PMID-sentid	Pub_year	Sent_text		comp_official_name	comp_offsetprotein_name	organism	prot_offset
29431443-1	2018	The vinyl hydroperoxide (VHP), the major isomerization product of the syn-alkyl Criegee intermediate (CI) formed in alkene ozonolysis, is a direct precursor of hydroxyl radical (OH), the most important oxidant in the troposphere.	Hydroxyl Radical	160-176	synemin	Homo sapiens	70-73	
30644750-3	2019	With lower internal energies, syn-CH3CHOO prefers isomerizing to vinyl hydroperoxide, which then produces hydroxyl radical.	Hydroxyl Radical	106-122	synemin	Homo sapiens	30-33	
15624917-3	2005	The common 1,2-anti-2,3-syn stereotriad found in each of three subunits, aldehyde 9 (C(1)-C(5)), ester 40 (C(9)-C(16)), and aldehyde 13 (C(17)-C(24)), was established via a boron-mediated aldol reaction of ethyl ketone 15 and formaldehyde, followed by hydroxyl-directed reduction to give 1,3-diol 14.	Hydroxyl Radical	252-260	synemin	Homo sapiens	24-27	
27782412-1	2016	The thermal decomposition of syn-ethanal-oxide (syn-CH3CHOO) through vinyl hydrogen peroxide (VHP) leading to hydroxyl radical is characterized using a modification of the HEAT thermochemical protocol.	Hydroxyl Radical	110-126	synemin	Homo sapiens	29-32	
27782412-1	2016	The thermal decomposition of syn-ethanal-oxide (syn-CH3CHOO) through vinyl hydrogen peroxide (VHP) leading to hydroxyl radical is characterized using a modification of the HEAT thermochemical protocol.	Hydroxyl Radical	110-126	synemin	Homo sapiens	48-51	
26646468-4	2015	The molecular oxygen activation process could generate superoxide anions to accelerate the Fe(II)/Fe(III) cycle on the syn-FeS2 surface, which favored the H2O2 decomposition to generate more hydroxyl radicals for the alachlor oxidation.	Hydroxyl Radical	191-208	synemin	Homo sapiens	119-122	
26646468-5	2015	It was found that the hydroxyl radicals generation rate constant of syn-FeS2 Fenton system was 71 times that of its com-FeS2 counterpart, and even 1-3 orders of magnitude larger than those of commonly used Fe-bearing heterogeneous catalysts.	Hydroxyl Radical	22-39	synemin	Homo sapiens	68-71	
21913684-2	2011	4,6-Di-O-protected glucal and allal derivatives react with MCPBA to afford manno- and allo-1-O-m-chlorobenzoate derivatives, respectively, as a result of a syn epoxidation directed by the allylic hydroxyl group, and consecutive ring-opening by m-ClBzOH.	Hydroxyl Radical	196-204	synemin	Homo sapiens	156-159	
15795783-1	2005	[small beta]-Hydroxy acids were readily converted into [small beta]-tosyloxy acids (hydroxyl group activation) in moderate to excellent yields via the O,O-dianions generated by treatment with methyllithium and thus make it possible to prepare anti[small alpha],[small beta]-disubstituted [small beta]-lactones directly from the syn aldols.	Hydroxyl Radical	84-92	synemin	Homo sapiens	328-331	
10839124-0	2000	myo-Inositol 4,6-carbonate: an easily prepared small molecule with three syn-axial hydroxyl groups.	Hydroxyl Radical	83-91	synemin	Homo sapiens	73-76