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Identification of the bacteriochlorophyll homologues of Chlorobium phaeobacteroides strain UdG6053 grown at low light intensity

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Abstract

Detailed APCI LC-MS/MS analysis using an improved HPLC separation reveals the green sulphur bacterium Chlorobium phaeobacteroides strain UdG6053 to contain a wider range of distinct bacteriochlorophyll homologues than has been previously recognised in Chlorobiaceae. The diversity in the homologue distribution is confirmed as arising from differences in the extent of alkylation of the macrocycle and variation in the nature of the esterifying alcohol and a novel series of bacteriochlorophyll structures has been recognised. Homologues containing esterifying alcohols other than farnesol, a number of which have not previously been reported in Chlorobiaceae, are present in high relative abundance. Confirmation of the structures of the esterifying alcohols has been obtained by hydrolysis and analysis by GC-MS.

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References

  • Abella CA, Montesinos E and Guerrero R (1980) Field studies on the competition between purple and green sulphur bacteria for available light (Lake Siso, Spain). In: Dokulil M, Metz H and Jewson D (eds) Developments in Hydrobiology, pp 173–181. Dr W. Junk, The Hague

    Google Scholar 

  • Airs RL and Keely BJ (2000) A novel approach for sensitivity enhancement in atmospheric pressure chemical ionisation liquid chromatography/mass spectrometry of chlorophylls. Rapid Commun Mass Spectrom 14: 125–128

    Article  PubMed  CAS  Google Scholar 

  • Airs RL Atkinson JE and Keely BJ (2001) Development and application of a high resolution liquid chromatographic method for the analysis of complex pigment distributions. J Chromatogr A 917: 169–179

    Article  Google Scholar 

  • Blankenship RE, Olson JM and Miller M (1995) Antenna complexes from green photosynthetic bacteria. In: Blankenship RE, Madigan MT and Bauer CE (eds) Anoxygenic Photosynthetic Bacteria, Advances in Photosynthesis, Vol II, pp 399–435. Kluwer Academic Publishers, Dordrecht, The Netherlands

    Google Scholar 

  • Bobe FW, Pfennig N, Swanson KL and Smith KM (1990) Red shift of absorption maxima in Chlorobineae through enzymic methylation of their antenna bacteriochlorophylls. Biochemistry 29: 4340–4347

    Article  PubMed  CAS  Google Scholar 

  • Borrego CM and Garcia-Gil LJ (1994) Separation of bacteriochlorophyll homologues from green photosynthetic sulphur bacteria by reversed-phase HPLC. Photosynth Res 41: 157–163

    Article  CAS  Google Scholar 

  • Borrego CM and Garcia-Gil LJ (1995) Rearrangement of light harvesting bacteriochlorophyll homologues as a response of green sulphur bacteria to low light intensities. Photosynth Res 45: 21–30

    Article  CAS  Google Scholar 

  • Borrego CM, Garcia-Gil LJ, Bañeras L and Brunet RC (1993) Changes in the composition of phototrophic sulphur bacterial communities in the three basins of Lake Banyoles (Spain). Verh Internat Verein Limnol 25: 720–725

    Google Scholar 

  • Borrego CM, Garcia-Gil LJ, Vila X, Cristina XP, Figueras JB and Abella CA (1997) Distribution of bacteriochlorophyll homologs in natural populations of brown-coloured phototropic sulfur bacteria. FEMS Microbiol Ecol 24: 301–309

    Article  CAS  Google Scholar 

  • Borrego CM, Garcia-Gil LJ, Cristina XP, Vila X and Abella CA (1998a) Occurence of new bacteriochlorophyll d forms in natural populations of green photosynthetic sulfur bacteria. FEMS Microbiol Ecol 26: 257–267

    Article  CAS  Google Scholar 

  • Borrego CM, Bañeras L and Garcia-Gil LJ (1998b) Temporal variability of Chlorobium phaeobacteroides antenna pigments in a meromictic karstic lake. Aquatic Microbial Ecol 17: 121–129

    Google Scholar 

  • Borrego CM, Gerola PD, Miller M and Cox RP (1999) Light intensity effects on pigment composition and organisation in the green sulfur bacterium Chlorobium tepidum. Photosynth Res 59: 159–166

    Article  CAS  Google Scholar 

  • Caple MB, Chow H and Strouse CE (1978) Photosynthetic pigments of green sulphur bacteria: The esterifying alcohols of bacteriochlorophylls c from Chlorobium limicola. J Biol Chem 253: 6730–6737

    PubMed  CAS  Google Scholar 

  • Eckardt CB, Carter JF and Maxwell JR (1991) Combined liquid chromatography/mass spectrometry of tetrapyrroles of sedimentary significance. Energy Fuels 4: 741–747

    Article  Google Scholar 

  • Guerrero R, Pedrós-Alió CC, Esteve I and Mas J (1987) Communities of phototrophic sulphur bacteria in lakes of the Spanish Mediterranean region. Acta Academiae Aboensis 47: 125–151

    Google Scholar 

  • Harris PG, Carter JF, Head RN, Harris RP, Eglinton G and Maxwell JR (1995) Identification of chlorophyll transformation products in zooplankton faecal pellets and marine sediment extracts by liquid chromatography/mass spectrometry atmospheric pressure chemical ionisation. Rapid Commun Mass Spectrom 9: 1177–1183

    Article  CAS  Google Scholar 

  • Hodgson DA, Wright SW and Davies N (1997) Mass spectrometry and reverse phase HPLC techniques for the identification of degraded fossil pigments in lake sediments and their application in palaeolimnology. J Paleolimnol 18: 335–350

    Article  Google Scholar 

  • Holzwarth AR, Griebenow K and Schaffner K (1992) Chlorosomes, photosynthetic antennae with novel self-organized pigment structures. J Photochem Photobiol A 65: 61–71

    Article  CAS  Google Scholar 

  • Huster MS and Smith KM(1990) Biosynthetic studies of substituent homologation in bacteriochlorophylls c and d. Biochemistry 29: 4349–4355

    Article  Google Scholar 

  • Ishii T, Kimura M, Yamamoto T, Kirihata M and Uehara K (2000) The effects of epimerization at the 3(1)-position of bacteriochlorophylls c on their aggregation in chlorosomes of green bacteria. Control of the ratio of 3(1) epimers by light intensity. Photochem and Photobiol 71: 567–573

    Article  CAS  Google Scholar 

  • Kenyon CN and Gray AM (1974) Preliminary analysis of lipids and fatty acids of green bacteria and Chloroflexus aurantiacus. J Bacteriol 120: 131–138

    PubMed  CAS  Google Scholar 

  • Larsen KL, Miller M and Cox RP (1995) Incorporation of exogenous long-chain alcohols into bacteriochlorophyll c homologues by Chloroflexus aurantiacus. Arch Microbiol 163: 119–123

    CAS  Google Scholar 

  • Leeper FJ (1989) The biosynthesis of porphyrins, chlorophylls, and vitamin B12. Nat Prod Rep 6: 171–203

    Article  PubMed  CAS  Google Scholar 

  • Le Bris S, Plante-Cuny MR and Vacelet E (1998) Characterisation of bacterial and algal pigments and breakdown products by HPLC in mixed fresh-water planktonic populations. Arch Hydrobiol 143: 409–434

    CAS  Google Scholar 

  • Montesinos E, Guerrero R, Abella CA and Esteve I (1983) Ecology and physiology of the competition for light between Chlorobium limicola and Chlorobium phaeobacteroides in natural habitats. Appl Environ Microbiol 46: 1007–1016

    PubMed  Google Scholar 

  • Olson JM (1998) Chlorophyll organization and function in green photosynthetic bacteria. Photochem Photobiol 67: 61–75

    Article  CAS  Google Scholar 

  • Ormerod JG, Aukrust TW, Johnsen IJ (1993) Frugal Chlorobium: the ultimate phototroph. In: Guerrero R, Pedrós-Alió C(eds) Trends in Microbial Ecology, pp 59–62. Spanish Society for Microbiology

  • Otte SCM, Jan van de Meent E, van Veelen PA, Pundsnes AS, and Amesz J (1993) Identification of the major chlorosomal bacteriochlorophylls of the green sulfur bacteria Chlorobium vibrioforme and Chlorobium phaeobacteroides; their function in lateral energy transfer. Photosynth Res 35: 159–169

    Article  CAS  Google Scholar 

  • Overmann J, Cypioka H and Pfennig N (1992) An extremely lowlight-adapted phototrophic sulphur bacterium from the Black Sea. Limnol Oceanogr 37: 150–155

    Article  CAS  Google Scholar 

  • Parkin TB and Brock TD (1980) The effects of light quality on the growth of phototrophic bacteria in lakes. Arch Microbiol 125:19–27

    Article  CAS  Google Scholar 

  • Repeta DJ, Simpson DJ, Jorgensen BB and Jannasch HW (1989) Evidence for anoxygenic photosynthesis from the distribution of bacteriochlorophylls in the Black Sea. Nature 342: 69–72

    Article  PubMed  CAS  Google Scholar 

  • Senge MO and Smith KM (1995) Biosynthesis and structures of the bacteriochlorophylls. In: Blankenship RE, Madigan MT and Bauer CE (eds) Anoxygenic Photosynthetic Bacteria, Advances in Photosynthesis. Vol II, pp 137–151. Kluwer Academic Publishers, Dordrecht, The Netherlands

    Google Scholar 

  • Smith KM and Bobe FW (1987) Light adaptation of bacteriochlorophyll d producing bacteria by enzymic methylation of their antenna pigments. J Chem Soc Chem Commun 276–277

  • Smith KM and Simpson DJ (1986) Stereochemistry of the bacteriochlorophyll-e homologues. J. Chem Soc Chem Commun 1682–1684

  • Steensgaard DB, Cox RP and Miller M (1996) Manipulation of the bacteriochlorophyll c homologue distribution in the green sulfur bacterium Chlorobium tepidum. Photosynth Res 48: 385–393

    Article  CAS  Google Scholar 

  • Steensgaard DB, Wackerbarth H, Hildebrandt P and Holzwarth AR (2000) Diastereoselective control of bacteriochlorophyll e aggregation. 3(1)-S-BChl e is essential for the formation of chlorosome-like aggregates. J Phys Chem B 104: 10379–10386

    Article  CAS  Google Scholar 

  • Trüper HG and Pfennig N (1992) The family Chlorobiaceae. In: Balows A, Trüper HG, Dworkin M, Harder W and Schleifer KH (eds) The Prokaryotes. A Handbook on the Biology of Bacteria: Ecophysiology, Isolation, Identification, Applications, pp 3583–3592, 2nd edition. Springer-Verlag, Berlin

    Google Scholar 

  • Vila X and Abella CA (1994) Effects of light quality on the physiology and the ecology of planktonic green sulphur bacteria in lakes. Photosynth Res 41: 53–65

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Department of Chemistry, University of York, Heslington, York, YO10 5DD, UK

    Ruth L. Airs & Brendan J. Keely

  2. Institute of Aquatic Ecology, University of Girona, Campus de Montilivi, E-17071, Girona, Spain

    Carles M. Borrego & Jesus Garcia-Gil

Authors
  1. Ruth L. Airs
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  2. Carles M. Borrego
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  3. Jesus Garcia-Gil
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  4. Brendan J. Keely
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Correspondence to Brendan J. Keely.

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Airs, R.L., Borrego, C.M., Garcia-Gil, J. et al. Identification of the bacteriochlorophyll homologues of Chlorobium phaeobacteroides strain UdG6053 grown at low light intensity. Photosynthesis Research 70, 221–230 (2001). https://doi.org/10.1023/A:1015146304441

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