Optical isomer of delta decalactone and organoleptic uses thereof
    3.
    发明授权
    Optical isomer of delta decalactone and organoleptic uses thereof 有权
    δ十聚内酯的光学异构体及其感官用途

    公开(公告)号:US06271194B1

    公开(公告)日:2001-08-07

    申请号:US09468592

    申请日:1999-12-21

    IPC分类号: A61K746

    摘要: Described are optical isomers of (+) &dgr;-decalactone and (+) &dgr;-dodecalactone which impart, augment and/or enhance the aroma and/or taste of consumable materials including foodstuffs, chewing gums, toothpastes, beverages, fragrance compositions, colognes and perfumed articles such as solid or liquid anionic, cationic, nonionic or zwitterionic detergents, fabric softeners and hair preparations. The optical isomers are produced by means of a two-phase, environmentally friendly fermentation process for producing high yields of (+) &dgr;-decalactone and (+) &dgr;-dodecalactone from the corresponding unsaturated starting materials. The (+) &dgr;-decalactone substantially has the structure: with a very minor amount of isomer having the structure: and an optical rotation of +53.64° ((&agr;D20=+53·64° ) ). The (+) &dgr;-decalactone, which is the subject of the invention, has an enantiomeric excess percent of 95.6 ([&egr;&egr;%=95.6]).

    摘要翻译: 描述了(+)δ-十聚内酯和(+)δ-十二内酯的光学异构体,其赋予,增强和/或增强消耗材料的香味和/或味道,包括食品,口香糖,牙膏,饮料,香料组合物,古龙水和 加香制品如固体或液体阴离子,阳离子,非离子或两性离子洗涤剂,织物柔软剂和头发制剂。 光学异构体是通过两相,环境友好的发酵方法产生的,用于从相应的不饱和起始物质产生高产率的(+)δ-十聚内酯和(+)δ-十二烷内酯。 (+)δ-十聚内酯基本上具有以下结构:具有非常少量的具有以下结构的异构体:旋光度为+ 53.64°((αD20= + 53.64°))。 作为本发明主题的(+)δ-十聚内酯具有95.6的对映异构体过量百分比([百分比%= 95.6])。

    Octalactone-containing composition, fermentation process for producing
same and organoleptic uses thereof
    7.
    发明授权
    Octalactone-containing composition, fermentation process for producing same and organoleptic uses thereof 失效
    含有八聚内酯的组合物,用于生产其的发酵方法及其感官用途

    公开(公告)号:US5274128A

    公开(公告)日:1993-12-28

    申请号:US887144

    申请日:1992-05-22

    摘要: Described is a process for the preparation of compositions of matter containing octalactones defined according to the structure: ##STR1## which includes the stereoisomers having the structures: ##STR2## by means of the sequential steps of (i) fermentation of caprylic acid or the ethyl ester of caprylic acid defined according to the generic structure: ##STR3## wherein R is hydrogen or ethyl using a microorganism selected from the group consisting of:Mortierella ramanniana var. ramanniana--CBS 112.08Mortierella ramanniana var. ramanniana--CBS 478.63Choanephora cucurbitarum--NRRL 2744Mortierella isabellina--IFO 8183Mortierella isabellina--IFO 8309Mortierella nana--IFO 8794Mortierella isabellina--IFO 7824Mortierella vinacea--IFO 6738whereby a gamma hydroxy octanoic acid defined according to the structure: ##STR4## is formed; and (ii) lactonization of the resulting gamma hydroxy octanoic acid by means of simultaneous acidification and heating according to the reaction sequence: ##STR5##

    摘要翻译: 描述了根据以下结构定义的含有八聚核苷酸的物质组合物的方法:其包括具有以下结构的立体异构体:其中包括具有以下结构的顺式步骤:(i)辛酸发酵 酸或根据通用结构定义的辛酸的乙酯:其中R是氢或乙基,使用选自以下的微生物:高山被孢霉(Mortierella ramanniana var。 ramanniana-CBS 112.08 Mortierella ramanniana var。 苎麻 - CBS 478.63葫芦巴-RNRL 2744高山被孢霉-IFO 8183高山被孢霉-IFO 8309高山被孢霉nana-IFO 8794被孢霉被孢霉-IFO 7824高山被孢霉Vinacea-IFO 6738,由此根据以下结构定义的γ-羟基辛酸: 形成 和(ii)通过根据反应顺序的同时酸化和加热来对所得的γ-羟基辛酸进行内酯化:

    Octalactone-containing composition, fermentation process for producing
same and organoleptic uses thereof
    8.
    发明授权
    Octalactone-containing composition, fermentation process for producing same and organoleptic uses thereof 失效
    含有八聚内酯的组合物,用于生产其的发酵方法及其感官用途

    公开(公告)号:US5112803A

    公开(公告)日:1992-05-12

    申请号:US719154

    申请日:1991-06-21

    摘要: Described is a process for the preparation of compositions of matter containing octalactones defined according to the structure: ##STR1## which includes the stereoisomers having the structures: ##STR2## by means of the sequential steps of (i) fermentation of caprylic acid or the ethyl ester of caprylic acid defined according to the generic structure: ##STR3## wherein R is hydrogen or ethyl using a microorganism selected from the group consisting of:Mortierella isabellina, ATCC 44583;Mortierella isabellina, ATCC 38063;Syncephalastrum racemosum, NRRL A-5889;Mortierella isabellina, IFO 7884;Mortierella ramanniana var. angulispora, IFO 8187;Mortierella isabellina, CBS 221.29; andMortierella isabellina, IFO 7873whereby gamma hydroxy octanoic acid or ester thereof defined according to the structure: ##STR4## is formed; and (ii) lactonization of the resulting gamma hydroxy octanoic acid by means of simultaneous acidification and heating according to the reaction sequence:

    摘要翻译: 描述了根据以下结构定义的含有八聚核苷酸的物质组合物的方法:其包括具有以下结构的立体异构体:其中包括具有以下结构的顺式步骤:(i)辛酸发酵 酸或根据通用结构定义的辛酸乙酯:其中R是氢或乙基,使用选自以下的微生物:高山被孢霉(Mortierella isabellina),ATCC 44583; 被孢霉(Mortierella isabellina),ATCC 38063; 沙门氏菌,NRRL A-5889; 高山被孢霉,IFO 7884; 高山被孢霉 angulispora,IFO 8187; 高山被孢霉,CBS 221.29; 和高山被孢霉(Mortierella isabellina),IFO 7873,由此形成根据以下结构定义的γ羟基辛酸或其酯: 和(ii)通过根据反应顺序的同时酸化和加热来对所得的γ-羟基辛酸进行内酯化:

    Bioprocess for the high-yield production of food flavor-acceptable jasmonic acid and methyl jasmonate, novel jasmonic acid isomer produced thereby and uses thereof
    9.
    发明授权
    Bioprocess for the high-yield production of food flavor-acceptable jasmonic acid and methyl jasmonate, novel jasmonic acid isomer produced thereby and uses thereof 有权
    用于高产量生产食品香料可接受的茉莉酸和茉莉酸甲酯的生物工艺,由此产生的新颖茉莉酸异构体及其用途

    公开(公告)号:US06458569B1

    公开(公告)日:2002-10-01

    申请号:US09935320

    申请日:2001-08-22

    IPC分类号: C12P1702

    摘要: Described is a bioprocess for the high-yield production of food flavor-acceptable jasmonic acid and methyl jasmonate, as well as a novel jasmonic acid isomer produced thereby and organoleptic uses thereof. The process yields at least 5% of the “cis” isomer defined according the structure: (wherein R is hydrogen or methyl) or at least 5% of the “cis” isomer defined according to the structure: (wherein R is hydrogen or methyl). Compositions containing at least 98% of the isomer having the structure: with an optical rotation (&agr;D20) of +58° are novel. Compositions containing at least 98% of the isomer having the structure: with an optical rotation (&agr;D20) of +58° are also novel. The process of our invention comprises the cultivation under aerobic condition of one or more specific strain of Diplodia gossypina in a nutrient medium followed either by (1) isolation of the jasmonic acid product or (2) esterification of the jasmonic acid to form methyl jasmonate followed by the isolation of the methyl jasmonate and novel products produced by such process.

    摘要翻译: 描述了用于高产量生产食用香料可接受的茉莉酸和茉莉酮酸甲酯的生物过程,以及由此产生的新型茉莉酸异构体及其感官应用。 该方法得到根据以下结构定义的至少5%的“顺式”异构体:(其中R是氢或甲基)或根据以下结构定义的至少5%的“顺式”异构体:(其中R是氢或甲基 )。 含有至少98%具有以下结构的异构体的组合物:具有+ 58°的旋光度(αD20)是新颖的。 含有至少98%具有以下结构的异构体的组合物:具有+ 58°的旋光度(αD20)也是新颖的。 本发明的方法包括在营养培养基中培养一种或多种特异性棉花Diplodia gossypina菌株的好氧条件,然后通过(1)分离茉莉酸产物或(2)茉莉酸酯化形成茉莉酸甲酯,随后 通过分离这种方法生产的茉莉酸甲酯和新产品。