JPH0365758B2 - - Google Patents
Info
- Publication number
- JPH0365758B2 JPH0365758B2 JP62308288A JP30828887A JPH0365758B2 JP H0365758 B2 JPH0365758 B2 JP H0365758B2 JP 62308288 A JP62308288 A JP 62308288A JP 30828887 A JP30828887 A JP 30828887A JP H0365758 B2 JPH0365758 B2 JP H0365758B2
- Authority
- JP
- Japan
- Prior art keywords
- oil
- melting point
- fat
- lipase
- stearic acid
- 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 - Lifetime
Links
- 238000002844 melting Methods 0.000 claims description 16
- 230000008018 melting Effects 0.000 claims description 16
- 239000003921 oil Substances 0.000 claims description 14
- 235000019198 oils Nutrition 0.000 claims description 14
- 108090001060 Lipase Proteins 0.000 claims description 13
- 102000004882 Lipase Human genes 0.000 claims description 13
- 239000004367 Lipase Substances 0.000 claims description 13
- 235000019421 lipase Nutrition 0.000 claims description 13
- 244000299461 Theobroma cacao Species 0.000 claims description 12
- 235000021355 Stearic acid Nutrition 0.000 claims description 9
- 235000005764 Theobroma cacao ssp. cacao Nutrition 0.000 claims description 9
- 235000005767 Theobroma cacao ssp. sphaerocarpum Nutrition 0.000 claims description 9
- 235000001046 cacaotero Nutrition 0.000 claims description 9
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 9
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 claims description 9
- 239000008117 stearic acid Substances 0.000 claims description 9
- 239000010495 camellia oil Substances 0.000 claims description 5
- 125000005456 glyceride group Chemical group 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- -1 alcohol ester Chemical class 0.000 claims description 2
- 238000002156 mixing Methods 0.000 claims description 2
- 239000003925 fat Substances 0.000 description 9
- 235000019197 fats Nutrition 0.000 description 9
- 238000005809 transesterification reaction Methods 0.000 description 6
- HPEUJPJOZXNMSJ-UHFFFAOYSA-N Methyl stearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC HPEUJPJOZXNMSJ-UHFFFAOYSA-N 0.000 description 4
- 235000013341 fat substitute Nutrition 0.000 description 4
- 239000003778 fat substitute Substances 0.000 description 4
- 239000002994 raw material Substances 0.000 description 4
- 241000235395 Mucor Species 0.000 description 3
- 235000019482 Palm oil Nutrition 0.000 description 3
- 235000009470 Theobroma cacao Nutrition 0.000 description 3
- 239000002540 palm oil Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 108010048733 Lipozyme Proteins 0.000 description 2
- 235000014121 butter Nutrition 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- CAMHHLOGFDZBBG-UHFFFAOYSA-N epoxidized methyl oleate Natural products CCCCCCCCC1OC1CCCCCCCC(=O)OC CAMHHLOGFDZBBG-UHFFFAOYSA-N 0.000 description 2
- MVLVMROFTAUDAG-UHFFFAOYSA-N ethyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC MVLVMROFTAUDAG-UHFFFAOYSA-N 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- FCCDDURTIIUXBY-UHFFFAOYSA-N lipoamide Chemical compound NC(=O)CCCCC1CCSS1 FCCDDURTIIUXBY-UHFFFAOYSA-N 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000003549 soybean oil Substances 0.000 description 2
- 235000012424 soybean oil Nutrition 0.000 description 2
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 2
- 241000228212 Aspergillus Species 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 241000235527 Rhizopus Species 0.000 description 1
- 235000019485 Safflower oil Nutrition 0.000 description 1
- 244000269722 Thea sinensis Species 0.000 description 1
- 235000018936 Vitellaria paradoxa Nutrition 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003240 coconut oil Substances 0.000 description 1
- 235000019864 coconut oil Nutrition 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 235000019634 flavors Nutrition 0.000 description 1
- 235000019869 fractionated palm oil Nutrition 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000001404 mediated effect Effects 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000003813 safflower oil Substances 0.000 description 1
- 235000005713 safflower oil Nutrition 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
Landscapes
- Edible Oils And Fats (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Fats And Perfumes (AREA)
Description
(a) 産業上の利用分野
本発明はリパーゼによるエステル変換反応を利
用して、天然のカカオ脂とトリグリセリド組成の
類似したカカオ代用脂を製造する方法に関する。
(b) 従来の技術
リパーゼによるエステル交換反応を用いてカカ
オ代用脂を製造する方法は、これまで各種の原料
について試みられている。例えばパーム油の中間
画分とステアリン酸(特開昭52−104506号公報、
同56−154951号公報)、パーム分別油とステアリ
ン酸メチル(特公昭57−27159号公報)、パーム油
中融点部とシア脂高融点部(特公昭57−28519号
公報)、パーム油中融点画分と極硬大豆油(特開
昭58−42697号公報)、オリーブ油とステアリン酸
(特公昭57−6480号公報)、オレイツクサフラワー
油とステアリン酸(同)、ヤシ油とサフラワー油
(特開昭57−111398号公報)、パーム分別脂と大豆
油(特開昭57−198798号公報)などを原料とする
ものが知られている。
(c) 発明が解決しようとする問題点
本発明は、これまでリパーゼによるエステル交
換反応に適用されたことのない原料の組合わせを
使用して、カカオ代用脂を製造することを目的と
する。
(d) 問題点を解決するための手段
即ち本発明は茶実油または/およびその分別油
とステアリン酸またはステアリン酸の低級アルコ
ールエステルとを、グリセリドの1,3位に対し
て特異性を有するリパーゼを用いてエステル交換
反応したのち中融点部を分別し、分別油をパルミ
トオレオパルミチンに富む脂肪と配合することを
特徴とするカカオ代用脂の製造法である。
本発明で用いる茶実油とは茶の実から得られる
油脂であり、その脂肪酸組成とトリグリセリド組
成の例を示せば表−1のとおりである。
(a) Industrial Application Field The present invention relates to a method for producing a cacao substitute fat having a triglyceride composition similar to that of natural cacao butter, using a lipase-mediated ester conversion reaction. (b) Prior Art Methods for producing cacao fat substitutes using transesterification using lipase have been attempted using various raw materials. For example, the intermediate fraction of palm oil and stearic acid (Japanese Patent Application Laid-open No. 104506/1983,
56-154951), fractionated palm oil and methyl stearate (Japanese Patent Publication No. 57-27159), medium melting point part of palm oil and high melting point part of shea fat (Japanese Patent Publication No. 57-28519), medium melting point of palm oil Fractions and extra-hard soybean oil (Japanese Patent Publication No. 58-42697), olive oil and stearic acid (Japanese Patent Publication No. 57-6480), oleracea flower oil and stearic acid (same), coconut oil and safflower oil (Japanese Unexamined Patent Publication No. 57-111398), palm fractionated fat and soybean oil (Japanese Unexamined Patent Publication No. 57-198798) are known. (c) Problems to be Solved by the Invention The purpose of the present invention is to produce a cocoa fat substitute using a combination of raw materials that have not been previously applied to a transesterification reaction using lipase. (d) Means for solving the problem That is, the present invention uses tea seed oil or/and its fractionated oil and stearic acid or a lower alcohol ester of stearic acid, which has specificity for the 1 and 3 positions of glyceride. This is a method for producing a cacao fat substitute, which is characterized by carrying out a transesterification reaction using lipase, then fractionating the medium melting point part, and blending the fractionated oil with a fat rich in palmitooleopalmitin. The tea seed oil used in the present invention is an oil obtained from tea seeds, and examples of its fatty acid composition and triglyceride composition are shown in Table 1.
【表】
本発明ではの茶実油をそのまままたは分別して
用いる。
エステル交換反応はステアリン酸またはステア
リン酸メチル,ステアリン酸エチルなどのような
低級アルコールエステルとの間で行う。
本発明で用いるリパーゼはグリセライドの1,
3位に対して特異性を有するものであれば、どの
ようなリパーゼでもよく、例えばムコール系,ア
スペルギルス系,リゾプス系などの市販品を使用
できる。なかでもムコールミーハイ(Mucor
miehei)に由来する耐熱性リパーゼを固定化し
た酵素(ノボインダストリー社製商品名
LIPOZYME)が好ましい。
エステル交換反応時の温度は20〜28℃が適当で
ある。この際リパーゼを活性化する水分の存在が
必要で、その量は原料に対し1%以下が好まし
い。水分はリパーゼと共存させてもよいし、予め
油に加えてもよい。原料はそのまま、または石油
エーテル、n−ヘキサンのような溶剤に溶解して
反応に供する。
得られたエステル交換油は分別処理に付して融
点約20℃以上の高融点および融点約5℃以下の低
融点部を除き、中融点部を採取する。次にこれを
パルミトオレオパルミチンに富む油脂、例えばパ
ーム中融点油と配合すると、目的のカカオ代用脂
が得られる。このものはそのまま用いてもよく、
また他のカカコ代用脂と配合してもよい。
(e) 実施例
実施例 1
表−1に示す性状の茶実油885gにステアリン
酸1420gを混合し、加温溶解した後、70℃で水を
飽和させた(約0.2%)。これを、LIPOZYME(ノ
ボ・インダストリー社製固定化リパーゼ)8gを
充填し68℃に保つたカラムに通し、エステル交換
反応を行つた。反応物中に生成した脂肪酸および
ジグリセリドは夫々蒸留および溶剤を用いて除去
した。
この油100gを50℃まで加温し約30℃のアセト
ン400gに溶解し撹拌しながら、毎分0.5℃の割合
で徐冷して20℃迄冷却しそのまま30分保持して後
濾過して高融点結晶部6.5gを除去した。
濾液部を同様にして徐冷して5℃として、30分
間保持して後中融点結晶部36.0gを得た。このも
のの物性を表−2および表−3に示す。[Table] In the present invention, tea seed oil is used as it is or after being fractionated. Transesterification is carried out with stearic acid or lower alcohol esters such as methyl stearate, ethyl stearate, etc. The lipase used in the present invention is glyceride 1,
Any lipase may be used as long as it has specificity for the 3-position, and commercially available lipases such as Mucor, Aspergillus, and Rhizopus lipases can be used. Among them, Mucor me hai (Mucor
Enzyme (manufactured by Novo Industries, Inc., product name) that immobilizes heat-stable lipase derived from
LIPOZYME) is preferred. The temperature during the transesterification reaction is suitably 20 to 28°C. At this time, the presence of water to activate lipase is required, and the amount thereof is preferably 1% or less based on the raw material. Water may coexist with lipase or may be added to oil in advance. The raw materials are subjected to the reaction as they are or dissolved in a solvent such as petroleum ether or n-hexane. The obtained transesterified oil is subjected to a fractionation treatment to remove high melting point parts with a melting point of about 20°C or higher and low melting point parts with a melting point of about 5°C or lower, and a medium melting point part is collected. This is then blended with an oil or fat rich in palmitooleopalmitin, such as palm medium melting point oil, to obtain the desired cocoa substitute fat. You can use this as is,
It may also be blended with other cacao substitute fats. (e) Examples Example 1 1420 g of stearic acid was mixed with 885 g of tea seed oil having the properties shown in Table 1, dissolved by heating, and then saturated with water at 70°C (approximately 0.2%). This was passed through a column filled with 8 g of LIPOZYME (immobilized lipase manufactured by Novo Industries) and maintained at 68°C to perform a transesterification reaction. Fatty acid and diglyceride produced in the reaction product were removed by distillation and a solvent, respectively. Heat 100g of this oil to 50℃, dissolve it in 400g of acetone at about 30℃, slowly cool it at a rate of 0.5℃ per minute with stirring, cool it to 20℃, hold it there for 30 minutes, and then filter it. 6.5 g of melting point crystals were removed. The filtrate portion was similarly slowly cooled to 5° C. and held for 30 minutes to obtain 36.0 g of medium melting point crystal portion. The physical properties of this product are shown in Table 2 and Table 3.
【表】【table】
【表】
この中融点部をパーム中融点油(融点33.3℃、
POP75.4%、POS12.7%、PLO11.9%)と配合し
て本発明のカカオ代用しを得た。その性状を表−
4に示す。[Table] This intermediate melting point part is palm medium melting point oil (melting point 33.3℃,
POP 75.4%, POS 12.7%, PLO 11.9%) to obtain the cocoa substitute of the present invention. Show its properties.
4.
【表】
(f) 発明の効果
本発明によれば天然のカカオ脂および市販のカ
カオ代用脂に非常に類似した性状を有するカカオ
代用脂を得ることができる。この脂肪を用いたチ
ヨコレートは、風味、スナツプ性、型離れ、ブル
ーム試験などにおいて良好な品質を示す。[Table] (f) Effects of the Invention According to the present invention, a cacao substitute fat having properties very similar to natural cacao butter and commercially available cacao fat substitutes can be obtained. Chiyocolate made with this fat shows good quality in terms of flavor, snappability, mold release, bloom test, etc.
Claims (1)
ン酸またはステアリン酸の低級アルコールエステ
ルとを、グリセリドの1,3位に対して特異性を
有するリパーゼを用いてエステル交換反応したの
ち、中融点部を分別し、分別油をパルミトオレオ
パルミチンに富む油脂と配合することを特徴とす
るカカオ代用脂の製法。1 After transesterifying tea seed oil or/and its fractionated oil and stearic acid or a lower alcohol ester of stearic acid using a lipase that has specificity for the 1 and 3 positions of glyceride, the intermediate melting point part is transesterified. A method for producing a cacao substitute fat, which comprises separating the oil and blending the fractionated oil with an oil or fat rich in palmitooleopalmitin.
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP62308288A JPH01148191A (en) | 1987-12-04 | 1987-12-04 | Production of substituent fat for cacao |
CN 87108377 CN1026012C (en) | 1987-12-04 | 1987-12-17 | Method of manufacturing fat usable as substitute for cacao fat |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP62308288A JPH01148191A (en) | 1987-12-04 | 1987-12-04 | Production of substituent fat for cacao |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH01148191A JPH01148191A (en) | 1989-06-09 |
JPH0365758B2 true JPH0365758B2 (en) | 1991-10-14 |
Family
ID=17979231
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP62308288A Granted JPH01148191A (en) | 1987-12-04 | 1987-12-04 | Production of substituent fat for cacao |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH01148191A (en) |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5152555A (en) * | 1991-03-26 | 1992-10-06 | Itt Corporation | Quick connect insertion indicator clip |
US5178424A (en) * | 1991-07-01 | 1993-01-12 | Itt Corporation | Pop-off quick connect indicator |
US5187851A (en) * | 1991-12-13 | 1993-02-23 | Itt Corporation | O.D. - I.D. combination release tool |
US5226230A (en) * | 1991-12-13 | 1993-07-13 | Itt Corporation | Universal o.d. release tool |
US5425556A (en) * | 1993-09-24 | 1995-06-20 | Itt Corporation | Pop top insertion indicator for thin walled connectors |
US5499848A (en) * | 1994-09-26 | 1996-03-19 | Bundy Corporation | Connection verifier for a quick connector coupling |
-
1987
- 1987-12-04 JP JP62308288A patent/JPH01148191A/en active Granted
Also Published As
Publication number | Publication date |
---|---|
JPH01148191A (en) | 1989-06-09 |
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