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Exploration of Methods to Identify Biosynthetic Genes and the Origin of Biosynthesis in Marine Octocorals
Title
Exploration of Methods to Identify Biosynthetic Genes and the Origin of Biosynthesis in Marine Octocorals.
Creator
Ranzer, Llanie Karen, Florida Atlantic University, Kerr, Russell G., Charles E. Schmidt College of Science, Department of Chemistry and Biochemistry
Abstract/Description
The overall goal of this research was to isolate key genes involved in the diterpene biosynthesis from Euniceafusca and Erythropodium caribaeorum using molecular biology techniques. The initial goal was to use fuscol induced cell cultures of Symbiodinium sp. isolated from E. fusca and to develop an approach based on differential display of mRNA-reverse transcription-PeR. Together with inverse PCR, these techniques ultimately provided a full-length farnesyl diphosphate synthase sequence....
Show moreThe overall goal of this research was to isolate key genes involved in the diterpene biosynthesis from Euniceafusca and Erythropodium caribaeorum using molecular biology techniques. The initial goal was to use fuscol induced cell cultures of Symbiodinium sp. isolated from E. fusca and to develop an approach based on differential display of mRNA-reverse transcription-PeR. Together with inverse PCR, these techniques ultimately provided a full-length farnesyl diphosphate synthase sequence. Functional expression of this enzyme was demonstrated with the addition of appropriate substrates and confirmed by chromatography. From this data, degenerate primer based PCR was used to isolate putative geranylgeranyl diphosphate biosynthetic genes from E. caribaeorum. Both chemical and genetic examinations of Pseudopterogorgia elisabethae eggs and their associated Symbiodinium sp. were employed to identify the biosynthetic origin of their diterpenes. Terpene content and biosynthetic capabilities of azooxanthellae eggs demonstrated the presence of pseudopterosins but also indicated that the eggs were not capable of producing these compounds. Likewise, no correlation could be observed for the phylogenetic relationships inferred for the Symbiodinium sp., with that of the terpene chemistry present in P. elisabethae. This finding leads us to speculate about an additional source of terpene production within this coral. Based on these and other recent findings suggesting symbiotic bacteria as the source of secondary metabolites from marine invertebrates, bacterial assemblages from E. caribaeorum were examined. This study revealed considerable phylogenetic bacterial diversity within this coral and the identification of several bacteria known to produce terpenes in other organisms.
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Date Issued
2006
PURL
http://purl.flvc.org/fau/fd/FA00000874
Subject Headings
Coral reef ecology, Diterpenes, Biosynthesis, Terpenes--Synthesis
Format
Document (PDF)
Isolation of briareolate esters from Briareum asbestinum
Title
Isolation of briareolate esters from Briareum asbestinum.
Creator
Meginley, Rian J., Charles E. Schmidt College of Science, Department of Chemistry and Biochemistry
Abstract/Description
The gorgonian Briareum asbestinum is widely studied because it possesses highly oxygenated novel structures, many of which exhibit useful biological activities. Recently, two new briarane diterpenoids, briareolate esters J and K, together with two known briareolate esters have been isolated from a specimen of Briareum asbestinum collected off the coast of Boca Raton, Florida. The method used was a 96-well plate real-time cell electronic sensing (RT-CES) system to discover compounds that...
Show moreThe gorgonian Briareum asbestinum is widely studied because it possesses highly oxygenated novel structures, many of which exhibit useful biological activities. Recently, two new briarane diterpenoids, briareolate esters J and K, together with two known briareolate esters have been isolated from a specimen of Briareum asbestinum collected off the coast of Boca Raton, Florida. The method used was a 96-well plate real-time cell electronic sensing (RT-CES) system to discover compounds that impact human embryonic stem cell growth. The compounds were isolated using reversed phase polystyrene divinylbenzene chromatographic support HP20ss followed by normal phased HPLC using a luna silica column. The structures of the compounds were established though the interpretation of spectroscopic data. Activity testing was conducted against hESCs (BG02) with briareolate ester J showing no inhibition activity and briareolate ester K showing mild activity with an EC50 value of 25 (So(BM. These results confirm that the exact confirmation and existence of the (E,Z)-dienone is related to the activity that was observed with the previously isolated briareolate esters L and M.
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Date Issued
2013
PURL
http://purl.flvc.org/fcla/dt/3360959
Subject Headings
Coral reef ecology, Marine organisms, Environmental aspects, Marine natural products, Bioactive compounds
Format
Document (PDF)
chemistry of Briareum asbestinum
Title
The chemistry of Briareum asbestinum.
Creator
Rondeau, Melody D., Charles E. Schmidt College of Science, Department of Chemistry and Biochemistry
Abstract/Description
Briareum asbestinum, a soft coral, is a rich source of diterpenoid natural products. The secondary metabolites of B. asbestinum fall into four classes : asbestinins, briarellins, briareolate esters, and briaranes. Briareolate esters have been shown to possess biological activity and were previously only reported from Tobago. Our group recently isolated briareolate esters from a specimen collected off the coast of Boca Raton, Florida. To determine whether location has an impact on the...
Show moreBriareum asbestinum, a soft coral, is a rich source of diterpenoid natural products. The secondary metabolites of B. asbestinum fall into four classes : asbestinins, briarellins, briareolate esters, and briaranes. Briareolate esters have been shown to possess biological activity and were previously only reported from Tobago. Our group recently isolated briareolate esters from a specimen collected off the coast of Boca Raton, Florida. To determine whether location has an impact on the chemistry produced by the organism, a method to discern between chemotypes was sought. Several techniques including thin layer chromatography (TLC), high performance liquid chromatography (HPLC), nuclear magnetic resonance (NMR), and sclerite analysis were employed, with NMR being the most successful method. By utilizing both 1H and COSY NMR experiments, it is possible to differentiate between the chemotypes of B. asbestinum. Application of this method allowed analysis of chemical variability with respect to location.
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Date Issued
2012
PURL
http://purl.flvc.org/FAU/3355882
Subject Headings
Heterocyclic compounds, Synthesis, Coral reef ecology, Marine organisms, Environmental aspects, Biochemical markers
Format
Document (PDF)