PMID-sentid Pub_year Sent_text comp_official_name comp_offsetprotein_name organism prot_offset 18420240-4 2008 Enolization rate of a carbonyl group at C-16 of 17beta-ketol 2 toward the C-17 position (k(16,17)) was about 8-10 times higher than those of 16alpha-ketol 1 toward the C-16 position (k(17,16)) and ketol 2 toward the C-15 position (k(16,15)). ketol 55-60 cytokine like 1 Homo sapiens 74-78 2268895-7 1990 Prior to saponification yielding the 3-glucuronides (20,23), the alkali-sensitive ketol side chain at C-17 was protected as 20-semicarbazones. ketol 82-87 cytokine like 1 Homo sapiens 102-106 18420240-6 2008 The present findings reveal that the initial hydration-dehydration equilibration at the C-17 carbonyl of ketol 1 followed by enolization of the carbonyl gives the ene-diol intermediate that isomerizes quantitatively to the 16-keto isomer of which the 16-carbonyl moiety enolizes preferentially toward the C-17 position rather than the C-15 position, yielding the ene-diol. ketol 105-110 cytokine like 1 Homo sapiens 88-92 18420240-6 2008 The present findings reveal that the initial hydration-dehydration equilibration at the C-17 carbonyl of ketol 1 followed by enolization of the carbonyl gives the ene-diol intermediate that isomerizes quantitatively to the 16-keto isomer of which the 16-carbonyl moiety enolizes preferentially toward the C-17 position rather than the C-15 position, yielding the ene-diol. ketol 105-110 cytokine like 1 Homo sapiens 305-309