A NOTE ON THE BIOSYNTHESIS OF LONG-CHAIN 3-METHYL-2-ALKANONES FROM THE ROOT ESSENTIAL OIL OF INULA HELENIUM L. (ASTERACEAE)

A predominantly odd-numbered, Gaussian-like distribution of the relative amounts of 3-methyl-2-alkanones, from I. helenium root essential oil, was observed. This distribution pattern indicates that their biosynthesis is related to that of fatty acids and related compounds. Simple (non-branched) 2-alkanones also show an odd carbon number prevalence in plants and other organisms, and it was shown that their biosynthesis indeed proceeds via the acetate pathway. In this paper, we propose three possible biosynthetic pathways by which 3-methyl-2-alkanones could be formed in the plant tissues. The essential distinction between them lies in the way the branching methyl group is introduced. The Gaussian parameter σ for the observed distribution of these ketones could be interpreted as the error introduced by the first elongase enzyme system involved in the biosynthesis of fatty acid-derived compounds. BIOSINTEZA 3-METIL-2-ALKANONA DUGOG UGLJOVODONIČNOG LANCA IZ ETARSKOG ULJA KORENA BILJNE VRSTE INULA HELENIUM L. (ASTERACEAE)3-Metil-2-alkanoni dugog ugljovodoničnog lanca su nađeni u etarskom ulju korena biljne vrste I. helenium L. Uočena je Gausova raspodela njihovih relativnih količina, pri čemu su homolozi sa neparnim brojem C-atoma bili zastupljeniji. Ovakva raspodela ukazuje na to da njihova biosinteza protiče veoma slično kao i biosinteza masnih kiselina i srodnih jedinjenja. 2-Alkanoni sa neparnim brojem C-atoma su, takođe, zastupljeniji kod biljaka i ostalih organizama, a za njih je dokazano da zaista nastaju po gore pomenutom acetatnom biosintetskom putu. Imajući sve ovo u vidu, predložili smo tri moguća biosintetska puta kojim bi 3-metil-2-alkanoni mogli nastati u biljnim tkivima. Osnovna razlika između predloženih puteva je u načinu na koji se uvodi metil račva. Gausov parametar σ uočenih raspodela količina alkana bi se mogao posmatrati kao greška prvog enzimskog sistema elongaze koji učestvuje u biosintezi masnih kiselina i jedinjenja koja se iz njih izvode. HIGHLIGHTSHomologous 3-methyl-2-alkanones (C11–C19) detected in Inula helenium root essential oil had a predominantly odd-numbered Gaussian-like distribution.This specific distribution pattern indicates that their biosynthesis most likely proceeds via the acetate pathway.There are three possible biosynthetic pathways, with a different mode of introducing the methyl branch, by which 3-methyl-2-alkanones could be produced.The observed Gaussian parameter σ could be interpreted as the error of the first elongase enzyme system involved in the biosynthesis of fatty acid-derived compounds

MicroRNAs in Human Pituitary Adenomas

MicroRNAs (miRNAs) are a class of recently identified noncoding RNAs that regulate gene expression at posttranscriptional level. Due to the large number of genes regulated by miRNAs, miRNAs play important roles in many cellular processes. Emerging evidence indicates that miRNAs are dysregulated in pituitary adenomas, a class of intracranial neoplasms which account for 10–15% of diagnosed brain tumors. Deregulated miRNAs and their targets contribute to pituitary adenomas progression and are associated with cell cycle control, apoptosis, invasion, and pharmacological treatment of pituitary adenomas. To provide an overview of miRNAs dysregulation and functions of these miRNAs in pituitary adenoma progression, we summarize the deregulated miRNAs and their targets to shed more light on their potential as therapeutic targets and novel biomarkers

Structural diversity and possible functional roles of free fatty acids of the novel soil isolate Streptomyces sp NP10

Herein, a novel soil bacterium Streptomyces sp. NP10 able to grow outside usual streptomycetes optimum conditions (e.g., at 4 A degrees C, pH 9 and high NaCl concentration), exhibiting atypical hemolytic, DNAse, and cellulolytic activities, is described. This strain produces and excretes into the growth medium large amounts of free long-chain fatty acids (FAs). A concurrent lipidomics study revealed a large structural diversity of FAs with over 50 different n- and branched-chain, (un)saturated, and cyclopropane FAs (C-7-C-30) produced by this strain. Two of these, i-17:0cy9-10 and a-18:0cy9-10, represent new natural products and the first ever identified branched cyclopropane FAs. Both free and bound lipid profiles of Streptomyces sp. NP10 were dominated by saturated branched chain FAs (i-14:0, a-15:0, and i-16:0). Although these free FAs showed only a moderate antimicrobial activity, our results suggest that they could have an ecophysiological role in interspecies signaling with another soil microorganism Pseudomonas aeruginosa. This work represents the first comprehensive report on the structural diversity and complexity of the free FA pool in Streptomyces. A naturally occurring streptomycete, such as Streptomyces sp. NP10, which secretes significant amounts of free long-chain FAs (non-cytotoxic) into the medium, could be useful in microbial biodiesel production.Supplementary material: [http://cherry.chem.bg.ac.rs/handle/123456789/3430

Data_Sheet_1_Genomics-Based Insights Into the Biosynthesis and Unusually High Accumulation of Free Fatty Acids by Streptomyces sp. NP10.docx

<p>Streptomyces sp. NP10 was previously shown to synthesize large amounts of free fatty acids (FFAs). In this work, we report the first insights into the biosynthesis of these fatty acids (FAs) gained after genome sequencing and identification of the genes involved. Analysis of the Streptomyces sp. NP10 draft genome revealed that it is closely related to several strains of Streptomyces griseus. Comparative analyses of secondary metabolite biosynthetic gene clusters, as well as those presumably involved in FA biosynthesis, allowed identification of an unusual cluster C12-2, which could be identified in only one other S. griseus-related streptomycete. To prove the involvement of identified cluster in FFA biosynthesis, one of its three ketosynthase genes was insertionally inactivated to generate mutant strain mNP10. Accumulation of FFAs in mNP10 was almost completely abolished, reaching less than 0.01% compared to the wild-type strain. Cloning and transfer of the C12-2 cluster to the mNP10 mutant partially restored FFA production, albeit to a low level. The discovery of this rare FFA biosynthesis cluster opens possibilities for detailed characterization of the roles of individual genes and their products in the biosynthesis of FFAs in NP10.</p

Structural diversity and possible functional roles of free fatty acids of the novel soil isolate Streptomyces sp. NP10

Herein, a novel soil bacterium Streptomyces sp. NP10 able to grow outside usual streptomycetes optimum conditions (e.g., at 4 A degrees C, pH 9 and high NaCl concentration), exhibiting atypical hemolytic, DNAse, and cellulolytic activities, is described. This strain produces and excretes into the growth medium large amounts of free long-chain fatty acids (FAs). A concurrent lipidomics study revealed a large structural diversity of FAs with over 50 different n- and branched-chain, (un)saturated, and cyclopropane FAs (C-7-C-30) produced by this strain. Two of these, i-17:0cy9-10 and a-18:0cy9-10, represent new natural products and the first ever identified branched cyclopropane FAs. Both free and bound lipid profiles of Streptomyces sp. NP10 were dominated by saturated branched chain FAs (i-14:0, a-15:0, and i-16:0). Although these free FAs showed only a moderate antimicrobial activity, our results suggest that they could have an ecophysiological role in interspecies signaling with another soil microorganism Pseudomonas aeruginosa. This work represents the first comprehensive report on the structural diversity and complexity of the free FA pool in Streptomyces. A naturally occurring streptomycete, such as Streptomyces sp. NP10, which secretes significant amounts of free long-chain FAs (non-cytotoxic) into the medium, could be useful in microbial biodiesel production.Supplementary material: [http://cherry.chem.bg.ac.rs/handle/123456789/3430