Table I.

Enantioselectivity in lipid peroxidation induced by HL and cryptogein

Enantiomer composition of the HFAs obtained by the NaBH4/hydrolysis procedure from leaves of wild-type and Cat1AS tobacco plants (1) transferred from LL (100 μmol m−2 s−1 fluence rate) to HL (350 μmol m−2 s−1 fluence rate) conditions and (2) elicited with cryptogein in combination or not with HL. The timing corresponds to fully developed symptoms. Results are expressed as mean ± sd (n = 2). 9-HODE, 9-hydroxy-10,12(E,Z) octadecadienoic acid; 13-HODE, 13-hydroxy-9,11(Z,E) octadecadienoic acid; 9-HOTE, 9-hydroxy-10,12,15(E,Z,Z) octadecatrienoic acid; 12-HOTE, 12-hydroxy-9,13,15(Z,E,Z)-octadecatrienoic acid; 13-HOTE, 13-hydroxy-9,11,15(Z,E,Z)-octadecatrienoic acid; 16-HOTE, 16-hydroxy-9,12,14(Z,Z,E)-octadecatrienoic acid.

HFAs(S)-Enantiomer (%)
Cat1AS LL (Day/Night, 14/10 h)aCat1AS HL, 31 h (Day/Night, 14/10 h)bWild Type; Cryptogein, Dark, 30 hWild Type; Cryptogein, Continuous HL, 48 hCat1AS; Cryptogein, Continuous HL, 22 h
9-HODE51 ± 850 ± 187 ± 263 ± 465 ± 2
9-HOTE48 ± 150 ± 190 ± 262 ± 669 ± 1
13-HODE79 ± 550 ± 170 ± 359 ± 151 ± 1
13-HOTE87 ± 650 ± 182 ± 263 ± 449 ± 1
12-HOTE51 ± 551 ± 252 ± 253 ± 250 ± 1
16-HOTE53 ± 550 ± 155 ± 350 ± 352 ± 2
  • a Wild type at LL and HL, as well as Cat1AS in the dark, gave similar enantiomeric distributions.

  • b Cat1AS leaves infiltrated with 1 m H2O2 and incubated at LL gave the same racemic enantiomeric composition.