Show legend Show as text

Structure type: monomer
Trivial name: galactinol
Compound class: glycoside
Contained glycoepitopes: IEDB_136906,IEDB_137472,IEDB_141794,IEDB_144993,IEDB_151528,IEDB_153194,IEDB_190606,SB_7

• Article ID: 11417
  Albini FM, Murelli C, Finzi PV, Ferrarotti M, Cantoni B, Puliga S, Vazzana C "Galactinol in the leaves of the resurrection plant Boea hygroscopica" - Phytochemistry 51(4) (1999) 499-505
  

  The content of low molecular weight substances was analysed in leaf samples of the resurrection plant Boea hygroscopica F. Muell, submitted to dehydration. Drying treatment caused a variation in the carbohydrate pool, with a decrease of all sugars except sucrose which notably increased, becoming the prevalent one in dried leaves. Rehydration almost restored the pretreatment sugar composition. Along with more common sugars galactinol and some higher oligosaccharides of the raffinose family were detected. Their structures were assigned by NMR and GC-MS analyses after acetylation. To our knowledge, this is the first finding in resurrection plants of significant amounts of the galactosyl donor galactinol and of higher galactosyl oligosaccharides, which may have a role in restoring the pre-drying functions upon rehydration.

  sugar analysis, Gesneriaceae, Boea hygroscopica, resurrection plants, drought tolerance, galactinol, raffinose family oligosaccharides

  Publication DOI: 10.1016/S0031-9422(99)00031-X
  Journal NLM ID: 0151434
  Publisher: Elsevier
  Institutions: Dipartimento di Chimica Organica, Viale Taramelli 10, 27100 Pavia, Italy, Dipartimento di Scienze Agronomiche e Gestione del Territorio Agro-Forestale, P. le Cascine 18, 50144 Firenze, Italy
  Methods: 13C NMR, 1H NMR, GC-MS, TLC, GC, acetylation, D/CIMS, COSY, trimethylsilylation
  
   
  
  Boea hygroscopica
  CSDB ID 62668 (all data & tools)
• Article ID: 12238
  Noguchi K, Okuyama K, Ohno S, Hidano T, Wakiuchi N, Tarui T, Tamaki H, Kishihara S, Fujii S "Molecular and crystal structure of galactinol dihydrate [1-O-(α-D-galactopyranosyl)-myo-inositol dihydrate]" - Carbohydrate Research 328(2) (2000) 241-248
  

  The crystal structure of galactinol dihydrate has been determined by X-ray diffraction. The crystal belongs to the orthorhombic system, space group P21212, a=15.898(6), b=19.357(5), c=5.104(4) Å, and Z=4. The structure was refined to R=0.044 for 1818 observed structure amplitudes. The primary hydroxyl group exhibits twofold orientational disorder. The linkage conformation is close to those of α-(1→4) linkages in methyl α-maltotrioside tetrahydrate and erlose trihydrate. Although there is no interring hydrogen bond in galactinol, an indirect interring hydrogen bond including a water molecule is present. The observed conformation is additionally stabilized by the indirect interring hydrogen bond. The global minimum in the relaxed-residue energy map based on the MM3(92) force-field is close to the observed conformation in the crystal structure. All hydroxyl, ring and water oxygen atoms are involved in a complex three-dimensional hydrogen-bonding network.

  galactinol; X-ray diffraction; crystal structure; conformation analysis

  NCBI PubMed ID: 11028792
  Publication DOI: 10.1016/s0008-6215(00)00087-2
  Journal NLM ID: 0043535
  Publisher: Elsevier
  Correspondence: knoguchi@cc.tuat.ac.jp
  Institutions: aculty of Technology, Tokyo University of Agriculture and Technology, Okuyama Laboratory, Tokyo, Japan, National Institute of Radiological Sciences, Chiba, Japan, Asahikawa National College of Technology, Asahikawa, Japan, Faculty of Agriculture, Kobe University, Kobe, Japan
  Methods: X-ray
  
   
  
  (plant)
  CSDB ID 67158 (all data & tools)

Show legend Show as text

Structure type: monomer
Contained glycoepitopes: IEDB_136906,IEDB_137472,IEDB_141794,IEDB_144993,IEDB_151528,IEDB_153194,IEDB_190606,SB_36,SB_7

• Article ID: 11417
  Albini FM, Murelli C, Finzi PV, Ferrarotti M, Cantoni B, Puliga S, Vazzana C "Galactinol in the leaves of the resurrection plant Boea hygroscopica" - Phytochemistry 51(4) (1999) 499-505
  

  The content of low molecular weight substances was analysed in leaf samples of the resurrection plant Boea hygroscopica F. Muell, submitted to dehydration. Drying treatment caused a variation in the carbohydrate pool, with a decrease of all sugars except sucrose which notably increased, becoming the prevalent one in dried leaves. Rehydration almost restored the pretreatment sugar composition. Along with more common sugars galactinol and some higher oligosaccharides of the raffinose family were detected. Their structures were assigned by NMR and GC-MS analyses after acetylation. To our knowledge, this is the first finding in resurrection plants of significant amounts of the galactosyl donor galactinol and of higher galactosyl oligosaccharides, which may have a role in restoring the pre-drying functions upon rehydration.

  sugar analysis, Gesneriaceae, Boea hygroscopica, resurrection plants, drought tolerance, galactinol, raffinose family oligosaccharides

  Publication DOI: 10.1016/S0031-9422(99)00031-X
  Journal NLM ID: 0151434
  Publisher: Elsevier
  Institutions: Dipartimento di Chimica Organica, Viale Taramelli 10, 27100 Pavia, Italy, Dipartimento di Scienze Agronomiche e Gestione del Territorio Agro-Forestale, P. le Cascine 18, 50144 Firenze, Italy
  Methods: 13C NMR, 1H NMR, GC-MS, TLC, GC, acetylation, D/CIMS, COSY, trimethylsilylation
  
   
  
  Boea hygroscopica
  CSDB ID 62669 (all data & tools)

Show legend Show as text

Structure type: oligomer
Compound class: glycoside
Contained glycoepitopes: IEDB_136906,IEDB_137472,IEDB_141794,IEDB_144993,IEDB_151528,IEDB_153194,IEDB_190606,SB_7

• Article ID: 12430
  Szczeciński P, Gryff-Keller A, Horbowicz M, Lahuta LB "Galactosylpinitols isolated from vetch (Vicia villosa Roth.) seeds" - Journal of Agricultural and Food Chemistry 48(7) (2000) 2717-2720
  

  Three α-galactosides of d-pinitol: 1d-O-(α-d-galactopyranosyl)-(1→2)-4-O-methyl-chiro-inositol, 1, 1d-O-α-d-galactopyranosyl-(1→6)-O-α-d-galactopyranosyl-(1→2)-4-O-methyl-chiro-inositol, 2, and 1d-O-α-d-galactopyranosyl-(1→6)-O-α-d-galactopyranosyl-(1→6)-O-α-d-galactopyranosyl-(1→2)-4-O-methyl-chiro-inositol, 3, present in vetch seeds, were isolated, purified, and quantitatively determined using column and high-resolution gas chromatography. Their structures were established by 1H and 13C NMR 1D and 2D techniques.

  NMR; α-galactosides; pinitol

  NCBI PubMed ID: 10898611
  Publication DOI: 10.1021/jf000182g
  Journal NLM ID: 0374755
  Publisher: American Chemical Society
  Institutions: Research Institute of Vegetable Crops, Skierniewice, Poland, Warsaw University of Technology, Faculty of Chemistry, Warsaw, Poland, Warmia and Masuria University, Department of Biology, Olsztyn, Poland
  Methods: 13C NMR, 1H NMR, NMR-2D, TLC, enzymatic hydrolysis, acid hydrolysis, HPLC, optical rotation measurement, HR-FAB-MS
  
   
  
  Vicia villosa
  CSDB ID 68077 (all data & tools)