Isolation and structural characterisation of the major glycolipids from Lactobacillus plantarum

Sauvageau, Janelle; Ryan, Jason; Lagutin, Kirill; Sims, Ian M.; Stocker, Bridget L.; Timmer, Mattie S. M.

doi:10.1016/j.carres.2012.05.011

Cited by 50 publications

(49 citation statements)

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“…Glycolipid GL1 of L. johnsonii , β‐D‐Glc p ‐(1→6)‐α‐D‐Gal p ‐(1→2)‐α‐D‐Glc p ‐diglyceride, is structurally similar to glycolipid GL3 of L. plantarum but possess different length of fatty acids, i.e. shorter, palmitic and lactobacillic acids instead of oleic and dihydrosterulic (9,10‐methyleneoctadecanoic) acids (Sauvageau et al ., ). In LJ Galα1‐6Galα1‐6Galα1‐2Glcα1‐3'DG as major tetraglycosyldiglyceride was reported previously, and also Galα1‐6Galα1‐2Glcα1‐3'DG and Galα1‐2Glcα1‐3'DG (Iwamori et al ., ).…”

Section: Discussionmentioning

confidence: 99%

“…Depending on the strain, the glycolipid molecule may contain mono, di, tri and tetrasaccharides, and a broad spectrum of the fatty acyl substituents. The most prevalent glycolipids of Lactobacillus are diglycosyldiglycerides, a-D-Galp-(1-2)-a-D-Glcp-diglyceride, common in Lactobacillus species, found in L. johnsonii, L. reuteri, L. fermentum, L. rhamnosus, L. casei and L. plantarum (Iwamori et al, 2011;Sauvageau et al, 2012). Three triglycosyldiglycerides structures differing in anomeric configuration of glucose or galactose attached to Gal-Glc-diglyceride and/or not substituted with fatty acids were reported, i.e.…”

Section: Introductionmentioning

confidence: 99%

“…Three triglycosyldiglycerides structures differing in anomeric configuration of glucose or galactose attached to Gal-Glc-diglyceride and/or not substituted with fatty acids were reported, i.e. Gala1-6Gala1-2Glca1-3'DG in L. intestinalis (Iwamori et al, 2011); Glcb1-6Gala1-2Glca1-3'DG and acylated form Glcb1-6Gala1-2Glc(6fatty acid)a1-3'DG present in L. casei (Iwamori et al, 2011) and L. plantarum (Sauvageau et al, 2012). The less common are tetraglycosyldiglycerides, Gala1-6Gala1-6Gala1-2Glca1-3'DG reported in L. intestinalis and L. johnsonii (Iwamori et al, 2011).…”

Section: Introductionmentioning

confidence: 99%

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Lactobacillus johnsonii glycolipids, their structure and immunoreactivity with sera from inflammatory bowel disease patients

Paściak

Górska

Jawiarczyk

et al. 2016

Microbial Biotechnology

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SummaryStructural studies of the major glycolipids produced by two Lactobacillus johnsonii (LJ) strains, LJ 151 isolated from intestinal tract of healthy mice and LJ 142 isolated from mice with experimentally induced inflammatory bowel disease (IBD), were performed. Two major glycolipids, GL1 and GL2, were present in lipid extracts from L. johnsonii 142 and 151 strains. Glycolipid GL1 has been identified as β‐D‐Glcp‐(1→6)‐α‐D‐Galp‐(1→2)‐α‐D‐Glcp‐diglyceride and GL2 as α‐D‐Galp‐(1→2)‐α‐D‐Glcp‐diglyceride. The main fatty acid residues identified by gas‐liquid chromatography–mass spectrometry were palmitic, stearic and lactobacillic acids. Besides structural elucidation of the major glycolipids, the aim of this study was to determine the immunochemical properties of these glycolipids and to compare their immunoreactivity to that of polysaccharides obtained from the same strains. Sera from rabbits immunized with bacterial cells possessed much higher serological reactivity with polysaccharides than with glycolipids. Inversely, reactivity of the glycolipids with human sera from patients with IBD was much higher than that determined for the polysaccharides, while reactivity of glycolipids with human sera from healthy individuals was much lower than one measured for the polysaccharides. Results indicate that glycoconjugates from Lactobacillus cell wall act as antigens and may represent new IBD diagnostic biomarkers.

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Section: Discussionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Lactobacillus johnsonii glycolipids, their structure and immunoreactivity with sera from inflammatory bowel disease patients

Paściak

Górska

Jawiarczyk

et al. 2016

Microbial Biotechnology

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“…With an interest in understanding the effects of glycolipids on the immune response,16–19 our attention was also drawn towards LTA 1 and, in particular, to the development of an efficient synthesis of the sn ‐3‐ O ‐(β‐ D ‐galactofuranosyl)‐1,2‐di‐ O ‐acylglycerol core which could be used as a key structure to understand the effects of the different lipids on biological activity. To date, no biological data has been presented for homogeneous synthetic LTA 1 or derivatives thereof, which is surprising given the marked and varied biological activities of differentially acylated bacterial glycolipids 17.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Biological Activity of the Lipoteichoic Acid Anchor from Streptococcus sp. DSM 8747

et al. 2012

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In this study, the role of lipoteichoic acid (LTA) anchors in the activation of the innate immune response was investigated through the chemical synthesis of a series of LTA derivatives and the determination of their ability to induce NO production in bone marrow-derived macrophages (BMM). To this end, an efficient synthesis of the sn-3-O-(α-D-galactofuranosyl)-1,2-di-O-acylglycerol LTA core was developed, which was then used as a key structure to produce both phosphate and glycerylphosphate-funtionalised LTA anchors, as well as galactofuranosyldiglycerides with different fatty acid chain lengths. With a series of LTA anchors in hand, we then determined the effect of these glycolipids on the innate immune response by exploring their capacity to activate macrophages. Here, we report that several of the LTA-derivatives were able to induce NO production by BMMs. In general, the unnatural (sn-1) core glycolipid anchors showed lower levels of activity than the corresponding natural (sn-3) analogues, and the activity of the glycolipids also appears to be dependent on the length of lipid present, with an optimum lipid length of C20 for the sn-3 derivatives. Interestingly, a triacylated anchor and the 6-O-phosphorylated anchor, showed only modest activity, while the 6-O-glycerophosphorylated derivative was unable to induce NO production. Taken as a whole, our results highlight the subtle effects that glycolipid length can have on the ability to activate BMMs.

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“…L. plantarum is one of the most widespread species of the genus Lactobacillus and is being widely used in food-related technologies (Brinques, Peralba, & Ayub, 2010;Sauvageau et al, 2012). This microorganism is a facultative heterofermentative LAB (Group II) (Bove et al, 2012a;Siezen & van Hylckama Vlieg, 2011).…”

Section: Plantarummentioning

confidence: 99%

Biotechnological production and application of antimicrobial biomolecules by <i>Lactobacillus plantarum</i> in milk whey

Sabo¹

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__________________________________ 1 th . examiner __________________________________ 2 nd . examiner __________________________________ 3 rd . examiner São Paulo, _________________, ____, 2017. Palavras-chave: soro de leite/queijo, Lactobacillus plantarum, bacteriocina, suplementação, otimização, bioconservante ABSTRACT SABO, S.S. Biotechnological production and application of antimicrobial biomolecules by Lactobacillus plantarum in milk whey. 2017. 197 p. Thesis (Ph. D.) -Faculty of Pharmaceutical Sciences, University of São Paulo, 2017.Bacteriocins are antimicrobial peptides ribosomally synthesized by various bacteria. In particular, the bacteriocins produced by lactic acid bacteria have recently received great attention due to their wide applicability and also because they are produced by microorganisms safe for human consumption. There are numerous studies reporting bacteriocin production by different lactic acid bacteria, as well as its optimization by using alternative substrate. Some of these studies point to milk/cheese whey as a potential low-cost source for the cultivation of lactic acid bacteria and the production of biocomposites, such as bacteriocins. Several researches refer to the production of bacteriocins, mainly nisin. On the other hand, the production of bacteriocins by Lactobacillus plantarum strains still limited. In this context, the present work first studied the growth and production of bacteriocin by L. plantarum strain ST16Pa when cultivated in Man, Rogosa and Sharpe (MRS) broth with and without inulin supplementation incubated under shaken and stationary conditions. The results indicated that this strain has higher growth when cultured in aerobiosis; however, the highest bacteriocin activity is obtained in stationary condition. The stability and partitioning of bacteriocin from the fermented MRS broth of L. plantarum ST16Pa in the PEG/NaPA/electrolytes aqueous two-phase systems was also studied. After 1 h in temperatures from 50 °C to 80 °C and pH from 3.0 to 8.0, the produced bacteriocin remained stable. In addition, the proposed partition system has proved to be an economical alternative for the recovery and purification of this biomolecule. Motivated by the trend in use industrial byproducts aiming the production of high value-added biocomposites, we investigated the performance of milk/cheese whey as alternative substrate for L. plantarum ST16Pa growth and for the production of antimicrobial biomolecules by this strain. For this purpose, the study was divided in two steps, being the first developed using whey powder supplemented according to the Plackett & Burman experimental design, with 12 trials and 4 central points. Although the proposed design was not the ideal statistical tool to optimize the bacteriocin ST16Pa production, through it was possible to obtain a formulation, which resulted in greater inhibition zones when compared with previous date reported by other authors using the same strain cultured in cheese whey. Later, still using L. plantarum strain ST16Pa, we investiga...

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Isolation and structural characterisation of the major glycolipids from Lactobacillus plantarum

Cited by 50 publications

References 35 publications

Lactobacillus johnsonii glycolipids, their structure and immunoreactivity with sera from inflammatory bowel disease patients

Lactobacillus johnsonii glycolipids, their structure and immunoreactivity with sera from inflammatory bowel disease patients

Synthesis and Biological Activity of the Lipoteichoic Acid Anchor from Streptococcus sp. DSM 8747

Biotechnological production and application of antimicrobial biomolecules by <i>Lactobacillus plantarum</i> in milk whey

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