JPH044871B2 - - Google Patents
Info
- Publication number
- JPH044871B2 JPH044871B2 JP24737286A JP24737286A JPH044871B2 JP H044871 B2 JPH044871 B2 JP H044871B2 JP 24737286 A JP24737286 A JP 24737286A JP 24737286 A JP24737286 A JP 24737286A JP H044871 B2 JPH044871 B2 JP H044871B2
- Authority
- JP
- Japan
- Prior art keywords
- butanol
- alcohol
- culture
- clostridium
- present
- 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.)
- Expired
Links
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 44
- 241000193403 Clostridium Species 0.000 claims description 11
- 238000004519 manufacturing process Methods 0.000 claims description 9
- 150000001298 alcohols Chemical class 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 8
- 238000000605 extraction Methods 0.000 claims description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 235000000346 sugar Nutrition 0.000 claims description 3
- 150000008163 sugars Chemical class 0.000 claims description 3
- 230000003698 anagen phase Effects 0.000 claims description 2
- 229920006395 saturated elastomer Polymers 0.000 claims 1
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 16
- 238000000855 fermentation Methods 0.000 description 10
- 230000004151 fermentation Effects 0.000 description 10
- GOQYKNQRPGWPLP-UHFFFAOYSA-N heptadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 10
- 241000894006 Bacteria Species 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 4
- 239000002609 medium Substances 0.000 description 4
- 244000005700 microbiome Species 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 238000005192 partition Methods 0.000 description 3
- 231100000331 toxic Toxicity 0.000 description 3
- 230000002588 toxic effect Effects 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- SRBFZHDQGSBBOR-IOVATXLUSA-N D-xylopyranose Chemical compound O[C@@H]1COC(O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-IOVATXLUSA-N 0.000 description 2
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 229960000541 cetyl alcohol Drugs 0.000 description 2
- 238000011109 contamination Methods 0.000 description 2
- 239000008103 glucose Substances 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 2
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 1
- OWEGMIWEEQEYGQ-UHFFFAOYSA-N 100676-05-9 Natural products OC1C(O)C(O)C(CO)OC1OCC1C(O)C(O)C(O)C(OC2C(OC(O)C(O)C2O)CO)O1 OWEGMIWEEQEYGQ-UHFFFAOYSA-N 0.000 description 1
- GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 description 1
- GUBGYTABKSRVRQ-CUHNMECISA-N D-Cellobiose Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)OC(O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-CUHNMECISA-N 0.000 description 1
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 1
- GUBGYTABKSRVRQ-PICCSMPSSA-N Maltose Natural products O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@@H](CO)OC(O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-PICCSMPSSA-N 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- PYMYPHUHKUWMLA-UHFFFAOYSA-N arabinose Natural products OCC(O)C(O)C(O)C=O PYMYPHUHKUWMLA-UHFFFAOYSA-N 0.000 description 1
- 230000001580 bacterial effect Effects 0.000 description 1
- SRBFZHDQGSBBOR-UHFFFAOYSA-N beta-D-Pyranose-Lyxose Natural products OC1COC(O)C(O)C1O SRBFZHDQGSBBOR-UHFFFAOYSA-N 0.000 description 1
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 1
- GUBGYTABKSRVRQ-QUYVBRFLSA-N beta-maltose Chemical compound OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O GUBGYTABKSRVRQ-QUYVBRFLSA-N 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- ALSTYHKOOCGGFT-UHFFFAOYSA-N cis-oleyl alcohol Natural products CCCCCCCCC=CCCCCCCCCO ALSTYHKOOCGGFT-UHFFFAOYSA-N 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000012258 culturing Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 239000001963 growth medium Substances 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 235000015097 nutrients Nutrition 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 229920001221 xylan Polymers 0.000 description 1
- 150000004823 xylans Chemical class 0.000 description 1
Landscapes
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Description
〔産業上の利用分野〕
本発明はブタノールの製造方法に関し、詳しく
はクロストリジウム・サーモサツカロリテイカム
を用いて抽出発酵法によりブタノールを製造する
にあたり、抽剤として特定のアルコールを使用す
ることによつてブタノールを効率よく生産する方
法に関する。
〔従来技術及び発明が解決しようとする問題点〕
発酵法によるブタノールの製造においては、生
産物であるブタノールが微生物に対して毒性を持
つため、ブタノールを高濃度に生産することがで
きない。
このような発酵生産物による微生物への阻害を
回避する手段として、抽出培養が知られている。
ブタノールの発酵生産を抽出培養により行なう場
合の抽剤としては、炭素数10〜14個のアルコール
（特開昭59−216591号）、炭素数16〜18個の不飽和
アルコールまたは炭素数16〜20個の側鎖を有する
アルコール（特開昭60−172290号）が知られてい
る。
しかしながら、これら抽剤を使用するブタノー
ル発酵は、中温菌を用いる場合に適用されるので
あり、高温下でブタノール発酵を行なう好熱菌に
対しては、これら抽剤が該好熱菌に対して毒性を
示すという問題点がある。
一方、雑菌汚染の防止、ブタノール回収コスト
の低減等の立場から高温発酵によつてブタノール
を製造する方法が望まれている。
〔問題点を解決するための手段〕
本発明者は好熱菌を用いて高温発酵によりブタ
ノールを製造する場合の抽剤について検討し、特
定のアルコールを使用すれば好熱菌に毒性を示さ
ないことを見出し、本発明に到達した。
本発明はクロストリジウム・サーモサツカロリ
テイカムを用いて糖類からブタノールを抽出培養
によつて製造する方法において、抽剤として炭素
数15〜18個の直鎖飽和アルコールを使用すること
を特徴とするブタノールの製造方法である。
本発明に用いるクロストリジウム・サーモサツ
カロリテイカムは好熱嫌気性菌である。クロスト
リジウム・サーモサツカロリテイカムの具体例と
して例えば本発明者らが土壌より分離したクロス
トリジウム・サーモサツカロリテイカムＢ−258
株（FERM Ｐ−8273）、クロストリジウム・サ
ーモサツカロリテイカムのCB−1666株（FERM
Ｐ−8274）、クロストリジウム・サーモサツカロ
リテイカム6957株（FERM Ｐ−8071）、クロス
トリジウム・サーモサツカロリテイカム
ATCC7956株等が挙げられる。
培養に用いる培地は炭素源、窒素源、無機塩
類、有機栄養素などを含有する通常の培地であ
り、炭素源としてはグルコース、セロビオース、
シユクロース、ラクトース、キシロース、マルト
ース、キシラン、デンプン等の糖類が使用され
る。窒素源等は微生物が良好に生育してブタノー
ルを効率よく生産しうるものを適宜選択すればよ
い。
さらに、本発明では培養にあたり抽剤として炭
素数15〜18個の直鎖飽和アルコールを使用する。
これらアルコールのうちではセチルアルコール、
ヘプタデシルアルコール、ステアリルアルコール
が好適であり、これらを単独でもしくは２種以上
を組合せて使用する。抽剤としてのアルコールの
添加量は培養液量の20〜100％が適当であり、培
養開始時から微生物の対数増殖期中期（ブタノー
ルが５ｇ／程度蓄積したとき）までの間に全量
を１回で、もしくは複数回に分割して加える。
クロストリジウム・サーモサツカロリテイカム
の培養条件は使用する菌株によつて異なるが、通
常40〜65℃、好ましくは55〜60℃、PH５〜８、好
ましくは5.5〜７に調節して嫌気的条件で行なう。
培養期間については、目的とするアルコール類が
十分量生産されるまで行なえばよく、通常は１〜
10日間、好ましくは２〜５日間である。
〔実施例〕
次に、本発明を実施例により説明するが、本発
明はこれらによつて制限されるものではない。
実施例 １
第１表に示した培地にクロストリジウム・サ
ーモサツカロリテイカム Ｂ−258株（FERMP
−8273）を接種し、60℃で18時間嫌気的に液体培
養した。この培養液を第１表に示した培地10ml
に２％の割合で接種し、ステアリルアルコール
（分配係数5.5）2.5ｇを加えて50mlネジ口試験管
中で60℃にて５日間嫌気的に振とう培養した。
得られた培養液を遠心分離して除菌後、リン酸
（33mg／ml）で酸性にし、ガルクロマトグラフに
より生産物を分析した。ブタノールの全生産量は
ブタノールの各アルコールと水中の分配係数から
計算により求めた。結果を第２表に示す。
実施例 ２
実施例１においてステアリルアルコールの代り
にセチルアルコール（分配係数4.5）５ｇを加え
たこと以外は実施例１と同様に行なつた。結果を
第２表に示す。
実施例 ３
実施例１において培地の代りに培地を用
い、ステアリルアルコールを加えずに培養を開始
し、２日後にグルコース0.5ｇとステアリルアル
コール５ｇを添加したこと以外は実施例１と同様
に行なつた。結果を第２表に示す。
比較例 １
実施例１においてステアリルアルコールを加え
ずに培養したこと以外は実施例１と同様に行なつ
た。結果を第２表に示す。
比較例 ２
実施例１においてステアリルアルコールの代り
にオレインアルコールを用いたこと以外は実施例
１と同様に行なつた。結果を第２表に示す。
比較例 ３
実施例１においてステアリルアルコールの代り
にテトラデカノールを用いたこと以外は実施例１
と同様に行なつた。結果を第２表に示す。
[Industrial Application Field] The present invention relates to a method for producing butanol, and more specifically, the present invention relates to a method for producing butanol using Clostridium thermosatucaloriticum by an extractive fermentation method, by using a specific alcohol as an extractant. The present invention relates to a method for efficiently producing butanol. [Prior Art and Problems to be Solved by the Invention] In the production of butanol by fermentation, the product, butanol, is toxic to microorganisms, so it is not possible to produce butanol at a high concentration. Extraction culture is known as a means to avoid such inhibition of microorganisms by fermentation products.
When fermentation production of butanol is carried out by extraction culture, extractants include alcohols with 10 to 14 carbon atoms (Japanese Patent Application Laid-Open No. 59-216591), unsaturated alcohols with 16 to 18 carbon atoms, or unsaturated alcohols with 16 to 20 carbon atoms. Alcohols having side chains (JP-A-60-172290) are known. However, butanol fermentation using these extractants is applied when mesophilic bacteria are used, and these extractants are effective against thermophilic bacteria that carry out butanol fermentation at high temperatures. The problem is that it is toxic. On the other hand, from the standpoint of preventing bacterial contamination and reducing butanol recovery costs, a method of producing butanol by high temperature fermentation is desired. [Means for solving the problem] The present inventor studied an extractant for producing butanol by high-temperature fermentation using thermophilic bacteria, and found that if a specific alcohol is used, it will not be toxic to thermophilic bacteria. They discovered this and arrived at the present invention. The present invention relates to a method for producing butanol from sugars by extraction culture using Clostridium thermosatucaloriticum, which is characterized in that a linear saturated alcohol having 15 to 18 carbon atoms is used as an extractant. This is a manufacturing method. Clostridium thermosatucaloriticum used in the present invention is a thermophilic anaerobe. As a specific example of Clostridium thermosatucaroliticum, for example, Clostridium thermosatucaroliticum B-258 was isolated from soil by the present inventors.
strain (FERM P-8273), Clostridium thermosatucaroliticum CB-1666 strain (FERM
P-8274), Clostridium thermosatucaroliticum 6957 strain (FERM P-8071), Clostridium thermosatucaroliticum
Examples include ATCC7956 strain. The medium used for culture is a normal medium containing carbon sources, nitrogen sources, inorganic salts, organic nutrients, etc. The carbon sources include glucose, cellobiose,
Sugars such as sucrose, lactose, xylose, maltose, xylan, and starch are used. The nitrogen source etc. may be appropriately selected so that microorganisms can grow well and produce butanol efficiently. Furthermore, in the present invention, a linear saturated alcohol having 15 to 18 carbon atoms is used as an extraction agent for culturing.
Among these alcohols, cetyl alcohol,
Heptadecyl alcohol and stearyl alcohol are preferred, and these may be used alone or in combination of two or more. The appropriate amount of alcohol to be added as an extraction agent is 20 to 100% of the culture solution volume, and the entire amount should be added once from the start of culture to the mid-logarithmic growth phase of the microorganism (when about 5 g/butanol has accumulated). Or add it in multiple batches. Cultivation conditions for Clostridium thermosatucaloriticum vary depending on the strain used, but are usually 40 to 65°C, preferably 55 to 60°C, and adjusted to pH 5 to 8, preferably 5.5 to 7, under anaerobic conditions. Let's do it.
The cultivation period can be continued until a sufficient amount of the desired alcohol is produced, and usually the cultivation period is 1 to 30 minutes.
It is 10 days, preferably 2 to 5 days. [Example] Next, the present invention will be explained with reference to Examples, but the present invention is not limited thereto. Example 1 Clostridium thermosatucaroliticum strain B-258 (FERMP
-8273) and cultured anaerobically in liquid at 60°C for 18 hours. 10ml of the culture medium shown in Table 1
2.5 g of stearyl alcohol (partition coefficient 5.5) was added and cultured in a 50 ml screw cap test tube at 60° C. for 5 days with shaking under anaerobic conditions. The resulting culture solution was centrifuged to remove bacteria, then made acidic with phosphoric acid (33 mg/ml), and the product was analyzed by gal chromatography. The total production of butanol was calculated from the partition coefficient of butanol between each alcohol and water. The results are shown in Table 2. Example 2 The same procedure as in Example 1 was carried out except that 5 g of cetyl alcohol (partition coefficient: 4.5) was added instead of stearyl alcohol. The results are shown in Table 2. Example 3 The same procedure as in Example 1 was carried out except that a medium was used instead of the medium in Example 1, culture was started without adding stearyl alcohol, and 0.5 g of glucose and 5 g of stearyl alcohol were added two days later. Ta. The results are shown in Table 2. Comparative Example 1 The same procedure as in Example 1 was carried out except that the culture was carried out without adding stearyl alcohol. The results are shown in Table 2. Comparative Example 2 The same procedure as in Example 1 was conducted except that oleic alcohol was used instead of stearyl alcohol. The results are shown in Table 2. Comparative Example 3 Example 1 except that tetradecanol was used instead of stearyl alcohol in Example 1.
I did the same thing. The results are shown in Table 2.
【表】【table】
【表】【table】
本発明によれば、抽剤を用いる高温発酵によつ
てブタノールを効率よく製造することができる。
高温で発酵を行なうため、ブタノールを経済的に
回収することができ、発酵槽の冷却コストの低
減、雑菌による汚染の防止等を図ることができ
る。また、ブタノールは工業用、燃料用等として
利用される。
According to the present invention, butanol can be efficiently produced by high temperature fermentation using an extraction agent.
Since fermentation is carried out at a high temperature, butanol can be recovered economically, the cost of cooling the fermenter can be reduced, and contamination by various bacteria can be prevented. In addition, butanol is used for industrial purposes, fuel, etc.
Claims (1)
ムを用いて糖類からブタノールを抽出培養によつ
て製造する方法において、抽剤として炭素数15〜
18個の直鎖飽和アルコールを使用することを特徴
とするブタノールの製造方法。 ２ 抽剤を培養開始時から対数増殖期中期までの
間に添加する特許請求の範囲第１項記載の方法。[Scope of Claims] 1. A method for producing butanol from sugars by extraction culture using Clostridium thermosatucaroliticum, wherein the extractant has 15 to 15 carbon atoms.
A method for producing butanol, characterized by using 18 straight chain saturated alcohols. 2. The method according to claim 1, wherein the extractant is added between the start of culture and the middle of the logarithmic growth phase.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP24737286A JPS63102687A (en) | 1986-10-20 | 1986-10-20 | Production of butanol |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP24737286A JPS63102687A (en) | 1986-10-20 | 1986-10-20 | Production of butanol |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS63102687A JPS63102687A (en) | 1988-05-07 |
| JPH044871B2 true JPH044871B2 (en) | 1992-01-29 |
Family
ID=17162449
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP24737286A Granted JPS63102687A (en) | 1986-10-20 | 1986-10-20 | Production of butanol |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS63102687A (en) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9297028B2 (en) | 2005-09-29 | 2016-03-29 | Butamax Advanced Biofuels Llc | Fermentive production of four carbon alcohols |
| US8273558B2 (en) | 2005-10-26 | 2012-09-25 | Butamax(Tm) Advanced Biofuels Llc | Fermentive production of four carbon alcohols |
| US9303225B2 (en) | 2005-10-26 | 2016-04-05 | Butamax Advanced Biofuels Llc | Method for the production of isobutanol by recombinant yeast |
| RU2394913C2 (en) | 2005-10-26 | 2010-07-20 | Е.И.Дюпон Де Немур Энд Компани | Fermentative production of tetracarbon alcohols |
| US8828704B2 (en) | 2006-05-02 | 2014-09-09 | Butamax Advanced Biofuels Llc | Fermentive production of four carbon alcohols |
| US8206970B2 (en) | 2006-05-02 | 2012-06-26 | Butamax(Tm) Advanced Biofuels Llc | Production of 2-butanol and 2-butanone employing aminobutanol phosphate phospholyase |
| US7659104B2 (en) | 2006-05-05 | 2010-02-09 | E.I. Du Pont De Nemours And Company | Solvent tolerant microorganisms and methods of isolation |
| US7541173B2 (en) | 2006-06-15 | 2009-06-02 | E.I. Du Pont De Nemours And Company | Solvent tolerant microorganisms and methods of isolation |
| WO2008052595A1 (en) | 2006-10-31 | 2008-05-08 | Metabolic Explorer | Process for the biological production of 1,3-propanediol from glycerol with high yield |
| CN103540559A (en) | 2007-02-09 | 2014-01-29 | 加利福尼亚大学董事会 | Biofuel production by recombinant microorganisms |
| US8426173B2 (en) | 2007-05-02 | 2013-04-23 | Butamax (Tm) Advanced Biofuels Llc | Method for the production of 1-butanol |
| ES2401155T3 (en) | 2008-10-03 | 2013-04-17 | Metabolic Explorer | Procedure for the purification of an alcohol from a fermentation broth that uses a falling film evaporator, renewed film, thin film or short path evaporator |
| JP5489474B2 (en) * | 2009-01-16 | 2014-05-14 | 株式会社日本触媒 | Method for sterilizing medium and producing 1-butanol by fermentation |
| EP2419517A2 (en) * | 2009-04-13 | 2012-02-22 | Butamax(TM) Advanced Biofuels LLC | Method for producing butanol using extractive fermentation |
| US8968522B2 (en) * | 2009-07-15 | 2015-03-03 | Butamax Advanced Biofuels Llc | Recovery of butanol isomers from a mixture of butanol isomers, water, and an organic extractant |
-
1986
- 1986-10-20 JP JP24737286A patent/JPS63102687A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS63102687A (en) | 1988-05-07 |
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