Rhamnolipid-producing Thermophilic Bacteria of Species Thermus and Meiothermus

Overview

Journal Extremophiles

Publisher Springer

Date 2011 Oct 11

PMID 21984420

Citations 13

Authors

Tomas rezanka

Lucie Siristova

Karel Sigler

Affiliations

Soon will be listed here.

Abstract

Novel rhamnolipid-producing strains of three thermophilic bacteria, Thermus sp., T. aquaticus and Meiothermus ruber were identified that have not been previously described as rhamnolipid producers. Rhamnolipids were extracted from supernatant and further purified by thin-layer chromatography. Mass spectrometry with negative electrospray ionization revealed 77 rhamnolipid homologues varying in chain length and unsaturation. Tandem mass spectrometry identified mono-rhamnolipid and di-rhamnolipid homologues containing one or two 3-hydroxy-fatty acids, saturated, monounsaturated or diunsaturated, even- or odd-chain, up to unusual long chains with 24 carbon atoms. The stereochemistry of rhamnose was L and that of 3-hydroxy-fatty acids was R, the position of double bonds in monoenoic acids was cis ω-9. All three strains produced a rhamnolipid that differs in structure from Pseudomonas aeruginosa rhamnolipids and exhibits excellent surfactant properties. Importantly, in comparison to P. aeruginosa both strains, i.e., Thermus and Meiothermus, are Biosafety level 1 microorganisms and are not pathogenic to humans.

Citing Articles

Production of cost-effective rhamnolipid from Halopseudomonas sabulinigri OZK5 using waste frying oil.

Baltaci M, Albayrak S, Akbulut S, Dasdemir E, Ozkan H, Adiguzel A Int Microbiol. 2024; .

PMID: 39738747 DOI: 10.1007/s10123-024-00630-7.

Production and Characterization of Rhamnolipids Produced by DBM 3774: Response Surface Methodology Approach.

Matatkova O, Michailidu J, Jezdik R, Jarosova Kolouchova I, rezanka T, Jirku V Microorganisms. 2022; 10(7).

PMID: 35888990 PMC: 9321515. DOI: 10.3390/microorganisms10071272.

Biosurfactants: Potential Agents for Controlling Cellular Communication, Motility, and Antagonism.

Sharma J, Sundar D, Srivastava P Front Mol Biosci. 2021; 8:727070.

PMID: 34708073 PMC: 8542798. DOI: 10.3389/fmolb.2021.727070.

Heterologous Rhamnolipid Biosynthesis: Advantages, Challenges, and the Opportunity to Produce Tailor-Made Rhamnolipids.

Wittgens A, Rosenau F Front Bioeng Biotechnol. 2020; 8:594010.

PMID: 33195161 PMC: 7642724. DOI: 10.3389/fbioe.2020.594010.

Double bond localization in unsaturated rhamnolipid precursors 3-(3-hydroxyalkanoyloxy)alkanoic acids by liquid chromatography-mass spectrometry applying online Paternò-Büchi reaction.

Jeck V, Froning M, Tiso T, Blank L, Hayen H Anal Bioanal Chem. 2020; 412(23):5601-5613.

PMID: 32627084 PMC: 7413879. DOI: 10.1007/s00216-020-02776-5.

References

BLIGH E, Dyer W . A rapid method of total lipid extraction and purification. Can J Biochem Physiol. 1959; 37(8):911-7. DOI: 10.1139/o59-099. View

Denekamp C, Claeys M, Pocsfalvi G . Mechanism of cross-ring cleavage reactions in dirhamnosyl lipids: effect of the alkali ion. Rapid Commun Mass Spectrom. 2000; 14(9):794-9. DOI: 10.1002/(SICI)1097-0231(20000515)14:9<794::AID-RCM945>3.0.CO;2-3. View

Heyd M, Kohnert A, Tan T, Nusser M, Kirschhofer F, Brenner-Weiss G . Development and trends of biosurfactant analysis and purification using rhamnolipids as an example. Anal Bioanal Chem. 2008; 391(5):1579-90. DOI: 10.1007/s00216-007-1828-4. View

Nie M, Yin X, Ren C, Wang Y, Xu F, Shen Q . Novel rhamnolipid biosurfactants produced by a polycyclic aromatic hydrocarbon-degrading bacterium Pseudomonas aeruginosa strain NY3. Biotechnol Adv. 2010; 28(5):635-43. PMC: 4158028. DOI: 10.1016/j.biotechadv.2010.05.013. View

rezanka T, Siristova L, Melzoch K, Sigler K . Direct ESI-MS analysis of O-acyl glycosylated cardiolipins from the thermophilic bacterium Alicyclobacillus acidoterrestris. Chem Phys Lipids. 2009; 161(2):115-21. DOI: 10.1016/j.chemphyslip.2009.07.005. View

Siristova L, Melzoch K, rezanka T . Fatty acids, unusual glycophospholipids and DNA analyses of thermophilic bacteria isolated from hot springs. Extremophiles. 2008; 13(1):101-9. DOI: 10.1007/s00792-008-0202-6. View

Warabi K, Hamada T, Nakao Y, Matsunaga S, Hirota H, Soest R . Axinelloside A, an unprecedented highly sulfated lipopolysaccharide inhibiting telomerase, from the marine sponge, Axinella infundibula. J Am Chem Soc. 2005; 127(38):13262-70. DOI: 10.1021/ja052688r. View

rezanka T, Siristova L, Melzoch K, Sigler K . Identification of (S)-11-cycloheptyl-4-methylundecanoic acid in acylphosphatidylglycerol from Alicyclobacillus acidoterrestris. Chem Phys Lipids. 2009; 159(2):104-13. DOI: 10.1016/j.chemphyslip.2009.02.001. View

Abdel-Mawgoud A, Lepine F, Deziel E . Rhamnolipids: diversity of structures, microbial origins and roles. Appl Microbiol Biotechnol. 2010; 86(5):1323-36. PMC: 2854365. DOI: 10.1007/s00253-010-2498-2. View

10.

Pantazaki A, Dimopoulou M, Simou O, Pritsa A . Sunflower seed oil and oleic acid utilization for the production of rhamnolipids by Thermus thermophilus HB8. Appl Microbiol Biotechnol. 2010; 88(4):939-51. DOI: 10.1007/s00253-010-2802-1. View

11.

Rooney A, Price N, Ray K, Kuo T . Isolation and characterization of rhamnolipid-producing bacterial strains from a biodiesel facility. FEMS Microbiol Lett. 2009; 295(1):82-7. DOI: 10.1111/j.1574-6968.2009.01581.x. View

12.

Knirel Y . Polysaccharide antigens of Pseudomonas aeruginosa. Crit Rev Microbiol. 1990; 17(4):273-304. DOI: 10.3109/10408419009105729. View

13.

Cameotra S, Makkar R . Synthesis of biosurfactants in extreme conditions. Appl Microbiol Biotechnol. 1998; 50(5):520-9. DOI: 10.1007/s002530051329. View

14.

Deziel E, Lepine F, Milot S, Villemur R . Mass spectrometry monitoring of rhamnolipids from a growing culture of Pseudomonas aeruginosa strain 57RP. Biochim Biophys Acta. 2000; 1485(2-3):145-52. DOI: 10.1016/s1388-1981(00)00039-1. View

15.

Sharma A, Jansen R, Nimtz M, Johri B, Wray V . Rhamnolipids from the rhizosphere bacterium Pseudomonas sp. GRP(3) that reduces damping-off disease in Chilli and tomato nurseries. J Nat Prod. 2007; 70(6):941-7. DOI: 10.1021/np0700016. View

16.

Silva S, Farias C, Rufino R, Luna J, Sarubbo L . Glycerol as substrate for the production of biosurfactant by Pseudomonas aeruginosa UCP0992. Colloids Surf B Biointerfaces. 2010; 79(1):174-83. DOI: 10.1016/j.colsurfb.2010.03.050. View

17.

Imai H, Yamamoto K, Shibahara A, Miyatani S, Nakayama T . Determining double-bond positions in monoenoic 2-hydroxy fatty acids of glucosylceramides by gas chromatography-mass spectrometry. Lipids. 2000; 35(2):233-6. DOI: 10.1007/BF02664774. View

18.

Dubeau D, Deziel E, Woods D, Lepine F . Burkholderia thailandensis harbors two identical rhl gene clusters responsible for the biosynthesis of rhamnolipids. BMC Microbiol. 2009; 9:263. PMC: 2804600. DOI: 10.1186/1471-2180-9-263. View

19.

Price N, Ray K, Vermillion K, Kuo T . MALDI-TOF mass spectrometry of naturally occurring mixtures of monorhamnolipids and dirhamnolipids. Carbohydr Res. 2008; 344(2):204-9. DOI: 10.1016/j.carres.2008.10.013. View

20.

Monteiro S, Sassaki G, de Souza L, Meira J, de Araujo J, Mitchell D . Molecular and structural characterization of the biosurfactant produced by Pseudomonas aeruginosa DAUPE 614. Chem Phys Lipids. 2007; 147(1):1-13. DOI: 10.1016/j.chemphyslip.2007.02.001. View