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Volumn 263, Issue 2, 1999, Pages 447-454

Biosynthesis of bitter acids in hops: A 13C-NMR and 2H-NMR study on the building blocks of humulone

Author keywords

Deoxyxylulose; Hops; Humulone; Mevalonate; Sitosterol

Indexed keywords

HUMULON; PLANT EXTRACT; SITOSTEROL;

EID: 0033565565     PISSN: 00142956     EISSN: None     Source Type: Journal    
DOI: 10.1046/j.1432-1327.1999.00518.x     Document Type: Article
Times cited : (65)

References (26)
  • 1
    • 0009618591 scopus 로고
    • Biosynthesis of hop bitter principles. Part 4. Incorporporation of carbon-14 labelled acetic acids into hop bitter principles
    • 1. Drawert, F. & Beier, J. (1974) Biosynthesis of hop bitter principles. Part 4. Incorporporation of carbon-14 labelled acetic acids into hop bitter principles. Phytochemistry 13, 2749-2753.
    • (1974) Phytochemistry , vol.13 , pp. 2749-2753
    • Drawert, F.1    Beier, J.2
  • 2
    • 0009565787 scopus 로고
    • Biosynthesis of hop bitter compounds. Part 7. Amino acids as the precursors of the acyl side chain of hop bitter compounds
    • 2. Drawert, F. & Beier, J. (1976) Biosynthesis of hop bitter compounds. Part 7. Amino acids as the precursors of the acyl side chain of hop bitter compounds. Phytochemistry 15, 1693-1694.
    • (1976) Phytochemistry , vol.15 , pp. 1693-1694
    • Drawert, F.1    Beier, J.2
  • 3
    • 0009565788 scopus 로고
    • Biosynthesis of hop bitter compounds. Part 3. Formation and subsequent reactions of acyl precursors of hop bitter compounds
    • 3. Drawert, F. & Beier, J. (1974) Biosynthesis of hop bitter compounds. Part 3. Formation and subsequent reactions of acyl precursors of hop bitter compounds. Phytochemistry 13, 2149-2155.
    • (1974) Phytochemistry , vol.13 , pp. 2149-2155
    • Drawert, F.1    Beier, J.2
  • 4
    • 0009644277 scopus 로고
    • Biosynthesis of hop bitter compounds. Part 6. On the biogenesis of the six-membered ring of hop bitter compounds
    • 4. Drawert, F. & Beier, J. (1976) Biosynthesis of hop bitter compounds. Part 6. On the biogenesis of the six-membered ring of hop bitter compounds. Phytochemistry 15, 1691-1692.
    • (1976) Phytochemistry , vol.15 , pp. 1691-1692
    • Drawert, F.1    Beier, J.2
  • 5
    • 0000208865 scopus 로고
    • Biosynthesis of hop bitter compounds. Part 8. Monoprenylated acylphloroglucins
    • 5. Drawert, F. & Beier, J. (1976) Biosynthesis of hop bitter compounds. Part 8. Monoprenylated acylphloroglucins. Phytochemistry 15, 1695-1696.
    • (1976) Phytochemistry , vol.15 , pp. 1695-1696
    • Drawert, F.1    Beier, J.2
  • 6
    • 0029138295 scopus 로고
    • Formation of aromatic intermediates in the biosynthesis of bitter acids in Humulus lupulus
    • 6. Zuurbier, K.W.M., Fung, S.-Y., Scheffer, J.J.C. & Verpoorte, R. (1995) Formation of aromatic intermediates in the biosynthesis of bitter acids in Humulus lupulus. Phytochemistry 38, 77-82.
    • (1995) Phytochemistry , vol.38 , pp. 77-82
    • Zuurbier, K.W.M.1    Fung, S.-Y.2    Scheffer, J.J.C.3    Verpoorte, R.4
  • 7
    • 0032431931 scopus 로고    scopus 로고
    • In vitro prenylation of aromatic intermediates in the biosynthesis of bitter acids in Humulus lupulus
    • 7. Zuurbier, K.W.M., Fung, S.-Y., Scheffer, J.J.C. & Verpoorte, R. (1998) In vitro prenylation of aromatic intermediates in the biosynthesis of bitter acids in Humulus lupulus. Phytochemistry 49, 2315-2322.
    • (1998) Phytochemistry , vol.49 , pp. 2315-2322
    • Zuurbier, K.W.M.1    Fung, S.-Y.2    Scheffer, J.J.C.3    Verpoorte, R.4
  • 8
    • 0009630502 scopus 로고
    • 14C mevalonic acid lactone into hop bitter compounds
    • 14C mevalonic acid lactone into hop bitter compounds. Phytochemistry 15, 1689-1690.
    • (1976) Phytochemistry , vol.15 , pp. 1689-1690
    • Drawert, F.1    Beier, J.2
  • 9
    • 0032170425 scopus 로고    scopus 로고
    • The deoxyxylulose phosphate pathway of terpenoid biosythesis in plants and microorganisms
    • 9. Eisenreich, W., Schwarz, M., Cartayrade, A., Arigoni, D., Zenk, M.H. & Bacher, A. (1998) The deoxyxylulose phosphate pathway of terpenoid biosythesis in plants and microorganisms. Chem. Biol. 5, R221-R233.
    • (1998) Chem. Biol. , vol.5
    • Eisenreich, W.1    Schwarz, M.2    Cartayrade, A.3    Arigoni, D.4    Zenk, M.H.5    Bacher, A.6
  • 10
    • 0031864162 scopus 로고    scopus 로고
    • Isoprenoid biosynthesis via the mevalonate-independant route, a novel target for antibacterial drugs?
    • 10. Rohmer, M. (1998) Isoprenoid biosynthesis via the mevalonate-independant route, a novel target for antibacterial drugs? Prog. Drug Res. 50, 137-153.
    • (1998) Prog. Drug Res. , vol.50 , pp. 137-153
    • Rohmer, M.1
  • 12
    • 2642632941 scopus 로고
    • Detection of two independent mechanistic pathways for the early steps of isoprenoid biosynthesis in Ginkgo biloba
    • Strasbourg/Bischenberg, January 23-27. Abstract PI
    • 12. Cartayrade, A., Schwarz, M.K., Jaun, B. & Arigoni, D. (1994) Detection of two independent mechanistic pathways for the early steps of isoprenoid biosynthesis in Ginkgo biloba. 2nd Symposium of the European Network on Plant Terpenoids, Strasbourg/Bischenberg, January 23-27. Abstract PI.
    • (1994) 2nd Symposium of the European Network on Plant Terpenoids
    • Cartayrade, A.1    Schwarz, M.K.2    Jaun, B.3    Arigoni, D.4
  • 13
    • 0030985355 scopus 로고    scopus 로고
    • Terpenoid biosynthesis from 1-deoxy-D-xylulose in higher plants by intramolecular skeletal rearrangement
    • 13. Arigoni, D., Sagner, S., Latzel, C., Eisenreich, W., Bacher, A. & Zenk, M.H. (1997) Terpenoid biosynthesis from 1-deoxy-D-xylulose in higher plants by intramolecular skeletal rearrangement. Proc. Natl Acad. Sci. USA 94, 10600-10605.
    • (1997) Proc. Natl Acad. Sci. USA , vol.94 , pp. 10600-10605
    • Arigoni, D.1    Sagner, S.2    Latzel, C.3    Eisenreich, W.4    Bacher, A.5    Zenk, M.H.6
  • 14
    • 0032476144 scopus 로고    scopus 로고
    • Mevalonate-independent biosynthesis of terpenoid volatiles in plants: Induced and constitutive emission of volatiles
    • 14. Piel, J., Donath, J., Bandemer, K. & Boland, W. (1998) Mevalonate-independent biosynthesis of terpenoid volatiles in plants: induced and constitutive emission of volatiles. Angew. Chem. Int. Ed. 37, 2478-2481.
    • (1998) Angew. Chem. Int. Ed. , vol.37 , pp. 2478-2481
    • Piel, J.1    Donath, J.2    Bandemer, K.3    Boland, W.4
  • 15
    • 84987277310 scopus 로고
    • Fast isomerisation of humulone by photoreaction: Preparation of an HPLC standard
    • 15. Sharpe, F.R. & Ormrod, I.H.L. (1991) Fast isomerisation of humulone by photoreaction: preparation of an HPLC standard. J. Inst. Brew. 97, 33-37.
    • (1991) J. Inst. Brew. , vol.97 , pp. 33-37
    • Sharpe, F.R.1    Ormrod, I.H.L.2
  • 16
    • 0030764890 scopus 로고    scopus 로고
    • 13C-labeled glucose. Formation of gallic acid in plants and fungi
    • 13C-labeled glucose. Formation of gallic acid in plants and fungi. J. Biol. Chem. 272, 25474-25482.
    • (1997) J. Biol. Chem. , vol.272 , pp. 25474-25482
    • Werner, I.1    Bacher, A.2    Eisenreich, W.3
  • 19
    • 0032458439 scopus 로고    scopus 로고
    • Elucidation of novel biosynthetic pathways and metabolite flux patterns by retrobiosynthetic NMR analysis
    • 19. Bacher, A., Rieder, C., Eichinger, D., Arigoni, D., Fuchs, G. & Eisenreich, W. (1999) Elucidation of novel biosynthetic pathways and metabolite flux patterns by retrobiosynthetic NMR analysis. FEMS Microbiol. Rev. 22, 567-598.
    • (1999) FEMS Microbiol. Rev. , vol.22 , pp. 567-598
    • Bacher, A.1    Rieder, C.2    Eichinger, D.3    Arigoni, D.4    Fuchs, G.5    Eisenreich, W.6
  • 21
    • 0032544054 scopus 로고    scopus 로고
    • A 1-deoxy-D-xylulose 5-phosphate reductoisomerase catalyzing the formation of 2-C-methyl-D-erythritol 4-phosphate in an alternative nonmevalonate pathway for terpenoid biosynthesis
    • 21. Takahashi, S., Kuzuyama, T., Watanabe, H. & Seto, H. (1998) A 1-deoxy-D-xylulose 5-phosphate reductoisomerase catalyzing the formation of 2-C-methyl-D-erythritol 4-phosphate in an alternative nonmevalonate pathway for terpenoid biosynthesis. Proc. Natl Acad. Sci. USA 95, 9879-9884.
    • (1998) Proc. Natl Acad. Sci. USA , vol.95 , pp. 9879-9884
    • Takahashi, S.1    Kuzuyama, T.2    Watanabe, H.3    Seto, H.4
  • 22
    • 0033573920 scopus 로고    scopus 로고
    • Dimethylallyl pyrophosphate is not the committed precursor of isopentenyl pyrophosphate during terpenoid biosynthesis from 1-deoxyxylulose in higher plants
    • 22. Arigoni, D., Eisenreich, W., Latzel, C., Sagner, S., Radykewicz, T., Zenk, M.H. & Bacher, A. (1999) Dimethylallyl pyrophosphate is not the committed precursor of isopentenyl pyrophosphate during terpenoid biosynthesis from 1-deoxyxylulose in higher plants. Proc. Natl Acad. Sci. USA 96, 1309-1314.
    • (1999) Proc. Natl Acad. Sci. USA , vol.96 , pp. 1309-1314
    • Arigoni, D.1    Eisenreich, W.2    Latzel, C.3    Sagner, S.4    Radykewicz, T.5    Zenk, M.H.6    Bacher, A.7
  • 23
    • 0001578954 scopus 로고
    • Hydrogen exchange during enzyme-catalyzed isomerization of isopentenyl diphosphate and dimethylallyl diphosphate
    • 23. Street, I.P., Christensen, D.J. & Poulter, C.D. (1990) Hydrogen exchange during enzyme-catalyzed isomerization of isopentenyl diphosphate and dimethylallyl diphosphate. J. Am. Chem. Soc. 112, 8577-8578.
    • (1990) J. Am. Chem. Soc. , vol.112 , pp. 8577-8578
    • Street, I.P.1    Christensen, D.J.2    Poulter, C.D.3
  • 25
    • 0021099645 scopus 로고
    • Substrate specificity of chalcone synthase from Petroselinum hortense
    • 25. Schüz, R., Heller, W. & Hahlbrock, K. (1983) Substrate specificity of chalcone synthase from Petroselinum hortense. J. Biol. Chem. 258, 6730-6734.
    • (1983) J. Biol. Chem. , vol.258 , pp. 6730-6734
    • Schüz, R.1    Heller, W.2    Hahlbrock, K.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.