
PMC:7128678 / 8080-9989
Annnotations
LitCovid-PubTator
Id | Subject | Object | Predicate | Lexical cue | tao:has_database_id |
---|---|---|---|---|---|
248 | 1212-1223 | Chemical | denotes | chloroquine | MESH:D002738 |
249 | 1247-1259 | Chemical | denotes | sialic acids | MESH:D012794 |
250 | 1301-1312 | Chemical | denotes | sialic acid | MESH:D019158 |
251 | 1314-1320 | Chemical | denotes | Neu5Ac | |
252 | 1461-1466 | Chemical | denotes | water | MESH:D014867 |
253 | 1481-1487 | Chemical | denotes | Neu5Ac | |
254 | 1502-1508 | Chemical | denotes | Neu5Ac | |
255 | 1543-1547 | Chemical | denotes | CH-π | |
256 | 1663-1697 | Chemical | denotes | N-acetyl-9-O-acetylneuraminic acid | MESH:C025676 |
257 | 1782-1786 | Chemical | denotes | OH-π | |
275 | 47-52 | Species | denotes | human | Tax:9606 |
276 | 626-639 | Species | denotes | coronaviruses | Tax:11118 |
277 | 0-6 | Chemical | denotes | Neu5Ac | |
278 | 26-37 | Chemical | denotes | sialic acid | MESH:D019158 |
279 | 71-83 | Chemical | denotes | gangliosides | MESH:D005732 |
280 | 110-116 | Chemical | denotes | Neu5Ac | |
281 | 203-208 | Chemical | denotes | water | MESH:D014867 |
282 | 306-312 | Chemical | denotes | Neu5Ac | |
283 | 454-465 | Chemical | denotes | carboxylate | |
284 | 475-481 | Chemical | denotes | Neu5Ac | |
285 | 669-703 | Chemical | denotes | 9-O-acetyl-N-acetylneuraminic acid | MESH:C025676 |
286 | 836-847 | Chemical | denotes | sialic acid | MESH:D019158 |
287 | 975-986 | Chemical | denotes | carboxylate | |
288 | 1000-1011 | Chemical | denotes | sialic acid | MESH:D019158 |
289 | 1054-1062 | Chemical | denotes | nitrogen | MESH:D009584 |
290 | 1145-1149 | Chemical | denotes | OH-π | |
291 | 120-143 | Disease | denotes | quasi-instantaneous fit | MESH:D012640 |
LitCovid-PMC-OGER-BB
Id | Subject | Object | Predicate | Lexical cue |
---|---|---|---|---|
T179 | 0-6 | PR:000002082 | denotes | Neu5Ac |
T180 | 26-32 | CHEBI:30563;CHEBI:30563 | denotes | sialic |
T181 | 33-37 | CHEBI:24195;CHEBI:24195 | denotes | acid |
T182 | 47-52 | SP_6;NCBITaxon:9606 | denotes | human |
T183 | 53-66 | CHEBI:17089;CHEBI:17089;BV_11 | denotes | glycoproteins |
T184 | 71-83 | CHEBI:28892;CHEBI:28892 | denotes | gangliosides |
T185 | 110-116 | PR:000002082 | denotes | Neu5Ac |
T186 | 169-178 | CHEBI:36357;CHEBI:36357 | denotes | molecules |
T187 | 203-208 | CHEBI:15377;CHEBI:15377 | denotes | water |
T188 | 306-312 | PR:000002082 | denotes | Neu5Ac |
T189 | 313-320 | GO:0032991 | denotes | complex |
T190 | 475-481 | PR:000002082 | denotes | Neu5Ac |
T191 | 501-509 | CHEBI:36916;CHEBI:36916 | denotes | cationic |
T192 | 581-588 | GO:0032991 | denotes | complex |
T193 | 626-639 | NCBITaxon:11118 | denotes | coronaviruses |
T194 | 669-670 | CHEBI:16066;CHEBI:16066 | denotes | 9 |
T195 | 673-679 | CHEBI:40574;CHEBI:40574 | denotes | acetyl |
T196 | 680-703 | CHEBI:17012;CHEBI:17012 | denotes | N-acetylneuraminic acid |
T197 | 836-847 | CHEBI:26667;CHEBI:26667 | denotes | sialic acid |
T198 | 987-992 | CHEBI:24433;CHEBI:24433 | denotes | group |
T199 | 1000-1011 | CHEBI:26667;CHEBI:26667 | denotes | sialic acid |
T200 | 1032-1046 | CHEBI:64766;CHEBI:64766 | denotes | cationic group |
T201 | 1111-1118 | GO:0032991 | denotes | complex |
T202 | 1212-1223 | CHEBI:3638;DG_10;CHEBI:3638 | denotes | chloroquine |
T203 | 1247-1259 | CHEBI:26667;CHEBI:26667 | denotes | sialic acids |
T204 | 1301-1307 | CHEBI:30563;CHEBI:30563 | denotes | sialic |
T205 | 1308-1312 | CHEBI:41865;CHEBI:41865 | denotes | acid |
T206 | 1314-1320 | PR:000002082 | denotes | Neu5Ac |
T207 | 1322-1329 | GO:0032991 | denotes | complex |
T208 | 1357-1364 | GO:0032991 | denotes | complex |
T209 | 1461-1466 | CHEBI:15377;CHEBI:15377 | denotes | water |
T210 | 1481-1487 | PR:000002082 | denotes | Neu5Ac |
T211 | 1502-1508 | PR:000002082 | denotes | Neu5Ac |
T212 | 1595-1610 | CHEBI:64766;CHEBI:64766 | denotes | cationic groups |
T213 | 1663-1697 | CHEBI:21500;CHEBI:21500 | denotes | N-acetyl-9-O-acetylneuraminic acid |
T214 | 1824-1839 | CHEBI:64766;CHEBI:64766 | denotes | cationic groups |
T215 | 1901-1908 | GO:0032991 | denotes | complex |
LitCovid-PD-FMA-UBERON
Id | Subject | Object | Predicate | Lexical cue | fma_id |
---|---|---|---|---|---|
T39 | 53-66 | Body_part | denotes | glycoproteins | http://purl.org/sig/ont/fma/fma62925 |
T40 | 71-83 | Body_part | denotes | gangliosides | http://purl.org/sig/ont/fma/fma82816 |
T41 | 680-703 | Body_part | denotes | N-acetylneuraminic acid | http://purl.org/sig/ont/fma/fma82788 |
LitCovid-PD-CLO
Id | Subject | Object | Predicate | Lexical cue |
---|---|---|---|---|
T51 | 47-52 | http://purl.obolibrary.org/obo/NCBITaxon_9606 | denotes | human |
T52 | 118-119 | http://purl.obolibrary.org/obo/CLO_0001020 | denotes | a |
T53 | 246-251 | http://purl.obolibrary.org/obo/CLO_0001236 | denotes | 2 (a) |
T54 | 372-373 | http://purl.obolibrary.org/obo/CLO_0001020 | denotes | a |
T55 | 374-375 | http://purl.obolibrary.org/obo/CLO_0001021 | denotes | b |
T56 | 736-737 | http://purl.obolibrary.org/obo/CLO_0001020 | denotes | a |
T57 | 849-850 | http://purl.obolibrary.org/obo/CLO_0001020 | denotes | A |
T58 | 904-907 | http://purl.obolibrary.org/obo/CLO_0002755 | denotes | d–f |
T59 | 944-946 | http://purl.obolibrary.org/obo/CLO_0053799 | denotes | 45 |
T60 | 1262-1263 | http://purl.obolibrary.org/obo/CLO_0001020 | denotes | a |
T61 | 1264-1265 | http://purl.obolibrary.org/obo/CLO_0001021 | denotes | b |
T62 | 1526-1527 | http://purl.obolibrary.org/obo/CLO_0001020 | denotes | a |
T63 | 1755-1756 | http://purl.obolibrary.org/obo/CLO_0001020 | denotes | a |
LitCovid-PD-CHEBI
Id | Subject | Object | Predicate | Lexical cue | chebi_id |
---|---|---|---|---|---|
T122 | 0-6 | Chemical | denotes | Neu5Ac | http://purl.obolibrary.org/obo/CHEBI_17012|http://purl.obolibrary.org/obo/CHEBI_75133 |
T124 | 26-37 | Chemical | denotes | sialic acid | http://purl.obolibrary.org/obo/CHEBI_26667 |
T125 | 33-37 | Chemical | denotes | acid | http://purl.obolibrary.org/obo/CHEBI_37527 |
T126 | 53-66 | Chemical | denotes | glycoproteins | http://purl.obolibrary.org/obo/CHEBI_17089 |
T127 | 71-83 | Chemical | denotes | gangliosides | http://purl.obolibrary.org/obo/CHEBI_28892 |
T128 | 110-116 | Chemical | denotes | Neu5Ac | http://purl.obolibrary.org/obo/CHEBI_17012|http://purl.obolibrary.org/obo/CHEBI_75133 |
T130 | 169-178 | Chemical | denotes | molecules | http://purl.obolibrary.org/obo/CHEBI_25367 |
T131 | 203-208 | Chemical | denotes | water | http://purl.obolibrary.org/obo/CHEBI_15377 |
T132 | 306-312 | Chemical | denotes | Neu5Ac | http://purl.obolibrary.org/obo/CHEBI_17012|http://purl.obolibrary.org/obo/CHEBI_75133 |
T134 | 466-471 | Chemical | denotes | group | http://purl.obolibrary.org/obo/CHEBI_24433 |
T135 | 475-481 | Chemical | denotes | Neu5Ac | http://purl.obolibrary.org/obo/CHEBI_17012|http://purl.obolibrary.org/obo/CHEBI_75133 |
T137 | 673-679 | Chemical | denotes | acetyl | http://purl.obolibrary.org/obo/CHEBI_40574|http://purl.obolibrary.org/obo/CHEBI_46887 |
T139 | 680-703 | Chemical | denotes | N-acetylneuraminic acid | http://purl.obolibrary.org/obo/CHEBI_17012 |
T140 | 699-703 | Chemical | denotes | acid | http://purl.obolibrary.org/obo/CHEBI_37527 |
T141 | 836-847 | Chemical | denotes | sialic acid | http://purl.obolibrary.org/obo/CHEBI_26667 |
T142 | 843-847 | Chemical | denotes | acid | http://purl.obolibrary.org/obo/CHEBI_37527 |
T143 | 987-992 | Chemical | denotes | group | http://purl.obolibrary.org/obo/CHEBI_24433 |
T144 | 1000-1011 | Chemical | denotes | sialic acid | http://purl.obolibrary.org/obo/CHEBI_26667 |
T145 | 1007-1011 | Chemical | denotes | acid | http://purl.obolibrary.org/obo/CHEBI_37527 |
T146 | 1032-1046 | Chemical | denotes | cationic group | http://purl.obolibrary.org/obo/CHEBI_64766 |
T147 | 1041-1046 | Chemical | denotes | group | http://purl.obolibrary.org/obo/CHEBI_24433 |
T148 | 1054-1062 | Chemical | denotes | nitrogen | http://purl.obolibrary.org/obo/CHEBI_25555 |
T149 | 1212-1223 | Chemical | denotes | chloroquine | http://purl.obolibrary.org/obo/CHEBI_3638 |
T150 | 1247-1259 | Chemical | denotes | sialic acids | http://purl.obolibrary.org/obo/CHEBI_26667 |
T151 | 1254-1259 | Chemical | denotes | acids | http://purl.obolibrary.org/obo/CHEBI_37527 |
T152 | 1301-1312 | Chemical | denotes | sialic acid | http://purl.obolibrary.org/obo/CHEBI_26667 |
T153 | 1308-1312 | Chemical | denotes | acid | http://purl.obolibrary.org/obo/CHEBI_37527 |
T154 | 1314-1320 | Chemical | denotes | Neu5Ac | http://purl.obolibrary.org/obo/CHEBI_17012|http://purl.obolibrary.org/obo/CHEBI_75133 |
T156 | 1461-1466 | Chemical | denotes | water | http://purl.obolibrary.org/obo/CHEBI_15377 |
T157 | 1481-1487 | Chemical | denotes | Neu5Ac | http://purl.obolibrary.org/obo/CHEBI_17012|http://purl.obolibrary.org/obo/CHEBI_75133 |
T159 | 1502-1508 | Chemical | denotes | Neu5Ac | http://purl.obolibrary.org/obo/CHEBI_17012|http://purl.obolibrary.org/obo/CHEBI_75133 |
T161 | 1595-1610 | Chemical | denotes | cationic groups | http://purl.obolibrary.org/obo/CHEBI_64766 |
T162 | 1663-1697 | Chemical | denotes | N-acetyl-9-O-acetylneuraminic acid | http://purl.obolibrary.org/obo/CHEBI_21500 |
T163 | 1665-1671 | Chemical | denotes | acetyl | http://purl.obolibrary.org/obo/CHEBI_40574|http://purl.obolibrary.org/obo/CHEBI_46887 |
T165 | 1693-1697 | Chemical | denotes | acid | http://purl.obolibrary.org/obo/CHEBI_37527 |
T166 | 1824-1839 | Chemical | denotes | cationic groups | http://purl.obolibrary.org/obo/CHEBI_64766 |
LitCovid-sentences
Id | Subject | Object | Predicate | Lexical cue |
---|---|---|---|---|
T63 | 0-84 | Sentence | denotes | Neu5Ac is the predominant sialic acid found in human glycoproteins and gangliosides. |
T64 | 85-252 | Sentence | denotes | When CLQ was merged with Neu5Ac, a quasi-instantaneous fit occurred between the two molecules, whose global shapes in water are geometrically complementary Fig. 2 (a). |
T65 | 253-377 | Sentence | denotes | This is particularly obvious in the views of the CLQ–Neu5Ac complex in mixed surface/balls and sticks rendition Fig. 2(a,b). |
T66 | 378-546 | Sentence | denotes | The interaction was driven by the positioning of the negative charge of the carboxylate group of Neu5Ac and one of the two cationic charges of CLQ (pKa 10.2) Fig. 2(c). |
T67 | 547-622 | Sentence | denotes | The energy of interaction of this complex was estimated to be -47 kJ.mol−1. |
T68 | 623-848 | Sentence | denotes | As coronaviruses preferentially interact with 9-O-acetyl-N-acetylneuraminic acid (9-O-SIA) [10], this study used a similar molecular modelling approach to assess whether CLQ could also interact with this specific sialic acid. |
T69 | 849-956 | Sentence | denotes | A good fit between CLQ and 9-O-SIA was obtained Fig. 2(d–f), with an energy of interaction of -45 kJ.mol−1. |
T70 | 957-1106 | Sentence | denotes | In this case, the carboxylate group of the sialic acid interacted with the cationic group of the nitrogen-containing ring of CLQ (pKa 8.1) Fig. 2(d). |
T71 | 1107-1181 | Sentence | denotes | The complex was further stabilized by OH-π and van der Waals interactions. |
T72 | 1182-1330 | Sentence | denotes | Fig. 2 Molecular modelling of chloroquine (CLQ) interaction with sialic acids. (a,b) Surface representation of the CLQ–sialic acid (Neu5Ac) complex. |
T73 | 1331-1375 | Sentence | denotes | Two opposite views of the complex are shown. |
T74 | 1376-1708 | Sentence | denotes | Note the geometric complementarity between the L-shape conformer of CLQ dissolved in water (in blue) and Neu5Ac (in red). (c) Neu5Ac bound to CLQ via a combination of CH-π and electrostatic interactions with one of the cationic groups of CLQ (+). (d) Molecular modelling of CLQ bound to N-acetyl-9-O-acetylneuraminic acid (9-O-SIA). |
T75 | 1709-1909 | Sentence | denotes | From right to left, the dashed lines indicate a series of van der Waals, OH-π and electrostatic contacts with both cationic groups of CLQ (+). (e,f) Surface representations of the CLQ–9-O-SIA complex. |
2_test
Id | Subject | Object | Predicate | Lexical cue |
---|---|---|---|---|
32251731-23873408-48149952 | 715-717 | 23873408 | denotes | 10 |
T46400 | 715-717 | 23873408 | denotes | 10 |