US4065557A
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Amino sugars and their use in improving the meat:fat ratio in animals
Assignee: Bayer AG
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Filing: 1976-07-13
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Granted: 1977-12-27
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Expires: 1996-07-13
Abstract
Abstract Glucopyranosyl and oligoglucosidyl derivatives of 4,6-bisdesoxy-4-(4,5,6-trihydroxy-3-hydroxymethylcyclohex-2-en-1-ylamino)-α-D-glucopyranose, which are inhibitors of glycoside hydrolases of the digestive tract, favorably improve the meat:fat ratio in animals in favor of a higher proportion of meat. A single amino-sugar or a mixture of amino-sugars can be formulated in combination with an edible carrier and fed to animals. A representative embodiment is a pig feedstuff in admixture with O-{4,6-bisdesoxy-4-[lS-(1,4,6/5)-4,5,6-trihydroxy-3-hydroxymethylcyclohex-2-en-1-ylamino]-α-D-glucopyranoxyl}-(1→4)-O-α-D-glucopyranosyl-(1→4)-D-glucopyranose.
Inventors
- 👤 Werner Frommer
- 👤 Horst Gericke
- 👤 Uwe Keup
- 👤 Walter Puls
- 👤 Delt Schmidt
- 👤 Otto Wagner
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-10 02:13
CPC Classifications
C; C12; C12P; C12P19/00; C12P19/26; C12P19/28; A; A23; A23K; A23K20/00; A23K20/10; A23K20/163; A23K50/00; A23K50/10; A23K50/15; A23K50/30; C07; C07H; C07H15/00; C07H15/20; C07H15/22; Y; Y10; Y10S; Y10S435/00; Y10S435/8215; Y10S435/822; Y10S435/827; Y10S435/832; Y10S435/839; Y10S435/911; Y10S435/913; Y10S435/917
Claims Analysis
Total Claims: 42
Claim 1
Independent Claim
116 words
A composition which when orally administered to animals influences the utilization of feed by reducing formation of fat and thereby increasing the meat:fat ratio of the animal in favor of a higher proportion of meat, said composition comprising at least one amino-sugar as herein defined in combination with an edible diluent or carrier, said amino-sugar chemically consisting of a 4,6-bidesoxy-4-(4,5,6-trihydroxy-3-hydroxymethylcyclohex-2-en-1-ylamino)-.alpha.-D-glucopyranose of the formula: ##STR13## glycosidically linked with n glucose residues, where n is 1 to 40, which, when present in a polymeric chain of two or more glucose residues, are linked α-1:4, said amino-sugar yielding upon total acid hydrolysis the compound ##STR14## and glucose in a molar ratio of 1:n where n is as defined above.
Claim 2
Dependent Claim
116 words
A composition which when orally administered to animals influences the utilization of feed by reducing formation of fat and thereby increasing the meat:fat ratio of the animal in favor of a higher proportion of meat, said composition comprising at least one amino-sugar as herein defined in combination with an edible diluent or carrier, said amino-sugar chemically consisting of a 4,6-bidesoxy-4-(4,5,6-trihydroxy-3-hydroxymethylcyclohex-2-en-1-ylamino)-.alpha.-D-glucopyranose of the formula: ##STR13## glycosidically linked with n glucose residues, where n is 1 to 40, which, when present in a polymeric chain of two or more glucose residues, are linked α-1:4, said amino-sugar yielding upon total acid hydrolysis the compound ##STR14## and glucose in a molar ratio of 1:n where n is as defined above.
Claim 3
Dependent Claim
90 words
A composition which when orally administered to animals influences the utilization of feed by reducing formation of fat and thereby increasing the meat:fat ratio of the animal in favor of a higher proportion of meat, said composition comprising at least one amino-sugar as herein defined in combination with an edible diluent or carrier, said amino-sugar having the conformational formula: ##STR15## wherein y has a value of 1 to 8 and x has a value of from 0 to 7, the sum of y + x being from 1 to 8.
Claim 4
Dependent Claim
90 words
A composition which when orally administered to animals influences the utilization of feed by reducing formation of fat and thereby increasing the meat:fat ratio of the animal in favor of a higher proportion of meat, said composition comprising at least one amino-sugar as herein defined in combination with an edible diluent or carrier, said amino-sugar having the conformational formula: ##STR15## wherein y has a value of 1 to 8 and x has a value of from 0 to 7, the sum of y + x being from 1 to 8.
Claim 5
Dependent Claim
29 words
A composition according to claim 2 comprising a mixture of said amino sugars, the average value for the sum of x and y being from 1 to about 4.
Claim 6
Dependent Claim
27 words
A composition according to claim 3 comprising a single substantially pure amino sugar for which the sum of x and y is 1, 2, 3 or 4.
Claim 7
Dependent Claim
23 words
A composition according to claim 3 comprising at least one of said amino sugars wherein the sum of x + y is 1.
Claim 8
Dependent Claim
19 words
A composition according to claim 5 wherein said amino sugar is O-{4,6-bisdesoxy-4-[1 S-(1,4,6/5)-4,5,6-trihydroxy-3-hydroxymethylcyclohex-2-en-1-ylamino]-.alpha.-D-glucopyranosyl}-(1→4)-D-glucopyranose of the conformational structural formula: ##STR16##
Claim 9
Dependent Claim
23 words
A composition according to claim 3 comprising at least one of said amino sugars wherein the sum of x + y is 2.
Claim 10
Dependent Claim
19 words
A composition according to claim 7 wherein said amino sugar is O-{4,6-bisdesoxy-4-[1 S-(1,4,6/5)-4,5,6-trihydroxy-3-hydroxymethylcyclohex-2-en-1-ylamino]-.alpha.-D-glucopyranosyl}-(1→4)-O-α-D-glucopyranosyl-(1→4)-D-glucopyranose of the conformational structural formula: ##STR17##
Claim 11
Dependent Claim
23 words
A composition according to claim 3 comprising at least one of said amino sugars wherein the sum of x + y is 3.
Claim 12
Dependent Claim
19 words
A composition according to claim 9 wherein said amino sugar is O-{4,5-bisdesoxy-4-[1 S-(1,4,6/5)-4,5,6-trihydroxy-3-hydroxymethylcyclohex-2-en-1-ylamino]-.alpha.-D-glucopyranosyl}-(1→4)-O-α-D-glucopyranosyl-(1→4)-O-α-D-glucopyranosyl-(1→4)-D-glycopyranose of the conformational structural formula: ##STR18##
Claim 13
Dependent Claim
19 words
A composition according to claim 9 wherein said amino sugar is O-{4,6-bisdesoxy-4-[1 S-(1,4,6/5)-5,6-dihydroxy-3-hydroxymethyl-4-O-α-D-glycopyranosyl-(1.fwdarw.4)-cyclohex-2-en-1-ylamino]-α-D-glycopyranosyl}-(1→4)-O-α-D-glycopyranosyl-(1→4)-D-glucopyranose of the conformational structural formula: ##STR19##
Claim 14
Dependent Claim
23 words
A composition according to claim 3 comprising at least one of said amino sugars wherein the sum of x + y is 4.
Claim 15
Dependent Claim
14 words
A composition according to claim 12 wherein said amino sugar has the formula: ##STR20##
Claim 16
Dependent Claim
23 words
A composition according to claim 3 comprising at least one of said amino sugars wherein the sum of x + y is 5.
Claim 17
Dependent Claim
14 words
A composition according to claim 14 wherein said amino sugar has the formula: ##STR21##
Claim 18
Dependent Claim
23 words
A composition according to claim 3 comprising at least one of said amino sugars wherein the sum of x + y is 6.
Claim 19
Dependent Claim
14 words
A composition according to claim 16 wherein said amino sugar has the formula: ##STR22##
Claim 20
Dependent Claim
23 words
A composition according to claim 3 comprising at least one of said amino sugars wherein the sum of x + y is 7.
Claim 21
Dependent Claim
14 words
A composition according to claim 18 wherein said amino sugar has the formula: ##STR23##
Claim 22
Dependent Claim
23 words
A composition according to claim 3 comprising at least one of said amino sugars wherein the sum of x + y is 8.
Claim 23
Dependent Claim
14 words
A composition according to claim 20 wherein said amino sugar has the formula: ##STR24##
Claim 24
Dependent Claim
11 words
A composition according to claim 2 wherein said carrier is water.
Claim 25
Dependent Claim
12 words
A composition according to claim 2 wherein said carrier is animal feedstuff.
Claim 26
Independent Claim
114 words
The method of influencing the utilization of feed in an animal by reducing formation of fat and thereby increasing the meat:fat ratio in the animal in favor of a higher proportion of meat which comprises orally administering to said animal an effective amount of at least one amino-sugar as herein defined, said amino-sugar chemically consisting of a 4,6-bidesoxy-4-(4,5,6-trihydroxy-3-hydroxymethylcyclohex-2-en-1-ylamino)-.alpha.-D-glucopyranose of the formula: ##STR25## glycosidically linked with n glucose residues, where n is 1 to 40, which, when present in a polymeric chain of two or more glucose residues, are linked α-1:4, said amino-sugar yielding upon total acid hydrolysis the compound ##STR26## and glucose in a molar ratio of 1:n where n is as defined above.
Claim 27
Independent Claim
114 words
The method of influencing the utilization of feed in an animal by reducing formation of fat and thereby increasing the meat:fat ratio in the animal in favor of a higher proportion of meat which comprises orally administering to said animal an effective amount of at least one amino-sugar as herein defined, said amino-sugar chemically consisting of a 4,6-bidesoxy-4-(4,5,6-trihydroxy-3-hydroxymethylcyclohex-2-en-1-ylamino)-.alpha.-D-glucopyranose of the formula: ##STR25## glycosidically linked with n glucose residues, where n is 1 to 40, which, when present in a polymeric chain of two or more glucose residues, are linked α-1:4, said amino-sugar yielding upon total acid hydrolysis the compound ##STR26## and glucose in a molar ratio of 1:n where n is as defined above.
Claim 28
Independent Claim
88 words
The method of influencing the utilization of feed in an animal by reducing formation of fat and thereby increasing the meat:fat ratio in the animal in favor of a higher proportion of meat which comprises orally administering to said animal an effective amount of at least one amino-sugar as herein defined, said amino-sugar having the conformational formula: ##STR27## wherein y has a value of 1 to 8 and x has a value of from 0 to 7, the sum of y + x being from 1 to 8.
Claim 29
Independent Claim
88 words
The method of influencing the utilization of feed in an animal by reducing formation of fat and thereby increasing the meat:fat ratio in the animal in favor of a higher proportion of meat which comprises orally administering to said animal an effective amount of at least one amino-sugar as herein defined, said amino-sugar having the conformational formula: ##STR27## wherein y has a value of 1 to 8 and x has a value of from 0 to 7, the sum of y + x being from 1 to 8.
Claim 30
Dependent Claim
35 words
The method according to claim 25 in which there is administered a mixture of said amino-sugars for which mixture the average value for the sum of x + y is from 1 to about 4.
Claim 31
Dependent Claim
30 words
The method according to claim 25 in which there is administered a single substantially pure amino-sugar for which the sum of x + y is 1, 2, 3 or 4.
Claim 32
Dependent Claim
24 words
The method according to claim 25 in which there is administered at least one amino-sugar wherein the sum of x + y is 1.
Claim 33
Dependent Claim
18 words
The method according to claim 28 wherein said amino-sugar is O-{4,6-bisdesoxy-4-[1 S-(1,4,6/5)4,5,6-trihydroxy-3-hydroxymethylcyclohex-2-en-1-ylamino]-.alpha.-D-glucopyranosyl}-(1→4)-D-glucopyranose of the conformational structural formula: ##STR28##
Claim 34
Dependent Claim
24 words
The method according to claim 25 in which there is administered at least one amino-sugar wherein the sum of x + y is 2.
Claim 35
Dependent Claim
18 words
The method according to claim 30 wherein said amino-sugar is O-{4,6-bisdesoxy-4-[1 S-(1,4,6/5)-4,5,6-trihydroxy-3-hydroxymethylcyclohex-2-en-1-ylamino}-.alpha.-D-glucopyranosyl}-(1→4)-O-α-D-glucopyranosyl-(1→4)-D-glucopyranose of the conformational structural formula: ##STR29##
Claim 36
Dependent Claim
24 words
The method according to claim 25 in which there is administered at least one amino-sugar wherein the sum of x + y is 3.
Claim 37
Dependent Claim
18 words
The method according to claim 32 wherein said amino-sugar is O-{4,5-bisdexosy-4-[1 S-(1,4,6/5)-4,5,6-trihydroxy-3-hydroxymethylcyclohex-2-en-1-ylamino}-.alpha.-D-glucopyranosyl}-(1→4)-O-α-D-glucopyranosyl-(1→4)-O-α-D-glucopyranosyl-(1→4)-D-glycopyranose of the conformational structural formula: ##STR30##
Claim 38
Dependent Claim
18 words
The method according to claim 32 wherein said amino-sugar is O-{4,6-bisdesoxy-4-[1 S-(1,4,6/5)-5,6-dihydroxy-3-hydroxymethyl-4-O-α-D-glycopyranosyl-(1.fwdarw.4)-cyclohex-2-en-1-ylaminoπ-α-D-glycopyranosyl]-(1→4)-O-α-D-glucopyranosyl-(1→4)-D-glucopyranose of the conformational structural formula: ##STR31##
Claim 39
Dependent Claim
25 words
The method according to claim 25 in which there is administered at least one amino sugar wherein the sum of x + y is 4.
Claim 40
Dependent Claim
13 words
The method according to claim 35 wherein said amino-sugar has the formula: ##STR32##
Claim 41
Dependent Claim
17 words
The method according to claim 25 wherein said amino-sugar is administered to said animal in drinking water.
Claim 42
Dependent Claim
20 words
The method according to claim 25 wherein said amino sugar is administered to said animal in admixture with animal feedstuff.
References Cited (Backward Citations)
US3876766A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-12-26 | 1981-06-27 | 1981-12-27 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-12-26 | 1985-06-27 | 1985-12-27 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-12-26 | 1989-06-27 | 1989-12-27 | $7700.00 | Window Closed / Lapsed |