Isolation and characterization of AaAER, a novel double bond reductase from Artemisia annua

2014 ◽  
Vol 24 (3) ◽  
pp. 331-337 ◽  
Author(s):  
Yu-Kun Wei ◽  
Jian-Xu Li ◽  
Wen-Li Hu ◽  
Chang-Qing Yang ◽  
Ling-Jian Wang
ACS Catalysis ◽  
2013 ◽  
Vol 3 (3) ◽  
pp. 370-379 ◽  
Author(s):  
David J. Mansell ◽  
Helen S. Toogood ◽  
John Waller ◽  
John M. X. Hughes ◽  
Colin W. Levy ◽  
...  

2016 ◽  
Vol 11 (12) ◽  
pp. 1934578X1601101
Author(s):  
Miu Iijima ◽  
Hiromichi Kenmoku ◽  
Hironobu Takahashi ◽  
Jung-Bum Lee ◽  
Masao Toyota ◽  
...  

Pelargonium graveolens L'Hér, also referred to as rose geranium, is a popular herbal plant with typical rosy fragrance largely based on the blend of monoterpenoid constituents. Among them, citronellol, which is biosynthesized from geraniol via double bond reduction, is the most abundant scent compound. In this study, three 12-oxophytodienoic acid reductases (PgOPR1–3) have been cloned from P. graveolens, as possible candidates for the double-bond reductase involved in citronellol biosynthesis. The bacterially expressed recombinant PgOPRs did not reduce geraniol to citronellol, but stereoselectively converted citral into ( S)-citronellal in the presence of NADPH. Thus, the α,β-unsaturated carbonyl moiety in the substrate is essential for the catalytic activity of PgOPRs, as reported for OPRs from other plants and structurally related yeast old yellow enzymes. PgOPRs promiscuously accepted linear and cyclic α,β-unsaturated carbonyl substrates, including methacrolein, a typical reactive carbonyl compound. The possible biotechnological applications for PgOPRs in plant metabolic engineering, based on their catalytic properties, are discussed herein.


1990 ◽  
Vol 68 (1) ◽  
pp. 11-18 ◽  
Author(s):  
Michel Girard ◽  
Jacqueline Bélanger ◽  
John W. ApSimon ◽  
François-Xavier Garneau ◽  
Christian Harvey ◽  
...  

The isolation and characterization of a novel triterpene glycoside from the sea cucumber Cucumariafrondosa, collected from the Gulf of St. Lawrence, are described. Physico-chemical data obtained on the underivatized saponin are presented in support of structure 1 for frondoside A. The structure is characterized by the presence of a branched oligosaccharidic chain composed of five units. The holostane-type aglycone features an endocyclic double bond at position C-7,8 and a β-acetoxy group at C-16. Keywords: triterpene glycoside; Cucumariafrondosa saponins; saponins, triterpene from holothurians; holothurian saponins; echinoderm triterpene saponins.


Botany ◽  
2009 ◽  
Vol 87 (6) ◽  
pp. 643-649 ◽  
Author(s):  
Yansheng Zhang ◽  
Keat H. Teoh ◽  
Darwin W. Reed ◽  
Patrick S. Covello

The molecular genetics of carbon–carbon double bond reduction in the plant Artemisia annua  L. was studied. Expressed sequence tags from this plant were investigated for sequences with similarity to known double-bond reductases. This resulted in the isolation of a cDNA, corresponding to the gene A. annua Dbr1 (Double bond reductase1), encoding a member of the medium chain dehydrogenase/reductase protein superfamily with sequence similarity to tobacco allyl alcohol dehydrogenase. Recombinant A. annua Dbr1 protein was purified from Escherischia coli and shown to catalyze the reduction of the carbon–carbon double bond of 2-alkenals. This activity included the reduction of the double bond at C11–C13 in the artemisinin precursor artemisinic aldehyde, albeit with unnatural stereochemistry. The substrate specificity, product stereochemistry, and expression pattern of A. annua Dbr1 point to its involvement in planta in the detoxification of 2-alkenals, which may be generated under oxidative stress conditions.


2011 ◽  
Vol 101 (3) ◽  
pp. 515-527 ◽  
Author(s):  
Jie Li ◽  
Guo-Zhen Zhao ◽  
Hai-Yu Huang ◽  
Sheng Qin ◽  
Wen-Yong Zhu ◽  
...  

2016 ◽  
Vol 7 ◽  
Author(s):  
Ju-Xin Ruan ◽  
Jian-Xu Li ◽  
Xin Fang ◽  
Ling-Jian Wang ◽  
Wen-Li Hu ◽  
...  

2012 ◽  
Vol 7 (6) ◽  
pp. 1934578X1200700 ◽  
Author(s):  
Edlene O. dos Santos ◽  
Marilena Meira ◽  
Ademir E. do Vale ◽  
Jorge M. David ◽  
Luciano P. de Queiróz ◽  
...  

Two new ceramides were isolated from the bulbs of Lepidaploa cotoneaster (Willd. ex Spreng.) H. Rob. [ Vernonia cotoneaster (Willd. ex Spreng.) Less.)], in addition to germanicol, β-sitosterol, stigmasterol, 3-β- O-β-D-glucopyranosyl-sitosterol, lupeol, lupeoyl acetate and tiliroside. The structures of the new compounds were elucidated by spectral techniques (MS, 1H NMR, 13C NMR, HSQC, HMBC, DEPT, and TOCSY) and were compared with data reported in literature, and were established as 2 S*,2′ R*,3 S*,4 R*,11 E)- N-[2′-hydroxyhenicosanoyl]-2-amino-nonadec-11-ene-1,3,4-triol (1) and (2 S*,2′ R*,3 S*,4 R*,8 E)- N-[2′-hydroxytricosanoyl]-2-amino-nonadec-8-ene-1,3,4-triol (2). To establish the structure and to locate the double bond, the methyl ester of the fatty acid and dimethyl disulfide (DMDS) derivatives were prepared for both ceramides.


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