76745-19-2Relevant articles and documents
12-Oxo-LTB4, a key pivotal intermediate in LTB4 metabolism
Khanapure,Manna,Rokach,Murphy,Wheelan,Powell
, p. 1806 - 1813 (1995)
The first total synthesis of the very unstable and elusive biochemical intermediate 5(S)-hydroxy-12-oxo-6(Z),8(E),10(E),14(Z)-eicosatetraenoic acid (12-oxo-LTB4) (2) has been accomplished. Incubation of the synthetic 12-oxo-LTB4 (2) with human keratinocytes produced 5(S),12-dihydroxy-6-glutathionyl-7(E),9(E),14(Z)-eicosatrienoic acid (c-LTB3) and 5(S),12-dihydroxy-6-cysteinylglycyl-7(E),9(E),14(Z)-eicosatrienoic acid (d-LTB3), two new intriguing mediators which have been identified recently during the incubations of LTB4 with keratinocytes. We have also confirmed the identity of 12-oxo-LTB4 prepared from porcine leukocytes by comparison with the synthetic material and identified the formation in these incubates of the 6-trans-isomer of 12-oxo-LTB4.
OPTICALLY ACTIVE PROPARGYLIC ALCOHOLS FROM D-XYLOSE USEFUL PRECURSORS FOR LTB4 SYNTHESIS
Pianetti, P.,Rollin, P.,Pougny, J. R.
, p. 5853 - 5856 (2007/10/02)
Using D-Xylose as a source of chirality at C-5 and C-12 in LTB4, an efficient synthesis of the optically active propargylic alcohols A and B, chiral precursors for the LTB4 synthesis, has been achieved.