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Synthesis of monatin-A high intensity natural sweetener 원문보기

IPC분류정보
국가/구분 United States(US) Patent 등록
국제특허분류(IPC7판)
  • C07D-020/918
출원번호 US-0131085 (1998-08-06)
발명자 / 주소
  • Abushanab Elie
  • Arumugam Subramaniam
출원인 / 주소
  • The Board of Governors for Higher Education, State of Rhode Island and Providence Plantations
대리인 / 주소
    Samuels, Gauthier & Stevens
인용정보 피인용 횟수 : 38  인용 특허 : 3

초록

The high intensity natural sweetener monatin, an .alpha.-amino acid (1) is synthesized from readily available starting materials. Regiospecific ring opening of epoxide (9) with indole magnesium bromide yields lactone (11). Amination of (11) followed by saponification yields Monatin.

대표청구항 ▼

[ Having described our invention, what we now claim is:] [1.] A method for the synthesis of [ STR 3 ] which comprises: opening the ring of the active epoxy ester [ STR 4 ] by reacting with indole magnesium bromide followed by in situ base catalyzed lactonization to produce [ STR 5 ] effecting .alpha

이 특허에 인용된 특허 (3)

  1. Van Wyk Pieter J. (Pretoria ZAX) Ackerman Louis G. (Pretoria ZAX), 3-(1-amino-1,3-dicarboxy-3-hydroxy-but-4-yl)-indole compounds.
    상세보기
  2. Van Wyk Pieter J. (Nelspruit ZAX) Ackerman Louis G. J. (Pretoria ZAX), Composition for human consumption containing 3-(1-amino-1,3-dicarboxy-3-hydroxy-but-4-yl)-indole compounds.
    상세보기
  3. Olivier Johan (Pretoria ZAX) Bischofberger Karl (Pretoria ZAX), Process for the production of 3-1(1-amino-1,3-dicarboxy-3-hydroxy-but-4-yl) indole.
    상세보기

이 특허를 인용한 특허 (38)

  1. Sugiyama, Masakazu; Watanabe, Kunihiko; Kawahara, Shigeru, Aldolase and production process of substituted α-keto acids.
    상세보기
  2. Sugiyama, Masakazu; Watanabe, Kunihiko; Kawahara, Shigeru, Aldolase and production process of substituted α-keto acids.
    상세보기
  3. Prakash, Indra; DuBois, Grant E., Condiments with high-potency sweetener.
    상세보기
  4. Mori, Ken ichi; Ono, Eriko; Takemoto, Tadashi, Crystal of (2R,4R)-monatin potassium salt and sweetener composition containing same.
    상세보기
  5. Amino, Yusuke; Yuzawa, Kazuko; Mori, Kenichi; Takemoto, Tadashi, Crystals of non-natural-type stereoisomer salt of monatin and use thereof.
    상세보기
  6. Prakash, Indra; DuBois, Grant E., High-potency sweetener composition with rubisco protein, rubiscolin, rubiscolin derivatives, ace inhibitory peptides, and combinations thereof, and compositions sweetened therewith.
    상세보기
  7. Mori, Ken ichi; Sugiyama, Masakazu; Takemoto, Tadashi, Method for producing monatin.
    상세보기
  8. Khare, Anil Bhagwan; Hilbert, Brent H.; Solheid, Christopher; McFarlan, Sara C.; Sanchez-Riera, Fernando A.; Floy, Kent; Hicks, Paula M., Methods and systems for increasing production of equilibrium reactions.
    상세보기
  9. Sugiyama, Masakazu; Watanabe, Kunihiko; Kashiwagi, Tatsuki; Suzuki, Ei-ichiro, Mutated D-aminotransferase and method for producing optically active glutamic acid derivatives using the same.
    상세보기
  10. Sugiyama, Masakazu; Watanabe, Kunihiko; Kashiwagi, Tatsuki; Suzuki, Ei-ichiro, Mutated D-aminotransferase and method for producing optically active glutamic acid derivatives using the same.
    상세보기
  11. Sugiyama,Masakazu; Watanabe,Kunihiko; Kashiwagi,Tatsuki; Suzuki,Ei ichiro, Mutated D-aminotransferase and method for producing optically active glutamic acid derivatives using the same.
    상세보기
  12. Abraham, Timothy W.; Cameron, Douglas C.; Hicks, Paula M.; McFarlan, Sara C.; Millis, James R.; Rosazza, John; Weiner, David P.; Zhao, Lishan, Polypeptides and biosynthetic pathways for the production of monatin and its precursors.
    상세보기
  13. Abraham, Timothy W.; Cameron, Douglas C.; Hicks, Paula M.; McFarlan, Sara C.; Millis, James R.; Rosazza, John; Weiner, David P.; Zhao, Lishan, Polypeptides and biosynthetic pathways for the production of monatin and its precursors.
    상세보기
  14. Abraham, Timothy W.; Cameron, Douglas C.; Hicks, Paula M.; McFarlan, Sara C.; Rosazza, John; Zhao, Lishan; Weiner, David P., Polypeptides and biosynthetic pathways for the production of monatin and its precursors.
    상세보기
  15. Hicks, Paula M.; McFarlan, Sara C., Polypeptides and biosynthetic pathways for the production of monatin and its precursors.
    상세보기
  16. Hicks, Paula M.; McFarlan, Sara C.; Abraham, Timothy W.; Cameron, Douglas C.; Millis, James R.; Rosazza, John; Zhao, Lishan; Weiner, David Paul, Polypeptides and biosynthetic pathways for the production of monatin and its precursors.
    상세보기
  17. Brazeau, Brian J.; Burke, Ellen; DeSouza, Mervyn; Gort, Steven J.; Hicks, Paula M.; Kollmann, Sherry R.; Luginbuhl, Peter; McFarlan, Sara C.; Richardson, Toby; Sanchez Riera, Fernando A.; Solheid, Christopher; Weiner, David; Zhao, Lishan, Polypeptides and biosynthetic pathways for the production of stereoisomers of monatin and their precursors.
    상세보기
  18. Brazeau, Brian J.; De Souza, Mervyn L.; Gort, Steven J.; Hicks, Paula M.; Kollmann, Sherry R.; Laplaza, Jose M.; McFarlan, Sara C.; Sanchez-Riera, Fernando A.; Solheid, Christopher, Polypeptides and biosynthetic pathways for the production of stereoisomers of monatin and their precursors.
    상세보기
  19. Brazeau, Brian J.; De Souza, Mervyn L.; Gort, Steven J.; Hicks, Paula M.; Kollmann, Sherry R.; Laplaza, Jose M.; McFarlan, Sara C.; Sanchez-Riera, Fernando A.; Solheid, Christopher, Polypeptides and biosynthetic pathways for the production of stereoisomers of monatin and their precursors.
    상세보기
  20. Amino, Yusuke, Process for manufacturing a glutamic acid derivative and a pyroglutamic acid derivative and a novel intermediate in the manufacture thereof.
    상세보기
  21. Amino, Yusuke, Process for manufacturing a glutamic acid derivative and a pyroglutamic acid derivative and a novel intermediate in the manufacture thereof.
    상세보기
  22. Amino,Yusuke; Kawahara,Shigeru, Process for producing γ-hydroxyamino acid derivatives and monatins.
    상세보기
  23. Kawahara, Shigeru; Amino, Yusuke; Sugiyama, Masakazu, Process for producing an optically active compound.
    상세보기
  24. Sugiyama, Masakazu; Watanabe, Kunihiko; Funakoshi, Nao; Amino, Yusuke; Kawahara, Shigeru; Takemoto, Tadashi, Process for producing glutamate derivatives.
    상세보기
  25. Sugiyama, Masakazu; Watanabe, Kunihiko; Funakoshi, Nao; Amino, Yusuke; Kawahara, Shigeru; Takemoto, Tadashi, Process for producing glutamate derivatives.
    상세보기
  26. Sugiyama, Masakazu; Watanabe, Kunihiko; Funakoshi, Nao; Amino, Yusuke; Kawahara, Shigeru; Takemoto, Tadashi, Process of producing glutamate derivatives.
    상세보기
  27. Sugiyama,Masakazu; Watanabe,Kunihiko; Funakoshi,Nao; Amino,Yusuke; Kawahara,Shigeru; Takemoto,Tadashi, Process of producing glutamate derivatives.
    상세보기
  28. Kawahara, Shigeru; Funakoshi, Nao, Processes of producing glutamic acid compounds and production intermediates therefore and novel intermediate for the processes.
    상세보기
  29. Kawahara, Shigeru; Funakoshi, Nao, Processes of producing glutamic acid compounds and production intermediates therefore and novel intermediate for the processes.
    상세보기
  30. Kawahara,Shigeru; Amino,Yusuke; Mori,Kenichi; Funakoshi,Nao; Takemoto,Tadashi, Processes of producing glutamic acid compounds and production intermediates therefore and novel intermediate for the processes.
    상세보기
  31. McFarlan, Sara C.; Hicks, Paula M.; Zidwick, Mary Jo; Sanchez-Riera, Fernando A.; Cameron, Douglas C.; deSouza, Mervyn L.; Rosazza, John; Gort, Steven J.; Abraham, Timothy W., Production of monatin and monatin precursors.
    상세보기
  32. Brady, Dean; Steenkamp, Lucia H.; Rousseau, Amanda Louise; Buddoo, Subash; Steenkamp, Paul A., Production of monatin enantiomers.
    상세보기
  33. Buddoo, Subash; Rousseau, Amanda Louise; Gordon, Gregory E. R., Production of monatin enantiomers.
    상세보기
  34. Buddoo, Subash; Rousseau, Amanda Louise; Brady, Dean; Lalonde, James; Yao, Yiming; Wang, Yifong, Production of monatin stereoisomers.
    상세보기
  35. Anderson, James C.; DeSouza, Mervyn L.; Hicks, Paula M.; Kollmann, Sherry R., Products and methods for in vivo secretion of monatin.
    상세보기
  36. Anderson, James C.; DeSouza, Mervyn L.; Hicks, Paula M.; Kollmann, Sherry R.; Laplaza, Jose, Products and methods for in vivo secretion of monatin.
    상세보기
  37. Sugiyama, Masakazu; Watanabe, Kunihiko; Kawahara, Shigeru, Recombinant polynucleotide, host cells containing the same and a process for producing a protein having aldolase activity.
    상세보기
  38. Mori, Kenichi, Sweetener composition.
    상세보기

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