id sid tid token lemma pos xs55m904d26 1 1 this this DET xs55m904d26 1 2 work work NOUN xs55m904d26 1 3 explores explore VERB xs55m904d26 1 4 the the DET xs55m904d26 1 5 synthesis synthesis NOUN xs55m904d26 1 6 of of ADP xs55m904d26 1 7 two two NUM xs55m904d26 1 8 natural natural ADJ xs55m904d26 1 9 products product NOUN xs55m904d26 1 10 possessing possess VERB xs55m904d26 1 11 unusual unusual ADJ xs55m904d26 1 12 amino amino NOUN xs55m904d26 1 13 acid acid NOUN xs55m904d26 1 14 residues residue NOUN xs55m904d26 1 15 , , PUNCT xs55m904d26 1 16 as as ADV xs55m904d26 1 17 well well ADV xs55m904d26 1 18 as as ADP xs55m904d26 1 19 a a DET xs55m904d26 1 20 bioinspired bioinspired ADJ xs55m904d26 1 21 unnatural unnatural ADJ xs55m904d26 1 22 prolyl prolyl NOUN xs55m904d26 1 23 residue.pseudouridimycin residue.pseudouridimycin PROPN xs55m904d26 1 24 ( ( PUNCT xs55m904d26 1 25 pum pum PROPN xs55m904d26 1 26 ) ) PUNCT xs55m904d26 1 27 is be AUX xs55m904d26 1 28 a a DET xs55m904d26 1 29 naturally naturally ADV xs55m904d26 1 30 occurring occur VERB xs55m904d26 1 31 c c NOUN xs55m904d26 1 32 - - PUNCT xs55m904d26 1 33 nucleoside nucleoside NOUN xs55m904d26 1 34 dipeptide dipeptide NOUN xs55m904d26 1 35 antibiotic antibiotic ADJ xs55m904d26 1 36 . . PUNCT xs55m904d26 2 1 pum pum PROPN xs55m904d26 2 2 inhibits inhibit VERB xs55m904d26 2 3 bacterial bacterial ADJ xs55m904d26 2 4 rna rna PROPN xs55m904d26 2 5 polymerase polymerase NOUN xs55m904d26 2 6 ( ( PUNCT xs55m904d26 2 7 rnap rnap NOUN xs55m904d26 2 8 ) ) PUNCT xs55m904d26 2 9 in in ADP xs55m904d26 2 10 vitro vitro X xs55m904d26 2 11 at at ADP xs55m904d26 2 12 nanomolar nanomolar ADJ xs55m904d26 2 13 concentrations concentration NOUN xs55m904d26 2 14 while while SCONJ xs55m904d26 2 15 exhibiting exhibit VERB xs55m904d26 2 16 & & CCONJ xs55m904d26 2 17 gt;10 gt;10 SPACE xs55m904d26 2 18 - - ADJ xs55m904d26 2 19 fold fold VERB xs55m904d26 2 20 selectivity selectivity NOUN xs55m904d26 2 21 over over ADP xs55m904d26 2 22 human human ADJ xs55m904d26 2 23 and and CCONJ xs55m904d26 2 24 viral viral ADJ xs55m904d26 2 25 rnap rnap NOUN xs55m904d26 2 26 . . PUNCT xs55m904d26 3 1 it it PRON xs55m904d26 3 2 also also ADV xs55m904d26 3 3 exhibits exhibit VERB xs55m904d26 3 4 a a DET xs55m904d26 3 5 10 10 NUM xs55m904d26 3 6 - - ADJ xs55m904d26 3 7 fold fold VERB xs55m904d26 3 8 lower low ADJ xs55m904d26 3 9 rate rate NOUN xs55m904d26 3 10 of of ADP xs55m904d26 3 11 spontaneous spontaneous ADJ xs55m904d26 3 12 resistance resistance NOUN xs55m904d26 3 13 in in ADP xs55m904d26 3 14 s. s. PROPN xs55m904d26 3 15 pyogenes pyogene NOUN xs55m904d26 3 16 rnap rnap NOUN xs55m904d26 3 17 compared compare VERB xs55m904d26 3 18 to to ADP xs55m904d26 3 19 rifampicin rifampicin PROPN xs55m904d26 3 20 ( ( PUNCT xs55m904d26 3 21 rif rif PROPN xs55m904d26 3 22 ) ) PUNCT xs55m904d26 3 23 . . PUNCT xs55m904d26 4 1 this this DET xs55m904d26 4 2 natural natural ADJ xs55m904d26 4 3 product product NOUN xs55m904d26 4 4 harbors harbor VERB xs55m904d26 4 5 a a DET xs55m904d26 4 6 dipeptide dipeptide NOUN xs55m904d26 4 7 tail tail NOUN xs55m904d26 4 8 that that PRON xs55m904d26 4 9 consists consist VERB xs55m904d26 4 10 of of ADP xs55m904d26 4 11 n n NOUN xs55m904d26 4 12 - - PUNCT xs55m904d26 4 13 guanidinoglycine guanidinoglycine NOUN xs55m904d26 4 14 and and CCONJ xs55m904d26 4 15 n n NOUN xs55m904d26 4 16 - - PUNCT xs55m904d26 4 17 hydroxyglutamine hydroxyglutamine ADJ xs55m904d26 4 18 ( ( PUNCT xs55m904d26 4 19 hgln hgln PROPN xs55m904d26 4 20 ) ) PUNCT xs55m904d26 4 21 residues residue NOUN xs55m904d26 4 22 , , PUNCT xs55m904d26 4 23 as as ADV xs55m904d26 4 24 well well ADV xs55m904d26 4 25 as as ADP xs55m904d26 4 26 a a DET xs55m904d26 4 27 β β ADJ xs55m904d26 4 28 - - PUNCT xs55m904d26 4 29 pseudouridyl pseudouridyl ADJ xs55m904d26 4 30 moiety moiety NOUN xs55m904d26 4 31 . . PUNCT xs55m904d26 5 1 we we PRON xs55m904d26 5 2 report report VERB xs55m904d26 5 3 our our PRON xs55m904d26 5 4 total total ADJ xs55m904d26 5 5 synthesis synthesis NOUN xs55m904d26 5 6 of of ADP xs55m904d26 5 7 pum pum PROPN xs55m904d26 5 8 and and CCONJ xs55m904d26 5 9 the the DET xs55m904d26 5 10 structure structure NOUN xs55m904d26 5 11 - - PUNCT xs55m904d26 5 12 based base VERB xs55m904d26 5 13 design design NOUN xs55m904d26 5 14 of of ADP xs55m904d26 5 15 dipeptidyl dipeptidyl NOUN xs55m904d26 5 16 analogues analogue NOUN xs55m904d26 5 17 . . PUNCT xs55m904d26 6 1 we we PRON xs55m904d26 6 2 also also ADV xs55m904d26 6 3 explore explore VERB xs55m904d26 6 4 conformation conformation NOUN xs55m904d26 6 5 - - PUNCT xs55m904d26 6 6 activity activity NOUN xs55m904d26 6 7 relationships relationship NOUN xs55m904d26 6 8 for for ADP xs55m904d26 6 9 pum pum PROPN xs55m904d26 6 10 via via ADP xs55m904d26 6 11 modifications modification NOUN xs55m904d26 6 12 to to ADP xs55m904d26 6 13 the the DET xs55m904d26 6 14 dipeptide dipeptide NOUN xs55m904d26 6 15 hydroxamate hydroxamate NOUN xs55m904d26 6 16 bond.as bond.as NUM xs55m904d26 6 17 part part NOUN xs55m904d26 6 18 of of ADP xs55m904d26 6 19 our our PRON xs55m904d26 6 20 continued continue VERB xs55m904d26 6 21 interest interest NOUN xs55m904d26 6 22 in in ADP xs55m904d26 6 23 hydroxamate hydroxamate NOUN xs55m904d26 6 24 - - PUNCT xs55m904d26 6 25 containing contain VERB xs55m904d26 6 26 residues residue NOUN xs55m904d26 6 27 , , PUNCT xs55m904d26 6 28 we we PRON xs55m904d26 6 29 devised devise VERB xs55m904d26 6 30 the the DET xs55m904d26 6 31 synthesis synthesis NOUN xs55m904d26 6 32 of of ADP xs55m904d26 6 33 an an DET xs55m904d26 6 34 unnatural unnatural ADJ xs55m904d26 6 35 analogue analogue NOUN xs55m904d26 6 36 of of ADP xs55m904d26 6 37 pipecolic pipecolic PROPN xs55m904d26 6 38 acid acid PROPN xs55m904d26 6 39 ( ( PUNCT xs55m904d26 6 40 pip pip PROPN xs55m904d26 6 41 ) ) PUNCT xs55m904d26 6 42 , , PUNCT xs55m904d26 6 43 ε ε PROPN xs55m904d26 6 44 - - PUNCT xs55m904d26 6 45 oxapipicolic oxapipicolic PROPN xs55m904d26 6 46 acid acid NOUN xs55m904d26 6 47 ( ( PUNCT xs55m904d26 6 48 oxapip oxapip NOUN xs55m904d26 6 49 ) ) PUNCT xs55m904d26 6 50 . . PUNCT xs55m904d26 7 1 immunosuppressants immunosuppressant NOUN xs55m904d26 7 2 fk506 fk506 PROPN xs55m904d26 7 3 and and CCONJ xs55m904d26 7 4 rapamycin rapamycin NOUN xs55m904d26 7 5 are be AUX xs55m904d26 7 6 only only ADV xs55m904d26 7 7 biologically biologically ADV xs55m904d26 7 8 active active ADJ xs55m904d26 7 9 when when SCONJ xs55m904d26 7 10 the the DET xs55m904d26 7 11 amide amide PROPN xs55m904d26 7 12 bond bond PROPN xs55m904d26 7 13 preceding precede VERB xs55m904d26 7 14 pip pip PROPN xs55m904d26 7 15 adopts adopt VERB xs55m904d26 7 16 the the DET xs55m904d26 7 17 trans trans PROPN xs55m904d26 7 18 conformation conformation NOUN xs55m904d26 7 19 , , PUNCT xs55m904d26 7 20 highlighting highlight VERB xs55m904d26 7 21 a a DET xs55m904d26 7 22 need need NOUN xs55m904d26 7 23 for for ADP xs55m904d26 7 24 trans trans ADJ xs55m904d26 7 25 - - VERB xs55m904d26 7 26 inducing inducing ADJ xs55m904d26 7 27 pip pip PROPN xs55m904d26 7 28 surrogates surrogate NOUN xs55m904d26 7 29 . . PUNCT xs55m904d26 8 1 utilizing utilize VERB xs55m904d26 8 2 model model NOUN xs55m904d26 8 3 systems system NOUN xs55m904d26 8 4 , , PUNCT xs55m904d26 8 5 we we PRON xs55m904d26 8 6 determined determine VERB xs55m904d26 8 7 that that SCONJ xs55m904d26 8 8 oxapip oxapip PROPN xs55m904d26 8 9 enhanced enhance VERB xs55m904d26 8 10 trans trans PROPN xs55m904d26 8 11 amide amide PROPN xs55m904d26 8 12 population population NOUN xs55m904d26 8 13 in in ADP xs55m904d26 8 14 peptides peptide NOUN xs55m904d26 8 15 , , PUNCT xs55m904d26 8 16 which which PRON xs55m904d26 8 17 we we PRON xs55m904d26 8 18 presumed presume VERB xs55m904d26 8 19 was be AUX xs55m904d26 8 20 due due ADJ xs55m904d26 8 21 to to ADP xs55m904d26 8 22 lone lone ADJ xs55m904d26 8 23 pair pair NOUN xs55m904d26 8 24 - - PUNCT xs55m904d26 8 25 lone lone ADJ xs55m904d26 8 26 pair pair NOUN xs55m904d26 8 27 repulsion repulsion NOUN xs55m904d26 8 28 between between ADP xs55m904d26 8 29 the the DET xs55m904d26 8 30 amide amide PROPN xs55m904d26 8 31 carbonyl carbonyl PROPN xs55m904d26 8 32 and and CCONJ xs55m904d26 8 33 the the DET xs55m904d26 8 34 oxapip oxapip PROPN xs55m904d26 8 35 ε ε PROPN xs55m904d26 8 36 oxygen oxygen PROPN xs55m904d26 8 37 . . PUNCT xs55m904d26 9 1 we we PRON xs55m904d26 9 2 also also ADV xs55m904d26 9 3 pursued pursue VERB xs55m904d26 9 4 the the DET xs55m904d26 9 5 total total ADJ xs55m904d26 9 6 synthesis synthesis NOUN xs55m904d26 9 7 of of ADP xs55m904d26 9 8 eleganine eleganine PROPN xs55m904d26 9 9 a a PROPN xs55m904d26 9 10 , , PUNCT xs55m904d26 9 11 a a DET xs55m904d26 9 12 complex complex ADJ xs55m904d26 9 13 indole indole ADJ xs55m904d26 9 14 alkaloid alkaloid ADJ xs55m904d26 9 15 natural natural ADJ xs55m904d26 9 16 product product NOUN xs55m904d26 9 17 capable capable ADJ xs55m904d26 9 18 of of ADP xs55m904d26 9 19 inducing induce VERB xs55m904d26 9 20 apoptosis apoptosis NOUN xs55m904d26 9 21 in in ADP xs55m904d26 9 22 huh-7 huh-7 PUNCT xs55m904d26 9 23 cancer cancer NOUN xs55m904d26 9 24 cells cell NOUN xs55m904d26 9 25 . . PUNCT xs55m904d26 10 1 this this DET xs55m904d26 10 2 molecule molecule NOUN xs55m904d26 10 3 possesses possess VERB xs55m904d26 10 4 an an DET xs55m904d26 10 5 unusual unusual ADJ xs55m904d26 10 6 ethylideneproline ethylideneproline ADJ xs55m904d26 10 7 core core NOUN xs55m904d26 10 8 with with ADP xs55m904d26 10 9 e e PROPN xs55m904d26 10 10 alkene alkene NOUN xs55m904d26 10 11 geometry geometry NOUN xs55m904d26 10 12 . . PUNCT xs55m904d26 11 1 we we PRON xs55m904d26 11 2 devised devise VERB xs55m904d26 11 3 a a DET xs55m904d26 11 4 nickel nickel NOUN xs55m904d26 11 5 - - PUNCT xs55m904d26 11 6 catalyzed catalyze VERB xs55m904d26 11 7 route route NOUN xs55m904d26 11 8 to to ADP xs55m904d26 11 9 this this DET xs55m904d26 11 10 proline proline NOUN xs55m904d26 11 11 analogue analogue NOUN xs55m904d26 11 12 that that PRON xs55m904d26 11 13 was be AUX xs55m904d26 11 14 highly highly ADV xs55m904d26 11 15 selective selective ADJ xs55m904d26 11 16 for for ADP xs55m904d26 11 17 the the DET xs55m904d26 11 18 desired desire VERB xs55m904d26 11 19 alkene alkene NOUN xs55m904d26 11 20 geometry geometry NOUN xs55m904d26 11 21 , , PUNCT xs55m904d26 11 22 while while SCONJ xs55m904d26 11 23 also also ADV xs55m904d26 11 24 installing instal VERB xs55m904d26 11 25 the the DET xs55m904d26 11 26 necessary necessary ADJ xs55m904d26 11 27 trans trans PROPN xs55m904d26 11 28 stereochemistry stereochemistry NOUN xs55m904d26 11 29 for for ADP xs55m904d26 11 30 the the DET xs55m904d26 11 31 c2,c3 c2,c3 PROPN xs55m904d26 11 32 ring ring NOUN xs55m904d26 11 33 substituents substituent NOUN xs55m904d26 11 34 . . PUNCT xs55m904d26 12 1 we we PRON xs55m904d26 12 2 successfully successfully ADV xs55m904d26 12 3 employed employ VERB xs55m904d26 12 4 larock larock ADJ xs55m904d26 12 5 heteroannulation heteroannulation NOUN xs55m904d26 12 6 to to PART xs55m904d26 12 7 link link VERB xs55m904d26 12 8 the the DET xs55m904d26 12 9 ethylideneproline ethylideneproline ADJ xs55m904d26 12 10 ring ring NOUN xs55m904d26 12 11 to to ADP xs55m904d26 12 12 a a DET xs55m904d26 12 13 substituted substituted ADJ xs55m904d26 12 14 indole indole NOUN xs55m904d26 12 15 . . PUNCT xs55m904d26 13 1 unfortunately unfortunately ADV xs55m904d26 13 2 , , PUNCT xs55m904d26 13 3 attempts attempt VERB xs55m904d26 13 4 to to PART xs55m904d26 13 5 form form VERB xs55m904d26 13 6 the the DET xs55m904d26 13 7 final final ADJ xs55m904d26 13 8 intramolecular intramolecular ADJ xs55m904d26 13 9 hemiaminal hemiaminal ADJ xs55m904d26 13 10 ether ether NOUN xs55m904d26 13 11 bond bond NOUN xs55m904d26 13 12 of of ADP xs55m904d26 13 13 eleganine eleganine PROPN xs55m904d26 13 14 a a PRON xs55m904d26 13 15 were be AUX xs55m904d26 13 16 unsuccessful unsuccessful ADJ xs55m904d26 13 17 , , PUNCT xs55m904d26 13 18 instead instead ADV xs55m904d26 13 19 affording afford VERB xs55m904d26 13 20 us we PRON xs55m904d26 13 21 an an DET xs55m904d26 13 22 enamine enamine NOUN xs55m904d26 13 23 dimer dimer NOUN xs55m904d26 13 24 product product NOUN xs55m904d26 13 25 . . PUNCT