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US4293648A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for esterification of α-L-aspartyl-L-phenylalanine

Assignee: Nutrasweet Co
•
Filing: 1980-09-02
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Granted: 1981-10-06
•
Expires: 2000-09-02
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Abstract

Abstract A process for selectively esterifying α-L-aspartyl-L-phenylalanine to the corresponding alkyl esters using a proteolytic enzyme with specific esterase activity is described. The process is carried out in an aqueous-alcohol medium in which the alcohol concentration is sufficient to reverse the esterase activity. The α-L-aspartyl-L-phenylalanine alkyl esters so produced are useful as artificial sweeteners.

Inventors

  • 👤 Arthur A. Davino

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 02:59
CPC Classifications
C; C07; C07K; C07K5/00; C07K5/04; C07K5/06; C07K5/06104; C07K5/06113; C07K5/06121; C07K5/0613; C12; C12P; C12P21/00; C12P21/02; Y; Y02; Y02P; Y02P20/00; Y02P20/50; Y02P20/55

Claims Analysis

Total Claims: 16
Claim 1
Independent Claim 54 words
A process for esterifying α-L-aspartyl-L-phenylalanine which comprises contacting α-L-aspartyl-L-phenylalanine with an alcohol in the presence of an effective amount of a proteolytic enzyme with specific esterase activity in an aqueous alcohol medium at a pH of 4 to 7 in which the alcohol concentration is sufficient to reverse the hydrolytic activity of the protease.
Claim 2
Dependent Claim 54 words
A process for esterifying α-L-aspartyl-L-phenylalanine which comprises contacting α-L-aspartyl-L-phenylalanine with an alcohol in the presence of an effective amount of a proteolytic enzyme with specific esterase activity in an aqueous alcohol medium at a pH of 4 to 7 in which the alcohol concentration is sufficient to reverse the hydrolytic activity of the protease.
Claim 3
Dependent Claim 19 words
A process according to claim 1 wherein the proteolytic enzyme with specific esterase activity is a serine alkaline proteinase.
Claim 4
Dependent Claim 14 words
A process according to claim 2 wherein the serine alkaline proteinase is substilisin Carlsberg.
Claim 5
Dependent Claim 16 words
A process according to claim 2 wherein the alcohol is methanol in a concentration of 10-90%.
Claim 6
Dependent Claim 14 words
A process according to claim 4 wherein the serine alkaline proteinase is subtilisin Carlsberg.
Claim 7
Dependent Claim 36 words
A process for esterifying α-L-aspartyl-L-phenylalanine which comprises contacting α-L-aspartyl-L-phenylalanine with methanol in the presence of subtilisin Carlsberg serine alkaline proteinase in an aqueous-methanol medium at a pH of 5.0 in which the methanol concentration is 60%.
Claim 8
Dependent Claim 36 words
A process for esterifying α-L-aspartyl-L-phenylalanine which comprises contacting α-L-aspartyl-L-phenylalanine with methanol in the presence of subtilisin Carlsberg serine alkaline proteinase in an aqueous-methanol medium at a pH of 5.0 in which the methanol concentration is 60%.
Claim 9
Dependent Claim 59 words
A process for esterifying α-L-aspartyl-L-phenylalanine which comprises contacting N-protected-α-L-aspartyl-L-phenylalanine with an alcohol in the presence of an effective amount of a protease with specific esterase activity in an aqueous-alcohol medium at a pH of 4 to 7 in which the alcohol concentration is sufficient to reverse the hydrolytic activity of the protease followed by removal of the N-protecting group.
Claim 10
Dependent Claim 59 words
A process for esterifying α-L-aspartyl-L-phenylalanine which comprises contacting N-protected-α-L-aspartyl-L-phenylalanine with an alcohol in the presence of an effective amount of a protease with specific esterase activity in an aqueous-alcohol medium at a pH of 4 to 7 in which the alcohol concentration is sufficient to reverse the hydrolytic activity of the protease followed by removal of the N-protecting group.
Claim 11
Dependent Claim 19 words
A process according to claim 7 wherein the proteolytic enzyme with specific esterase activity is a serine alkaline proteinase.
Claim 12
Dependent Claim 14 words
A process according to claim 8 wherein the serine alkaline protease is subtilisin Carlsberg.
Claim 13
Dependent Claim 16 words
A process according to claim 7 wherein the alcohol is methanol in a concentration of 10-90%.
Claim 14
Dependent Claim 14 words
A process according to claim 10 wherein the serine alkaline proteinase is substilisin Carlsberg.
Claim 15
Dependent Claim 45 words
A process for esterifying α-L-aspartyl-L-phenylalanine which comprises contacting N-carbobenzoxy-α-L -aspartyl-L-phenylalanine with methanol in the presence of subtilisin Carlsberg serine alkaline proteinase in an aqueous-methanol medium at a pH of 5.0 in which the methanol concentration is 60% followed by removal of the carbobenzoxy protecting group.
Claim 16
Dependent Claim 45 words
A process for esterifying α-L-aspartyl-L-phenylalanine which comprises contacting N-carbobenzoxy-α-L -aspartyl-L-phenylalanine with methanol in the presence of subtilisin Carlsberg serine alkaline proteinase in an aqueous-methanol medium at a pH of 5.0 in which the methanol concentration is 60% followed by removal of the carbobenzoxy protecting group.

References Cited (Backward Citations)

No citation records indexed.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1984-10-05 1985-04-06 1985-10-06 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-10-05 1989-04-06 1989-10-06 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-10-05 1993-04-06 1993-10-06 $7700.00 Window Closed / Lapsed

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