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US4622295A Expired / Lapsed US ⏱️ 0.0 years remaining

Modified oligosaccharides used as substrate for measuring α-amylase activity

Assignee: Fujifilm Wako Pure Chemical Corp
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Filing: 1983-09-14
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Granted: 1986-11-11
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Expires: 2003-09-14
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Abstract

Abstract A modified oligosaccharide having at most 7 glucose units and having a substituent selected from the group consisting of 2-aminopyridyl, 3-aminopyridyl, anilino, methylanilino, hydroxyanilino, carboxyphenylamino and hydroxyl groups at at least one end moiety of said oligosaccharide is suitable as substrate for measuring α-amylase activity or for measuring α-amylase isozymes.

Inventors

  • 👤 Tokuji Ikenaka
  • 👤 Kaoru Omichi

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-27 22:16
CPC Classifications
C; C07; C07H; C07H5/00; C07H5/04; C07H5/06; C12; C12Q; C12Q1/00; C12Q1/34; C12Q1/40; C12Q2334/00

Claims Analysis

Total Claims: 18
Claim 1
Independent Claim 151 words
A process for measuring α-amylase activity, using at least one oligosaccharide which has been modified in order to facilitate its use as a substrate for such measuring, said process comprising: (a) selecting a modified oligosaccharide from the group consisting of: ##STR16## and mixtures thereof, wherein R 1 is a 2-aminopyridyl group, a 3-aminopyridyl, an anilino group, a methylanilino group, a hydroxyanilino group or a carboxylphenylamino group; and R 2 is a 2-aminopyridyl group, a 3-aminopyridyl group, an anilino group, a methylanilino group, a hydroxyanilino group, a carboxyphenylamino group, or a hydroxyl group, and n is an interger of 2 to 5; for use as a substrate for measuring α-amylase activity; (b) contacting the modified oligosaccharide substrate with a sample to be tested for a sufficient time to allow for a reaction between the contents of the sample and the substrate; and (c) quantitively measuring a product which results from the reaction.
Claim 2
Dependent Claim 151 words
A process for measuring α-amylase activity, using at least one oligosaccharide which has been modified in order to facilitate its use as a substrate for such measuring, said process comprising: (a) selecting a modified oligosaccharide from the group consisting of: ##STR16## and mixtures thereof, wherein R 1 is a 2-aminopyridyl group, a 3-aminopyridyl, an anilino group, a methylanilino group, a hydroxyanilino group or a carboxylphenylamino group; and R 2 is a 2-aminopyridyl group, a 3-aminopyridyl group, an anilino group, a methylanilino group, a hydroxyanilino group, a carboxyphenylamino group, or a hydroxyl group, and n is an interger of 2 to 5; for use as a substrate for measuring α-amylase activity; (b) contacting the modified oligosaccharide substrate with a sample to be tested for a sufficient time to allow for a reaction between the contents of the sample and the substrate; and (c) quantitively measuring a product which results from the reaction.
Claim 3
Dependent Claim 47 words
A process according to claim 1, wherein the modified oligosaccharide is represented by the formula: ##STR17## wherein R 1 is a 2-aminopyridyl, a 3-aminopyridyl group, an anilino group, a methylanilino group, a hydroxyanilino group or a carboxyphenylamino group; and n is an integer of 2 to 5.
Claim 4
Dependent Claim 17 words
A process according to claim 2, wherein R 1 in the formula (I) is a 2-aminopyridyl group.
Claim 5
Dependent Claim 65 words
A process according to claim 1, wherein the modified oligosaccharide is represented by the formula: ##STR18## wherein R 1 is a 2-aminopyridyl group, a 3-aminopyridyl group, an anilino group, a methylanilino group, a hydroxyanilino group or a carboxyphenylamino group; and R 2 is a 2-aminopyridyl group, a 3-aminopyridyl group, an anilino group, a methylanilino group, a hydroxyanilino group, a carboxyphenylamino group, or a hydroxyl group.
Claim 6
Dependent Claim 16 words
A process according to claim 4, wherein the modified oligosaccharide is represented by the formula: ##STR19##
Claim 7
Dependent Claim 16 words
A process according to claim 4, wherein the modified oligosaccharide is represented by the formula: ##STR20##
Claim 8
Dependent Claim 64 words
A process for measuring α-amylase activity which comprises incubating a sample with a modified oligosaccharide of the formula: ##STR21## wherein R 1 is 2-aminopyridyl group, a 3-aminopyridyl group, an anilino group, a methylanilino group, a hydroxyanilino group or a carboxphenylamino group; and n is an integer of 2 to 5, and measuring a product which results from said incubation by high performance liquid chromatography.
Claim 9
Dependent Claim 64 words
A process for measuring α-amylase activity which comprises incubating a sample with a modified oligosaccharide of the formula: ##STR21## wherein R 1 is 2-aminopyridyl group, a 3-aminopyridyl group, an anilino group, a methylanilino group, a hydroxyanilino group or a carboxphenylamino group; and n is an integer of 2 to 5, and measuring a product which results from said incubation by high performance liquid chromatography.
Claim 10
Dependent Claim 72 words
A process for measuring α-amylase activity which comprises incubating a sample with a modified oligosaccharide of the formula: ##STR22## wherein R 1 is a 2-aminopyridyl group, a 3-aminopyridyl group, an anilino group, a methylanilino group, a hydroxyanilino group or a carboxyphenylamino group; and n is an integer of 2 to 5, and using as coupling enzyme α-glucosidase or glucoamylase to produce glucose, and measuring the amount of glucose by a spectrophotometric method.
Claim 11
Dependent Claim 72 words
A process for measuring α-amylase activity which comprises incubating a sample with a modified oligosaccharide of the formula: ##STR22## wherein R 1 is a 2-aminopyridyl group, a 3-aminopyridyl group, an anilino group, a methylanilino group, a hydroxyanilino group or a carboxyphenylamino group; and n is an integer of 2 to 5, and using as coupling enzyme α-glucosidase or glucoamylase to produce glucose, and measuring the amount of glucose by a spectrophotometric method.
Claim 12
Dependent Claim 139 words
A process for measuring α-amylase isozymes, using at least one oligosaccharide which has been modified in order to facilitate its use as a substrate for such measuring, said process comprising: (a) selecting a modified oligosaccharide which is a mixture of: ##STR23## wherein R 1 is a 2-aminopyridyl, a 3-aminopyridyl group, an anilino group, a methylanilino group, a hydroxyanilino group or a carboxyphenylamino group; and R 2 is a 2-aminopyridyl group, a 3-aminopyridyl group, an anilino group, a methylanilino group, a hydroxyanilino group, a carboxyphenylamino group or a hydroxyl group; for use as a substrate for measuring α-amylase isozymes; (b) contacting the modified oligosaccharide substrate with a sample to be tested for a sufficient time to allow for a reaction between the contents of the sample and the substrate; and (c) quantitively measuring a product which results from the reaction.
Claim 13
Dependent Claim 139 words
A process for measuring α-amylase isozymes, using at least one oligosaccharide which has been modified in order to facilitate its use as a substrate for such measuring, said process comprising: (a) selecting a modified oligosaccharide which is a mixture of: ##STR23## wherein R 1 is a 2-aminopyridyl, a 3-aminopyridyl group, an anilino group, a methylanilino group, a hydroxyanilino group or a carboxyphenylamino group; and R 2 is a 2-aminopyridyl group, a 3-aminopyridyl group, an anilino group, a methylanilino group, a hydroxyanilino group, a carboxyphenylamino group or a hydroxyl group; for use as a substrate for measuring α-amylase isozymes; (b) contacting the modified oligosaccharide substrate with a sample to be tested for a sufficient time to allow for a reaction between the contents of the sample and the substrate; and (c) quantitively measuring a product which results from the reaction.
Claim 14
Dependent Claim 15 words
A process according to claim 9, wherein the modified oligosaccharide is a mixture of ##STR24##
Claim 15
Dependent Claim 134 words
A process for measuring α-amylase isozymes which comprises reacting in a transglycosylation reaction a substrate comprising a mixture of modified oligosaccharides of the formulae: ##STR25## wherein R 1 is a 2-aminopyridyl group, a 3-aminopyridyl group, an anilino group, a methylanilino group, a hydroxyanilino group or a carboxphenylamino group; and R 2 is a 2-aminopyridyl group, a 3-aminopyridyl group, an anilino group, a methylanilino group, a hydroxyanilino group, a carboxphenylamino group, or a hydroxyl group, with α-amylase isozymes, and reacting in a hydrolysis reaction the reaction product of the transglycosylation reaction between the modified oligosaccharides of the formulae (II) and (III), that is, the modified oligosaccharide of the formula: ##STR26## wherein R 1 and R 2 are as defined above, with α-amylase isozymes, and measuring the amount of a product produced from the hydrolysis reaction.
Claim 16
Dependent Claim 134 words
A process for measuring α-amylase isozymes which comprises reacting in a transglycosylation reaction a substrate comprising a mixture of modified oligosaccharides of the formulae: ##STR25## wherein R 1 is a 2-aminopyridyl group, a 3-aminopyridyl group, an anilino group, a methylanilino group, a hydroxyanilino group or a carboxphenylamino group; and R 2 is a 2-aminopyridyl group, a 3-aminopyridyl group, an anilino group, a methylanilino group, a hydroxyanilino group, a carboxphenylamino group, or a hydroxyl group, with α-amylase isozymes, and reacting in a hydrolysis reaction the reaction product of the transglycosylation reaction between the modified oligosaccharides of the formulae (II) and (III), that is, the modified oligosaccharide of the formula: ##STR26## wherein R 1 and R 2 are as defined above, with α-amylase isozymes, and measuring the amount of a product produced from the hydrolysis reaction.
Claim 17
Dependent Claim 96 words
A process for measuring α-amylase isozymes derived from pancreas and derived from salivary glands which comprises reacting in a hydrolysis reaction a substrate comprising a modified oligosaccharide of the formula: ##STR27## wherein R 1 is a 2-aminopyridyl group, a 3-aminopyridyl group, an anilino group, a methylanilino group, a hydroxyanilino group or a carboxphenylamino group; and R 2 is a 2-aminopyridyl group, a 3-aminopyridyl group, an anilino group, a methylanilino group, a hydroxyanilino group, a carboxphenyl amino group, or a hydroxyl group, with α-amylase isozymes, and measuring the amount of a product produced by the hydrolysis reaction.
Claim 18
Dependent Claim 96 words
A process for measuring α-amylase isozymes derived from pancreas and derived from salivary glands which comprises reacting in a hydrolysis reaction a substrate comprising a modified oligosaccharide of the formula: ##STR27## wherein R 1 is a 2-aminopyridyl group, a 3-aminopyridyl group, an anilino group, a methylanilino group, a hydroxyanilino group or a carboxphenylamino group; and R 2 is a 2-aminopyridyl group, a 3-aminopyridyl group, an anilino group, a methylanilino group, a hydroxyanilino group, a carboxphenyl amino group, or a hydroxyl group, with α-amylase isozymes, and measuring the amount of a product produced by the hydrolysis reaction.

References Cited (Backward Citations)

US4544631A Cited
US4233403A Cited
DE3000292A1 Cited
JPS5871897A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1989-11-10 1990-05-12 1990-11-11 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1993-11-10 1994-05-12 1994-11-11 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1997-11-10 1998-05-12 1998-11-11 $7700.00 Window Closed / Lapsed

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