CA2853677C - Methods and materials for enzymatic synthesis of mogroside compounds - Google Patents

Methods and materials for enzymatic synthesis of mogroside compounds Download PDF

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Publication number
CA2853677C
CA2853677C CA2853677A CA2853677A CA2853677C CA 2853677 C CA2853677 C CA 2853677C CA 2853677 A CA2853677 A CA 2853677A CA 2853677 A CA2853677 A CA 2853677A CA 2853677 C CA2853677 C CA 2853677C
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Prior art keywords
polypeptide
mogroside
amino acid
seq
sequence identity
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CA2853677A
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English (en)
French (fr)
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CA2853677A1 (en
Inventor
Yaoquan Liu
Jung Yeop Lee
Monika KHARE
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Evolva Holding SA
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Evolva AG
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    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P33/00Preparation of steroids
    • C12P33/20Preparation of steroids containing heterocyclic rings
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P19/00Preparation of compounds containing saccharide radicals
    • C12P19/18Preparation of compounds containing saccharide radicals produced by the action of a glycosyl transferase, e.g. alpha-, beta- or gamma-cyclodextrins
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P33/00Preparation of steroids

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  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Zoology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Microbiology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Biotechnology (AREA)
  • Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Enzymes And Modification Thereof (AREA)
CA2853677A 2011-11-23 2012-11-19 Methods and materials for enzymatic synthesis of mogroside compounds Active CA2853677C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201161563303P 2011-11-23 2011-11-23
US61/563,303 2011-11-23
PCT/IB2012/002857 WO2013076577A1 (en) 2011-11-23 2012-11-19 Methods and materials for enzymatic synthesis of mogroside compounds

Publications (2)

Publication Number Publication Date
CA2853677A1 CA2853677A1 (en) 2013-05-30
CA2853677C true CA2853677C (en) 2019-01-29

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Family Applications (1)

Application Number Title Priority Date Filing Date
CA2853677A Active CA2853677C (en) 2011-11-23 2012-11-19 Methods and materials for enzymatic synthesis of mogroside compounds

Country Status (14)

Country Link
US (2) US9920349B2 (https=)
EP (1) EP2783009B1 (https=)
JP (1) JP6084983B2 (https=)
KR (1) KR101791597B1 (https=)
CN (1) CN103958693B (https=)
AU (2) AU2012342114B2 (https=)
BR (1) BR112014012543A2 (https=)
CA (1) CA2853677C (https=)
IN (1) IN2014CN03557A (https=)
MX (1) MX342851B (https=)
MY (1) MY170686A (https=)
RU (1) RU2633644C2 (https=)
SG (1) SG11201401927PA (https=)
WO (1) WO2013076577A1 (https=)

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EP2575432B1 (en) 2010-06-02 2019-08-14 Evolva, Inc. Recombinant production of steviol glycosides
CA3128532A1 (en) 2011-08-08 2013-02-14 Evolva Sa Recombinant production of steviol glycosides
BR112014012543A2 (pt) 2011-11-23 2017-06-13 Evolva Sa métodos e materiais para síntese enzimática de compostos de mogrosídeo
TW201402599A (zh) * 2012-05-30 2014-01-16 Suntory Holdings Ltd 甜菊糖苷糖苷轉化酵素及編碼該酵素之基因
EP2929043A1 (en) 2012-12-04 2015-10-14 Evolva SA Methods and materials for biosynthesis of mogroside compounds
BR112015019160A2 (pt) 2013-02-11 2017-08-22 Dalgaard Mikkelsen Michael Produção de glicosídeos de esteviol em hospedeiros recombinantes
CA2957331A1 (en) 2014-08-11 2016-02-18 Evolva Sa Production of steviol glycosides in recombinant hosts
CA2960693A1 (en) 2014-09-09 2016-03-17 Evolva Sa Production of steviol glycosides in recombinant hosts
CA2972739A1 (en) * 2014-09-11 2016-03-17 The State Of Israel, Ministry Of Agriculture & Rural Development, Agricultural Research Organization (Aro) (Volcani Center) Methods of producing mogrosides and compositions comprising same and uses thereof
CA2963300C (en) 2014-10-01 2024-04-30 Evolva Sa Methods and materials for biosynthesis of mogroside compounds
CA2968331C (en) * 2014-10-17 2024-02-06 Suntory Holdings Limited Mogrol glycosyltransferase and gene encoding same
JP6850130B2 (ja) 2015-01-20 2021-03-31 サントリーホールディングス株式会社 モグロシドの調製方法
EP3250686A1 (en) 2015-01-30 2017-12-06 Evolva SA Production of steviol glycosides in recombinant hosts
WO2016146711A1 (en) 2015-03-16 2016-09-22 Dsm Ip Assets B.V. Udp-glycosyltransferases
MX2018001620A (es) 2015-08-07 2018-06-11 Evolva Sa Produccion de glucosidos de esteviol en hospedadores recombinantes.
CA3003163A1 (en) 2015-10-29 2017-05-04 Senomyx, Inc. High intensity sweeteners
CN106924274B (zh) * 2015-12-29 2019-01-04 成都普睿法药物研发有限公司 葫芦烷型四环三萜类化合物抗肺纤维化应用
US10982249B2 (en) 2016-04-13 2021-04-20 Evolva Sa Production of steviol glycosides in recombinant hosts
EP3458599A1 (en) 2016-05-16 2019-03-27 Evolva SA Production of steviol glycosides in recombinant hosts
WO2017198681A1 (en) * 2016-05-16 2017-11-23 Evolva Sa Production of steviol glycosides in recombinant hosts
JP6845244B2 (ja) * 2016-07-19 2021-03-17 サントリーホールディングス株式会社 モグロールまたはモグロール配糖体の生産方法
WO2018083338A1 (en) 2016-11-07 2018-05-11 Evolva Sa Production of steviol glycosides in recombinant hosts
US11060124B2 (en) 2017-05-03 2021-07-13 Firmenich Incorporated Methods for making high intensity sweeteners
EP3624595A4 (en) 2017-05-19 2021-03-03 The Coca-Cola Company COMPOSITIONS SWEETED WITH SIAMENOSIDE I AND USES THEREOF
CA3064334A1 (en) 2017-06-02 2018-12-06 Givaudan Sa Compositions
EP3638804A1 (en) 2017-06-15 2020-04-22 Evolva SA Production of mogroside compounds in recombinant hosts
CN107189976B (zh) * 2017-07-28 2022-03-11 李华政 促进罗汉果ugt72b21基因表达的方法
JP2022512931A (ja) 2018-11-07 2022-02-07 フィルメニッヒ インコーポレイテッド 高甘味度甘味料の製造方法
CA3118467A1 (en) 2018-11-07 2020-05-14 Firmenich Incorporated Methods for making high intensity sweeteners
EP3877519B1 (en) 2018-11-09 2026-03-11 Ginkgo Bioworks, Inc. Biosynthesis of mogrosides
CN110669094B (zh) * 2019-10-14 2021-12-21 上海交通大学 罗汉果新苷及其制备方法
KR102362135B1 (ko) * 2019-10-25 2022-02-14 고려대학교 산학협력단 테르펜 당쇄 부가 유도체, 이의 제조방법 및 이를 유효성분으로 함유하는 조성물
MX2022011627A (es) * 2020-03-17 2022-12-15 Coca Cola Co Nuevo sistema y métodos de producción de mogrósidos.
EP4138574A1 (en) 2020-04-20 2023-03-01 Givaudan SA Compositions
GB202007984D0 (en) 2020-05-28 2020-07-15 Givaudan Sa Compositions
CN112063647B (zh) * 2020-09-17 2023-05-02 云南农业大学 酿酒酵母重组菌Cuol01的构建方法、酿酒酵母重组菌Cuol02及应用
CN116064712B (zh) * 2022-10-08 2025-05-06 中国药科大学 一种罗汉果醇的生物合成方法
WO2024218244A1 (en) 2023-04-20 2024-10-24 Dsm Ip Assets B.V. Strains and methods for the production of mogrosides

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US6399321B1 (en) * 1999-08-18 2002-06-04 National Research Council Of Canada Methods for screening UDP-glucose:glycoprotein glucosyltransferase (UGGT) activity and nucleic acid encoding for UGGT
EP1510573A1 (en) * 2003-09-01 2005-03-02 Austria Wirtschaftsservice Gesellschaft mit beschränkter Haftung Method for detoxification of mycotoxins
US20080148432A1 (en) * 2005-12-21 2008-06-19 Mark Scott Abad Transgenic plants with enhanced agronomic traits
CA2598792A1 (en) 2005-03-02 2006-09-08 Metanomics Gmbh Process for the production of fine chemicals
US8257948B1 (en) * 2011-02-17 2012-09-04 Purecircle Usa Method of preparing alpha-glucosyl Stevia composition
US8956677B2 (en) 2005-11-23 2015-02-17 The Coca-Cola Company High-potency sweetener composition with glucosamine and compositions sweetened therewith
RU2437573C2 (ru) 2005-11-23 2011-12-27 Дзе Кока-Кола Компани Композиция интенсивного подсластителя с кальцием и подслащенные ею композиции
US7927851B2 (en) 2006-03-21 2011-04-19 Vineland Research And Innovation Centre Compositions having ent-kaurenoic acid 13-hydroxylase activity and methods for producing same
WO2008062165A2 (en) * 2006-11-22 2008-05-29 The University Of York Monoterpenoid modifying enzymes
US20100132073A1 (en) * 2006-12-01 2010-05-27 The University Of York Sesquiterpenoid modifying enzymes
GB0904639D0 (en) * 2009-03-18 2009-04-29 Univ York Assay
EP2575432B1 (en) 2010-06-02 2019-08-14 Evolva, Inc. Recombinant production of steviol glycosides
BR112014012543A2 (pt) 2011-11-23 2017-06-13 Evolva Sa métodos e materiais para síntese enzimática de compostos de mogrosídeo
EP2929043A1 (en) 2012-12-04 2015-10-14 Evolva SA Methods and materials for biosynthesis of mogroside compounds

Also Published As

Publication number Publication date
AU2012342114B2 (en) 2017-12-21
WO2013076577A1 (en) 2013-05-30
CN103958693B (zh) 2016-08-24
US20180237819A1 (en) 2018-08-23
JP2014533518A (ja) 2014-12-15
KR101791597B1 (ko) 2017-10-30
US9920349B2 (en) 2018-03-20
EP2783009A1 (en) 2014-10-01
IN2014CN03557A (https=) 2015-10-09
SG11201401927PA (en) 2014-09-26
AU2017235907A1 (en) 2017-10-12
MX342851B (es) 2016-10-14
US10738340B2 (en) 2020-08-11
US20140308698A1 (en) 2014-10-16
AU2012342114A1 (en) 2014-05-22
MX2014006276A (es) 2014-10-13
HK1200494A1 (zh) 2015-08-07
RU2014125216A (ru) 2015-12-27
BR112014012543A2 (pt) 2017-06-13
CN103958693A (zh) 2014-07-30
MY170686A (en) 2019-08-26
JP6084983B2 (ja) 2017-02-22
RU2633644C2 (ru) 2017-10-16
KR20140099281A (ko) 2014-08-11
EP2783009B1 (en) 2016-04-13
CA2853677A1 (en) 2013-05-30

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