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EP0480640A1 Expired / Lapsed EP ⏱️ 0.0 years remaining

Lactoneotrehalose, and its preparation and uses

Assignee: Hayashibara Seibutsu Kagaku Kenkyujo KK
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Filing: 1991-10-04
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Granted: —
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Expires: 2011-10-04
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Abstract

Abstract Lactoneotrehalose, a novel saccharide shown by the formula O-β-D-galactopyranosyl-(1→4)-O-β-D-glucopyranosyl α-D-glucopyranoside, is prepared by allowing a saccharide-transferring enzyme to act on an aqueous solution containing lactose and amylaceous substance. Lactoneotrehalose is a non-reducing oligosaccharide, extremely stable, readily soluble in water, and substantially free of hygroscopicity, as well as having a satisfiable quality and moderate sweetness. These render lactoneotrehalose very useful in the preparations of orally-administrable products, cosmetics and pharmaceuticals.

Inventors

  • 👤 Takashi Shibuya
  • 👤 Hiroto Chaen
  • 👤 Shuzo Sakai

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-11-04 12:46
CPC Classifications
C; C12; C12P; C12P19/00; C12P19/18; A; A23; A23G; A23G3/00; A23G3/34; A23G3/346; A23G4/00; A23G4/06; A23G4/10; A23L; A23L27/00; A23L27/30; A61; A61K; A61K38/00; A61K38/16; A61K38/17; A61K38/19; A61K38/191; A61K38/21; A61K47/00; A61K47/06; A61K47/26; A61K8/00; A61K8/18; A61K8/30; A61K8/60; A61K9/00; A61K9/0012; A61K9/0014; A61K9/0019; A61K9/20; A61K9/2004; A61K9/2013; A61K9/2018; A61Q; A61Q19/00; C07; C07H; C07H3/00; C07H3/06; C12P19/14; A23G2200/00; A23G2200/06; A61Q11/00; A61Q17/00; A61Q17/04; A61Q19/02; A61Q5/00; A61Q7/00

Claims Analysis

Total Claims: 20
Claim 1
Independent Claim 8 words
A lactoneotrehalose shown by the formula O-β-D-galactopyranosyl-(1→4)-O-β-D-glucopyranosyl α-D-glucopyranoside.
Claim 2
Dependent Claim 21 words
A crystalline lactoneotrehalose which exhibits predominant diffraction angles (2ϑ) of 12.8°, 18.1°, 19.2.° 19.7° and 24.2° on powder x-ray diffraction analysis.
Claim 3
Dependent Claim 39 words
A process to prepare lactoneotrehalose shown by the formula O-β-D-galactopyranosyl-(1→4)-O-β-D-glucopyranosyl α-D-glucopyranoside, said process comprising: (a) allowing a saccharide-transferring enzyme to act on an aqueous solution containing lactose and amylaceous substance to form lactoneotrehalose; and (b) recoverying the resultant lactoneotrehalose.
Claim 4
Dependent Claim 33 words
The process of claim 3, wherein said amylaceous substance is a member selected from the group consisting of gelatinized starch, liquefied starch, liquefied starch, solubilized starch, partial starch hydrolysate, and amylaceous saccharide-transferred product.
Claim 5
Dependent Claim 29 words
The process of claim 3, wherein said saccharide-transferring enzyme is a member selected from the group consisting of cyclomaltodextrin glucanotransferase (EC 2.4.1.19), α-glucosidase (EC 3.2.1.20) and β-galactosidase (EC 3.2.1.23).
Claim 6
Dependent Claim 18 words
The process of claim 3, wherein a weight ratio of said amylaceous substance to lactose is 0.01-100 fold.
Claim 7
Dependent Claim 31 words
The process of claim 3, wherein the step (a) is effected at a temperature in the range of 20-80°C and a pH in the range of 3-9 for about 1-100 hours.
Claim 8
Dependent Claim 21 words
The process of claim 3, wherein said saccharide-transferring enzyme is used in an amount of at least one unit/g amylaceous substance.
Claim 9
Dependent Claim 18 words
The process of claim 3, wherein said lactoneotrehalose in the step (a) is formed together with α-glycosyl lactoneotrehalose.
Claim 10
Dependent Claim 16 words
The process of claim 3, wherein said saccharide-transferring enzyme is used together with glucoamylase or β-amylase.
Claim 11
Dependent Claim 13 words
The process of claim 3, wherein the step (b) contains a crystallization step.
Claim 12
Dependent Claim 24 words
The process of claim 11, wherein the crystallization step comprises providing a high-lactoneotrehalose content solution and concentrating the solution to effect crystallization of lactoneotrehalose.
Claim 13
Dependent Claim 21 words
The process of claim 3, wherein the step (b) contains a step of column chromatography using a strongly-acidic cation exchange resin.
Claim 14
Dependent Claim 15 words
A pharmaceutical, which contains as the effective ingredient lactoneotrehalose shown by the formula O-β-D-galactopyranosyl(1→4)-O-β-D-glucopyranosyl α-D-glucopyranoside.
Claim 15
Dependent Claim 12 words
The pharmaceutical of claim 14, which additionally contains a biologically active substance.
Claim 16
Dependent Claim 16 words
The pharmaceutical of claim 15, wherein said biologically active substance is interferon or tumor necrosis factor.
Claim 17
Dependent Claim 19 words
The pharmaceutical of claim 14, which is a growth promoting agent for a microorganism of the genus Bifidobacterium .
Claim 18
Dependent Claim 15 words
A cosmetic, which contains as the effective ingredient lactoneotrehalose shown by the formula O-β-D-galactopyranosyl(1→4)-O-β-D-glucopyranosyl α-D-glucopyranoside.
Claim 19
Dependent Claim 16 words
An orally-administrable product, which contains as the effective ingredient lactoneotrehalose shown by the formula O-β-D-galactopyranosyl-(1→4)-O-β-D-glucopyranosyl α-D-glucopyranoside.
Claim 20
Dependent Claim 24 words
The orally-administrable product of claim 19, which is a member selected from the group consisting of foods, beverages, tobaccos, cigarettes, feeds and pet foods.

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