US5403727A
Expired / Lapsed
US
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Process for preparing neotrehalose and its uses
Assignee: Hayashibara Seibutsu Kagaku Kenkyujo KK
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Filing: 1994-05-02
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Granted: 1995-04-04
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Expires: 2014-05-02
Abstract
Abstract Neotrehalose is prepared in a relatively high-yield by a process comprising allowing β-galactosidase to act on a solution containing lactoneotrehalose to form neotrehalose and recovering the resultant neotrehalose. The neotrehalose is a non-reducing oligosaccharide having a satisfiable stability and a rich- and high-quality-sweetness and is assimilated and utilized as energy source in vivo when orally administered. Neotrehalose in the form of crystal has a satisfiable handleability because it is readily soluble in water and substantially free of hygroscopicity. These render neotrehalose very useful in the fields of food-, cosmetic- and pharmaceutical-industries.
Inventors
- 👤 Yoshikatsu Miwa
- 👤 Takashi Shibuya
- 👤 Hiroto Chaen
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 08:07
CPC Classifications
C; C07; C07H; C07H3/00; C07H3/04; C12; C12P; C12P19/00; C12P19/18; C12P19/14
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
69 words
A process for preparing noncrystalline neotrehalose, which comprises: (a) allowing β-galactosidase (EC. 3.2.1.23) to act on a solution containing lactoneotrehalose shown by the formula O-β-D-galactopyranosyl (1->4)-O-β-D-glucopyranosyl α-D-glucopyranoside to form neotrehalose; and (b) recovering the resulting noncrystalline neotrehalose wherein, when said noncrystalline neotrehalose is crystallized, said neotrehalose is substantially free of hygroscopicity and exhibits predominant diffraction angles 2θ of 9.3°, 15.8°, 18.9°, 20.6° and 22.7° on powder x-ray diffraction analysis.
Claim 2
Dependent Claim
69 words
A process for preparing noncrystalline neotrehalose, which comprises: (a) allowing β-galactosidase (EC. 3.2.1.23) to act on a solution containing lactoneotrehalose shown by the formula O-β-D-galactopyranosyl (1->4)-O-β-D-glucopyranosyl α-D-glucopyranoside to form neotrehalose; and (b) recovering the resulting noncrystalline neotrehalose wherein, when said noncrystalline neotrehalose is crystallized, said neotrehalose is substantially free of hygroscopicity and exhibits predominant diffraction angles 2θ of 9.3°, 15.8°, 18.9°, 20.6° and 22.7° on powder x-ray diffraction analysis.
Claim 3
Dependent Claim
26 words
The process of claim 1, further comprising (b) subjecting the resultant solution in the step (a) to a column chromatography using a strongly-acidic cation exchange resin.
Claim 4
Dependent Claim
26 words
The process of claim 1, wherein the concentration of lactoneotrehalose in said solution in the step (a) is in the range of about 5-50 w/w %.
Claim 5
Dependent Claim
28 words
The process of claim 1, 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.
Claim 6
Dependent Claim
77 words
A process for preparing crystalline neotrehalose, which comprises: (a) allowing β-galactosidase (EC. 3.2.1.23) to act on a solution containing lactoneotrehalose shown by the formula O-β-D-galactopyranosyl(1→4)-O-β-D-glucopyranosyl α-D-glucopyranoside to form neotrehalose; and (b) purifying and concentrating the resultant solution into a supersaturated solution of neotrehalose to crystallize neotrehalose; and (c) recovering the resultant crystalline neotrehalose which is substantially free of hygroscopicity and exhibits predominant diffraction angles 2θ of 9.3°, 15.8°, 18.9°, 20.6° and 22.7° on powder x-ray diffraction analysis.
Claim 7
Dependent Claim
77 words
A process for preparing crystalline neotrehalose, which comprises: (a) allowing β-galactosidase (EC. 3.2.1.23) to act on a solution containing lactoneotrehalose shown by the formula O-β-D-galactopyranosyl(1→4)-O-β-D-glucopyranosyl α-D-glucopyranoside to form neotrehalose; and (b) purifying and concentrating the resultant solution into a supersaturated solution of neotrehalose to crystallize neotrehalose; and (c) recovering the resultant crystalline neotrehalose which is substantially free of hygroscopicity and exhibits predominant diffraction angles 2θ of 9.3°, 15.8°, 18.9°, 20.6° and 22.7° on powder x-ray diffraction analysis.
Claim 8
Dependent Claim
19 words
The process of claim 5, wherein the purity of the resultant crystalline neotrehalose is at least 99.8 w/w %.
Claim 9
Dependent Claim
43 words
The process of claim 5, wherein the purification and concentration in the step (b) is effected by allowing the resultant solution in the step (a) to a column chromatography using a strongly-acidic cation exchange resin, recovering a neotrehalose-rich fraction, and concentrating the fraction.
Claim 10
Dependent Claim
26 words
The process of claim 5, wherein the concentration of lactoneotrehalose in said solution in the step (a) is in the range of about 5-50 w/w %.
Claim 11
Dependent Claim
28 words
The process of claim 5, 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.
Claim 12
Dependent Claim
20 words
The process of claim 5, wherein the saturation degree of the supersaturated solution is in the range of about 1.05-4.0.
Claim 13
Dependent Claim
21 words
The process of claim 5, wherein the step (b) is effected at a temperature in the range of about 10°-120° C.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1998-04-03 | 1998-10-03 | 1999-04-04 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2002-04-03 | 2002-10-03 | 2003-04-04 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2006-04-03 | 2006-10-03 | 2007-04-04 | $7700.00 | Window Closed / Lapsed |