Kaneka Corporation

Shiro Kitamura

Yasuyoshi Ueda

Takahiro Ueda

Tadao Ono

Kazuyoshi Yajima

Hideyuki Kishida

Takahisa Kato

Akihisa Kanda

Hideo Kawachi

Kazunori Hosoe

Takashi Ueda

Mikio Kitahara

Tatsumasa Mae

Kaku Nakagawa

Misuzu Tsukagawa

Minpei Kuroda

Yoshihiro Mimaki

Yutaka Sashida

Shinsuke Akao

Mitsutoshi Moro

Kenji Fujii

Masayuki Abe

Taizo Kawabe

Tadayoshi Shiraishi

Takaaki Jikihara

Kento Kanaya

Toshinori Ikehara

Hiroshi Kubo

Takao Yamaguchi

Yozo Nagira

Takeshi Kawashima

Tadao Ohno

Yoshiyuki Shinagawa

Taizou Kawabe

The present invention provides a particulate composition wherein an oil component containing reduced coenzyme Qis polydispersed forming a domain in a matrix containing a water-soluble excipient, which simultaneously shows high oxidative stability and high oral absorbability, a production method thereof, and a stabilizing method thereof. It also provides a food, food with nutrient function claims, food for specified health uses, dietary supplement, nutritional product, animal drug, drink, feed, pet food, cosmetic, pharmaceutical product, therapeutic drug, prophylactic drug and the like, which contain the composition.

[object Object]

A process for producing on an industrial scale the oxidized coenzyme Q, includes culturing a reduced coenzyme Q-producing microorganism selected from the group consisting of the genus, the genus, the genusand the genus, to obtain microbial cells containing reduced coenzyme Qat a ratio of not less than 70 mole % among the entire coenzymes Q; and one of: (a) oxidizing thus-obtained reduced coenzyme Qto oxidized coenzyme Qand then extracting the oxidized coenzyme Qby an organic solvent; or (b) extracting reduced coenzyme Qby an organic solvent and oxidizing the extracted reduced coenzyme Qto oxidized coenzyme Q.

Process for producing coenzyme Q10

With respect to reduced coenzyme Q10, there has been no report about the presence of crystal polymorphism, and it has been considered that a conventionally obtained crystal form is only one form. The present invention relates to a reduced coenzyme Q10 crystal having an endothermic peak indicating melting at 54&#xb1;2&#xb0; C. during temperature rise at a rate of 5&#xb0; C./min by differential scanning calorimetry (DSC), and/or to a reduced coenzyme Q10 crystal showing characteristic peaks at diffraction angles (2&#x3b8;&#xb1;0.2&#xb0;) of 11.5&#xb0;, 18.2&#xb0;, 19.3&#xb0;, 22.3&#xb0;, 23.0&#xb0; and 33.3&#xb0; by powder X-ray (Cu&#x2014;K&#x3b1;) diffraction. The crystal form is a novel reduced coenzyme Q10 crystal which has a higher melting point and a lower solubility in a solvent, and is more excellent in stability than the conventionally known reduced coenzyme Q10 crystal.

Reduced coenzyme Q10 crystal having excellent stability

The present invention provides a stabilization method, a preservation method and the like method of reduced coenzyme Q, which is useful as functional nutritive foods, specific health foods and the like. Furthermore, the present invention provides a method for efficiently obtaining reduced coenzyme Qof high quality and by a method suitable for a commercial production. It is possible to handle and stably preserve reduced coenzyme Qunder a condition that oxidation by a molecular oxygen is inhibited by contacting reduced coenzyme Qwith, an ascorbic acid and citric acid or a related compound thereof, and thus a stabilized composition is obtained. Moreover, reduced coenzyme Qis converted into a crystalline state in such a condition that the formation of oxidized coenzyme Qas a byproduct is minimized by crystallizing reduced coenzyme Qin the presence of ascorbic acid or a related compound thereof etc., and thus a reduced coenzyme Qcrystal of high quality is produced. Furthermore, by successively crystallizing the generated reduced coenzyme Qin the presence of ascorbic acid or related compound thereof after reducing oxidized coenzyme Qto reduced coenzyme Qusing ascorbic acid or a related compound thereof, operations are simplified and minimized, and thus reduced coenzyme Qof high quality is produced.

Provided is a production method of Form I crystal of reduced coenzyme Q10 or a crystalline solid thereof, which is substantially free of Form II crystal, including a step of holding a solution containing reduced coenzyme Q10 at a temperature exceeding 47&#xb0; C. for at least 60 minutes, and a step of crystallization thereafter.

Method for producing reduced coenzyme Q10

The present invention relates to a process for producing reduced coenzyme Qwhich comprises obtaining microbial cells containing reduced coenzyme Qat a ratio of not less than 70 mole % among the entire coenzymes Q, optionally disrupting the cells and recovering thus produced reduced coenzyme Q. The present invention also relates to a process for producing oxidized coenzyme Qwhich comprises either recovering oxidized coenzyme Qafter oxidizing the above-mentioned microbial cells or disrupted product thereof, or recovering reduced coenzyme Qfrom the above-mentioned microbial cells or disrupted product thereof to oxidize thus-obtained reduced coenzyme Qthereafter. According to the processes of the present invention, reduced coenzyme Qand oxidized coenzyme Qcan be produced simply on the industrial scale.

Composition containing reduced coenzyme Q10 and production method thereof

An object of the present invention is to provide a substance characterized by ability to reduce oxidized coenzyme Q10 and ability to stabilize reduced coenzyme Q10, which contains nutrients, has a favorable taste, and is excellent in general versatility, and a method for using the same. The present invention relates to a method for producing reduced coenzyme Q10 comprising reducing oxidized coenzyme Q10 with a particular amino acid. The present invention also relates to a method for stabilizing reduced coenzyme Q10 in the presence of a particular amino acid and a composition stabilized by the method.

Method for producing reduced coenzyme Q10, method for stabilizing same, and composition comprising same

The present invention provides a method of producing reduced coenzyme Qcrystals suitable for commercial scale production thereof. According to a method of the present invention of producing a reduced coenzyme Qcrystal which comprises a crystallization of reduced coenzyme Qin a solution of alcohols and/or ketones, reduced coenzyme Qcrystal excellent in slurry properties and crystalline properties maybe obtained. Moreover, an isolation process including a crystal separation or the whole process including the isolation process maybe minimized and simplified. Thus, highly pure reduced coenzyme Qmay be obtained in a high yield.

The present invention provides a stabilization method, a preservation method and the like method of reduced coenzyme Q, which is useful as functional nutritive foods, specific health foods and the like. Furthermore, the present invention provides a method for efficiently obtaining reduced coenzyme Qof high quality and by a method suitable for a commercial production. It is possible to handle and stably preserve reduced coenzyme Qunder a condition that oxidation by a molecular oxygen is inhibited by contacting reduced coenzyme Qwith an ascorbic acid and citric acid or a related compound thereof, and thus a stabilized composition is obtained. Moreover, reduced coenzyme Qis converted into a crystalline state in such a condition that the formation of oxidized coenzyme Qas a byproduct is minimized by crystallizing reduced coenzyme Qin the presence of ascorbic acid or a related compound thereof, etc., and thus a reduced coenzyme Qcrystal of high quality is produced. Furthermore, by successively crystallizing the generated reduced coenzyme Q, in the presence of ascorbic acid or related compound thereof after reducing oxidized coenzyme Qto reduced coenzyme Qusing ascorbic acid or a related compound thereof, operations are simplified and minimized, and thus reduced coenzyme Qof high quality is produced.

Method of stabilizing reduced coenzyme q10

The present invention provides a method for stabilization of reduced coenzyme Qcharacterized by concurrently containing a propylene glycol fatty acid ester in a composition containing reduced coenzyme Q, and a composition containing reduced coenzyme Qand a propylene glycol fatty acid ester as essential constituting ingredients. According to the present invention, reduced coenzyme Q, which is useful as a food, food with nutrient function claims, food for specified health use, nutritional supplement, nutritional product, animal drug, drink, feed, cosmetic, pharmaceutical product, therapeutic drug, prophylactic drug and the like can be stabilized especially without being made into a complicated composition.

Reduced coenzyme Q10-containing composition comprising a surfactant which is stable against oxidation and method for stabilization by mixing with surfactant(s)

The present invention aims to provide a production method capable of industrially and producing coenzyme Qparticles having a high content and superior powder flowability characteristics by simple facility and convenient operations. The present invention provides a method of producing coenzyme Qparticles, including mixing coenzyme Qand a poor solvent by stirring at a temperature not less than the melting point of coenzyme Q, dispersing coenzyme Qinto the form of oil droplets, and cooling them to a solidification temperature of coenzyme Qor below while stirring the dispersion to give solid particles, wherein the poor solvent is an aqueous solution comprising an organic solvent and/or a surfactant having an HLB of 6 or above. According to the production method of the present invention, coenzyme Qparticles markedly superior in powder characteristics, and having, for example, a powder flowability index of not less than 80 can be obtained.

Method for producing coenzyme Q10 particle

The present invention relates to a method for stabilizing reduced coenzyme Q, which is useful as an ingredient in good foods, functional nutritive foods, specific health foods, nutritional supplements, nutrients, animal drugs, drinks, feeds, cosmetics, medicines, remedies, preventive drugs, etc., and to a composition therefor. The composition comprises reduced coenzyme Q, a fat and oil (excluding olive oil) and/or a polyol, and doesn't substantially inhibit the stabilization of reduced coenzyme Q. Additionally, the composition is a reduced coenzyme Q-containing composition which comprises reduced coenzyme Q, a polyglycerol fatty acid ester, and a fat and oil and/or a polyol.

The present invention has its object to provide a method for stabilizing reduced coenzyme Q, which is usable as foods, functional nutritive foods, specific health foods, nutritional supplements, nutrients, animal drugs, drinks, feeds, cosmetics, medicines, remedies, preventive drugs and the like. Reduced coenzyme Q, which is readily oxidized in the air, is stabilized by causing ascorbic acid or a related compound thereof to coexist with a polyglycerol fatty acid ester with a polymerization degree of glycerol being not lower than 3 and/or a condensed ricinoleic acid polyglyceride in a mixture of the reduced coenzyme Qand an oil and fat.

Growing community of inventors

Hyogo, Japan

Shiro Kitamura