ATE202146T1 - Verbesserte enzymatische kupplungsreaktion von n- geschützte l-asparaginsäure und phenylalaninmethylester - Google Patents

Verbesserte enzymatische kupplungsreaktion von n- geschützte l-asparaginsäure und phenylalaninmethylester

Info

Publication number
ATE202146T1
ATE202146T1 AT96202653T AT96202653T ATE202146T1 AT E202146 T1 ATE202146 T1 AT E202146T1 AT 96202653 T AT96202653 T AT 96202653T AT 96202653 T AT96202653 T AT 96202653T AT E202146 T1 ATE202146 T1 AT E202146T1
Authority
AT
Austria
Prior art keywords
protected
methyl ester
phenylalanine methyl
coupling reaction
enzymatic coupling
Prior art date
Application number
AT96202653T
Other languages
English (en)
Inventor
Tsuneo Harada
Shigeaki Irino
Yukio Kunisawa
Kiyotaka Oyama
Original Assignee
Holland Sweetener Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Holland Sweetener Co filed Critical Holland Sweetener Co
Application granted granted Critical
Publication of ATE202146T1 publication Critical patent/ATE202146T1/de

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/06—Dipeptides
    • C07K5/06104—Dipeptides with the first amino acid being acidic
    • C07K5/06113—Asp- or Asn-amino acid
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/06—Dipeptides
    • C07K5/06104—Dipeptides with the first amino acid being acidic
    • C07K5/06113—Asp- or Asn-amino acid
    • C07K5/06121—Asp- or Asn-amino acid the second amino acid being aromatic or cycloaliphatic
    • C07K5/0613—Aspartame
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P21/00—Preparation of peptides or proteins
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P21/00—Preparation of peptides or proteins
    • C12P21/02—Preparation of peptides or proteins having a known sequence of two or more amino acids, e.g. glutathione

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • General Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Zoology (AREA)
  • Wood Science & Technology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Microbiology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Biotechnology (AREA)
  • Biophysics (AREA)
  • Medicinal Chemistry (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
AT96202653T 1995-10-11 1996-09-23 Verbesserte enzymatische kupplungsreaktion von n- geschützte l-asparaginsäure und phenylalaninmethylester ATE202146T1 (de)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
EP95202744 1995-10-11

Publications (1)

Publication Number Publication Date
ATE202146T1 true ATE202146T1 (de) 2001-06-15

Family

ID=8220708

Family Applications (1)

Application Number Title Priority Date Filing Date
AT96202653T ATE202146T1 (de) 1995-10-11 1996-09-23 Verbesserte enzymatische kupplungsreaktion von n- geschützte l-asparaginsäure und phenylalaninmethylester

Country Status (5)

Country Link
US (1) US5693485A (de)
JP (1) JPH09271389A (de)
KR (1) KR970021094A (de)
AT (1) ATE202146T1 (de)
DE (1) DE69613305T2 (de)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6225493B1 (en) * 2000-08-21 2001-05-01 The Nutrasweet Company Metal ion assisted N-[N-(3,3-dimethylbutyl)-L-α-aspartyl]-L-phenylalanine 1-methyl ester isomer resolution
EP1264896A1 (de) * 2001-06-07 2002-12-11 Holland Sweetener Company V.o.F. Enzymatische Kupplung von L-Phenylalaninemethylester und N-Benzyloxycarbonyl-Asparagensäure in einem kontinuierlichen oder fed-batch Verfahren
JPWO2007000994A1 (ja) * 2005-06-28 2009-01-22 中外製薬株式会社 抗ｈｃｖ作用を有する化合物の製造方法
US9101160B2 (en) 2005-11-23 2015-08-11 The Coca-Cola Company Condiments with high-potency sweetener
US8017168B2 (en) 2006-11-02 2011-09-13 The Coca-Cola Company High-potency sweetener composition with rubisco protein, rubiscolin, rubiscolin derivatives, ace inhibitory peptides, and combinations thereof, and compositions sweetened therewith

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2857828C2 (de) * 1977-01-27 1990-06-07 Toyo Soda Mfg. Co., Ltd., Shinnanyo, Yamaguchi, Jp
JPS55135595A (en) * 1979-04-03 1980-10-22 Toyo Soda Mfg Co Ltd Preparation of dipeptide
DE3274985D1 (en) * 1981-09-21 1987-02-12 Toyo Soda Mfg Co Ltd Process for recovering a dipeptide derivative
JPS5917997A (ja) * 1982-07-23 1984-01-30 Toyo Soda Mfg Co Ltd ジペプチドエステルとアミノ酸エステルとの付加化合物の製造方法
US4873359A (en) * 1985-10-21 1989-10-10 W. R. Grace & Co. - Conn. Process for preparing as partyl-phenylalanine dipeptides
US5002872A (en) * 1989-05-10 1991-03-26 W. R. Grace & Co.-Conn. Enzyme mediated coupling reactions
KR930002966B1 (ko) * 1990-11-24 1993-04-16 주식회사 미 원 디펩티드의 제조방법
US5279946A (en) * 1991-07-10 1994-01-18 Development Center For Biotechnology Process for the preparation of N-benzyloxycarbonyl-alpha-L-aspartyl-L-phenylalanine methyl ester

Also Published As

Publication number Publication date
JPH09271389A (ja) 1997-10-21
DE69613305T2 (de) 2002-05-02
KR970021094A (ko) 1997-05-28
US5693485A (en) 1997-12-02
DE69613305D1 (de) 2001-07-19

Similar Documents

Publication Publication Date Title
McDonald et al. On the substrate specificity of cathepsins B1 and B2 including a new fluorogenic substrate for cathepsin B1
EP0017485B1 (de) Verfahren zur enzymatischen Herstellung von Peptiden
BG103694A (en) Improved method for the preparation and purification of n-alkylated asparginic derivative
DK1013765T3 (da) Fremgangsmåde til fremstilling af L-aminosyrer
WO1999018228A3 (de) Verfahren zur mikrobiellen herstellung von aminosäuren der aspartat- und/oder glutamatfamilie und im verfahren einsetzbare mittel
McDonald et al. Partial purification and characterization of an ovarian tripeptidyl peptidase: a lysosomal exopeptidase that sequentially releases collagen-related (Gly-Pro-X) triplets
DE68913880T2 (de) Verfahren zur enzymatischen Herstellung von Dipeptiden.
DE59106289D1 (de) Verfahren zur Herstellung von Salzen des L-Ornithins.
CA2092721C (en) Process for the preparation of c-terminally amidated peptides
ATE50241T1 (de) Verfahren zur racemisierung eines optisch aktiven n-benzylidenaminosaeureamids.
Barbas et al. Papain catalysed peptide synthesis: control of amidase activity and the introduction of unusual amino acids
ATE202146T1 (de) Verbesserte enzymatische kupplungsreaktion von n- geschützte l-asparaginsäure und phenylalaninmethylester
Bai pGlu-L-Dopa-Pro: a tripeptide prodrug targeting the intestinal peptide transporter for absorption and tissue enzymes for conversion
Shui-Tein et al. Stable industrial protease catalyzed peptide bond formation in organic solvent.
ATE283348T1 (de) Verfahren zur herstellung von aminoalkoholen und derivaten davon
ATE248806T1 (de) N-3, 3-dimethylbutyl-l-asparaginsäure und ihre ester, verfahren zur herstellung dieser und das verfahren um daraus n-(n-(3,3-dimethylbutyl)-l- alpha-aspartyl)-l-phenylalanin-1-methylester herzustellen
EP0794255A3 (de) Verfahren zur Spaltung eines chimeren Proteins mittels eines 'processing'-Enzyms
Kullmann Protease-mediated peptide bond formation. On some unexpected outcomes during enzymatic synthesis of leu-enkephalin.
Aso Enzymatic approach to the synthesis of a lysine-containing sweet peptide, N-acetyl-L-phenylalanyl-L-lysine
DK0651791T3 (da) Fremgangsmåde til oprensning af vandig enzymopløsning
Chen et al. Kinetic resolution of esters of amino acids in t‐butanol containing 5% water catalyzed by a stable industrial alkaline protease
Gaertner et al. Papain-catalyzed peptide synthesis and oligomerization of amino acid amides in organic solvents
IE883462L (en) A method for the selective cleavage of fusion proteins
Kuhl et al. On the use of carboxamidomethyl esters in the protease-catalyzed peptide synthesis
DE60039299D1 (de) Verfahren zur herstellung von optisch aktiven azetidin-2-carbonsäuren

Legal Events

Date Code Title Description
RER Ceased as to paragraph 5 lit. 3 law introducing patent treaties