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METHOD FOR PRODUCING AMBREIN meetings

Foreign code F150008425
File No. S2013-1240-C0
Posted date Oct 9, 2015
Country WIPO
International application number 2014JP071333
International publication number WO 2015033746
Date of international filing Aug 12, 2014
Date of international publication Mar 12, 2015
Priority data
  • P2013-184143 (Sep 5, 2013) JP
Title METHOD FOR PRODUCING AMBREIN meetings
Abstract A method for producing ambrein, which comprises reacting a tetraprenyl-β-curcumene cyclase with 3-deoxyachilleol A to produce ambrein.
Outline of related art and contending technology BACKGROUND ART
Is aroma (ambergris), from the world around Day 7 st century has been used in perfume and higher, are also used as Chinese medicine. Is aroma , food (tachometer, squid and the like) are naturally occurring monoester of gastrointestinal secretions by not digest was allowed to stone, but it seems that the excretion, detailed generation mechanism is unknown. And the main component of the aroma , floating sea aroma between the degraded and oxidized by oxygen in the daylight, the odor of a product to produce the compound having various considered.
Is a main component aroma, fragrance or agent used as is, to the naturally occurring cannot be obtained in large quantities. For this reason, a variety of organic synthesis method has been proposed. For example, JP-10-236996 discloses, a simple and inexpensive (+) - as a method of manufacturing efficiently, from , and novel sulfonic acid derivative, optically active γ - to this coupling is disclosed comprising the step. In addition, is Tetrahedron Asymmetry, (2006) Vol.17, pp.3037-3045, (±) (- 2, 2 5, 5, 8a - - 1H - ' - oxirane -1 - yl) was synthesized from methanol 2-((1R,2R,4aS,8aS) -2-(methoxymethoxy) - 2, 5, 5, -1-8a - yl) acetaldehyde, (±) 5 - was synthesized from methyl 6 - hydroxy - 2, 2 - ((4 - ((S) - 2, 2 - dimethyl -6 - methylenecylohexyl) butane -2 - yl) sulfonyl) phenyl - 1H - tetrazole and -1 -, and converged by the synthesis Julia coupling reaction, disclosed a method of achieving a .
On the other hand, the mutant enzyme of the enzyme squalene cyclization - (D377C, D377N, Y420H, Y420W or the like) by using, from squalene, a triterpene bicyclic A 3 - is known a method of achieving a (Biosci. Biotechnol. Biochem., (1999) Vol.63, pp.2189-2198, Biosci. Biotechnol. Biochem., (2001) Vol.65, pp.2233-2242, Biosci. Biotechnol. Biochem., (2002) Vol.66, pp.1660-1670). In addition, the enzyme - β - cyclization, ring of the 4 - β - from C35 and a reaction, the triterpene squalene from the ring 2 and of the reaction, one 2 involved in a reaction of a bifunctional enzyme have been reported (J. Am. Chem. Soc., (2011) Vol.133, pp.17540-17543).
Scope of claims (In Japanese)請求の範囲 [請求項1]
 テトラプレニル-β-クルクメン環化酵素を3-デオキシアキレオールAに反応させて、アンブレインを得ること、を含むアンブレインの製造方法。

[請求項2]
 テトラプレニル-β-クルクメン環化酵素が、バチルス属細菌由来である、請求項1に記載のアンブレインの製造方法。

[請求項3]
 テトラプレニル-β-クルクメン環化酵素が、バチルス・メガテリウム、バチルス・サブチリス及びバチルス・リケニフォルミスのいずれか由来である、請求項1又は請求項2に記載のアンブレインの製造方法。

[請求項4]
 スクアレンから3-デオキシアキレオールAを生成可能な変異型スクアレン-ホペン環化酵素を、スクアレンに反応させて、3-デオキシアキレオールAを得ること、をさらに含む、請求項1~請求項3のいずれか1項に記載のアンブレインの製造方法。

[請求項5]
 変異型スクアレン-ホペン環化酵素が、配列番号1で示されるアミノ酸配列における377位、420位、607位及び612位からなる群より選択される少なくとも1つの部位にアミノ酸置換を有する、請求項4に記載のアンブレインの製造方法。

[請求項6]
 変異型スクアレン-ホペン環化酵素が、配列番号2、配列番号3、配列番号4、配列番号5、配列番号6、配列番号7及び配列番号8のいずれかで示されるアミノ酸配列を有する、請求項4又は請求項5に記載のアンブレインの製造方法。






  • Applicant
  • ※All designated countries except for US in the data before July 2012
  • NIIGATA UNIVERSITY
  • Inventor
  • SATO, Tsutomu
  • UEDA, Daijiro
  • HOSHINO, Tsutomu
IPC(International Patent Classification)
Specified countries National States: AE AG AL AM AO AT AU AZ BA BB BG BH BN BR BW BY BZ CA CH CL CN CO CR CU CZ DE DK DM DO DZ EC EE EG ES FI GB GD GE GH GM GT HN HR HU ID IL IN IR IS JP KE KG KN KP KR KZ LA LC LK LR LS LT LU LY MA MD ME MG MK MN MW MX MY MZ NA NG NI NO NZ OM PA PE PG PH PL PT QA RO RS RU RW SA SC SD SE SG SK SL SM ST SV SY TH TJ TM TN TR TT TZ UA UG US UZ VC VN ZA ZM ZW
ARIPO: BW GH GM KE LR LS MW MZ NA RW SD SL SZ TZ UG ZM ZW
EAPO: AM AZ BY KG KZ RU TJ TM
EPO: AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR
OAPI: BF BJ CF CG CI CM GA GN GQ GW KM ML MR NE SN TD TG
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