IP Library Granted Patent US 8,765,416
Granted Patent B2
US 8,765,416 · App. 12/875,786 · Granted Jul 1, 2014

Particulate composition containing anhydrous crystalline 2-O-alpha-D-glucosyl-L-ascorbic acid, process for producing the same, and uses thereof

Inventors: Takashi Shibuya (Okayama, JP); Seisuke Izawa (Okayama, JP); Tomoyuki Nishimoto (Okayama, JP); Shigeharu Fukuda (Okayama, JP); Toshio Miyake (Okayama, JP)
Assignee: Hayashibara Co., Ltd.
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Quick Facts
Patent No.
US 8,765,416
App. No.
12/875,786
Granted
Jul 1, 2014
Kind
B2
Abstract

The present invention aims to provide a particulate composition containing anhydrous crystalline 2-O-α-D-glucosyl-L-ascorbic acid having a significantly, hardly solidifiable property compared to conventional ones in a grade for use in quasi-drugs; a process for producing the same; and uses thereof. The present invention solves the above object by providing a particulate composition containing anhydrous crystalline 2-O-α-D-glucosyl-L-ascorbic in an amount of over 98.0% by weight but less than 99.9% by weight, on a dry solid basis; or a degree of crystallinity of 90% or higher for anhydrous crystalline 2-O-α-D-glucosyl-L-ascorbic acid; and by providing a process for producing the same and uses thereof.

Claims (13)

1. A process for producing a particulate composition comprising anhydrous crystalline 2-O-α-D-glucosyl-L- ascorbic acid;

wherein said particulate composition comprises 2-O-α-D-glucosyl-L- ascorbic acid in an amount of over 98.0% by weight but less than 99.9% by weight, on a dry solid basis; and has a degree of crystallinity of 90% or higher for anhydrous crystalline 2-O-α-D-glucosyl-L-ascorbic acid, when calculated based on a profile of powder X-ray diffraction analysis of said particulate composition,

said process comprising the steps of:

(a) allowing cyclomaltodextrin glucanotransferase and glucoamylase in this order to act on a solution comprising amylaceous substance and L-ascorbic acid to obtain a solution comprising 2-O-α-D-glucosyl-L-ascorbic acid in a production yield of 35% by weight or higher of 2-O-α-D-glucosyl-L-ascorbic acid;

(b) purifying the resulting solution to increase the content of 2-O-α-D-glucosyl-L-ascorbic acid to a level of over 86% by weight, on a dry solid basis;

(c) crystallizing anhydrous crystalline 2-O-α-D- glucosyl-L-ascorbic acid from the resulting purified solution;

(d) collecting the resulting precipitated anhydrous crystalline 2-O-α-D-glucosyl-L-ascorbic acid without any re-crystallizing step; and

(e) ageing and drying the collected anhydrous crystalline 2-O-α-D-glucosyl-L-ascorbic acid; and

said cyclomaltodextrin glucanotransferase is from Geobacillus stearothermophilus Tc-62 or Tc-27, or a mutant cyclomaltodextrin glucanotransferase of Geobacillus stearothermophilus Tc-91, having an amino acid sequence that the 228th lysine residue in the amino acid sequence of SEQ ID NO:1 is replaced with glutamic acid residue.

2. The process of claim 1 , wherein in the step (a), said cyclomaltodextrin glucanotransferase is allowed to act on the solution in combination with a starch-debranching enzyme.

3. The process of claim 1 , wherein, the step (b) contains a step of removing saccharides by column chromatography using an anion-exchange resin, and simulated-moving-bed column chromatography using a cation-exchange resin as a packing material.

4. The process of claim 1 , wherein the step (b) contains a step of removing saccharides by column chromatography using an anion-exchange resin, and column chromatography using a strong-acid cation-exchange resin or a porous resin.

5. The process of claim 1 wherein the dried product of step (e) is pulverized.

Assignments (3)
CHANGE OF NAME Recorded Mar 18, 2025
From: HAYASHIBARA CO., LTD.
To: NAGASE VIITA CO., LTD.
Reel/Frame 070538/0828 →
MERGER Recorded Dec 17, 2012
From: KABUSHIKI KAISHA HAYASHIBARA SEIBUTSU KAGAKU KENYUJO
To: HAYASHIBARA CO., LTD.
Reel/Frame 029481/0090 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 17, 2011
From: SHIBUYA, TAKASHI; IZAWA, SEISUKE; NISHIMOTO, TOMOYUKI; FUKUDA, SHIGEHARU; MIYAKE, TOSHIO
To: KABUSHIKI KAISHA HAYASHIBARA SEIBUTSU KAGAKU KENKYUJO
Reel/Frame 025821/0975 →
Priority Claims (4)
JP 2009/204142 · Sep 3, 2009 · national
JP 2009/298857 · Dec 28, 2009 · national
JP 2010/117835 · May 21, 2010 · national
JP 2010/190139 · Aug 26, 2010 · national
Continuity (1)
Related Publication 20110091726A1 · Apr 21, 2011