistry, 66, 515-522.
    • (2005) Phytochemistry , vol.66 , pp. 515-522
    • Shaw, M.L.1    Pither-Joyce, M.D.2    McCallum, J.A.3
  • 34
    • 0025978949 scopus 로고
    • Getting started with yeast
    • Sherman, F., (1991) Getting started with yeast. Methods Enzymol. 194, 4-21.
    • (1991) Methods Enzymol. , vol.194 , pp. 4-21
    • Sherman, F.1
  • 35
    • 0033055058 scopus 로고    scopus 로고
    • Yeast flavin-containing monooxygenase generates oxidizing equivalents that control protein folding in the endoplasmic reticulum
    • Suh, J.K., Poulsen, L.L., Ziegler, D.M., and, Robertus, J.D., (1999) Yeast flavin-containing monooxygenase generates oxidizing equivalents that control protein folding in the endoplasmic reticulum. Proc. Natl Acad. Sci. USA 96, 2687-2691.
    • (1999) Proc. Natl Acad. Sci. USA , vol.96 , pp. 2687-2691
    • Suh, J.K.1    Poulsen, L.L.2    Ziegler, D.M.3    Robertus, J.D.4
  • 36
    • 3142642260 scopus 로고
    • 14C] into S-(2-carboxypropyl)glutathione and S-(2-carboxypropyl)cysteine in garlic
    • 14C] into S-(2-carboxypropyl)glutathione and S-(2-carboxypropyl)cysteine in garlic. Chem. Pharm. Bull. 10, 328-331.
    • (1962) Chem. Pharm. Bull. , vol.10 , pp. 328-331
    • Suzuki, T.1    Sugii, M.2    Kakimoto, T.3
  • 39
    • 55049121677 scopus 로고    scopus 로고
    • Determination of the absolute configuration of the glucosinolate methyl sulfoxide group reveals a stereospecific biosynthesis of the side chain
    • Vergara, F., Wenzler, M., Hansen, B.G., Kliebenstein, D.J., Halkier, B.A., Gershenzon, J., and, Schneider, B., (2008) Determination of the absolute configuration of the glucosinolate methyl sulfoxide group reveals a stereospecific biosynthesis of the side chain. Phytochemistry, 69, 2737-2742.
    • (2008) Phytochemistry , vol.69 , pp. 2737-2742
    • Vergara, F.1    Wenzler, M.2    Hansen, B.G.3    Kliebenstein, D.J.4    Halkier, B.A.5    Gershenzon, J.6    Schneider, B.7
  • 40
    • 0000535378 scopus 로고
    • Content of some sulfur-containing components and free amino acids in various strains of garlic
    • Ueda, Y., Kawajiri, H., Miyamura, N., and, Miyajima, R., (1991) Content of some sulfur-containing components and free amino acids in various strains of garlic. Nippon Shokuhin Kogyo Gakkaishi, 38, 429-434.
    • (1991) Nippon Shokuhin Kogyo Gakkaishi , vol.38 , pp. 429-434
    • Ueda, Y.1    Kawajiri, H.2    Miyamura, N.3    Miyajima, R.4
  • 41
    • 22244458863 scopus 로고    scopus 로고
    • Quantitative determination of eleven flavor precursors (S-alk(en)yl cysteine derivatives) in garlic with an HPLC method
    • Yamazaki, Y., Tokunaga, T., and, Okuno, T., (2005) Quantitative determination of eleven flavor precursors (S-alk(en)yl cysteine derivatives) in garlic with an HPLC method. Nippon Shokuhin Kagaku Kogaku Kaishi, 52, 160-166.
    • (2005) Nippon Shokuhin Kagaku Kogaku Kaishi , vol.52 , pp. 160-166
    • Yamazaki, Y.1    Tokunaga, T.2    Okuno, T.3
  • 43
    • 0000087062 scopus 로고
    • Volatile compounds generated from thermal degradation of alliin and deoxyalliin in an aqueous solution
    • Yu, T.-H., Wu, C.-M., Rosen, R.T., Hartman, T.G., and, Ho, C.-T., (1994) Volatile compounds generated from thermal degradation of alliin and deoxyalliin in an aqueous solution. J. Agric. Food Chem. 42, 146-153.
    • (1994) J. Agric. Food Chem. , vol.42 , pp. 146-153
    • Yu, T.-H.1    Wu, C.-M.2    Rosen, R.T.3    Hartman, T.G.4    Ho, C.-T.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.