AU2001239882A1 - Metal ion assisted n-(n-(3,3-dimethylbutyl)-l-alpha-aspartyl)-l-phenylalanine 1-methyl ester isomer resolution - Google Patents

Metal ion assisted n-(n-(3,3-dimethylbutyl)-l-alpha-aspartyl)-l-phenylalanine 1-methyl ester isomer resolution

Info

Publication number
AU2001239882A1
AU2001239882A1 AU2001239882A AU3988201A AU2001239882A1 AU 2001239882 A1 AU2001239882 A1 AU 2001239882A1 AU 2001239882 A AU2001239882 A AU 2001239882A AU 3988201 A AU3988201 A AU 3988201A AU 2001239882 A1 AU2001239882 A1 AU 2001239882A1
Authority
AU
Australia
Prior art keywords
alpha
aspartyl
dimethylbutyl
phenylalanine
methyl ester
Prior art date
Legal status (The legal status 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 status listed.)
Abandoned
Application number
AU2001239882A
Inventor
Joseph P. Haar Jr.
Indra Prakash
Robert Zhao
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Nutrasweet Co
Original Assignee
Nutrasweet 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 Nutrasweet Co filed Critical Nutrasweet Co
Publication of AU2001239882A1 publication Critical patent/AU2001239882A1/en
Abandoned legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07KPEPTIDES
    • C07K5/00Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/06Dipeptides
    • C07K5/06104Dipeptides with the first amino acid being acidic
    • C07K5/06113Asp- or Asn-amino acid

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Genetics & Genomics (AREA)
  • Biochemistry (AREA)
  • Biophysics (AREA)
  • General Health & Medical Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Molecular Biology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Peptides Or Proteins (AREA)
  • Seasonings (AREA)

Abstract

This invention relates to the purification of N-[N-(3,3-dimethylbutyl)-L-alpha-aspartyl]-L-phenylalanine 1-methyl ester by resolving a mixture of the alpha- and beta-isomers of N-[N-(3,3-dimethylbutyl)-L-alpha-aspartyl]-L-phenylalanine 1-methyl ester using metal ions.
AU2001239882A 2000-08-21 2001-02-27 Metal ion assisted n-(n-(3,3-dimethylbutyl)-l-alpha-aspartyl)-l-phenylalanine 1-methyl ester isomer resolution Abandoned AU2001239882A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US09/641,976 US6225493B1 (en) 2000-08-21 2000-08-21 Metal ion assisted N-[N-(3,3-dimethylbutyl)-L-α-aspartyl]-L-phenylalanine 1-methyl ester isomer resolution
US09641976 2000-08-21
PCT/US2001/006105 WO2002016406A1 (en) 2000-08-21 2001-02-27 METAL ION ASSISTED N-[N-(3,3-DIMETHYLBUTYL)-L-α-ASPARTYL]-L-PHENYLALANINE 1-METHYL ESTER ISOMER RESOLUTION

Publications (1)

Publication Number Publication Date
AU2001239882A1 true AU2001239882A1 (en) 2002-03-04

Family

ID=24574626

Family Applications (1)

Application Number Title Priority Date Filing Date
AU2001239882A Abandoned AU2001239882A1 (en) 2000-08-21 2001-02-27 Metal ion assisted n-(n-(3,3-dimethylbutyl)-l-alpha-aspartyl)-l-phenylalanine 1-methyl ester isomer resolution

Country Status (7)

Country Link
US (1) US6225493B1 (en)
EP (1) EP1311535B1 (en)
AT (1) ATE272647T1 (en)
AU (1) AU2001239882A1 (en)
DE (1) DE60104702T2 (en)
ES (1) ES2222351T3 (en)
WO (1) WO2002016406A1 (en)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6692778B2 (en) * 1998-06-05 2004-02-17 Wm. Wrigley Jr. Company Method of controlling release of N-substituted derivatives of aspartame in chewing gum
US7816514B2 (en) 2001-02-16 2010-10-19 Cargill, Incorporated Glucosamine and method of making glucosamine from microbial biomass
US8222232B2 (en) * 2001-02-16 2012-07-17 Cargill, Incorporated Glucosamine and N-acetylglucosamine compositions and methods of making the same fungal biomass
US7923437B2 (en) * 2001-02-16 2011-04-12 Cargill, Incorporated Water soluble β-glucan, glucosamine, and N-acetylglucosamine compositions and methods for making the same
US20060058263A1 (en) * 2002-11-01 2006-03-16 Rogers Brent D Heat pasturized liquids containing glucosamine
CA2502864A1 (en) * 2002-11-01 2004-05-21 Cargill, Incorporated Heat pasteurized liquids containing glucosamine
US20060003965A1 (en) * 2002-11-01 2006-01-05 Fosdick Lawrence D N-acetyl-d-glucosamine (nag) supplemented food products and beverages
CN103664670A (en) * 2012-09-06 2014-03-26 济南大学 Method for extracting and separating phenylalanine by using N-alkyl-L-phenylalanine methyl ester

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5591886A (en) * 1990-11-05 1997-01-07 Mitsui Toatsu Chemicals, Incorporated Process for the crystallizing L-α-aspartyl-L-phenylalanine methyl ester from the solution
JPH05178889A (en) * 1991-10-30 1993-07-20 Ajinomoto Co Inc Method for crystallizing alpha-l-aspartyl-l-phenylalanine methyl ester
JPH05194587A (en) * 1992-01-14 1993-08-03 Ajinomoto Co Inc Method for purifying alpha-l-aspartyl-l-phenylalanine methyl ester
DE69613305T2 (en) * 1995-10-11 2002-05-02 Holland Sweetener Co Improved enzymatic coupling reaction of N-protected L-aspartic acid and phenylalanine methyl ester
US6008403A (en) * 1996-09-27 1999-12-28 Tosoh Corporation Method for producing optically active amino acid of derivative thereof having high optical purity
US5728862A (en) * 1997-01-29 1998-03-17 The Nutrasweet Company Method for preparing and purifying an N-alkylated aspartame derivative
US6146680A (en) * 1997-09-11 2000-11-14 The Nutrasweet Company Metal complexes of N-[N-(3,3-dimethylbutyl)-L-α-aspartyl]-L-phenylalanine 1-methyl ester
US6077962A (en) * 1998-12-24 2000-06-20 The Nutrasweet Company N-3, 3-dimethylbutyl-L-aspartic acid and esters thereof, the process of preparing the same, and the process for preparing N-(N-(3,3-dimethylbutyl) -α L-aspartyl)-L- phenylalanine 1-methyl ester therefrom

Also Published As

Publication number Publication date
WO2002016406A1 (en) 2002-02-28
ES2222351T3 (en) 2005-02-01
ATE272647T1 (en) 2004-08-15
DE60104702T2 (en) 2005-09-01
US6225493B1 (en) 2001-05-01
EP1311535B1 (en) 2004-08-04
DE60104702D1 (en) 2004-09-09
EP1311535A1 (en) 2003-05-21

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