JPH02311492A - New nucleotide mixture and its production - Google Patents
New nucleotide mixture and its productionInfo
- Publication number
- JPH02311492A JPH02311492A JP1132373A JP13237389A JPH02311492A JP H02311492 A JPH02311492 A JP H02311492A JP 1132373 A JP1132373 A JP 1132373A JP 13237389 A JP13237389 A JP 13237389A JP H02311492 A JPH02311492 A JP H02311492A
- Authority
- JP
- Japan
- Prior art keywords
- monosodium
- guanylate
- inosinate
- mixture
- acid ion
- 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.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 37
- 239000002773 nucleotide Substances 0.000 title claims abstract description 21
- 125000003729 nucleotide group Chemical group 0.000 title claims abstract description 20
- 238000004519 manufacturing process Methods 0.000 title claims description 12
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 claims abstract description 28
- -1 guanylic acid ion Chemical class 0.000 claims abstract description 20
- OLZMMFLSETUQLZ-ZNRHFQQTSA-M sodium 2-[(2S,3S,4R,5R)-3,4-dihydroxy-5-(6-oxo-1H-purin-9-yl)oxolan-2-yl]-2-hydroxyacetate Chemical compound [Na+].[C@@H]1([C@H](O)[C@H](O)[C@@H](C(O)C(=O)[O-])O1)N1C=NC=2C(O)=NC=NC12 OLZMMFLSETUQLZ-ZNRHFQQTSA-M 0.000 claims abstract description 17
- 238000001816 cooling Methods 0.000 claims abstract description 8
- 230000002378 acidificating effect Effects 0.000 claims abstract description 5
- 230000001376 precipitating effect Effects 0.000 claims abstract description 5
- 159000000000 sodium salts Chemical class 0.000 claims description 7
- 235000013928 guanylic acid Nutrition 0.000 abstract description 17
- GRSZFWQUAKGDAV-UHFFFAOYSA-N Inosinic acid Natural products OC1C(O)C(COP(O)(O)=O)OC1N1C(NC=NC2=O)=C2N=C1 GRSZFWQUAKGDAV-UHFFFAOYSA-N 0.000 abstract description 16
- 235000013902 inosinic acid Nutrition 0.000 abstract description 16
- RQFCJASXJCIDSX-UHFFFAOYSA-N 14C-Guanosin-5'-monophosphat Natural products C1=2NC(N)=NC(=O)C=2N=CN1C1OC(COP(O)(O)=O)C(O)C1O RQFCJASXJCIDSX-UHFFFAOYSA-N 0.000 abstract description 14
- 238000000034 method Methods 0.000 abstract description 8
- 239000004226 guanylic acid Substances 0.000 abstract description 4
- 239000004245 inosinic acid Substances 0.000 abstract description 4
- 229940028843 inosinic acid Drugs 0.000 abstract description 4
- 235000011194 food seasoning agent Nutrition 0.000 abstract description 3
- 229940079593 drug Drugs 0.000 abstract description 2
- 239000003814 drug Substances 0.000 abstract description 2
- RPACBEVZENYWOL-XFULWGLBSA-M sodium;(2r)-2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylate Chemical compound [Na+].C=1C=C(Cl)C=CC=1OCCCCCC[C@]1(C(=O)[O-])CO1 RPACBEVZENYWOL-XFULWGLBSA-M 0.000 abstract 1
- RQFCJASXJCIDSX-UUOKFMHZSA-N guanosine 5'-monophosphate Chemical compound C1=2NC(N)=NC(=O)C=2N=CN1[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O RQFCJASXJCIDSX-UUOKFMHZSA-N 0.000 description 18
- 239000000243 solution Substances 0.000 description 16
- GRSZFWQUAKGDAV-KQYNXXCUSA-N IMP Chemical compound O[C@@H]1[C@H](O)[C@@H](COP(O)(O)=O)O[C@H]1N1C(NC=NC2=O)=C2N=C1 GRSZFWQUAKGDAV-KQYNXXCUSA-N 0.000 description 12
- 235000002639 sodium chloride Nutrition 0.000 description 10
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 9
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 8
- 238000011084 recovery Methods 0.000 description 7
- AANLCWYVVNBGEE-IDIVVRGQSA-L Disodium inosinate Chemical compound [Na+].[Na+].O[C@@H]1[C@H](O)[C@@H](COP([O-])([O-])=O)O[C@H]1N1C(NC=NC2=O)=C2N=C1 AANLCWYVVNBGEE-IDIVVRGQSA-L 0.000 description 6
- PVBRXXAAPNGWGE-LGVAUZIVSA-L disodium 5'-guanylate Chemical compound [Na+].[Na+].C1=2NC(N)=NC(=O)C=2N=CN1[C@@H]1O[C@H](COP([O-])([O-])=O)[C@@H](O)[C@H]1O PVBRXXAAPNGWGE-LGVAUZIVSA-L 0.000 description 6
- 235000013896 disodium guanylate Nutrition 0.000 description 6
- 235000013890 disodium inosinate Nutrition 0.000 description 6
- 239000011780 sodium chloride Substances 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical compound [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 4
- NYHBQMYGNKIUIF-UUOKFMHZSA-N Guanosine Chemical compound C1=NC=2C(=O)NC(N)=NC=2N1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O NYHBQMYGNKIUIF-UUOKFMHZSA-N 0.000 description 4
- 239000013078 crystal Substances 0.000 description 4
- 239000004198 disodium guanylate Substances 0.000 description 4
- 239000004194 disodium inosinate Substances 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- GRSZFWQUAKGDAV-KQYNXXCUSA-L IMP(2-) Chemical compound O[C@@H]1[C@H](O)[C@@H](COP([O-])([O-])=O)O[C@H]1N1C(N=CNC2=O)=C2N=C1 GRSZFWQUAKGDAV-KQYNXXCUSA-L 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 238000000855 fermentation Methods 0.000 description 3
- 230000004151 fermentation Effects 0.000 description 3
- 239000012535 impurity Substances 0.000 description 3
- AUHDWARTFSKSAC-HEIFUQTGSA-N (2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)-2-(6-oxo-1H-purin-9-yl)oxolane-2-carboxylic acid Chemical compound [C@]1([C@H](O)[C@H](O)[C@@H](CO)O1)(N1C=NC=2C(O)=NC=NC12)C(=O)O AUHDWARTFSKSAC-HEIFUQTGSA-N 0.000 description 2
- MIKUYHXYGGJMLM-GIMIYPNGSA-N Crotonoside Natural products C1=NC2=C(N)NC(=O)N=C2N1[C@H]1O[C@@H](CO)[C@H](O)[C@@H]1O MIKUYHXYGGJMLM-GIMIYPNGSA-N 0.000 description 2
- NYHBQMYGNKIUIF-UHFFFAOYSA-N D-guanosine Natural products C1=2NC(N)=NC(=O)C=2N=CN1C1OC(CO)C(O)C1O NYHBQMYGNKIUIF-UHFFFAOYSA-N 0.000 description 2
- UGQMRVRMYYASKQ-KQYNXXCUSA-N Inosine Chemical compound O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C2=NC=NC(O)=C2N=C1 UGQMRVRMYYASKQ-KQYNXXCUSA-N 0.000 description 2
- 229930010555 Inosine Natural products 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 239000004193 disodium 5'-ribonucleotide Substances 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- 229940029575 guanosine Drugs 0.000 description 2
- 229910017053 inorganic salt Inorganic materials 0.000 description 2
- 229960003786 inosine Drugs 0.000 description 2
- 239000012452 mother liquor Substances 0.000 description 2
- 235000021317 phosphate Nutrition 0.000 description 2
- 238000001556 precipitation Methods 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 239000004278 EU approved seasoning Substances 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 238000002441 X-ray diffraction Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 239000011549 crystallization solution Substances 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- RJUVGHSMLKTWKM-AOQYFIQXSA-L disodium 2-[(2S,3S,4R,5R)-3,4-dihydroxy-5-(6-oxo-1H-purin-9-yl)oxolan-2-yl]-2-hydroxyacetate Chemical compound [C@@H]1([C@H](O)[C@H](O)[C@@H](C(O)C(=O)[O-])O1)N1C=NC=2C(O)=NC=NC12.[Na+].[Na+].[C@@H]1([C@H](O)[C@H](O)[C@@H](C(O)C(=O)[O-])O1)N1C=NC=2C(O)=NC=NC12 RJUVGHSMLKTWKM-AOQYFIQXSA-L 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000006911 enzymatic reaction Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 229910052816 inorganic phosphate Inorganic materials 0.000 description 1
- 150000007523 nucleic acids Chemical class 0.000 description 1
- 102000039446 nucleic acids Human genes 0.000 description 1
- 108020004707 nucleic acids Proteins 0.000 description 1
- 239000002777 nucleoside Substances 0.000 description 1
- 125000003835 nucleoside group Chemical group 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 238000006366 phosphorylation reaction Methods 0.000 description 1
- 238000004886 process control Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- ZNCPFRVNHGOPAG-UHFFFAOYSA-L sodium oxalate Chemical compound [Na+].[Na+].[O-]C(=O)C([O-])=O ZNCPFRVNHGOPAG-UHFFFAOYSA-L 0.000 description 1
- 229940039790 sodium oxalate Drugs 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000001226 triphosphate Substances 0.000 description 1
- 235000011178 triphosphate Nutrition 0.000 description 1
- 125000002264 triphosphate group Chemical class [H]OP(=O)(O[H])OP(=O)(O[H])OP(=O)(O[H])O* 0.000 description 1
Landscapes
- Seasonings (AREA)
- Saccharide Compounds (AREA)
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は、５′−グアニル酸モノナトリウム及び５′−
イノシン酸モノナトリウムを含有する新規ゲル状混合物
及びその製造方法に関するものである。その目的は、調
味料や医薬品として有用な５′−ヌクレオチド混合物、
特にグアニル酸（グアノシン−５′−一リン酸）及びイ
ノシン酸（イノシン−５′−一リン酸）の混合物の工業
的かつ経済的な製造方法を提供することにある。Detailed Description of the Invention [Industrial Field of Application] The present invention provides monosodium 5'-guanylate and 5'-guanylate monosodium
The present invention relates to a novel gel-like mixture containing monosodium inosinate and a method for producing the same. The purpose is to prepare 5'-nucleotide mixtures useful as seasonings and medicines.
In particular, it is an object of the present invention to provide an industrial and economical method for producing a mixture of guanylic acid (guanosine-5'-monophosphate) and inosinic acid (inosine-5'-monophosphate).
グアノシンやイノシンを原料として化学的合成法、発酵
法又は酵素法よって得られるグアニル酸とイノシン酸の
混合物の製造方法のうち、５′−グアニル酸ジナトリウ
ム及び５′−イノシン酸ジナトリウムの混合結晶の製造
法については既に知られている（特公昭４０−１２９１
４や特公昭５４−１６５８２号公報参照。）。A mixed crystal of 5'-guanylate disodium and 5'-inosinate disodium is a method for producing a mixture of guanylic acid and inosinic acid obtained by chemical synthesis, fermentation, or enzymatic methods using guanosine or inosine as raw materials. The manufacturing method is already known (Special Publication No. 40-1291
4 and Japanese Patent Publication No. 54-16582. ).
この製造法は、５′−グアニル酸及び５′−イノシン酸
のいずれもがジナトリウム塩の形で晶析し、また、この
結晶粒径は大きい為濾過性に優れ取扱いが簡便で、外観
も良く商品的見地からも好ましい。しかし、これらのヌ
クレオチドのジナトリウムの塩は、水に対する溶解度が
高いため、水溶液での晶析は回収率の点から不利であっ
た。この為、メタノール、エタノール等のアルコールな
どの有機溶媒を用いないと目的とするジナトリウム塩の
混晶は得にくかった。In this production method, both 5'-guanylic acid and 5'-inosinic acid are crystallized in the form of disodium salts, and since the crystal grain size is large, it has excellent filtration properties, is easy to handle, and has a good appearance. It is good and preferable from a product standpoint. However, since the disodium salts of these nucleotides have high solubility in water, crystallization in an aqueous solution is disadvantageous in terms of recovery rate. For this reason, it is difficult to obtain the desired mixed crystal of disodium salt unless an organic solvent such as alcohol such as methanol or ethanol is used.
更に、５′−グアニル酸をモノナトリウム塩の形で得る
方法も既に公知である（特公昭４４−３２５７７や特開
昭５５−１３９４００号公報参照。）。しかし、これら
は、５′−グアニル酸のみを製造するための方法であり
、５′−グアニル酸及び５′−イノシン酸のモノナトリ
ウム塩の混合物を得る製造方法については何ら示されて
いなかった。Furthermore, a method for obtaining 5'-guanylic acid in the form of a monosodium salt is already known (see Japanese Patent Publication No. 32577/1983 and Japanese Patent Application Laid-open No. 139400/1983). However, these are methods for producing only 5'-guanylic acid, and there is no disclosure of a method for producing a mixture of monosodium salts of 5'-guanylic acid and 5'-inosinic acid.
高純度かつ高収率で５′−グアニル酸及び５′−イノシ
ン酸の混合物を得る方法、更にその比率を制御する方法
の開発が望まれている。It is desired to develop a method for obtaining a mixture of 5'-guanylic acid and 5'-inosinic acid with high purity and high yield, and a method for controlling the ratio thereof.
本発明者らは、５′−グアニル酸及び５′−イノシン酸
のモノナトリウム塩の混合物を得るにあたり、ｐＨの低
い領域、すなわち、５′−グアニル酸モノナトリウムと
５′−イノシン酸モノナトリウムの各々の析出領域では
、そのどちらもが水に対する溶解度が低くなることに着
目し、５′−グアニル酸及び５′−イノシン酸の含有溶
液を準備して、低ｐＨ領域で析出、操作を行ったところ
、無定形ゲル状の５′−グアニル酸モノナトリウム中に
５′−イノシン酸モノナトリウムが含まれること及び、
それを分離することにより高純度かつ高収率の５′−グ
アニン酸及び５′−イノシン酸の混合物が得られること
を見出し本発明を完成させるに至った。In obtaining a mixture of monosodium salts of 5'-guanylic acid and 5'-inosinic acid, the present inventors focused on the low pH region, i.e., the concentration of monosodium 5'-guanylate and monosodium 5'-inosinate. Focusing on the fact that the solubility of both of them in water decreases in each precipitation region, we prepared solutions containing 5'-guanylic acid and 5'-inosinic acid and performed precipitation and operations in the low pH region. However, monosodium 5'-inosinate is contained in monosodium 5'-guanylate in the form of an amorphous gel, and
The present inventors have discovered that a mixture of 5'-guanic acid and 5'-inosinic acid can be obtained with high purity and high yield by separating them, leading to the completion of the present invention.
すなわち、本発明は、
（１）５’ −グアニル酸モノナトリウム及び５′−イ
ノシン酸モノナトリウムを含有するヌクレオチドゲル状
混合物、
（２）上記のヌクレオチドゲル状混合物を製造するに際
し、
で、
ｂ） ナトリウム塩濃度が５〜３０ｇ／ｄｆである
５′−グアニル酸イオン及び５′−イノシン酸イオン含
有溶液を酸性条件下で析出させる工程に付することを特
徴とする製造方法
に関するものである。That is, the present invention provides: (1) a nucleotide gel mixture containing monosodium 5'-guanylate and monosodium 5'-inosinate; (2) when producing the above nucleotide gel mixture, and b) The present invention relates to a production method characterized in that a solution containing 5'-guanylate ions and 5'-inosinate ions having a sodium salt concentration of 5 to 30 g/df is subjected to a step of precipitating under acidic conditions.
以下、本発明の詳細を具体的に記述する。The details of the present invention will be specifically described below.
本発明に用いる５′−グアニル酸イオン及び５′−イノ
シン酸イオンの含有溶液の由来は特に限定されない。例
えば、グアノシン及びイノシンの化学的リン酸化反応で
得られた反応混合液でも発酵法により得られた５′−グ
アニル酸及び５′−イノシン酸を含む核酸溶液でも良い
。また、５′−グアニル酸又はその塩、及び、５′−イ
ノシン酸又はその塩をそれぞれ別々に製造させた後、混
合させた溶液を用いても良い。The origin of the solution containing 5'-guanylate ion and 5'-inosinate ion used in the present invention is not particularly limited. For example, a reaction mixture obtained by a chemical phosphorylation reaction of guanosine and inosine or a nucleic acid solution containing 5'-guanylic acid and 5'-inosinic acid obtained by a fermentation method may be used. Alternatively, a solution may be used in which 5'-guanylic acid or its salt and 5'-inosinic acid or its salt are produced separately and then mixed.
また、この含有溶液は、水溶液であることが好ましい。Moreover, it is preferable that this containing solution is an aqueous solution.
しかし、アルコール類、リン酸トリ低級アルキルエステ
ル類、リン酸トリ（アルコキシアルキル）エステル類、
エチレングリコールジアルキルエーテル類等を含有して
いても良い。However, alcohols, tri-lower alkyl phosphates, tri(alkoxyalkyl) phosphates,
It may also contain ethylene glycol dialkyl ethers and the like.
５′−グアニル酸と５′−イノシン酸のみを高収率で、
かつ、好ましくは一段の工程で取り上げるにあたり、５
′−グアニル酸イオン及び５′−イノシン酸イオンの含
有溶液は酸性下、例えばｐ＋＋１〜外のモノナトリウム
塩の領域にして析出させる工程、例えば冷却工程に付す
ことにより、ヌクレオチドゲル状の５′−グアニル酸モ
ノナトリウムに５′−イノシン酸モノナトリウムが取り
込まれた新規ヌクレオチドゲル状混合物を得る。もちろ
ん、このゲル状混合物にその他の物質が混在していても
良い。これらのゲル状混合物の形態は、通常、Ｘ線回折
により無定形である。Only 5'-guanylic acid and 5'-inosinic acid are produced in high yield.
And, preferably when taken up in one step, 5
A solution containing '-guanylate ion and 5'-inosinate ion is subjected to a precipitating step, for example, a cooling step, under acidic conditions, for example in the monosodium salt region outside p++1, to form a nucleotide gel-like 5'- A novel nucleotide gel mixture in which monosodium 5'-inosinate is incorporated into monosodium guanylate is obtained. Of course, other substances may be mixed in this gel-like mixture. The morphology of these gel-like mixtures is usually amorphous by X-ray diffraction.
このヌクレオチドゲル状混合物に含まれる５′−グアニ
ル酸モノナトリウムと５′−イノシン酸モノナトリウム
のモル比率は、（５′−グアニル酸）／（５’−イノシ
ン酸）のモル比率を示し、任意に設定できる。その条件
は初めの溶液（開始液）中に含まれる５′−グアニル酸
イオンと５′−イノシン酸イオンの総濃度とナトリウム
塩濃度及び冷却温度で規定される。好ましい５′−グア
ニル酸モノナトリウムと５′−イノシン酸モノナトリウ
ムのヌクレオチドゲル状混合物のモル比率は、０．６〜
３．４である。ここで、５′−グアニル酸イオンと５′
−イノシン酸イオンの総濃度とは、５′−グアニル酸イ
オン濃度及び５′−イノシン酸イオン濃度を加算した総
濃度のことである。そして、上記ヌクレオチドゲル状混
合物を取得するＱ、Ｓ″ Ｊ
には、その濃度はる〜奪０ｇ７ｄｌの範囲で採用される
。The molar ratio of monosodium 5'-guanylate and monosodium 5'-inosinate contained in this nucleotide gel mixture represents the molar ratio of (5'-guanylic acid)/(5'-inosinic acid), and is arbitrary. Can be set to The conditions are defined by the total concentration of 5'-guanylate ions and 5'-inosinate ions contained in the initial solution (starting solution), the sodium salt concentration, and the cooling temperature. The preferred molar ratio of the nucleotide gel mixture of monosodium 5'-guanylate and monosodium 5'-inosinate is from 0.6 to
It is 3.4. Here, 5'-guanylate ion and 5'
-The total concentration of inosinate ions is the total concentration of the 5'-guanylate ion concentration and the 5'-inosinate ion concentration. The concentration of Q and S''J used to obtain the above-mentioned nucleotide gel mixture is in the range of 0 to 0 g and 7 dl.
また、ナトリウム塩とは無機塩、有機塩どちらでもよい
が好ましくは無機塩が用いられる。例えば、塩化ナトリ
ウム、硫酸ナトリウム、シュウ酸ナトリウムなどが必要
に応じて添加される。好ましくは、塩化ナトリウムが使
用される。ナトリウム塩濃度としては、５〜３０ｇ７ｄ
ｌｌが採用される。Further, the sodium salt may be either an inorganic salt or an organic salt, but an inorganic salt is preferably used. For example, sodium chloride, sodium sulfate, sodium oxalate, etc. are added as necessary. Preferably sodium chloride is used. Sodium salt concentration is 5-30g7d
ll will be adopted.
更に、冷却操作を行なう場合の冷却温度は一５〜５０℃
が採用されるが、目的混合物の回収率を高めるためには
０〜１５°Ｃが更に好ましい。Furthermore, the cooling temperature when performing the cooling operation is -5 to 50°C.
However, in order to increase the recovery rate of the target mixture, a temperature of 0 to 15°C is more preferable.
こうして取得された新規ヌクレオチドゲル状混合物は結
晶化していないため、５′−グアニル酸ジナトリウムと
５′−イノシン酸ジナトリウムの混合結晶に比較して分
離しにくい。ヌクレオチドゲル状混合物の脱水率が低け
れば、それに付着する分離母液のために、５′−グアニ
ル酸と５′−イノシン酸のモノナトリウム混合物の純度
は悪くなるが、晶析液からヌクレオチドゲル状混合物を
充分に分離すれば、このヌクレオチドゲル状混合物に含
まれる不純物を淘汰できる。すなわち、圧搾濾過器等、
特殊な分離装置を用いて、できるだけこの無定形ゲル状
混合物と母液を分離することが好ましい。ここでの不純
物とは、化学的合成法あるいは発酵法から由来するとこ
ろの不純物であって、ヌクレオシドやヌクレオチドのジ
ーあるいはトリーリン酸さらに無機リン酸塩などである
。Since the novel nucleotide gel mixture thus obtained is not crystallized, it is difficult to separate compared to mixed crystals of disodium 5'-guanylate and disodium 5'-inosinate. If the dehydration rate of the nucleotide gel mixture is low, the purity of the monosodium mixture of 5'-guanylic acid and 5'-inosinic acid will be poor due to the separation mother liquor adhering to it, but the nucleotide gel mixture will be removed from the crystallization solution. If the nucleotides are sufficiently separated, impurities contained in this nucleotide gel mixture can be eliminated. In other words, press filters, etc.
It is preferable to use a special separation device to separate this amorphous gel-like mixture from the mother liquor as much as possible. The impurities here are impurities derived from chemical synthesis methods or fermentation methods, such as di- or triphosphates of nucleosides and nucleotides, and inorganic phosphates.
本発明を製造工程の一部として、必要ならば５′−グア
ニル酸ジナトリウム及び５′−イノシン酸ジナトリウム
の混合物など目的とする製品にすることができることは
言うまでもない。It goes without saying that the present invention can be used as part of a manufacturing process to produce a desired product, such as a mixture of disodium 5'-guanylate and disodium 5'-inosinate, if necessary.
次に本発明を実施例により具体的に記述する。Next, the present invention will be specifically described with reference to Examples.
実施例（１）
３７ｇのグアニル酸ジナトリウム（０，０９ｍｏｌ）と
３９ｇのイノシン酸ジナトリウム（０，１ｍｏｌ）およ
び６５ｇの食塩（１，１ｍｏｌ）を水に溶かし、全液量
を３００ｏ＋ｆとした。ここに、３５％塩酸を入れ、ｐ
Ｈを５６０にし、溶液を５°Ｃまで冷却後、分離した。Example (1) 37 g of disodium guanylate (0.09 mol), 39 g of disodium inosinate (0.1 mol) and 65 g of common salt (1.1 mol) were dissolved in water, and the total liquid volume was adjusted to 300 o+f. Add 35% hydrochloric acid here, p
H was brought to 560 and the solution was cooled to 5°C and then separated.
このとき、生成した混合物中の５′−グアニル酸モノナ
トリウムと５′−イノシン酸モノナトリウムのモル比率
は０．９４で、回収率は、それぞれ９２．０％および９
２．９％であった。At this time, the molar ratio of monosodium 5'-guanylate and monosodium 5'-inosinate in the resulting mixture was 0.94, and the recovery rates were 92.0% and 92.0%, respectively.
It was 2.9%.
実施例（２）
２５ｇのグアニル酸ジナトリウム（０，０６１１１０１
）と２５ｇのイノシン酸ジナトリウム（０，０６ｎ＋ｏ
ｌ）および６０ｇの食塩（１，０ｍｏｌ）を水に溶かし
、全液量を３００ｍｊ２とした。ここに、３５％塩酸を
入れ、ｐＨを５．０にし、溶液を５°Ｃまで冷却後、分
離した。このとき、生成した混合物中の５′−グアニル
酸モノナトリウムと５′−イノシン酸モノナトリウムの
モル比率は１．２８で、回収率は、それぞれ９５．１％
および７４．２％であった。Example (2) 25g of disodium guanylate (0,0611101
) and 25 g of disodium inosinate (0,06n+o
1) and 60 g of common salt (1.0 mol) were dissolved in water to make a total liquid volume of 300 mj2. 35% hydrochloric acid was added thereto to adjust the pH to 5.0, and the solution was cooled to 5°C and then separated. At this time, the molar ratio of monosodium 5'-guanylate and monosodium 5'-inosinate in the generated mixture was 1.28, and the recovery rate was 95.1% for each.
and 74.2%.
実施例（３）
１２ｇのグアニル酸ジナトリウム（０，０３０１０１）
と１２ｇのイノシン酸ジナトリウム（０，０３ｍｏｌ）
および６０ｇの食塩（１，０ｍｏりを水に溶かし、全液
量を３００ａ＋ｊ！とじた。ここに、３５％塩酸を入れ
、ｐ）Ｉを５．０にし、溶液を５ ”Ｃまで冷却後、分
離した。このとき、生成した混合物中の５′−グアニル
酸モノナトリウムと５′−イノシン酸モノナトリウムの
モル比率は２．４４で、回収率は、それぞれ９４．５％
および３８．７％であった。Example (3) 12g of disodium guanylate (0,030101)
and 12g of disodium inosinate (0.03mol)
And 60g of common salt (1.0mol was dissolved in water, and the total liquid volume was 300a+j!). Added 35% hydrochloric acid to make p)I 5.0, and after cooling the solution to 5''C, At this time, the molar ratio of monosodium 5'-guanylate and monosodium 5'-inosinate in the resulting mixture was 2.44, and the recovery rate was 94.5% for each.
and 38.7%.
実施例（４）
３０ｇのグアニル酸ジナトリウム（０，０７ｍｏ、１）
と３０ｇのイノシン酸ジナトリウム（０，０８ｍｏｌ）
および３０ｇの食塩（０，５ｍｏｌ）を水に溶かし、全
液量を３００＋ａｊ！とじた。ここに、３５％塩酸を入
れ、ｐＨを５．０にし、溶液を５℃まで冷却後、分離し
た。このとき、生成した混合物中の５′−グアニル酸モ
ノナトリウムと５′−イノシン酸モノナトリウムのモル
比率は１．１４で、回収率は、それぞれ９０．５％およ
び７９．６％であった。Example (4) 30 g of disodium guanylate (0.07 mo, 1)
and 30g of disodium inosinate (0.08mol)
Dissolve 30g of salt (0.5mol) in water and make the total liquid volume 300+aj! Closed. 35% hydrochloric acid was added thereto to adjust the pH to 5.0, and the solution was cooled to 5° C. and then separated. At this time, the molar ratio of monosodium 5'-guanylate and monosodium 5'-inosinate in the resulting mixture was 1.14, and the recovery rates were 90.5% and 79.6%, respectively.
本発明によれば、調味料や医薬品として有用なグアニル
酸モノナトリウムとイノシン酸モノナトリウムのヌクレ
オチドゲル状混合物を見い出し、これが高収率で取得で
きるものである。更に、開始液のグアニル酸イオンとイ
ノシン酸イオンの総濃度及びナトリウム塩濃度を規定す
れば、任意の比率のグアニル酸モノナトリウムとイノシ
ン酸モノナトリウムの混合物を得ることができることが
判明し、工程管理図でも有利に進めることができる。According to the present invention, a nucleotide gel-like mixture of monosodium guanylate and monosodium inosinate, which is useful as a seasoning or a pharmaceutical, has been discovered and can be obtained in high yield. Furthermore, it was found that by specifying the total concentration of guanylate ions and inosinate ions and the sodium salt concentration in the starting solution, it was possible to obtain a mixture of monosodium guanylate and monosodium inosinate in any ratio, and process control You can also use the diagram to your advantage.
第１図には、開始液の５′−グアニル酸イオンと５′−
イノシン酸イオンの総濃度と分離した時のヌクレオチド
ゲル状混合物中に含まれる５′−グアニル酸モノナトリ
ウムと５′−イノシン酸モノナトリウムのモル比率を示
す。なお、開始液のナトリウム塩濃度は、塩化ナトリウ
ムを用いて１６ｇ／ｄｊ！とじ、ｐＨは５．０に下げ、
冷却温度は５℃とした。
第２図には第１図での回収率を示す。Figure 1 shows the 5'-guanylate ion and 5'-guanylate ion in the starting solution.
The total concentration of inosinate ions and the molar ratio of monosodium 5'-guanylate and monosodium 5'-inosinate contained in the nucleotide gel mixture when separated are shown. In addition, the sodium salt concentration of the starting solution is 16 g/dj! using sodium chloride! Bind, lower pH to 5.0,
The cooling temperature was 5°C. FIG. 2 shows the recovery rate in FIG. 1.
Claims (5)
シン酸モノナトリウムを含有するヌクレオチドゲル状混
合物。(1) A nucleotide gel mixture containing monosodium 5'-guanylate and monosodium 5'-inosinate.
ン酸モノナトリウムのモル比が０．６〜３．４である請
求項（１）記載の混合物。(2) The mixture according to claim 1, wherein the molar ratio of monosodium 5'-guanylate to monosodium 5'-inosinate is 0.6 to 3.4.
シン酸モノナトリウムを含有するヌクレオチドゲル状混
合物を製造するに際し、 ａ）５′−グアニル酸イオン及び５′−イノシン酸イオ
ンの総濃度が０．５〜８０ｇ／ｄｌで、 ｂ）ナトリウム塩濃度が０〜３０ｇ／ｄｌである５′−
グアニル酸イオン及び５′−イノシン酸イオンの含有溶
液を酸性条件下で析出させる工程に付することを特徴と
する製造方法。(3) When producing a nucleotide gel mixture containing monosodium 5'-guanylate and monosodium 5'-inosinate, a) the total concentration of 5'-guanylate ion and 5'-inosinate ion is 0; .5 to 80 g/dl; b) 5'- with a sodium salt concentration of 0 to 30 g/dl;
1. A production method comprising subjecting a solution containing guanylate ions and 5'-inosinate ions to a step of precipitating under acidic conditions.
製造方法。(4) The manufacturing method according to claim (3), wherein the pH value of the solution is 1 to 8.
載の製造方法。(5) The manufacturing method according to claim (3), wherein the step of precipitating is a cooling step.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1132373A JP2870807B2 (en) | 1989-05-25 | 1989-05-25 | Method for producing nucleotide mixture |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1132373A JP2870807B2 (en) | 1989-05-25 | 1989-05-25 | Method for producing nucleotide mixture |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH02311492A true JPH02311492A (en) | 1990-12-27 |
| JP2870807B2 JP2870807B2 (en) | 1999-03-17 |
Family
ID=15079857
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP1132373A Expired - Lifetime JP2870807B2 (en) | 1989-05-25 | 1989-05-25 | Method for producing nucleotide mixture |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2870807B2 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102718823A (en) * | 2012-06-26 | 2012-10-10 | 华南理工大学 | Process method for elution, crystallization and refining of 5'-flavor nucleotide disodium |
-
1989
- 1989-05-25 JP JP1132373A patent/JP2870807B2/en not_active Expired - Lifetime
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102718823A (en) * | 2012-06-26 | 2012-10-10 | 华南理工大学 | Process method for elution, crystallization and refining of 5'-flavor nucleotide disodium |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2870807B2 (en) | 1999-03-17 |
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