110901-52-5Relevant academic research and scientific papers
Enzymatic synthesis and chemical inversion provide both enantiomers of bioactive epoxydocosapentaenoic acids
Cinelli, Maris A.,Yang, Jun,Scharmen, Amy,Woodman, Joey,Karchalla, Lalitha M.,Lee, Kin Sing Stephen
, p. 2237 - 2252 (2018/11/30)
Epoxy PUFAs are endogenous cytochrome P450 (P450) metabolites of dietary PUFAs. Although these metabolites exert numerous biological effects, attempts to study their complex biology have been hampered by difficulty in obtaining the epoxides as pure regioi
Practical, enantiospecific syntheses of 14,15-EET and leukotoxin B (vernolic acid)
Falck,Reddy,Haines, Donovan C.,Reddy, Komandla Malla,Krishna,Graham, Sandra,Murry, Barbara,Peterson, Julian A.
, p. 4131 - 4133 (2007/10/03)
Cytochrome P450BM3 and its F87V mutant were exploited for a convenient, laboratory scale (1 mmol) preparation of 14(S),15(R)-epoxyeicosatrienoic acid [14(S),15(R)-EET] from arachidonic acid and (+)-leukotoxin B [(+)-12(S),13(R)-vernolic acid] from linoleic acid, respectively. Their enantiomers were accessed via a four-step chemical inversion.
ASYMMETRIC TOTAL SYNTHESIS OF 14(R),15(S)-, 14(S),15(R)-, 14(R),15(R)-, AND 14(S),15(S)-EPOXYEICOSATRIENOIC ACIDS
Ennis, Michael D.,Baze, Mark E.
, p. 6031 - 6034 (2007/10/02)
The four chiral stereoisomers of 14,15-oxido-5Z,8Z,11Z-eicosatrienoic acid were synthesized.The absolute stereochemistry in each case was derived from an asymmetric epoxidation of E-2-octen-1-ol.
ENANTIOSPECIFIC SYNTHESIS OF METHYL 11,12- AND 14,15-EPOXYEICOSATRIENOATE
Falck, J. R.,Manna, Sukumar,Capdevila, Jorge
, p. 2443 - 2446 (2007/10/02)
The methyl esters of the cytochrome P-450 epoxygenase metabolites 11(S),12(R)- and 14(R),15(S)-epoxyeicosatrienoic acid and some analogues were prepared enantiospecifically from 15(S)-HETE derived precursors.
