Initiation of rubber biosynthesis: In vitro comparisons of benzophenone-modified diphosphate analogues in three rubber-producing species

Xie, Wenshuang; McMahan, Colleen; DeGraw, Amanda J.; Distefano, Mark D.; Cornish, Katrina; Whalen, Maureen C.; Shintani, David K.

doi:10.1016/j.phytochem.2008.07.011

Cited by 26 publications

(15 citation statements)

References 37 publications

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“…Distefano and Cornish et al later developed a number of analogues of farnesyl and geranylgeranyl diphosphates containing a benzophenone chromophore for photoaffinity purposes (Xie et al, 2008). Degraw et al then studied the benzophenone-modified diphosphate analogues in three rubber-producing WrPs (guayule, Hevea, and fig tree) (Degraw et al, 2007).…”

Section: 5mentioning

confidence: 99%

“…The benzophenone-modified FPP was observed to bind to the active site of prenyltransferases. DMaPP analogues were less reactive, and gPP analogues were the least reactive (Xie et al, 2008). the Puskas group developed a new method to measure the MW of in vitro nr.…”

Section: 5mentioning

confidence: 99%

“…in 2012, us senator sherrod Brown (Oh) announced that the Cooper tire and rubber Company has been awarded $6.8 million from the usDa's Biomass research and Development initiative to develop technologies that utilize guayule rubber as the major source of nr in tire production. Other efforts in studying in vitro synthesis of nr using labeled compounds are being conducted to understand the biochemical mechanism in nr biosynthesis (Degraw et al, 2007;Xie et al, 2008). in polymer chemistry, biomimetic syntheses are being researched to understand the chemical mechanism of nr biosynthesis and eventually yield exclusively cis-1,4 polyisoprene.…”

Section: 7mentioning

confidence: 99%

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Natural rubber (NR) biosynthesis: perspectives from polymer chemistry

Chiang

2014

Chemistry, Manufacture and Applications of Natural Rubber

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Section: 5mentioning

confidence: 99%

Section: 5mentioning

confidence: 99%

Section: 7mentioning

confidence: 99%

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Natural rubber (NR) biosynthesis: perspectives from polymer chemistry

Chiang

2014

Chemistry, Manufacture and Applications of Natural Rubber

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“…Enzymatically-active rubber particles were extracted from bark tissue that was stored either on ice or at 4°C after harvesting, and then processed within 96 h following Xie et al (2008). Rubber transferase activity was measured mostly following the method described by Xie et al (2008), modified from the original methods developed by Cornish and Backhaus (1990) and Mau et al (2000).…”

Section: In Vitro Assay Of Rubber Synthesismentioning

confidence: 99%

Transcriptome and gene expression analysis in cold-acclimated guayule (Parthenium argentatum) rubber-producing tissue

et al. 2012

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Natural rubber biosynthesis in guayule (Parthenium argentatum Gray) is associated with moderately cold night temperatures. To begin to dissect the molecular events triggered by cold temperatures that govern rubber synthesis induction in guayule, the transcriptome of bark tissue, where rubber is produced, was investigated. A total of 11,748 quality expressed sequence tags (ESTs) were obtained. The vast majority of ESTs encoded proteins that are similar to stress-related proteins, whereas those encoding rubber biosynthesis-related proteins comprised just over one percent of the ESTs. Sequence information derived from the ESTs was used to design primers for quantitative analysis of the expression of genes that encode selected enzymes and proteins with potential impact on rubber biosynthesis in field-grown guayule plants, including 3-hydroxy-3-methylglutaryl-CoA synthase, 3-hydroxy-3-methylglutaryl-CoA reductase, farnesyl pyrophosphate synthase, squalene synthase, small rubber particle protein, allene oxide synthase, and cis-prenyl transferase. Gene expression was studied for field-grown plants during the normal course of seasonal variation in temperature (monthly average maximum 41.7 °C to minimum 0 °C, from November 2005 through March 2007) and rubber transferase enzymatic activity was also evaluated. Levels of gene expression did not correlate with air temperatures nor with rubber transferase activity. Interestingly, a sudden increase in night temperature 10 days before harvest took place in advance of the highest CPT gene expression level.

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“…IPP is isomerized to DMAPP by IPP-isomerase and is used as a substrate by transprenyltransferase (TPT) to synthesize an allylic initiator molecule (Priya et al, 2006;Koyama et al, 1996). It could be shown that initiation of rubber biosynthesis is most efficient with farnesyl diphosphate (FPP) in H. brasiliensis, Ficus elastica and P. argentatum in in vitro experiments (Xie et al, 2008). 13 C nuclear magnetic resonance (NMR) analysis revealed a trans-trans-cis sequence, typical for FPP, at the initiating terminal of rubber molecules in H. brasiliensis .…”

Section: Rubber Biosynthesismentioning

confidence: 99%