Category:LBGAC

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Caldarchaeol

Upper classes: LB LBG LBGA

Caldarchaeol is glyceroldialkylglycerol tetraether (GDGT), i.e., two isopranyl chains of C40 are ether-attached to two glycerols at both ends. Its stereochemical configuration is usually symmetric but its regioisomer (isocaldarchaeol) coexists to some extent.

In Sulfolobus, methyl groups in the isopranyl chains may form cyclopentanes, and the number of cyclopentanes was found to increase as the growth temperature increases. The same effect was also observed in Thermoplasma [1] but not in Candidatus Nitrososphaera gargensis. [2] The existence of crenarchaeol or pH may be related with the ring synthesis.

カルドアーキオールはグリセロジアルキルグリセロール　テトラエーテル（GDGT）のことで、二本のC40イソプラン鎖が両側でグリセロールにエーテル結合しています。通常は左右対称な結合様式ですが、グリセロールの向きが反転したイソ体も存在します。

イソプラン鎖のメチル基が複数の五員環を構成することが知られ、Sulfolobusでは生育温度を上げると五員環の数も増えることが知られています。同様の効果はThermoplasmaでも観測されましたが、Candidatus Nitrososphaera gargensis では観測されていません。 クレンアーキオールの存在や生育環境の pH が環の生成に関与しているのかもしれません。

  1. ↑ Shimada et al. (2008) J Bacteriol 190, 5404 PMID 18539746
  2. ↑ Pitcher A et al. (2010) ISME J 4, 542 DOI

Subtype

Caldarchaeol (GDGT) LBGAC.png

Isocaldarchaeol LBGAI.png

A geometric isomer of caldarchaeol where the alkanediols connect sn-2 and sn-2 (and sn-3 and sn-3) positions. Gräther et al. first found this regioisomer in Methanothermobacter marburgensis. It was also found in Thermoplasma acidophilum and Sulfolobus solfataricus.

片方のグリセロールがCaldarchaeolと向きの違う異性体。Gräther らがMethanothermobacter marburgensisより見つけ、Thermoplasma acidophilum や Sulfolobus solfataricus でも確認されました。

EEL3006.png
Arrow00r35.png LBGAC 4ring.png
Arrow00r35.png LBGAC 8ring.png
 Caldarchaeol with cyclopentanes

The biosynthesis starts from the core lipid with no cyclopentane, and the number of cyclopentanes increases one by one up to eight. The composition depends on the species and their culture conditions, and we do not register the ring variations within the same species in this database.

生合成はコア構造である五員環の無いタイプから、１つずつ環を増やして 8 個含むものまでが存在します。それらの組成は生物種や培養条件にも依存するので、このデータベースでは五員環数のバリエーションを個別に登録していません。

List

Showing below 66 results of search LBGAC.

  1. LBGACA2G01:   glucopyranosyl-galactofuranosyl-caldarchaetidyltrimethyl-aminopentanetetrol   D-glucopyranosyl- (α-1-2) β-D-galactofuranosyl-caldarchaetidyl-N,N,N-trimethyl-aminopentanetetrol  PGL-III  
  2. LBGACA2G02:   galactofuranosyl-galactofuranosyl-caldarchaetidyltrimethyl-aminopentanetetrol  D-galctofuranosyl- (β-1-6) β-D-galactofuranosyl-caldarchaetidyl-N,N,N-trimethyl-aminopentanetetrol  PGL-IV  
  3. LBGACA2G03:   glucopyranosyl-galactofuranosyl-caldarchaetidyldimethyl-aminopentanetetrol  D-glucopyranosyl- (α-1-2) β-D-galactofuranosyl-caldarchaetidyl-N,N-dimethyl-aminopentanetetrol  PGL-VI  
  4. LBGACA2G04:   galactofuranosyl-galactofuranosyl-caldarchaetidyl-dimethylaminopentanetetrol  D-galactofuranosyl- (β-1-6) β-D-galactofuranosyl-caldarchaetidyldimethyl-aminopentanetetrol  PGL-VII  
  5. LBGACB0N01:   caldarchaeol  diglycerocaldarchaeol  dibiphytanyldiglyceroltetraether  
  6. LBGACB0N02:   isocaldarchaeol  diglycerocaldarchaeol  dibiphytanyldiglyceroltetraether  
  7. LBGACE0N01:   caldarchaetidyl-ethanolamine  caldarchaetidylethanolamine  
  8. LBGACE2G01:   gentiobiosyl-caldarchaetidyl-ethanolamine  gentiobiosylcaldarchaetidylethanolamine  β-glucopyranosyl- (1,6) -β-glucopyranosyl-caldarchaetidylethanolamine  β-D-glucopyranosyl- (1,6) -β-D-glucopyranosyl-caldarchaetidylethanolamine  
  9. LBGACG0N01:   caldarchaetidylglycerol  caldarchaetidyl-glycerol  
  10. LBGACG1G01:   glucosyl-α-caldarchaetidyl-glycerol  α-D-glucosylcaldarchaetidyl-glycerol  GPL-K  
  11. LBGACG1L01:   gulosyl-β-caldarchaetidyl-glycerol  β-L-gulosylcaldarchaetidyl-glycerol  
  12. LBGACG1L02:   gulosyl-β-caldarchaetidyl-glycerol  β-D-gulosylcaldarchaetidyl-glycerol  
  13. LBGACG2G01:   digalactofuranosyl-caldarchaetidyl-glycerol  &digalactofuranosylcaldarchaetidylglycerol  galactofuranosyl-β-1'-6'-galactofuranosyl-β-1'-1caldarchaetidylglycerol  galactofuranosyl-β-1'-6'-galactofuranosyl-β-1'-1caldarchaeol-phosphoglycerol  PGL-II  
  14. LBGACG2G02:   glucopyranosyl-galactofuranosyl-caldarchaetidyl-glycerol  glucopyranosylgalactofuranosylcaldarchaetidylglycerol  glucopyranosyl-α-1'-2'-galactofuranosyl-β-1'-1caldarchaetidylglycerol  PGL-I  
  15. LBGACG2L01:   mannosyl-gulosyl-caldarchaetidyl-glycerol  α-mannosyl- (1-3) -β-gulosyl-caldarchaetidyl-glycerol  α-D-mannosyl- (1-3) -β-gulosyl-caldarchaetidyl-glyceroll  
  16. LBGACG2L02:   β-L-gulopyranosyl-caldarchaetidylglycero  β-L-gulopyranosyl-caldarchaetidyl-glycerol  
  17. LBGACG3L01:   mannosyl-mannosyl-gulosyl-caldarchaetidyl-glycerol  α-mannosyl- (1-3) -α-mannosyl- (1-3) -β-gulosyl-caldarchaetidyl-glycerol  α-D-mannosyl- (1-3) -α-D-mannosyl- (1-3) -β-gulosyl-caldarchaetidyl-glyceroll  
  18. LBGACG4L01:   trimannosyl-mannosyl-gulosyl-caldarchaetidyl-glycerol  α-mannosyl- (1-3) -α-mannosyl- (1-3) -α-mannosyl- (1-3) -β-gulosyl-caldarchaetidyl-glycerol  α-D-mannosyl- (1-3) -α-D-mannosyl- (1-3) -α-D-mannosyl- (1-3) -β-gulosyl-caldarchaetidyl-glyceroll  
  19. LBGACI1N01:   caldarchaetidyl-inositol  caldarchaetidylinositol  caldarchaetidyl-myo-inositol  
  20. LBGACI2G01:   glucopyranosyl-β-caldarchaetidyl-myo-inositol  β-D-glucopyranosyl-caldarchaetidyl-myo-inositol  
  21. LBGACI2G02:   glucopyranosyl-β-caldarchaetidyl-myo-inositol  β-D-glucopyranosyl-caldarchaetidyl-myo-inositol  
  22. LBGACI2G03:   glactopyranosyl-β-caldarchaetidyl-myo-inositol  β-D-galactopyranosyl-caldarchaetidyl-myo-inositol  
  23. LBGACI3G01:   glucopyranosyl-β-galactopyranosyl-β-caldarchaetidyl-myo-inositol  
  24. LBGACI3G02:   gentiobiosyl-caldarchaetidyl-inositol  gentiobiosylcaldarchaetidylinositol  β-glucopyranosyl- (1,6) -β-glucopyranosyl-caldarchaetidylinositol  β-D-glucopyranosyl- (1,6) -β-D-glucopyranosyl-caldarchaetidylinositol  
  25. LBGACI3G03:   glucopyranosyl-β-glactopyranosyl-β-caldarchaetidyl-myo-inositol  
  26. LBGACI3G04:   α-glucopyranosyl- (1,4) -β-glalactopyranosyl-caldarchaetidyl-myo-inositol  α-D-glucopyranosyl- (1,4) -β-D-glalactopyranosyl-caldarchaetidyl-myo-inositol  
  27. LBGACI3S01:   HSO3-glucopyranosyl-β-glactopyranosyl-β-caldarchaetidyl-myo-inositol  
  28. LBGACI3X01:   acetyldiglycosyl-caldarchaetidyl-inositol  acetyldiglycosylcaldarchaetidyl-inositol  
  29. LBGACI4G01:   glucopyranosyl-β-1'-2'-glucopyranosyl-β-1'-2'-glucopyranosyl-β-caldarchaetidyl-myo-inositol  β-D-glucopyranosyl- (1,2) -β-D-glucopyranosyl- (1,2) -β-D-glucopyranosyl-caldarchaetidyl-myo-inositol  
  30. LBGACN1G01:   glucopyranosyl-β-caldarchaeol  β-D-glucopyranosylcaldarchaeol  
  31. LBGACN1G02:   glucosyl-α-caldarchaeol  α-D-glucosylcaldarchaeol  GL-1b  
  32. LBGACN1G03:   glucopyranosyl-β-caldarchaeol  β-D-glucopyranosylcaldarchaeol  GL-1  
  33. LBGACN1G04:   glucopyranosyl-β-caldarchaeol  β-D-glucopyranosylcaldarchaeol  GL-1  
  34. LBGACN1L01:   gulosyl-β-caldarchaeol  β-L-gulosylcaldarchaeol  GL-1a  
  35. LBGACN1L02:   gulosyl-β-caldarchaeol  β-L-gulosylcaldarchaeol  
  36. LBGACN2G01:   glucopyranosyl-6-acetylgalactofuranosyl-caldarchaeol  D-glucopyranosyl- (α-1-2) -6-acetyl-β-D-galactofuranosyl-caldarchaeol  Ac-DGT-I  
  37. LBGACN2G02:   glucopyranosyl-β-1'-2'-glucopyranosyl-β-caldarchaeol  β-D-glucopyranosyl- (1,2) -β-D-glucopyranosyl-caldarchaeol  
  38. LBGACN2G03:   1- (α-D-glucosyl) -1'- (α-D-glucosyl) -caldarchaeol  GL-2c  
  39. LBGACN2G04:   glucopyranosyl-β-glactopyranosyl-β-caldarchaeol  
  40. LBGACN2G05:   gentiobiosyl-caldarchaeol  gentiobiosylcaldarchaeol  β-glucopyranosyl- (1,6) -β-glucopyranosyl-caldarchaeol  β-D-glucopyranosyl- (1,6) -β-D-glucopyranosyl-caldarchaeol  GL-3  
  41. LBGACN2G06:   glucopyranosyl-galactofuranosyl-caldarchaeol  glucopyranosylgalactofuranosylcaldarchaeol  glucopyranosyl-α-1'-2'-galactofuranosyl-β-1'-1caldarchaeol  DGT-I  
  42. LBGACN2G07:   digalactofuranosyl-caldarchaeol  digalactofuranosylcaldarchaeol  galactofuranosyl-β-1'-6'-galactofuranosyl-β-1'-1caldarchaeol  DGT-II  
  43. LBGACN2G08:   gentiobiosyl-caldarchaeol  gentiobiosylcaldarchaeol  β-glucopyranosyl- (1,6) -β-glucopyranosyl-caldarchaeol  β-D-glucopyranosyl- (1,6) -β-D-glucopyranosyl-caldarchaeol  GL-3  
  44. LBGACN2G09:   glucopyranosyl-β-glactopyranosyl-β-caldarchaeol  
  45. LBGACN2G10:   α-glucopyranosyl- (1,4) -β-glalactopyranosyl-caldarchaeol  α-D-glucopyranosyl- (1,4) -β-D-glalactopyranosyl-caldarchaeol  
  46. LBGACN2G11:   glucopyranosyl-β-glactopyranosyl-β-caldarchaeol  
  47. LBGACN2G12:   glucopyranosyl-galactopyranosyl-caldarchaeol  1- [D-glucosyl- (β1-3) -D-galactosyl- (β1) ] sn-caldarchaeol  
  48. LBGACN2L01:   1- (β-L-gulosyl) -1'- (β-L-gulosyl) -caldarchaeol  GL-2a  
  49. LBGACN2L02:   1- (β-L-gulosyl) -1'- (α-D-glucosyl) -caldarchaeol  GL-2b  
  50. LBGACN2L03:   1- (β-L-gulosyl) -1'- (β-L-gulosyl) -caldarchaeol  
  51. LBGACN2L04:   mannosyl-gulosyl-caldarchaeol  mannosyl-gulosylcaldarchaeol  α-mannosyl- (1-3) -β-gulosylcaldarchaeol  α-D-mannosyl- (1-3) -β-gulosylcaldarchaeol  
  52. LBGACN2S01:   HSO3-glucopyranosyl-β-glactopyranosyl-β-caldarchaeol  
  53. LBGACN3G01:   glucopyranosyl-galactofuranosyl- (galactofuranosyl) caldarchaeol  1-D-glucopyranosyl- (a1-2) -β-D-galactofuranosyl- (1'-β-D-galactofuranosyl) caldarchaeol  TGT-I  
  54. LBGACN3G02:   glucopyranosyl-β-1'-2'-glucopyranosyl-β-1'-2'-glucopyranosyl-β-caldarchaeol  β-D-glucopyranosyl- (1,2) -β-D-glucopyranosyl- (1,2) -β-D-glucopyranosyl-caldarchaeol  
  55. LBGACN3G03:   β-glucopyranosyl- (1,6) -β-glucopyranosyl- (1,6) -β-glucopyranosyl-caldarchaeol  β-D-glucopyranosyl- (1,6) -β-D-glucopyranosyl- (1,6) -β-D-glucopyranosyl-caldarchaeol  GL-4  
  56. LBGACN3G04:   β-glucopyranosyl- (1,6) -β-glucopyranosyl- (1,6) -β-glucopyranosyl-caldarchaeol  β-D-glucopyranosyl- (1,6) -β-D-glucopyranosyl- (1,6) -β-D-glucopyranosyl-caldarchaeol  GL-4  
  57. LBGACN3L01:   1-α-mannosyl- (1-3) -β-gulosyl-1'-β-gulosyl-caldarchaeol  1-α-D-mannosyl- (1-3) -β-gulosyl-1'-β-gulosyl-caldarchaeol  
  58. LBGACN3L02:   mannosyl-mannosyl-gulosyl-caldarchaeol  mannosyl-mannosyl-gulosylcaldarchaeol  α-mannosyl- (1-3) -α-mannosyl- (1-3) -β-gulosylcaldarchaeol  α-D-mannosyl- (1-3) -α-D-mannosyl- (1-3) -β-gulosylcaldarchaeol  
  59. LBGACN4G01:   glucopyranosyl-galactopyranosyl- (glucopyranosyl-galactopyranosyl) caldarchaeol  GL-X3  
  60. LBGACN4L01:   trimannosyl-glucosylcaldarchaeol  α-mannosyl- (1-3) -α-mannosyl- (1-3) -α-mannosyl- (1-3) -β-gulosylcaldarchaeol  α-D-mannosyl- (1-3) -α-D-mannosyl- (1-3) -α-D-mannosyl- (1-3) -β-gulosylcaldarchaeol  
  61. LBGACNXM01:   [mannopyranosyl-α- (1,2) -mannopyranosyl-α- (1,4) -mannopyranosyl-α- (1,3) ]8-glucopyranosyl-α- (1,1) -caldarchaeol  [mannopyranosyl-α- (1,2) -mannopyranosyl-α- (1,4) -mannopyranosyl-α- (1,3) ]8-glucopyranosyl-α- (1,1) -dibiphytanyldiglycerol tetraether  
  62. LBGACP0N01:   caldarchaetidic acid  tetraether analog of phosphatidic acid  
  63. LBGACP1G01:   glucopyranosyl-caldarchaetidic acid  β-D-glucopyranosyl-caldarchaetidic acid  Glc-CS-P
  64. LBGACP2G01:   gentiobiosyl-caldarchaetidic acid  glucopyranosyl-glucopyranosyl-caldarchaetidic acid  β-D-glucopyranosyl-(1->6)-O-β-D-glucopyranosyl-caldarchaetidic acid
  65. LBGACS0N01:   caldarchaetidyl-serine  caldarchaetidylserine  
  66. LBGACS2G01:   gentiobiosyl-caldarchaetidyl-serine  gentiobiosylcaldarchaetidylserine  β-glucopyranosyl- (1,6) -β-glucopyranosyl-caldarchaetidylserine  β-D-glucopyranosyl- (1,6) -β-D-glucopyranosyl-caldarchaetidylserine  

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