Cannabidiolic-acid synthase, the chemotype-determining enzyme in the fiber-type Cannabis sativa

Futoshi Taura; Supaart Sirikantaramas; Yoshinari Shoyama; Kazuyoshi Yoshikai; Yukihiro Shoyama; Satoshi Morimoto

doi:10.1016/j.febslet.2007.05.043

Cannabidiolic-acid synthase, the chemotype-determining enzyme in the fiber-type Cannabis sativa

Futoshi Taura^*, Supaart Sirikantaramas, Yoshinari Shoyama, Kazuyoshi Yoshikai, Yukihiro Shoyama, Satoshi Morimoto

^*この論文の責任著者

薬用生物資源学研究室

研究成果: ジャーナルへの寄稿 › 学術論文 › 査読

210 被引用数 (Scopus)

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Cannabidiolic-acid (CBDA) synthase is the enzyme that catalyzes oxidative cyclization of cannabigerolic-acid into CBDA, the dominant cannabinoid constituent of the fiber-type Cannabis sativa. We cloned a novel cDNA encoding CBDA synthase by reverse transcription and polymerase chain reactions with degenerate and gene-specific primers. Biochemical characterization of the recombinant enzyme demonstrated that CBDA synthase is a covalently flavinylated oxidase. The structural and functional properties of CBDA synthase are quite similar to those of tetrahydrocannabinolic-acid (THCA) synthase, which is responsible for the biosynthesis of THCA, the major cannabinoid in drug-type Cannabis plants.

本文言語	英語
ページ（範囲）	2929-2934
ページ数	6
ジャーナル	FEBS Letters
巻	581
号	16
DOI	https://doi.org/10.1016/j.febslet.2007.05.043
出版ステータス	出版済み - 2007/06/26

ASJC Scopus 主題領域

生物理学
構造生物学
生化学
分子生物学
遺伝学
細胞生物学

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10.1016/j.febslet.2007.05.043

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title = "Cannabidiolic-acid synthase, the chemotype-determining enzyme in the fiber-type Cannabis sativa",

abstract = "Cannabidiolic-acid (CBDA) synthase is the enzyme that catalyzes oxidative cyclization of cannabigerolic-acid into CBDA, the dominant cannabinoid constituent of the fiber-type Cannabis sativa. We cloned a novel cDNA encoding CBDA synthase by reverse transcription and polymerase chain reactions with degenerate and gene-specific primers. Biochemical characterization of the recombinant enzyme demonstrated that CBDA synthase is a covalently flavinylated oxidase. The structural and functional properties of CBDA synthase are quite similar to those of tetrahydrocannabinolic-acid (THCA) synthase, which is responsible for the biosynthesis of THCA, the major cannabinoid in drug-type Cannabis plants.",

keywords = "Biosynthesis, Cannabidiolic-acid synthase, Cannabinoid, Cannabis sativa, Molecular cloning",

author = "Futoshi Taura and Supaart Sirikantaramas and Yoshinari Shoyama and Kazuyoshi Yoshikai and Yukihiro Shoyama and Satoshi Morimoto",

note = "Funding Information: We thank Dr. Yuji Ito for determining amino acid sequences. This research was partially supported by Grants-in-Aid (Nos. 14771317 and 18780089 for F.T. and No. 10672108 for S.M.) from the Ministry of Education, Science, Sports, and Culture of Japan.",

year = "2007",

month = jun,

day = "26",

doi = "10.1016/j.febslet.2007.05.043",

language = "英語",

volume = "581",

pages = "2929--2934",

journal = "FEBS Letters",

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TY - JOUR

T1 - Cannabidiolic-acid synthase, the chemotype-determining enzyme in the fiber-type Cannabis sativa

AU - Taura, Futoshi

AU - Sirikantaramas, Supaart

AU - Shoyama, Yoshinari

AU - Yoshikai, Kazuyoshi

AU - Shoyama, Yukihiro

AU - Morimoto, Satoshi

N1 - Funding Information: We thank Dr. Yuji Ito for determining amino acid sequences. This research was partially supported by Grants-in-Aid (Nos. 14771317 and 18780089 for F.T. and No. 10672108 for S.M.) from the Ministry of Education, Science, Sports, and Culture of Japan.

PY - 2007/6/26

Y1 - 2007/6/26

N2 - Cannabidiolic-acid (CBDA) synthase is the enzyme that catalyzes oxidative cyclization of cannabigerolic-acid into CBDA, the dominant cannabinoid constituent of the fiber-type Cannabis sativa. We cloned a novel cDNA encoding CBDA synthase by reverse transcription and polymerase chain reactions with degenerate and gene-specific primers. Biochemical characterization of the recombinant enzyme demonstrated that CBDA synthase is a covalently flavinylated oxidase. The structural and functional properties of CBDA synthase are quite similar to those of tetrahydrocannabinolic-acid (THCA) synthase, which is responsible for the biosynthesis of THCA, the major cannabinoid in drug-type Cannabis plants.

AB - Cannabidiolic-acid (CBDA) synthase is the enzyme that catalyzes oxidative cyclization of cannabigerolic-acid into CBDA, the dominant cannabinoid constituent of the fiber-type Cannabis sativa. We cloned a novel cDNA encoding CBDA synthase by reverse transcription and polymerase chain reactions with degenerate and gene-specific primers. Biochemical characterization of the recombinant enzyme demonstrated that CBDA synthase is a covalently flavinylated oxidase. The structural and functional properties of CBDA synthase are quite similar to those of tetrahydrocannabinolic-acid (THCA) synthase, which is responsible for the biosynthesis of THCA, the major cannabinoid in drug-type Cannabis plants.

KW - Biosynthesis

KW - Cannabidiolic-acid synthase

KW - Cannabinoid

KW - Cannabis sativa

KW - Molecular cloning

UR - http://www.scopus.com/inward/record.url?scp=34250179866&partnerID=8YFLogxK

U2 - 10.1016/j.febslet.2007.05.043

DO - 10.1016/j.febslet.2007.05.043

M3 - 学術論文

C2 - 17544411

AN - SCOPUS:34250179866

SN - 0014-5793

VL - 581

SP - 2929

EP - 2934

JO - FEBS Letters

JF - FEBS Letters

IS - 16

ER -

Cannabidiolic-acid synthase, the chemotype-determining enzyme in the fiber-type Cannabis sativa

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