Algal and bacterial lipids
Download
1 / 14

CC-by: Tobias Kind (2008) - PowerPoint PPT Presentation


  • 396 Views
  • Uploaded on

Algal and bacterial lipids 2008 Research Seminar Tobias Kind fiehnlab.ucdavis.edu http://fiehnlab.ucdavis.edu/staff/kind/Metabolomics/LipidAnalysis/. Free to share, copy, remix by attribution: Tobias Kind (FiehnLab). CC-by. CC-by: Tobias Kind (2008). LIPIDS.

loader
I am the owner, or an agent authorized to act on behalf of the owner, of the copyrighted work described.
capcha
Download Presentation

PowerPoint Slideshow about 'CC-by: Tobias Kind (2008)' - betty_james


An Image/Link below is provided (as is) to download presentation

Download Policy: Content on the Website is provided to you AS IS for your information and personal use and may not be sold / licensed / shared on other websites without getting consent from its author.While downloading, if for some reason you are not able to download a presentation, the publisher may have deleted the file from their server.


- - - - - - - - - - - - - - - - - - - - - - - - - - E N D - - - - - - - - - - - - - - - - - - - - - - - - - -
Presentation Transcript
Slide1 l.jpg

Algal and bacterial lipids

2008

Research Seminar

Tobias Kind

fiehnlab.ucdavis.edu

http://fiehnlab.ucdavis.edu/staff/kind/Metabolomics/LipidAnalysis/

Free to share, copy, remix

by attribution: Tobias Kind (FiehnLab)

CC-by

CC-by: Tobias Kind (2008)


Slide2 l.jpg

LIPIDS

Source: Sud M, Fahy E, Cotter D, Brown A, Dennis EA, Glass CK, Merrill AH, Murphy RC, Raetz CRH, Russell DW:

LMSD: LIPID MAPS structure database. Nucleic Acids Research 2007, 35(1):D527-D532. doi:10.1093/nar/gkl838


Slide3 l.jpg

Odd and even chained lipids

  • Odd carbon chained alkanes are common in algae an bacteria

  • (examples V. furnissii or B. braunii)

  • Odd carbon chain fatty acids are common in algae and bacteria

  • and odd short chain fatty acids in animals

  • Odd carbon chain fatty acids and alkanes are part of human diet

    via diary products (bacteria in rumen) and fish and plant intake


Slide4 l.jpg

Chain length and maximum degree of unsaturation

[28:8(n-3)] FA

C28H40O2

octacosaoctaenoic acid

from microalgae

YYNGQLOFHNMZSC-GVKGLABJBC

Nine double bonds

in crustacea (not algae)

doi:10.1016/j.chroma.2005.08.011


Slide5 l.jpg

Maximum chain lengths

Neutral Lipids: Chain length C40

Glycolipids: Chain length C30−36, C50−58, C74−82

Phospholipids: common up to C40 FA


Slide6 l.jpg

Glycosylglicerides in algae

MGDG

DGDG

Source: Membrane Lipids in Algae; John L. Harwood; Springer Verlag

SQDG


Slide7 l.jpg

Other lipid classes found in algae

Sulfonoglycolipids

Aminoglucoglycerolipids

Oxylipins

Galactolipids

Source: Natural Product Updates (RSC)


Slide8 l.jpg

Acyl lipids in algae

DGDG - digalactosyldiacylglycerol

DGTA - diacylglycerylhydroxymethyltrimethylalanine

DGTS - diacylglyceryltrimethylhomoserine

DPG - diphosphatidylglycerol (cardiolipin)

MGDG - monogalactosyldiacylglycerol

SQDG -sulfoquinovosyldiacylglycerol

PC - phosphatidylcholine

PE - phosphatidylethanolamine

PG - phosphatidylglycerol

PI - phosphatidylinositol

Source: Membrane Lipids in Algae; John L. Harwood; Springer Verlag


Slide9 l.jpg

List of common plant and algal glycosylglycerides

Common SQDG and MGDG and DGDD species in Arabidopsis

Source: Welti, Wang (2004): Lipid species profiling: a high-throughput approach to identify

lipid compositional changes and determine the function of

genes involved in lipid metabolism and signaling http://dx.doi.org/10.1016/j.pbi.2004.03.011

913.6 DGDG (32:1) + Na+

911.6b DGDG (32:2) + Na+

941.6a DGDG (34:1) + Na+

939.6a DGDG (34:2) + Na+

937.6a DGDG (34:3) + Na+

931.6 DGDG (34:6) + Na+

929.6b DGDG (34:7) + Na+

959.6 DGDG (36:6) + Na+

975.6 DGDG (36:6) + K+

957.6 DGDG (36:7) + Na+

756.6a DGTS (34:3) + Na+

734.6a DGTS (34:3) + H+

690.5 DGTS (34:3) - CO2

754.6a DGTS (34:4) + Na+

732.6a DGTS (34:4) + H+

688.5 DGTS (34:4) - CO2

749.5 MGDG (32:2) + Na+

739.5 MGDG (32:5) + Na+

741.5 MGDG (32:6) + Na+

785.5 MGDG (34:6) + K+

769.5 MGDG (34:6) + Na+

797.5 MGDG (36:6) + Na+

813.5 MGDG (36:6) + K+

793.5b MGDG (36:8) + Na+

819.5 MGDG (38:9) + Na+

861.5 SQDG (34:3, sodium salt) + Na+ 839.5 SQDG (34:3, sodium salt) + H+

Common SQDG and MGDG

and DGDD species in algae

Source: Schiller (2007) The lipid composition of the unicellular green alga Chlamydomonas reinhardtii and the diatom Cyclotella meneghiniana investigated by MALDI-TOF MS and TLC

http://dx.doi.org/10.1016/j.chemphyslip.2007.06.224

See also Guschina and Harwood; Lipids: Chemical Diversity

http://dx.doi.org/10.1002/9780470048672.wecb292


Slide10 l.jpg

Fatty acid compositions in algae

Source: LIPIDS FROM THE MARINE ALGA Gracilaria verrucosa; S. V. Khotimchenko


Slide11 l.jpg

Lipid compositions in algae

Elsevier: Chemistry and Physics of Lipids 150 (2007) 143–155

VIELER Astrid ; WILHELM Christian ; GOSS Reimund ; SÜSS Rosmarie ; SCHILLER Jürgen ;


Slide12 l.jpg

Algae in the dark

Source: THE HIDDEN LIFE OF ALGAE UNDERGROUND

Werner Reisser, Springer Verlag


Slide13 l.jpg

Hydrocracking of B. Braunii

Source: Hydrocracking of the oils of Botryococcus braunii to transport fuels


Slide14 l.jpg

Conclusions

Expect everything!

Little is known about complex fatty acids and lipids/phospholipids in algae and bacteria

Profiling/Fingerprinting of large sample sets is possible with current analytical platforms

Current lipid profiling platforms screen only for common known lipids and lipid classes

Structure ID requires advanced MS and NMR platforms

http://fiehnlab.ucdavis.edu/staff/kind/Metabolomics/LipidAnalysis/