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PubMed:11128597 JSONTXT

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GlyCosmos6-UBERON

Id Subject Object Predicate Lexical cue uberon_id
T1 402-406 Body_part denotes hand http://purl.obolibrary.org/obo/UBERON_0002398

Glycosmos6-MAT

Id Subject Object Predicate Lexical cue
T1 402-406 http://purl.obolibrary.org/obo/MAT_0000091 denotes hand

GlyCosmos600-FMA

Id Subject Object Predicate Lexical cue
PD-FMA-PAE-B_T1 402-406 http://purl.org/sig/ont/fma/fma9712 denotes hand

GlyCosmos600-MAT

Id Subject Object Predicate Lexical cue
PD-MAT-B_T1 402-406 http://purl.obolibrary.org/obo/MAT_0000091 denotes hand

sentences

Id Subject Object Predicate Lexical cue
TextSentencer_T1 0-49 Sentence denotes N-Glycosidation of D-arabino-hex-2-ulosonic acid.
TextSentencer_T2 50-255 Sentence denotes Two approaches to N-functionalized D-arabino-hex-2-ulosonic acid derivatives were established by nucleophilic substitution of methyl (3,4,5-tri-O-acetyl-beta-D-arabino-hex-2-ulopyranosyl)onate bromide (1).
TextSentencer_T3 256-388 Sentence denotes Reaction of 1 with amino compounds in the presence of mercury(II) cyanide led to the 2,3-cis configured beta-D-arabino N-glycosides.
TextSentencer_T4 389-787 Sentence denotes On the other hand, the reaction of bromide 1 with azide, followed by catalytic hydrogenation led to 2,3-trans alpha-D-arabino glycosyl amine methyl 3,4,5-tri-O-acetyl-2-amino-alpha-D-arabino-hex-2-ulopyranosonate, which was easily rearranged to the thermodynamically more stable beta-D-arabino N-acetyl derivative methyl 4,5-di-O-acetyl-2-acetylamino-3-hydroxy-beta-D-arabino-hex-2-ulopyranosonate.
TextSentencer_T5 788-959 Sentence denotes The assignment of configuration of the tertiary anomeric centre and conformation of all products was based on 1H NMR H,H coupling constants and NOE difference experiments.
T1 0-49 Sentence denotes N-Glycosidation of D-arabino-hex-2-ulosonic acid.
T2 50-255 Sentence denotes Two approaches to N-functionalized D-arabino-hex-2-ulosonic acid derivatives were established by nucleophilic substitution of methyl (3,4,5-tri-O-acetyl-beta-D-arabino-hex-2-ulopyranosyl)onate bromide (1).
T3 256-388 Sentence denotes Reaction of 1 with amino compounds in the presence of mercury(II) cyanide led to the 2,3-cis configured beta-D-arabino N-glycosides.
T4 389-787 Sentence denotes On the other hand, the reaction of bromide 1 with azide, followed by catalytic hydrogenation led to 2,3-trans alpha-D-arabino glycosyl amine methyl 3,4,5-tri-O-acetyl-2-amino-alpha-D-arabino-hex-2-ulopyranosonate, which was easily rearranged to the thermodynamically more stable beta-D-arabino N-acetyl derivative methyl 4,5-di-O-acetyl-2-acetylamino-3-hydroxy-beta-D-arabino-hex-2-ulopyranosonate.
T5 788-959 Sentence denotes The assignment of configuration of the tertiary anomeric centre and conformation of all products was based on 1H NMR H,H coupling constants and NOE difference experiments.

pubmed-enju-pas

Id Subject Object Predicate Lexical cue
EnjuParser_T0 0-15 NN denotes N-Glycosidation
EnjuParser_T1 16-18 IN denotes of
EnjuParser_T2 19-43 JJ denotes D-arabino-hex-2-ulosonic
EnjuParser_T3 44-48 NN denotes acid
EnjuParser_T4 50-53 CD denotes Two
EnjuParser_T5 54-64 NNS denotes approaches
EnjuParser_T6 65-67 TO denotes to
EnjuParser_T7 68-84 JJ denotes N-functionalized
EnjuParser_T8 85-109 JJ denotes D-arabino-hex-2-ulosonic
EnjuParser_T9 110-114 NN denotes acid
EnjuParser_T10 115-126 NNS denotes derivatives
EnjuParser_T11 127-131 VBD denotes were
EnjuParser_T12 132-143 VBN denotes established
EnjuParser_T13 144-146 IN denotes by
EnjuParser_T14 147-159 JJ denotes nucleophilic
EnjuParser_T15 160-172 NN denotes substitution
EnjuParser_T16 173-175 IN denotes of
EnjuParser_T17 176-182 NN denotes methyl
EnjuParser_T18 183-184 -LRB- denotes (
EnjuParser_T19 184-236 NN denotes 3,4,5-tri-O-acetyl-beta-D-arabino-hex-2-ulopyranosyl
EnjuParser_T20 236-237 -RRB- denotes )
EnjuParser_T21 237-242 NN denotes onate
EnjuParser_T22 243-250 NN denotes bromide
EnjuParser_T23 251-252 -LRB- denotes (
EnjuParser_T24 252-253 CD denotes 1
EnjuParser_T25 253-254 -RRB- denotes )
EnjuParser_T26 256-264 NN denotes Reaction
EnjuParser_T27 265-267 IN denotes of
EnjuParser_T28 268-269 CD denotes 1
EnjuParser_T29 270-274 IN denotes with
EnjuParser_T30 275-280 JJ denotes amino
EnjuParser_T31 281-290 NNS denotes compounds
EnjuParser_T32 291-293 IN denotes in
EnjuParser_T33 294-297 DT denotes the
EnjuParser_T34 298-306 NN denotes presence
EnjuParser_T35 307-309 IN denotes of
EnjuParser_T36 310-317 NN denotes mercury
EnjuParser_T37 317-318 -LRB- denotes (
EnjuParser_T38 318-320 CD denotes II
EnjuParser_T39 320-321 -RRB- denotes )
EnjuParser_T40 322-329 NN denotes cyanide
EnjuParser_T41 330-333 VBD denotes led
EnjuParser_T42 334-336 TO denotes to
EnjuParser_T43 337-340 DT denotes the
EnjuParser_T44 341-348 NN denotes 2,3-cis
EnjuParser_T45 349-359 VBD denotes configured
EnjuParser_T46 360-374 NN denotes beta-D-arabino
EnjuParser_T47 375-387 NNS denotes N-glycosides
EnjuParser_T48 389-391 IN denotes On
EnjuParser_T49 392-395 DT denotes the
EnjuParser_T50 396-401 JJ denotes other
EnjuParser_T51 402-406 NN denotes hand
EnjuParser_T52 406-407 -COMMA- denotes ,
EnjuParser_T53 408-411 DT denotes the
EnjuParser_T54 412-420 NN denotes reaction
EnjuParser_T55 421-423 IN denotes of
EnjuParser_T56 424-431 NN denotes bromide
EnjuParser_T57 432-433 CD denotes 1
EnjuParser_T58 434-438 IN denotes with
EnjuParser_T59 439-444 NN denotes azide
EnjuParser_T60 444-445 -COMMA- denotes ,
EnjuParser_T61 446-454 VBN denotes followed
EnjuParser_T62 455-457 IN denotes by
EnjuParser_T63 458-467 JJ denotes catalytic
EnjuParser_T64 468-481 NN denotes hydrogenation
EnjuParser_T65 482-485 VBD denotes led
EnjuParser_T66 486-488 TO denotes to
EnjuParser_T67 489-498 JJ denotes 2,3-trans
EnjuParser_T68 499-514 NN denotes alpha-D-arabino
EnjuParser_T69 515-523 NN denotes glycosyl
EnjuParser_T70 524-529 NN denotes amine
EnjuParser_T71 530-536 NN denotes methyl
EnjuParser_T72 537-601 NN denotes 3,4,5-tri-O-acetyl-2-amino-alpha-D-arabino-hex-2-ulopyranosonate
EnjuParser_T73 601-602 -COMMA- denotes ,
EnjuParser_T74 603-608 WDT denotes which
EnjuParser_T75 609-612 VBD denotes was
EnjuParser_T76 613-619 RB denotes easily
EnjuParser_T77 620-630 VBN denotes rearranged
EnjuParser_T78 631-633 TO denotes to
EnjuParser_T79 634-637 DT denotes the
EnjuParser_T80 638-655 RB denotes thermodynamically
EnjuParser_T81 656-660 RBR denotes more
EnjuParser_T82 661-667 JJ denotes stable
EnjuParser_T83 668-682 NN denotes beta-D-arabino
EnjuParser_T84 683-691 NN denotes N-acetyl
EnjuParser_T85 692-702 JJ denotes derivative
EnjuParser_T86 703-709 NN denotes methyl
EnjuParser_T87 710-786 NN denotes 4,5-di-O-acetyl-2-acetylamino-3-hydroxy-beta-D-arabino-hex-2-ulopyranosonate
EnjuParser_T88 788-791 DT denotes The
EnjuParser_T89 792-802 NN denotes assignment
EnjuParser_T90 803-805 IN denotes of
EnjuParser_T91 806-819 NN denotes configuration
EnjuParser_T92 820-822 IN denotes of
EnjuParser_T93 823-826 DT denotes the
EnjuParser_T94 827-835 JJ denotes tertiary
EnjuParser_T95 836-844 JJ denotes anomeric
EnjuParser_T96 845-851 NN denotes centre
EnjuParser_T97 852-855 CC denotes and
EnjuParser_T98 856-868 NN denotes conformation
EnjuParser_T99 869-871 IN denotes of
EnjuParser_T100 872-875 DT denotes all
EnjuParser_T101 876-884 NNS denotes products
EnjuParser_T102 885-888 VBD denotes was
EnjuParser_T103 889-894 VBN denotes based
EnjuParser_T104 895-897 IN denotes on
EnjuParser_T105 898-900 NN denotes 1H
EnjuParser_T106 901-904 NN denotes NMR
EnjuParser_T107 905-906 NN denotes H
EnjuParser_T108 906-907 -COMMA- denotes ,
EnjuParser_T109 907-908 NN denotes H
EnjuParser_T110 909-917 NN denotes coupling
EnjuParser_T111 918-927 NNS denotes constants
EnjuParser_T112 928-931 CC denotes and
EnjuParser_T113 932-935 NN denotes NOE
EnjuParser_T114 936-946 NN denotes difference
EnjuParser_T115 947-958 NNS denotes experiments
EnjuParser_R0 EnjuParser_T0 EnjuParser_T1 arg1Of N-Glycosidation,of
EnjuParser_R1 EnjuParser_T3 EnjuParser_T1 arg2Of acid,of
EnjuParser_R2 EnjuParser_T3 EnjuParser_T2 arg1Of acid,D-arabino-hex-2-ulosonic
EnjuParser_R3 EnjuParser_T5 EnjuParser_T4 arg1Of approaches,Two
EnjuParser_R4 EnjuParser_T5 EnjuParser_T6 arg1Of approaches,to
EnjuParser_R5 EnjuParser_T10 EnjuParser_T6 arg2Of derivatives,to
EnjuParser_R6 EnjuParser_T10 EnjuParser_T7 arg1Of derivatives,N-functionalized
EnjuParser_R7 EnjuParser_T10 EnjuParser_T8 arg1Of derivatives,D-arabino-hex-2-ulosonic
EnjuParser_R8 EnjuParser_T10 EnjuParser_T9 arg1Of derivatives,acid
EnjuParser_R9 EnjuParser_T5 EnjuParser_T11 arg1Of approaches,were
EnjuParser_R10 EnjuParser_T12 EnjuParser_T11 arg2Of established,were
EnjuParser_R11 EnjuParser_T15 EnjuParser_T12 arg1Of substitution,established
EnjuParser_R12 EnjuParser_T5 EnjuParser_T12 arg2Of approaches,established
EnjuParser_R13 EnjuParser_T15 EnjuParser_T13 arg2Of substitution,by
EnjuParser_R14 EnjuParser_T15 EnjuParser_T14 arg1Of substitution,nucleophilic
EnjuParser_R15 EnjuParser_T15 EnjuParser_T16 arg1Of substitution,of
EnjuParser_R16 EnjuParser_T22 EnjuParser_T16 arg2Of bromide,of
EnjuParser_R17 EnjuParser_T22 EnjuParser_T17 arg1Of bromide,methyl
EnjuParser_R18 EnjuParser_T22 EnjuParser_T18 arg1Of bromide,(
EnjuParser_R19 EnjuParser_T19 EnjuParser_T18 arg2Of "3,4,5-tri-O-acetyl-beta-D-arabino-hex-2-ulopyranosyl",(
EnjuParser_R20 EnjuParser_T20 EnjuParser_T18 arg3Of ),(
EnjuParser_R21 EnjuParser_T22 EnjuParser_T21 arg1Of bromide,onate
EnjuParser_R22 EnjuParser_T22 EnjuParser_T23 arg1Of bromide,(
EnjuParser_R23 EnjuParser_T24 EnjuParser_T23 arg2Of 1,(
EnjuParser_R24 EnjuParser_T25 EnjuParser_T23 arg3Of ),(
EnjuParser_R25 EnjuParser_T26 EnjuParser_T27 arg1Of Reaction,of
EnjuParser_R26 EnjuParser_T28 EnjuParser_T27 arg2Of 1,of
EnjuParser_R27 EnjuParser_T26 EnjuParser_T29 arg1Of Reaction,with
EnjuParser_R28 EnjuParser_T31 EnjuParser_T29 arg2Of compounds,with
EnjuParser_R29 EnjuParser_T31 EnjuParser_T30 arg1Of compounds,amino
EnjuParser_R30 EnjuParser_T31 EnjuParser_T32 arg1Of compounds,in
EnjuParser_R31 EnjuParser_T34 EnjuParser_T32 arg2Of presence,in
EnjuParser_R32 EnjuParser_T40 EnjuParser_T32 arg3Of cyanide,in
EnjuParser_R33 EnjuParser_T34 EnjuParser_T33 arg1Of presence,the
EnjuParser_R34 EnjuParser_T34 EnjuParser_T35 arg1Of presence,of
EnjuParser_R35 EnjuParser_T36 EnjuParser_T35 arg2Of mercury,of
EnjuParser_R36 EnjuParser_T36 EnjuParser_T37 arg1Of mercury,(
EnjuParser_R37 EnjuParser_T38 EnjuParser_T37 arg2Of II,(
EnjuParser_R38 EnjuParser_T39 EnjuParser_T37 arg3Of ),(
EnjuParser_R39 EnjuParser_T26 EnjuParser_T41 arg1Of Reaction,led
EnjuParser_R40 EnjuParser_T41 EnjuParser_T42 arg1Of led,to
EnjuParser_R41 EnjuParser_T44 EnjuParser_T42 arg2Of "2,3-cis",to
EnjuParser_R42 EnjuParser_T44 EnjuParser_T43 arg1Of "2,3-cis",the
EnjuParser_R43 EnjuParser_T44 EnjuParser_T45 arg2Of "2,3-cis",configured
EnjuParser_R44 EnjuParser_T47 EnjuParser_T45 arg3Of N-glycosides,configured
EnjuParser_R45 EnjuParser_T47 EnjuParser_T46 arg1Of N-glycosides,beta-D-arabino
EnjuParser_R46 EnjuParser_T65 EnjuParser_T48 arg1Of led,On
EnjuParser_R47 EnjuParser_T51 EnjuParser_T48 arg2Of hand,On
EnjuParser_R48 EnjuParser_T51 EnjuParser_T49 arg1Of hand,the
EnjuParser_R49 EnjuParser_T51 EnjuParser_T50 arg1Of hand,other
EnjuParser_R50 EnjuParser_T65 EnjuParser_T52 arg1Of led,","
EnjuParser_R51 EnjuParser_T54 EnjuParser_T53 arg1Of reaction,the
EnjuParser_R52 EnjuParser_T54 EnjuParser_T55 arg1Of reaction,of
EnjuParser_R53 EnjuParser_T56 EnjuParser_T55 arg2Of bromide,of
EnjuParser_R54 EnjuParser_T56 EnjuParser_T57 arg1Of bromide,1
EnjuParser_R55 EnjuParser_T56 EnjuParser_T58 arg1Of bromide,with
EnjuParser_R56 EnjuParser_T59 EnjuParser_T58 arg2Of azide,with
EnjuParser_R57 EnjuParser_T54 EnjuParser_T60 arg1Of reaction,","
EnjuParser_R58 EnjuParser_T64 EnjuParser_T61 arg1Of hydrogenation,followed
EnjuParser_R59 EnjuParser_T54 EnjuParser_T61 arg2Of reaction,followed
EnjuParser_R60 EnjuParser_T64 EnjuParser_T62 arg2Of hydrogenation,by
EnjuParser_R61 EnjuParser_T64 EnjuParser_T63 arg1Of hydrogenation,catalytic
EnjuParser_R62 EnjuParser_T54 EnjuParser_T65 arg1Of reaction,led
EnjuParser_R63 EnjuParser_T65 EnjuParser_T66 arg1Of led,to
EnjuParser_R64 EnjuParser_T72 EnjuParser_T66 arg2Of "3,4,5-tri-O-acetyl-2-amino-alpha-D-arabino-hex-2-ulopyranosonate",to
EnjuParser_R65 EnjuParser_T72 EnjuParser_T67 arg1Of "3,4,5-tri-O-acetyl-2-amino-alpha-D-arabino-hex-2-ulopyranosonate","2,3-trans"
EnjuParser_R66 EnjuParser_T72 EnjuParser_T68 arg1Of "3,4,5-tri-O-acetyl-2-amino-alpha-D-arabino-hex-2-ulopyranosonate",alpha-D-arabino
EnjuParser_R67 EnjuParser_T72 EnjuParser_T69 arg1Of "3,4,5-tri-O-acetyl-2-amino-alpha-D-arabino-hex-2-ulopyranosonate",glycosyl
EnjuParser_R68 EnjuParser_T72 EnjuParser_T70 arg1Of "3,4,5-tri-O-acetyl-2-amino-alpha-D-arabino-hex-2-ulopyranosonate",amine
EnjuParser_R69 EnjuParser_T72 EnjuParser_T71 arg1Of "3,4,5-tri-O-acetyl-2-amino-alpha-D-arabino-hex-2-ulopyranosonate",methyl
EnjuParser_R70 EnjuParser_T72 EnjuParser_T73 arg1Of "3,4,5-tri-O-acetyl-2-amino-alpha-D-arabino-hex-2-ulopyranosonate",","
EnjuParser_R71 EnjuParser_T72 EnjuParser_T74 arg1Of "3,4,5-tri-O-acetyl-2-amino-alpha-D-arabino-hex-2-ulopyranosonate",which
EnjuParser_R72 EnjuParser_T72 EnjuParser_T75 arg1Of "3,4,5-tri-O-acetyl-2-amino-alpha-D-arabino-hex-2-ulopyranosonate",was
EnjuParser_R73 EnjuParser_T77 EnjuParser_T75 arg2Of rearranged,was
EnjuParser_R74 EnjuParser_T77 EnjuParser_T76 arg1Of rearranged,easily
EnjuParser_R75 EnjuParser_T72 EnjuParser_T77 arg2Of "3,4,5-tri-O-acetyl-2-amino-alpha-D-arabino-hex-2-ulopyranosonate",rearranged
EnjuParser_R76 EnjuParser_T77 EnjuParser_T78 arg1Of rearranged,to
EnjuParser_R77 EnjuParser_T87 EnjuParser_T78 arg2Of "4,5-di-O-acetyl-2-acetylamino-3-hydroxy-beta-D-arabino-hex-2-ulopyranosonate",to
EnjuParser_R78 EnjuParser_T87 EnjuParser_T79 arg1Of "4,5-di-O-acetyl-2-acetylamino-3-hydroxy-beta-D-arabino-hex-2-ulopyranosonate",the
EnjuParser_R79 EnjuParser_T81 EnjuParser_T80 arg1Of more,thermodynamically
EnjuParser_R80 EnjuParser_T82 EnjuParser_T81 arg1Of stable,more
EnjuParser_R81 EnjuParser_T87 EnjuParser_T82 arg1Of "4,5-di-O-acetyl-2-acetylamino-3-hydroxy-beta-D-arabino-hex-2-ulopyranosonate",stable
EnjuParser_R82 EnjuParser_T87 EnjuParser_T83 arg1Of "4,5-di-O-acetyl-2-acetylamino-3-hydroxy-beta-D-arabino-hex-2-ulopyranosonate",beta-D-arabino
EnjuParser_R83 EnjuParser_T87 EnjuParser_T84 arg1Of "4,5-di-O-acetyl-2-acetylamino-3-hydroxy-beta-D-arabino-hex-2-ulopyranosonate",N-acetyl
EnjuParser_R84 EnjuParser_T87 EnjuParser_T85 arg1Of "4,5-di-O-acetyl-2-acetylamino-3-hydroxy-beta-D-arabino-hex-2-ulopyranosonate",derivative
EnjuParser_R85 EnjuParser_T87 EnjuParser_T86 arg1Of "4,5-di-O-acetyl-2-acetylamino-3-hydroxy-beta-D-arabino-hex-2-ulopyranosonate",methyl
EnjuParser_R86 EnjuParser_T89 EnjuParser_T88 arg1Of assignment,The
EnjuParser_R87 EnjuParser_T89 EnjuParser_T90 arg1Of assignment,of
EnjuParser_R88 EnjuParser_T97 EnjuParser_T90 arg2Of and,of
EnjuParser_R89 EnjuParser_T91 EnjuParser_T92 arg1Of configuration,of
EnjuParser_R90 EnjuParser_T96 EnjuParser_T92 arg2Of centre,of
EnjuParser_R91 EnjuParser_T96 EnjuParser_T93 arg1Of centre,the
EnjuParser_R92 EnjuParser_T96 EnjuParser_T94 arg1Of centre,tertiary
EnjuParser_R93 EnjuParser_T96 EnjuParser_T95 arg1Of centre,anomeric
EnjuParser_R94 EnjuParser_T91 EnjuParser_T97 arg1Of configuration,and
EnjuParser_R95 EnjuParser_T98 EnjuParser_T97 arg2Of conformation,and
EnjuParser_R96 EnjuParser_T98 EnjuParser_T99 arg1Of conformation,of
EnjuParser_R97 EnjuParser_T101 EnjuParser_T99 arg2Of products,of
EnjuParser_R98 EnjuParser_T101 EnjuParser_T100 arg1Of products,all
EnjuParser_R99 EnjuParser_T89 EnjuParser_T102 arg1Of assignment,was
EnjuParser_R100 EnjuParser_T103 EnjuParser_T102 arg2Of based,was
EnjuParser_R101 EnjuParser_T89 EnjuParser_T103 arg2Of assignment,based
EnjuParser_R102 EnjuParser_T103 EnjuParser_T104 arg1Of based,on
EnjuParser_R103 EnjuParser_T112 EnjuParser_T104 arg2Of and,on
EnjuParser_R104 EnjuParser_T107 EnjuParser_T105 arg1Of H,1H
EnjuParser_R105 EnjuParser_T107 EnjuParser_T106 arg1Of H,NMR
EnjuParser_R106 EnjuParser_T107 EnjuParser_T108 arg1Of H,","
EnjuParser_R107 EnjuParser_T111 EnjuParser_T108 arg2Of constants,","
EnjuParser_R108 EnjuParser_T111 EnjuParser_T109 arg1Of constants,H
EnjuParser_R109 EnjuParser_T111 EnjuParser_T110 arg1Of constants,coupling
EnjuParser_R110 EnjuParser_T108 EnjuParser_T112 arg1Of ",",and
EnjuParser_R111 EnjuParser_T115 EnjuParser_T112 arg2Of experiments,and
EnjuParser_R112 EnjuParser_T115 EnjuParser_T113 arg1Of experiments,NOE
EnjuParser_R113 EnjuParser_T115 EnjuParser_T114 arg1Of experiments,difference