JP2014193838A5 - - Google Patents
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- Publication number
- JP2014193838A5 JP2014193838A5 JP2013229503A JP2013229503A JP2014193838A5 JP 2014193838 A5 JP2014193838 A5 JP 2014193838A5 JP 2013229503 A JP2013229503 A JP 2013229503A JP 2013229503 A JP2013229503 A JP 2013229503A JP 2014193838 A5 JP2014193838 A5 JP 2014193838A5
- Authority
- JP
- Japan
- Prior art keywords
- pyrroloquinoline
- solution containing
- quinones
- solution
- resin adsorbent
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- MMXZSJMASHPLLR-UHFFFAOYSA-N Pyrroloquinoline quinone Chemical class C12=C(C(O)=O)C=C(C(O)=O)N=C2C(=O)C(=O)C2=C1NC(C(=O)O)=C2 MMXZSJMASHPLLR-UHFFFAOYSA-N 0.000 claims 14
- 239000000243 solution Substances 0.000 claims 11
- OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 8
- 238000004519 manufacturing process Methods 0.000 claims 7
- 239000003463 adsorbent Substances 0.000 claims 5
- 239000011347 resin Substances 0.000 claims 5
- 229920005989 resin Polymers 0.000 claims 5
- 238000004440 column chromatography Methods 0.000 claims 2
- 229910001385 heavy metal Inorganic materials 0.000 claims 2
- 239000002244 precipitate Substances 0.000 claims 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N styrene Chemical group C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims 2
- 210000002356 Skeleton Anatomy 0.000 claims 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 239000011259 mixed solution Substances 0.000 claims 1
- 238000000746 purification Methods 0.000 claims 1
- 238000001953 recrystallisation Methods 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 239000011780 sodium chloride Substances 0.000 claims 1
Claims (10)
度ピロロキノリンキノン類の製造方法。 A method for producing high-purity pyrroloquinoline quinones, comprising a step of bringing a solution containing pyrroloquinoline quinones into contact with a resin adsorbent or activated carbon.
求項1記載の製造方法。 The production method according to claim 1, wherein the specific surface area of the resin adsorbent or the activated carbon is 100 m 2 / g or more.
記載の製造方法。 The resin adsorbent has a styrene or acrylic skeleton.
The manufacturing method as described.
する還元型PQQ又はこれらの塩であることを特徴とする請求項1から3いずれか記載の
製造方法。
る請求項1から4いずれか記載の製造方法。 5. The production method according to claim 1, wherein the solution containing pyrroloquinoline quinones is a pyrroloquinoline quinone culture solution.
析出物を除去した溶液であることを特徴とする請求項1から4いずれか記載の製造方法。 The method according to any one of claims 1 to 4, wherein the solution containing pyrroloquinoline quinones is a solution obtained by removing the precipitates by changing the pH of the pyrroloquinoline quinone culture solution from 2 to 8.
析出物を除去した溶液を晶析し、得られた結晶を溶解させた溶液であることを特徴とする
請求項1から4いずれか記載の製造方法。 The solution containing pyrroloquinoline quinones is a solution in which the pyrroloquinoline quinone culture solution is adjusted to pH 2 to 8 to remove precipitates, and the resulting crystals are dissolved. 4. The production method according to any one of 4 above.
更にピロロキノリンキノン類を含む溶液を再結晶もしくはカラムクロマトグラフィーで精
製する工程を含む請求項1から7いずれか記載のピロロキノリンキノンの製造方法。 After contacting the solution containing pyrroloquinoline quinones with a resin adsorbent or activated carbon,
Furthermore, the manufacturing method of the pyrroloquinoline quinone in any one of Claim 1 to 7 including the process of refine | purifying the solution containing pyrroloquinoline quinones by recrystallization or column chromatography.
ンを脱離させることを特徴とする請求項8記載の製造方法。 9. The production method according to claim 8, wherein the pyrroloquinoline quinone is eliminated under basic conditions in the step of purification by column chromatography.
を含む混合溶液からの重金属除去方法。 A method for removing a heavy metal from a mixed solution containing a pyrroloquinoline quinone and a heavy metal, which is brought into contact with a resin adsorbent or activated carbon.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2013229503A JP6217323B2 (en) | 2013-02-27 | 2013-11-05 | Method for producing pyrroloquinoline quinone |
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2013037012 | 2013-02-27 | ||
JP2013037012 | 2013-02-27 | ||
JP2013229503A JP6217323B2 (en) | 2013-02-27 | 2013-11-05 | Method for producing pyrroloquinoline quinone |
Publications (3)
Publication Number | Publication Date |
---|---|
JP2014193838A JP2014193838A (en) | 2014-10-09 |
JP2014193838A5 true JP2014193838A5 (en) | 2016-10-20 |
JP6217323B2 JP6217323B2 (en) | 2017-10-25 |
Family
ID=51839391
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2013229503A Active JP6217323B2 (en) | 2013-02-27 | 2013-11-05 | Method for producing pyrroloquinoline quinone |
Country Status (1)
Country | Link |
---|---|
JP (1) | JP6217323B2 (en) |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR101664608B1 (en) * | 2014-12-05 | 2016-10-10 | 주식회사 성운바이오 | Novel microorganism of hyphomicrobium sp. and method of producing pyrrolo-quinoline quinone using the same |
CN105315278B (en) * | 2015-11-02 | 2018-01-16 | 诸城市浩天药业有限公司 | PQQ A crystal formations and preparation method thereof |
WO2019244883A1 (en) | 2018-06-19 | 2019-12-26 | 日産化学株式会社 | Method for manufacturing salt-free polysiloxane |
CN111635402B (en) * | 2020-06-24 | 2021-04-30 | 北大方正集团有限公司 | Separation and purification method of pyrroloquinoline quinone |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS59113896A (en) * | 1982-12-17 | 1984-06-30 | Ube Ind Ltd | Preparation of pyrroloquinolinequinone |
JPS61283346A (en) * | 1985-06-10 | 1986-12-13 | Mitsubishi Chem Ind Ltd | Preparation of protein adsorbent |
JPH07113023B2 (en) * | 1986-04-17 | 1995-12-06 | 三菱瓦斯化学株式会社 | Method for purifying pyrroloquinoline quinone |
JPS63267287A (en) * | 1986-12-27 | 1988-11-04 | Ube Ind Ltd | Method for purifying pyrroloquinolinequinone |
-
2013
- 2013-11-05 JP JP2013229503A patent/JP6217323B2/en active Active
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