Geranylgeraniol formation in Croton stellatopilosus proceeds via successive monodephosphorylations of geranylgeranyl diphosphate

Natsajee Nualkaew; Wanchai De-Eknamkul; Toni M. Kutchan; Meinhart H. Zenk

doi:10.1016/j.tetlet.2005.10.048

Geranylgeraniol formation in Croton stellatopilosus proceeds via successive monodephosphorylations of geranylgeranyl diphosphate

Natsajee Nualkaew, Wanchai De-Eknamkul, Toni M. Kutchan, Meinhart H. Zenk

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Abstract

The process of catalytic dephosphorylation of geranylgeranyl diphosphate (GGPP) to give geranylgeraniol (GGOH) in Croton stellatopilosus leaves was examined by in vivo chloroplast feedings with [1-³H]GGPP and [1- ³H]GGMP and in vitro enzyme-catalyzed reactions. The results strongly suggest that the formation of GGOH from GGPP proceeds in the chloroplasts via two successive monodephosphorylation reactions. Hence, we name the enzyme geranylgeranyl diphosphate phosphatase rather than geranylgeranyl diphosphatase based on its catalytic mechanism.

Original language	English
Pages (from-to)	8727-8731
Number of pages	5
Journal	Tetrahedron Letters
Volume	46
Issue number	50
DOIs	https://doi.org/10.1016/j.tetlet.2005.10.048
State	Published - Dec 12 2005

Keywords

Chloroplast
Croton stellatopilosus
Euphorbiaceae
Geranylgeraniol
Geranylgeranyl diphosphate phosphatase
Terpenoid biosynthesis

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10.1016/j.tetlet.2005.10.048

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@article{a7f237aa5dba4a82b17e89d5e738792e,

title = "Geranylgeraniol formation in Croton stellatopilosus proceeds via successive monodephosphorylations of geranylgeranyl diphosphate",

abstract = "The process of catalytic dephosphorylation of geranylgeranyl diphosphate (GGPP) to give geranylgeraniol (GGOH) in Croton stellatopilosus leaves was examined by in vivo chloroplast feedings with [1-3H]GGPP and [1- 3H]GGMP and in vitro enzyme-catalyzed reactions. The results strongly suggest that the formation of GGOH from GGPP proceeds in the chloroplasts via two successive monodephosphorylation reactions. Hence, we name the enzyme geranylgeranyl diphosphate phosphatase rather than geranylgeranyl diphosphatase based on its catalytic mechanism.",

keywords = "Chloroplast, Croton stellatopilosus, Euphorbiaceae, Geranylgeraniol, Geranylgeranyl diphosphate phosphatase, Terpenoid biosynthesis",

author = "Natsajee Nualkaew and Wanchai De-Eknamkul and Kutchan, {Toni M.} and Zenk, {Meinhart H.}",

note = "Funding Information: This work was supported by the National Center for Genetic Engineering and Biotechnology (BIOTEC), Bangkok, the Thailand Research Fund{\textquoteright}s Royal Golden Jubilee Program, Bangkok, the Deutsche Akademische Austausch Dienst, Bonn, Fonds der Chemischen Industrie, Frankfurt and the DFG (to M.H.Z.). N.N. thanks Dr. G. Herrmann (Leibniz Institute of Plant Biochemistry), for the supporting cell suspension culture of N. tabacum . ",

year = "2005",

month = dec,

day = "12",

doi = "10.1016/j.tetlet.2005.10.048",

language = "English",

volume = "46",

pages = "8727--8731",

journal = "Tetrahedron Letters",

issn = "0040-4039",

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}

TY - JOUR

T1 - Geranylgeraniol formation in Croton stellatopilosus proceeds via successive monodephosphorylations of geranylgeranyl diphosphate

AU - Nualkaew, Natsajee

AU - De-Eknamkul, Wanchai

AU - Kutchan, Toni M.

AU - Zenk, Meinhart H.

N1 - Funding Information: This work was supported by the National Center for Genetic Engineering and Biotechnology (BIOTEC), Bangkok, the Thailand Research Fund’s Royal Golden Jubilee Program, Bangkok, the Deutsche Akademische Austausch Dienst, Bonn, Fonds der Chemischen Industrie, Frankfurt and the DFG (to M.H.Z.). N.N. thanks Dr. G. Herrmann (Leibniz Institute of Plant Biochemistry), for the supporting cell suspension culture of N. tabacum .

PY - 2005/12/12

Y1 - 2005/12/12

N2 - The process of catalytic dephosphorylation of geranylgeranyl diphosphate (GGPP) to give geranylgeraniol (GGOH) in Croton stellatopilosus leaves was examined by in vivo chloroplast feedings with [1-3H]GGPP and [1- 3H]GGMP and in vitro enzyme-catalyzed reactions. The results strongly suggest that the formation of GGOH from GGPP proceeds in the chloroplasts via two successive monodephosphorylation reactions. Hence, we name the enzyme geranylgeranyl diphosphate phosphatase rather than geranylgeranyl diphosphatase based on its catalytic mechanism.

AB - The process of catalytic dephosphorylation of geranylgeranyl diphosphate (GGPP) to give geranylgeraniol (GGOH) in Croton stellatopilosus leaves was examined by in vivo chloroplast feedings with [1-3H]GGPP and [1- 3H]GGMP and in vitro enzyme-catalyzed reactions. The results strongly suggest that the formation of GGOH from GGPP proceeds in the chloroplasts via two successive monodephosphorylation reactions. Hence, we name the enzyme geranylgeranyl diphosphate phosphatase rather than geranylgeranyl diphosphatase based on its catalytic mechanism.

KW - Chloroplast

KW - Croton stellatopilosus

KW - Euphorbiaceae

KW - Geranylgeraniol

KW - Geranylgeranyl diphosphate phosphatase

KW - Terpenoid biosynthesis

UR - http://www.scopus.com/inward/record.url?scp=27744560923&partnerID=8YFLogxK

U2 - 10.1016/j.tetlet.2005.10.048

DO - 10.1016/j.tetlet.2005.10.048

M3 - Article

AN - SCOPUS:27744560923

SN - 0040-4039

VL - 46

SP - 8727

EP - 8731

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 50

ER -

Geranylgeraniol formation in Croton stellatopilosus proceeds via successive monodephosphorylations of geranylgeranyl diphosphate

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