BIOSYNTHESIS AND FUNCTION OF THE SULFOLIPID SULFOQUINOVOSYL DIACYLGLYCEROL.

The sulfolipid sulfoquinovosyl diacylglycerol is an abundant sulfur-containing nonphosphorous glycerolipid that is specifically associated with photosynthetic membranes of higher plants, mosses, ferns, algae, and most photosynthetic bacteria. The characteristic structural feature of sulfoquinovosyl diacylglycerol is the unique head group constituent sulfoquinovose, a derivative of glucose in which the 6-hydroxyl is replaced by a sulfonate group. While there is growing evidence for the final assembly of the sulfolipid by the transfer of the sulfoquinovosyl moiety from UDP-sulfoquinovose to the sn-3 position of diacylglycerol, very little is known about the biosynthesis of the precursor UDP-sulfoquinovose. Recently, a number of mutants deficient in sulfolipid biosynthesis and the corresponding sqd genes have become available from different organisms. These provide novel tools to analyze sulfolipid biosynthesis by a combination of molecular and biochemical approaches. Furthermore, the analysis of sulfolipid-deficient mutants has provided novel insights into the function of sulfoquinovosyl diacylglycerol in photosynthetic membranes.

[1]  J. Schiefelbein,et al.  Mutant of Arabidopsis deficient in xylem loading of phosphate. , 1991, Plant physiology.

[2]  J. Ladha,et al.  Photosynthetic symbionts of Aeschynomene spp. form a cluster with bradyrhizobia on the basis of fatty acid and rRNA analyses. , 1994, International journal of systematic bacteriology.

[3]  V. Dembitsky,et al.  Glycolipids, phospholipids and fatty acids of brown algae species , 1990 .

[4]  N. Sato,et al.  Distribution of Diacylglycerylhydroxymethyltrimethyl-β-alanine (DGTA) and Phosphatidylcholine in Brown Algae , 1991 .

[5]  B. Green,et al.  Biochemical and biophysical properties of thylakoid acyl lipids , 1991 .

[6]  J. Joyard,et al.  Sulfolipid synthesis from 35SO42− and [1-14C]acetate in isolated intact spinach chloroplasts , 1986 .

[7]  C. Benning,et al.  The sulfolipid sulfoquinovosyldiacylglycerol is not required for photosynthetic electron transport in Rhodobacter sphaeroides but enhances growth under phosphate limitation. , 1993, Proceedings of the National Academy of Sciences of the United States of America.

[8]  Accumulation of UDP-sulfoquinovose in a Sulfolipid-deficient Mutant of Rhodobacter sphaeroides(*) , 1995, The Journal of Biological Chemistry.

[9]  G. A. Barber.  THE FORMATION OF URIDINE DIPHOSPHATE L-RHAMNOSE BY ENZYMES OF THE TOBACCO LEAF. , 1963, Archives of biochemistry and biophysics.

[10]  H. C. Patel,et al.  ATP sulfurylase from higher plants: kinetic and structural characterization of the chloroplast and cytosol enzymes from spinach leaf. , 1993, Archives of biochemistry and biophysics.

[11]  C. Benning,et al.  Isolation and genetic complementation of a sulfolipid-deficient mutant of Rhodobacter sphaeroides , 1992, Journal of bacteriology.

[12]  J. Schwenn,et al.  In Vitro Biosynthesis of the Plant Sulpholipid: On the Origin of the Sulphonate Group , 1981 .

[13]  T. Goodwin,et al.  Some observations on the biosynthesis of the plant sulpholipid by Euglena gracilis. , 1966, Biochemical Journal.

[14]  A. Benson.  THE PLANT SULFOLIPID. , 1963, Advances in lipid research.

[15]  K. Gustafson,et al.  AIDS-antiviral sulfolipids from cyanobacteria (blue-green algae). , 1989, Journal of the National Cancer Institute.

[16]  H. Nishino,et al.  Isolation and identification of anti-tumor-promoting principles from the fresh-water cyanobacterium Phormidium tenue. , 1993, Chemical & pharmaceutical bulletin.

[17]  J. Golbeck.  Shared thematic elements in photochemical reaction centers. , 1993, Proceedings of the National Academy of Sciences of the United States of America.

[18]  J. Imhoff.  Lipids, Fatty Acids and Quinones in Taxonomy And Phylogeny of Anoxygenic Phototrophic Bacteria , 1988 .

[19]  J. Harwood,et al.  The plant sulpholipid-- a major component of the sulphur cycle. , 1979, Biochemical Society transactions.

[20]  E. Heinz,et al.  Membrane lipids of Rhodopseudomonas viridis. , 1997, Biochimica et biophysica acta.

[21]  J. Mudd,et al.  Biosynthesis of sulfoquinovosyldiacylglycerol in higher plants : use of adenosine-5'-phosphosulfate and adenosine-3'-phosphate 5'-phosphosulfate as precursors. , 1990, Plant physiology.

[22]  D. Campbell,et al.  Membrane lipid composition of the unusual cyanobacterium Gloeobacter violaceus sp. PCC 7421, which lacks sulfoquinovosyl diacylglycerol , 1996, Archives of Microbiology.

[23]  V. Dembitsky,et al.  Glycolipids and fatty acids of some seaweeds and marine grasses from the black sea , 1991 .

[24]  C. Benning,et al.  Isolation and functional expression in Escherichia coli of a gene encoding phosphatidylethanolamine methyltransferase (EC 2.1.1.17) from Rhodobacter sphaeroides. , 1993, The Journal of biological chemistry.

[25]  W. Mayberry,et al.  A sulfonolipid and novel glucosamidyl glycolipids from the extreme thermoacidophile Bacillus acidocaldarius. , 1976, Biochimica et biophysica acta.

[26]  H. G. Trüper,et al.  Lipid composition of six species of the phototrophic bacterial genus ectothiorhodospira , 1982 .

[27]  D. Minnikin,et al.  Replacement of acidic phospholipids by acidic glycolipids in Pseudomonas diminuta , 1974, Nature.

[28]  N. Sato,et al.  Isolation and characterization of mutants affected in lipid metabolism of Chlamydomonas reinhardtii. , 1995, European journal of biochemistry.

[29]  N. M. Kredich,et al.  Regulation of O-acetylserine sulfhydrylase B by L-cysteine in Salmonella typhimurium , 1979, Journal of bacteriology.

[30]  D. Bryant.  The Molecular Biology of Cyanobacteria , 1994, Advances in Photosynthesis.

[31]  H. Ohta,et al.  Cloning of the gene for monogalactosyldiacylglycerol synthase and its evolutionary origin. , 1997, Proceedings of the National Academy of Sciences of the United States of America.

[32]  E. Heinz,et al.  Enzymatic Characteristics of UDP‐sulfoquinovose: Diacylglycerol Sulfoquinovosyltransferase from Chloroplast Envelopes , 1992 .

[33]  T. Haines.  CHAPTER 4 – Sulfolipids and Halosulfolipids , 1973 .

[34]  R. Hell.  Molecular physiology of plant sulfur metabolism , 1997, Planta.

[35]  A. Benson,et al.  A SULFOLIPID IN PLANTS. , 1959, Proceedings of the National Academy of Sciences of the United States of America.

[36]  L. Willmitzer,et al.  Isolation and characterization of two cDNA clones encoding ATP-sulfurylases from potato by complementation of a yeast mutant. , 1994, The Plant journal : for cell and molecular biology.

[37]  J. Mudd,et al.  Biosynthesis of Sulfoquinovosyldiacylglycerol in Higher Plants: The Incorporation of SO(4) by Intact Chloroplasts in Darkness. , 1987, Plant physiology.

[38]  Y. Nakamura,et al.  Sequence analysis of the genome of the unicellular cyanobacterium Synechocystis sp. strain PCC6803. II. Sequence determination of the entire genome and assignment of potential protein-coding regions (supplement). , 1996, DNA research : an international journal for rapid publication of reports on genes and genomes.

[39]  C. Benning,et al.  A Null Mutant of Synechococcus sp. PCC7942 Deficient in the Sulfolipid Sulfoquinovosyl Diacylglycerol (*) , 1996, The Journal of Biological Chemistry.

[40]  R. Bligny,et al.  31P NMR studies of spinach leaves and their chloroplasts. , 1990, The Journal of biological chemistry.

[41]  J. D. Paula,et al.  The Use of Cyanobacteria in the Study of the Structure and Function of Photosystem II , 1994 .

[42]  J. Schiff,et al.  The role of mitochondria in sulfolipid biosynthesis by Euglena chloroplasts , 1987 .

[43]  M. M. Allen,et al.  A comparison of the major lipid classes and fatty acid composition of marine unicellular cyanobacteria with freshwater species , 1991, Archives of Microbiology.

[44]  N. Sato,et al.  Impaired photosystem II in a mutant of Chlamydomonas reinhardtii defective in sulfoquinovosyl diacylglycerol. , 1995, European journal of biochemistry.

[45]  C. Benning,et al.  Accumulation of a novel glycolipid and a betaine lipid in cells of Rhodobacter sphaeroides grown under phosphate limitation. , 1995, Archives of biochemistry and biophysics.

[46]  T. Leustek.  Molecular genetics of sulfate assimilation in plants , 1996 .

[47]  W. Kühlbrandt.  Structure and function of the plant light-harvesting complex, LHC-II , 1994 .

[48]  E. Heinz,et al.  Synthesis of different nucleoside 5'-diphospho-sulfoquinovoses and their use for studies on sulfolipid biosynthesis in chloroplasts. , 1989, European journal of biochemistry.

[49]  C. Benning,et al.  Accumulation of sulfoquinovosyl-1-O-dihydroxyacetone in a sulfolipid-deficient mutant of Rhodobacter sphaeroides inactivated in sqdC. , 1997, Archives of biochemistry and biophysics.

[50]  P. Weisbeek,et al.  The transit sequence mediates the specific interaction of the precursor of ferredoxin with chloroplast envelope membrane lipids. , 1993, The Journal of biological chemistry.

[51]  S. Radwan,et al.  Lipid and fatty acid composition of freshwater cyanobacteria , 1990 .

[52]  R. Hollingsworth,et al.  Occurrence of sulfoquinovosyl diacylglycerol in some members of the family Rhizobiaceae. , 1994, Journal of lipid research.

[53]  H. Mohri,et al.  Effect of Egg Sulpholipid on Respiration of Sea Urchin Spermatozoa , 1967, Nature.

[54]  C. Benning,et al.  Identification of an operon involved in sulfolipid biosynthesis in Rhodobacter sphaeroides , 1992, Journal of bacteriology.

[55]  A. Boschetti,et al.  Sulfolipid associated with the light-harvesting complex associated with photosystem II apoproteins of Chlamydomonas reinhardii , 1988 .

[56]  D. G. Bishop,et al.  Biosynthesis of sulfoquinovosyldiacylglycerol in higher plants: the incorporation of 35SO4 by intact chloroplasts. , 1985, Archives of biochemistry and biophysics.

[57]  W. Kühlbrandt,et al.  Lipid-protein interactions in crystals of plant light-harvesting complex. , 1993, Journal of molecular biology.

[58]  J. Imhoff,et al.  Lipids, Quinones and Fatty Acids of Anoxygenic Phototrophic Bacteria , 1995 .

[59]  Alfons Radunz.  Über das Sulfochinovosyl-diacylglycerin aus höheren Pflanzen, Algen und Purpurbakterien , 1969 .

[60]  T. Hawkes,et al.  A new pathway for the synthesis of the plant sulpholipid, sulphoquinovosyldiacylglycerol. , 1995, The Biochemical journal.

[61]  J. Lunn,et al.  Localization of ATP Sulfurylase and O-Acetylserine(thiol)lyase in Spinach Leaves. , 1990, Plant physiology.

[62]  A. Schmidt,et al.  Open Questions about Sulfur Metabolism in Plants , 1992 .

[63]  J. Joyard,et al.  Biochemistry and function of the plastid envelope. , 1990, Annual review of cell biology.

[64]  T. Sasaki,et al.  Toward cataloguing all rice genes: large-scale sequencing of randomly chosen rice cDNAs from a callus cDNA library. , 1994, The Plant journal : for cell and molecular biology.