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US5013564A Expired / Lapsed US ⏱️ 0.0 years remaining

Reduced monascus pigment derivatives as yellow food colorants

Assignee: Honeywell UOP LLC
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Filing: 1990-08-03
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Granted: 1991-05-07
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Expires: 2010-08-03
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Abstract

Abstract The yellow pigments which result from reaction of the Monascus pigments monascorubrin and rubropunctatin with amines followed by reduction of the ring carbonyl moiety to an hydroxyl group have excellent properties for their use as food colorants. Yellow pigments made from amino acid esters, dipeptide esters, and amines of sugar alcohols have particular promise as desirable food colorants which are effective at levels which impart no objectionable taste to foods.

Inventors

  • 👤 Edward J. St. Martin
  • 👤 Paul R. Kurek
  • 👤 Elaine F. Schumacher
  • 👤 Ronald P. Rohrbach

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-23 12:05
CPC Classifications
C; C09; C09B; C09B61/00; A; A23; A23L; A23L5/00; A23L5/40; A23L5/42; A23L5/46; A23L5/47; Y; Y10; Y10S; Y10S435/00; Y10S435/8215; Y10S435/911

Claims Analysis

Total Claims: 36
Claim 1
Independent Claim 115 words
A method of imparting a yellow color to an edible formulation comprising adding to an edible formulation an amount effective to impart said yellow color of a water-soluble yellow pigment of formula ##STR6## where R 1 is C 5 H 11 , C 7 H 15 , or a mixture thereof, and where R 2 is such that R 2 NH 2 is selected from the group consisting of amino acids, alkyl esters of amino acids whose alkyl group contains up to 10 carbon atoms, amino alcohols, dipeptides, alkyl esters of dipeptides whose alkyl group contains up to 10 carbon atoms, aliphatic and cycloaliphatic amines containing from 2 to 10 carbon atoms, and polymeric amines.
Claim 2
Independent Claim 115 words
A method of imparting a yellow color to an edible formulation comprising adding to an edible formulation an amount effective to impart said yellow color of a water-soluble yellow pigment of formula ##STR6## where R 1 is C 5 H 11 , C 7 H 15 , or a mixture thereof, and where R 2 is such that R 2 NH 2 is selected from the group consisting of amino acids, alkyl esters of amino acids whose alkyl group contains up to 10 carbon atoms, amino alcohols, dipeptides, alkyl esters of dipeptides whose alkyl group contains up to 10 carbon atoms, aliphatic and cycloaliphatic amines containing from 2 to 10 carbon atoms, and polymeric amines.
Claim 3
Dependent Claim 14 words
The method of claim 1 where R 2 NH 2 is an amino alcohol.
Claim 4
Dependent Claim 14 words
The method of claim 2 where the amino alcohol is a polyhydric amino alcohol.
Claim 5
Dependent Claim 25 words
The method of claim 1 where R 2 NH 2 is a dipeptide, each of whose amino acid constituents is a naturally occurring amino acid.
Claim 6
Dependent Claim 16 words
The method of claim 1 where R 2 NH 2 is a naturally occurring amino acid.
Claim 7
Dependent Claim 30 words
The method of claim 1 where R 2 NH 2 is an alkyl ester of a naturally occurring amino acid whose alkyl portion contains from 1 to 4 carbon atoms.
Claim 8
Dependent Claim 44 words
The method of claim 1 where R 2 NH 2 is an alkyl ester of a dipeptide, each of whose amino acid constituents is a naturally occurring amino acid and whose alkyl portion of the ester group contains from 1 to 4 carbon atoms.
Claim 9
Dependent Claim 11 words
The method of claim 7 where the dipeptide ester is aspartame.
Claim 10
Dependent Claim 33 words
The method of claim 2 where R 2 NH 2 is an amine of a sugar alcohol, HOCH 2 (CHOH) n CH 2 NH 2 , where n is 2, 3, or 4.
Claim 11
Dependent Claim 7 words
The method of claim 9 where n=4.
Claim 12
Dependent Claim 12 words
The method of claim 9 where R 2 NH 2 is glucamine.
Claim 13
Dependent Claim 122 words
A yellow pigment having the structure, ##STR7## where R 1 is C 5 H 11 , C 7 H 15 , or a mixture thereof, and where R 2 is such that R 2 NH 2 is selected from the group consisting of amino acids, alkyl esters of amino acids whose alkyl group contains up to 10 carbon atoms, amino alcohols, dipeptides, alkyl esters of dipeptides whose alkyl group contains up to 10 carbon atoms, aliphatic and cycloaliphatic amines containing from 2 to 10 carbon atoms, and polymeric amines, said colorant having an absorption maximum at a wavelength in the region from about 465 to about 515 nanometers with an extinction coefficient of at least 4×10 4 L cm mol -1 .
Claim 14
Dependent Claim 122 words
A yellow pigment having the structure, ##STR7## where R 1 is C 5 H 11 , C 7 H 15 , or a mixture thereof, and where R 2 is such that R 2 NH 2 is selected from the group consisting of amino acids, alkyl esters of amino acids whose alkyl group contains up to 10 carbon atoms, amino alcohols, dipeptides, alkyl esters of dipeptides whose alkyl group contains up to 10 carbon atoms, aliphatic and cycloaliphatic amines containing from 2 to 10 carbon atoms, and polymeric amines, said colorant having an absorption maximum at a wavelength in the region from about 465 to about 515 nanometers with an extinction coefficient of at least 4×10 4 L cm mol -1 .
Claim 15
Dependent Claim 15 words
The yellow pigment of claim 12 where R 2 NH 2 is an amino alcohol.
Claim 16
Dependent Claim 15 words
The yellow pigment of claim 12 where the amino alcohol is a polyhydric amino alcohol.
Claim 17
Dependent Claim 26 words
The yellow pigment of claim 12 where R 2 NH 2 is a dipeptide, each of whose amino acid constituents is a naturally occurring amino acid.
Claim 18
Dependent Claim 17 words
The yellow pigment of claim 12 where R 2 NH 2 is a naturally occurring amino acid.
Claim 19
Dependent Claim 31 words
The yellow pigment of claim 12 where R 2 NH 2 is an alkyl ester of a naturally occurring amino acid whose alkyl portion contains from 1 to 4 carbon atoms.
Claim 20
Dependent Claim 45 words
The yellow pigment of claim 12 where R 2 NH 2 is an alkyl ester of a dipeptide, each of whose amino acid constituents is a naturally occurring amino acid and whose alkyl portion of the ester group contains from 1 to 4 carbon atoms.
Claim 21
Dependent Claim 12 words
The yellow pigment of claim 18 where the dipeptide ester is aspartame.
Claim 22
Dependent Claim 34 words
The yellow pigment of claim 13 where R 2 NH 2 is an amine of a sugar alcohol, HOCH 2 (CHOH) n CH 2 NH 2 , where n is 2, 3, or 4.
Claim 23
Dependent Claim 8 words
The yellow pigment of claim 20 where n=4.
Claim 24
Dependent Claim 13 words
The yellow pigment of claim 20 where R 2 NH 2 is glucamine.
Claim 25
Dependent Claim 147 words
A water-soluble yellow food colorant having the structure, ##STR8## where R 1 is C 5 H 11 , C 7 H 15 , or a mixture thereof, and where R 2 is such that R 2 NH 2 is selected from the group consisting of amino acids, alkyl esters of amino acids whose alkyl group contains up to 10 carbon atoms, amino alcohols, dipeptides, alkyl esters of dipeptides whose alkyl group contains up to 10 carbon atoms, aliphatic and cycloaliphatic amines containing from 2 to 10 carbon atoms, and polymeric amines, said colorant having an absorption maximum at a wavelength in the region from about 465 to about 515 nanometers with an extinction coefficient of at least 4×10 4 L cm mol -1 and imparting no perceptible objectionable taste when added to edible formulations intended for human consumption at a concentration effective to impart a yellow color.
Claim 26
Dependent Claim 147 words
A water-soluble yellow food colorant having the structure, ##STR8## where R 1 is C 5 H 11 , C 7 H 15 , or a mixture thereof, and where R 2 is such that R 2 NH 2 is selected from the group consisting of amino acids, alkyl esters of amino acids whose alkyl group contains up to 10 carbon atoms, amino alcohols, dipeptides, alkyl esters of dipeptides whose alkyl group contains up to 10 carbon atoms, aliphatic and cycloaliphatic amines containing from 2 to 10 carbon atoms, and polymeric amines, said colorant having an absorption maximum at a wavelength in the region from about 465 to about 515 nanometers with an extinction coefficient of at least 4×10 4 L cm mol -1 and imparting no perceptible objectionable taste when added to edible formulations intended for human consumption at a concentration effective to impart a yellow color.
Claim 27
Dependent Claim 17 words
The water-soluble yellow food colorant of claim 23 where R 2 NH 2 is an amino alcohol.
Claim 28
Dependent Claim 17 words
The water-soluble yellow food colorant of claim 23 where the amino alcohol is a polyhydric amino alcohol.
Claim 29
Dependent Claim 28 words
The water-soluble yellow food colorant of claim 23 where R 2 NH 2 is a dipeptide, each of whose amino acid constituents is a naturally occurring amino acid.
Claim 30
Dependent Claim 19 words
The water-soluble yellow food colorant of claim 23 where R 2 NH 2 is a naturally occurring amino acid.
Claim 31
Dependent Claim 33 words
The water-soluble yellow food colorant of claim 23 where R 2 NH 2 is an alkyl ester of a naturally occurring amino acid whose alkyl portion contains from 1 to 4 carbon atoms.
Claim 32
Dependent Claim 47 words
The water-soluble yellow food colorant of claim 23 where R 2 NH 2 is an alkyl ester of a dipeptide, each of whose amino acid constituents is a naturally occurring amino acid and whose alkyl portion of the ester group contains from 1 to 4 carbon atoms.
Claim 33
Dependent Claim 14 words
The water-soluble yellow food colorant of claim 29 where the dipeptide ester is aspartame.
Claim 34
Dependent Claim 36 words
The water-soluble yellow food colorant of claim 24 where R 2 NH 2 is an amine of a sugar alcohol, HOCH 2 (CHOH) n CH 2 NH 2 , where n is 2, 3, or 4.
Claim 35
Dependent Claim 10 words
The water-soluble yellow food colorant of claim 31 where n=4.
Claim 36
Dependent Claim 15 words
The water-soluble yellow food colorant of claim 31 where R 2 NH 2 is glucamine.

References Cited (Backward Citations)

US3765906A Cited
US3993789A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1994-05-06 1994-11-05 1995-05-07 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1998-05-06 1998-11-05 1999-05-07 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2002-05-06 2002-11-05 2003-05-07 $7700.00 Window Closed / Lapsed

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