Automated Quantification of Hydroxyl Reactivities: Prediction of Glycosylation Reactions

The stereoselectivity and yield in glycosylation reactions are paramount but unpredictable. We have developed a database of acceptor nucleophilic constants (Aka) to quantify the nucleophilicity of hydroxyl groups in glycosylation influenced by the steric, electronic and structural effects, providing...

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Veröffentlicht in:Angewandte Chemie International Edition Jg. 60; H. 22; S. 12413 - 12423
Hauptverfasser: Chang, Chun‐Wei, Lin, Mei‐Huei, Chan, Chieh‐Kai, Su, Kuan‐Yu, Wu, Chia‐Hui, Lo, Wei‐Chih, Lam, Sarah, Cheng, Yu‐Ting, Liao, Pin‐Hsuan, Wong, Chi‐Huey, Wang, Cheng‐Chung
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Sprache:Englisch
Veröffentlicht: Germany Wiley Subscription Services, Inc 25.05.2021
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ISSN:1433-7851, 1521-3773, 1521-3773
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Abstract The stereoselectivity and yield in glycosylation reactions are paramount but unpredictable. We have developed a database of acceptor nucleophilic constants (Aka) to quantify the nucleophilicity of hydroxyl groups in glycosylation influenced by the steric, electronic and structural effects, providing a connection between experiments and computer algorithms. The subtle reactivity differences among the hydroxyl groups on various carbohydrate molecules can be defined by Aka, which is easily accessible by a simple and convenient automation system to assure high reproducibility and accuracy. A diverse range of glycosylation donors and acceptors with well‐defined reactivity and promoters were organized and processed by the designed software program “GlycoComputer” for prediction of glycosylation reactions without involving sophisticated computational processing. The importance of Aka was further verified by random forest algorithm, and the applicability was tested by the synthesis of a Lewis A skeleton to show that the stereoselectivity and yield can be accurately estimated. A so‐called “GlycoComputer” program has been developed to foresee and predict the yield and stereoselectivity of glycosylation reactions based on the properties of various donors, acceptors, activation systems and solvents. The program statistically analyzes and compares the relative reactivity value (RRV) of donors and the acceptor nucleophilic constant (Aka) of acceptors.
AbstractList The stereoselectivity and yield in glycosylation reactions are paramount but unpredictable. We have developed a database of acceptor nucleophilic constants (Aka) to quantify the nucleophilicity of hydroxyl groups in glycosylation influenced by the steric, electronic and structural effects, providing a connection between experiments and computer algorithms. The subtle reactivity differences among the hydroxyl groups on various carbohydrate molecules can be defined by Aka, which is easily accessible by a simple and convenient automation system to assure high reproducibility and accuracy. A diverse range of glycosylation donors and acceptors with well‐defined reactivity and promoters were organized and processed by the designed software program “GlycoComputer” for prediction of glycosylation reactions without involving sophisticated computational processing. The importance of Aka was further verified by random forest algorithm, and the applicability was tested by the synthesis of a Lewis A skeleton to show that the stereoselectivity and yield can be accurately estimated.
The stereoselectivity and yield in glycosylation reactions are paramount but unpredictable. We have developed a database of acceptor nucleophilic constants (Aka) to quantify the nucleophilicity of hydroxyl groups in glycosylation influenced by the steric, electronic and structural effects, providing a connection between experiments and computer algorithms. The subtle reactivity differences among the hydroxyl groups on various carbohydrate molecules can be defined by Aka, which is easily accessible by a simple and convenient automation system to assure high reproducibility and accuracy. A diverse range of glycosylation donors and acceptors with well-defined reactivity and promoters were organized and processed by the designed software program "GlycoComputer" for prediction of glycosylation reactions without involving sophisticated computational processing. The importance of Aka was further verified by random forest algorithm, and the applicability was tested by the synthesis of a Lewis A skeleton to show that the stereoselectivity and yield can be accurately estimated.The stereoselectivity and yield in glycosylation reactions are paramount but unpredictable. We have developed a database of acceptor nucleophilic constants (Aka) to quantify the nucleophilicity of hydroxyl groups in glycosylation influenced by the steric, electronic and structural effects, providing a connection between experiments and computer algorithms. The subtle reactivity differences among the hydroxyl groups on various carbohydrate molecules can be defined by Aka, which is easily accessible by a simple and convenient automation system to assure high reproducibility and accuracy. A diverse range of glycosylation donors and acceptors with well-defined reactivity and promoters were organized and processed by the designed software program "GlycoComputer" for prediction of glycosylation reactions without involving sophisticated computational processing. The importance of Aka was further verified by random forest algorithm, and the applicability was tested by the synthesis of a Lewis A skeleton to show that the stereoselectivity and yield can be accurately estimated.
The stereoselectivity and yield in glycosylation reactions are paramount but unpredictable. We have developed a database of acceptor nucleophilic constants (Aka) to quantify the nucleophilicity of hydroxyl groups in glycosylation influenced by the steric, electronic and structural effects, providing a connection between experiments and computer algorithms. The subtle reactivity differences among the hydroxyl groups on various carbohydrate molecules can be defined by Aka, which is easily accessible by a simple and convenient automation system to assure high reproducibility and accuracy. A diverse range of glycosylation donors and acceptors with well‐defined reactivity and promoters were organized and processed by the designed software program “GlycoComputer” for prediction of glycosylation reactions without involving sophisticated computational processing. The importance of Aka was further verified by random forest algorithm, and the applicability was tested by the synthesis of a Lewis A skeleton to show that the stereoselectivity and yield can be accurately estimated. A so‐called “GlycoComputer” program has been developed to foresee and predict the yield and stereoselectivity of glycosylation reactions based on the properties of various donors, acceptors, activation systems and solvents. The program statistically analyzes and compares the relative reactivity value (RRV) of donors and the acceptor nucleophilic constant (Aka) of acceptors.
Author Chang, Chun‐Wei
Lin, Mei‐Huei
Liao, Pin‐Hsuan
Chan, Chieh‐Kai
Su, Kuan‐Yu
Cheng, Yu‐Ting
Lam, Sarah
Wang, Cheng‐Chung
Wu, Chia‐Hui
Lo, Wei‐Chih
Wong, Chi‐Huey
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  fullname: Lin, Mei‐Huei
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  givenname: Chieh‐Kai
  orcidid: 0000-0002-5178-156X
  surname: Chan
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  givenname: Kuan‐Yu
  surname: Su
  fullname: Su, Kuan‐Yu
  organization: Academia Sinica
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  orcidid: 0000-0002-5982-136X
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  fullname: Lam, Sarah
  organization: Academia Sinica
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  orcidid: 0000-0002-0158-8761
  surname: Cheng
  fullname: Cheng, Yu‐Ting
  organization: Academia Sinica
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  givenname: Pin‐Hsuan
  surname: Liao
  fullname: Liao, Pin‐Hsuan
  organization: Academia Sinica
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  givenname: Chi‐Huey
  surname: Wong
  fullname: Wong, Chi‐Huey
  email: chwong@gate.sinica.edu.tw
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  givenname: Cheng‐Chung
  orcidid: 0000-0002-2562-0658
  surname: Wang
  fullname: Wang, Cheng‐Chung
  email: wangcc@chem.sinica.edu.tw
  organization: Academia Sinica
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Cites_doi 10.1021/ja071955l
10.1021/acs.chemrev.8b00051
10.1021/acs.accounts.8b00087
10.1039/C6SC04638J
10.1126/science.aar5169
10.1021/acs.accounts.7b00449
10.3390/molecules23071742
10.1002/chem.201100732
10.1038/s41586-018-0337-2
10.1038/s41467-020-16362-x
10.1055/s-1997-765
10.1002/chem.202003105
10.1002/ange.202010280
10.1021/cr500434x
10.1002/1521-3773(20021104)41:21<4087::AID-ANIE4087>3.0.CO;2-X
10.1021/jacs.0c12096
10.1039/C9OB00124G
10.1016/j.carres.2018.10.006
10.1016/j.carres.2007.02.032
10.1038/s41586-019-1288-y
10.1021/jo5016695
10.1002/9783527696239.ch3
10.1038/nrc3982
10.1021/acs.biochem.9b00613
10.1055/s-1995-5052
10.1021/acs.chemrev.0c00243
10.1021/ol402371b
10.1021/acs.chemrev.8b00036
10.1039/B702551C
10.1002/anie.201802899
10.1021/jo1025157
10.1039/b801305e
10.1016/S0008-6215(02)00043-5
10.1021/jacs.8b01523
10.1002/chem.200700947
10.1021/jacs.0c03215
10.1021/ja982232s
10.1039/D0CC02728F
10.1055/s-1997-5762
10.1016/j.carres.2014.06.020
10.1146/annurev-biochem-060409-092741
10.1002/chem.200901119
10.1002/ange.201802899
10.1039/c3ob42129e
10.1021/jo302455d
10.1039/D0CP01389G
10.1021/ar5004187
10.1186/s13065-015-0085-4
10.1021/acs.joc.7b00470
10.1126/science.aav2211
10.1002/1521-3757(20021104)114:21<4261::AID-ANGE4261>3.0.CO;2-3
10.1021/ct1001347
10.1039/C5NP00033E
10.1039/C8CS00369F
10.1021/ja405588x
10.1021/ol403722f
10.1002/chem.19970030315
10.1039/c3ob26994a
10.1016/S0040-4039(99)01203-4
10.1038/s41467-018-06764-3
10.1093/glycob/cww086
10.1039/B916088D
10.1002/ange.201906297
10.1146/annurev-biochem-060614-034420
10.1038/nchem.1404
10.1002/anie.201916245
10.1002/open.201600043
10.1038/s41467-018-05828-8
10.1016/S0040-4039(00)97609-3
10.1021/jo4012464
10.1021/acs.orglett.7b03967
10.1038/nchem.399
10.1530/ERC-16-0569
10.1021/jacs.9b01991
10.1039/c2ob06696c
10.1002/ange.202009209
10.1021/jacs.8b04525
10.1038/s41467-018-07618-8
10.1038/s41586-018-0307-8
10.1021/jacs.0c05525
10.1002/anie.202010280
10.1039/a705275h
10.1016/j.carres.2020.108045
10.3762/bjoc.13.12
10.1002/anie.202009209
10.1016/j.carres.2015.02.007
10.1021/jo801462r
10.1021/acscentsci.9b00042
10.1039/C9CC08876H
10.1021/acs.chemrev.8b00144
10.1021/acs.joc.0c01313
10.1002/ange.201916245
10.1002/anie.201906297
10.1021/jacs.9b07022
10.1021/jo01323a017
10.1039/C8SC01743C
10.1002/ejoc.202000707
10.1021/acs.chemrev.8b00083
10.1021/ja307266n
10.1002/chem.201900651
10.1021/acs.joc.8b01459
10.1002/ejoc.201901809
10.3762/bjoc.13.207
10.1021/jacs.5b06126
10.3390/molecules15107235
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Keywords carbohydrates
hydroxyl
glycosylation
diastereoselectivity
predictive algorithms
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References 2021; 27
2017; 8
2010; 15
2017; 82
2018; 360
2020; 120
2007; 342
2015; 32
2019; 17
2020 2020; 59 132
1999; 121
2020; 59
2020; 56
2020; 11
2018; 83
2015; 80
1999; 40
2011; 17
2008; 73
1997; 3
2008; 0
2012; 10
2019; 363
2018; 9
2015; 48
2013; 15
2012; 134
2015; 137
2002 2002; 41 114
2013; 11
2020; 495
2018 2018; 57 130
2019; 25
2014; 16
2016; 85
2014; 12
2009; 15
2010; 6
2019; 473
2010; 8
2015; 15
1990; 31
2007; 129
2018; 140
2019; 5
2020; 85
2020; 142
2011; 80
2017; 27
2017; 24
1998
2002; 337
1997
2015; 408
2007
1995
2011; 76
2015; 403
2021; 143
2018; 23
2019; 141
2015; 9
2018; 20
2007; 13
2019 2019; 58 131
2016; 5
2015; 115
2018; 559
2021
2018; 118
2020
2013; 78
2019; 48
2017; 13
2020; 27
2021 2021; 60 133
2017
2013; 135
2018; 51
2020; 22
2013
2019; 570
2009; 1
2012; 4
1979; 44
e_1_2_6_114_1
e_1_2_6_72_2
e_1_2_6_53_1
e_1_2_6_95_2
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e_1_2_6_91_2
Mong K.-K. T. (e_1_2_6_30_2) 2017
e_1_2_6_110_2
e_1_2_6_19_2
Boyd S. (e_1_2_6_123_1) 2013
e_1_2_6_34_2
e_1_2_6_11_1
e_1_2_6_76_2
e_1_2_6_57_1
e_1_2_6_15_2
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e_1_2_6_125_2
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Moon S.-Y. (e_1_2_6_122_1) 2021
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References_xml – start-page: 59
  year: 2017
  end-page: 77
– volume: 11
  start-page: 2664
  year: 2020
  publication-title: Nat. Commun.
– volume: 141
  start-page: 6484
  year: 2019
  end-page: 6488
  publication-title: J. Am. Chem. Soc.
– volume: 473
  start-page: 72
  year: 2019
  end-page: 81
  publication-title: Carbohydr. Res.
– volume: 17
  start-page: 5929
  year: 2019
  end-page: 5942
  publication-title: Org. Biomol. Chem.
– volume: 403
  start-page: 48
  year: 2015
  end-page: 59
  publication-title: Carbohydr. Res.
– volume: 44
  start-page: 1438
  year: 1979
  end-page: 1447
  publication-title: J. Org. Chem.
– volume: 135
  start-page: 14249
  year: 2013
  end-page: 14255
  publication-title: J. Am. Chem. Soc.
– year: 2021
  publication-title: Chem. Sci.
– volume: 140
  start-page: 11942
  year: 2018
  end-page: 11953
  publication-title: J. Am. Chem. Soc.
– volume: 134
  start-page: 14746
  year: 2012
  end-page: 14749
  publication-title: J. Am. Chem. Soc.
– volume: 142
  start-page: 7760
  year: 2020
  end-page: 7764
  publication-title: J. Am. Chem. Soc.
– volume: 11
  start-page: 1879
  year: 2013
  end-page: 1886
  publication-title: Org. Biomol. Chem.
– volume: 80
  start-page: 40
  year: 2015
  end-page: 51
  publication-title: J. Org. Chem.
– volume: 48
  start-page: 4688
  year: 2019
  end-page: 4706
  publication-title: Chem. Soc. Rev.
– start-page: 2336
  year: 2007
  end-page: 2338
  publication-title: Chem. Commun.
– volume: 13
  start-page: 2094
  year: 2017
  end-page: 2114
  publication-title: Beilstein J. Org. Chem.
– volume: 23
  start-page: 1742
  year: 2018
  publication-title: Molecules
– volume: 559
  start-page: 547
  year: 2018
  end-page: 555
  publication-title: Nature
– volume: 24
  start-page: R49
  year: 2017
  end-page: R64
  publication-title: Endocr.-Relat. Cancer
– volume: 495
  year: 2020
  publication-title: Carbohydr. Res.
– volume: 10
  start-page: 2503
  year: 2012
  end-page: 2508
  publication-title: Org. Biomol. Chem.
– start-page: 818
  year: 1997
  end-page: 820
  publication-title: Synlett
– volume: 6
  start-page: 1783
  year: 2010
  end-page: 1797
  publication-title: J. Chem. Theory Comput.
– start-page: 1802
  year: 2020
  end-page: 1810
  publication-title: Eur. J. Org. Chem.
– volume: 12
  start-page: 1184
  year: 2014
  end-page: 1197
  publication-title: Org. Biomol. Chem.
– volume: 58 131
  start-page: 16775 16931
  year: 2019 2019
  end-page: 16779 16935
  publication-title: Angew. Chem. Int. Ed. Angew. Chem.
– volume: 60 133
  start-page: 937 950
  year: 2021 2021
  end-page: 945 958
  publication-title: Angew. Chem. Int. Ed. Angew. Chem.
– volume: 9
  start-page: 4174
  year: 2018
  publication-title: Nat. Commun.
– volume: 5
  start-page: 401
  year: 2016
  end-page: 433
  publication-title: ChemistryOpen
– volume: 1
  start-page: 611
  year: 2009
  publication-title: Nat. Chem.
– volume: 118
  start-page: 8105
  year: 2018
  end-page: 8150
  publication-title: Chem. Rev.
– volume: 4
  start-page: 663
  year: 2012
  end-page: 667
  publication-title: Nat. Chem.
– volume: 51
  start-page: 1281
  year: 2018
  end-page: 1289
  publication-title: Acc. Chem. Res.
– volume: 27
  start-page: 2556
  year: 2021
  end-page: 2568
  publication-title: Chem. Eur. J.
– volume: 85
  start-page: 15945
  year: 2020
  end-page: 15963
  publication-title: J. Org. Chem.
– volume: 51
  start-page: 628
  year: 2018
  end-page: 639
  publication-title: Acc. Chem. Res.
– volume: 559
  start-page: 377
  year: 2018
  end-page: 381
  publication-title: Nature
– volume: 56
  start-page: 1333
  year: 2020
  end-page: 1336
  publication-title: Chem. Commun.
– start-page: 184
  year: 2013
– volume: 570
  start-page: 175
  year: 2019
  end-page: 181
  publication-title: Nature
– volume: 9
  start-page: 5202
  year: 2018
  publication-title: Nat. Commun.
– volume: 27
  start-page: 3
  year: 2017
  end-page: 49
  publication-title: Glycobiology
– volume: 129
  start-page: 9222
  year: 2007
  end-page: 9235
  publication-title: J. Am. Chem. Soc.
– start-page: 781
  year: 1995
  end-page: 784
  publication-title: Synlett
– volume: 3
  start-page: 431
  year: 1997
  end-page: 440
  publication-title: Chem. Eur. J.
– volume: 141
  start-page: 16743
  year: 2019
  end-page: 16754
  publication-title: J. Am. Chem. Soc.
– volume: 121
  start-page: 734
  year: 1999
  end-page: 753
  publication-title: J. Am. Chem. Soc.
– volume: 59 132
  start-page: 6166 6224
  year: 2020 2020
  end-page: 6171 6229
  publication-title: Angew. Chem. Int. Ed. Angew. Chem.
– volume: 59
  start-page: 3078
  year: 2020
  end-page: 3088
  publication-title: Biochemistry
– volume: 115
  start-page: 4963
  year: 2015
  end-page: 5013
  publication-title: Chem. Rev.
– volume: 27
  start-page: 2032
  year: 2020
  end-page: 2042
  publication-title: Chem. Eur. J.
– start-page: 257
  year: 1997
  end-page: 260
  publication-title: Synlett
– volume: 40
  start-page: 6523
  year: 1999
  end-page: 6526
  publication-title: Tetrahedron Lett.
– volume: 360
  start-page: 186
  year: 2018
  end-page: 190
  publication-title: Science
– volume: 22
  start-page: 14454
  year: 2020
  end-page: 14457
  publication-title: Phys. Chem. Chem. Phys.
– volume: 118
  start-page: 8285
  year: 2018
  end-page: 8358
  publication-title: Chem. Rev.
– volume: 8
  start-page: 1867
  year: 2017
  end-page: 1875
  publication-title: Chem. Sci.
– volume: 5
  start-page: 781
  year: 2019
  end-page: 788
  publication-title: ACS Cent. Sci.
– volume: 15
  start-page: 7235
  year: 2010
  end-page: 7265
  publication-title: Molecules
– volume: 337
  start-page: 765
  year: 2002
  end-page: 774
  publication-title: Carbohydr. Res.
– volume: 118
  start-page: 8242
  year: 2018
  end-page: 8284
  publication-title: Chem. Rev.
– volume: 83
  start-page: 10334
  year: 2018
  end-page: 10351
  publication-title: J. Org. Chem.
– volume: 76
  start-page: 5207
  year: 2011
  end-page: 5218
  publication-title: J. Org. Chem.
– volume: 9
  start-page: 6685
  year: 2018
  end-page: 6691
  publication-title: Chem. Sci.
– volume: 363
  year: 2019
  publication-title: Science
– volume: 143
  start-page: 1577
  year: 2021
  end-page: 1589
  publication-title: J. Am. Chem. Soc.
– volume: 25
  start-page: 7149
  year: 2019
  end-page: 7157
  publication-title: Chem. Eur. J.
– volume: 82
  start-page: 4793
  year: 2017
  end-page: 4811
  publication-title: J. Org. Chem.
– volume: 9
  start-page: 3406
  year: 2018
  publication-title: Nat. Commun.
– volume: 41 114
  start-page: 4087 4261
  year: 2002 2002
  end-page: 4090 4264
  publication-title: Angew. Chem. Int. Ed. Angew. Chem.
– volume: 142
  start-page: 12501
  year: 2020
  end-page: 12514
  publication-title: J. Am. Chem. Soc.
– volume: 56
  start-page: 6818
  year: 2020
  end-page: 6821
  publication-title: Chem. Commun.
– start-page: 4616
  year: 2020
  end-page: 4620
  publication-title: Eur. J. Org. Chem.
– volume: 120
  start-page: 7104
  year: 2020
  end-page: 7151
  publication-title: Chem. Rev.
– volume: 31
  start-page: 4313
  year: 1990
  end-page: 4316
  publication-title: Tetrahedron Lett.
– volume: 342
  start-page: 1202
  year: 2007
  end-page: 1209
  publication-title: Carbohydr. Res.
– volume: 60 133
  start-page: 2689 2721
  year: 2021 2021
  end-page: 2693 2725
  publication-title: Angew. Chem. Int. Ed. Angew. Chem.
– volume: 57 130
  start-page: 8240 8372
  year: 2018 2018
  end-page: 8244 8376
  publication-title: Angew. Chem. Int. Ed. Angew. Chem.
– volume: 13
  start-page: 93
  year: 2017
  end-page: 105
  publication-title: Beilstein J. Org. Chem.
– volume: 85
  start-page: 599
  year: 2016
  end-page: 630
  publication-title: Annu. Rev. Biochem.
– volume: 48
  start-page: 643
  year: 2015
  end-page: 652
  publication-title: Acc. Chem. Res.
– volume: 32
  start-page: 1331
  year: 2015
  end-page: 1355
  publication-title: Nat. Prod. Rep.
– volume: 8
  start-page: 497
  year: 2010
  end-page: 510
  publication-title: Org. Biomol. Chem.
– volume: 80
  start-page: 669
  year: 2011
  end-page: 702
  publication-title: Annu. Rev. Biochem.
– volume: 137
  start-page: 10336
  year: 2015
  end-page: 10345
  publication-title: J. Am. Chem. Soc.
– volume: 15
  start-page: 4904
  year: 2013
  end-page: 4907
  publication-title: Org. Lett.
– volume: 408
  start-page: 51
  year: 2015
  end-page: 95
  publication-title: Carbohydr. Res.
– volume: 118
  start-page: 8025
  year: 2018
  end-page: 8104
  publication-title: Chem. Rev.
– volume: 13
  start-page: 7576
  year: 2007
  end-page: 7582
  publication-title: Chem. Eur. J.
– volume: 78
  start-page: 2191
  year: 2013
  end-page: 2205
  publication-title: J. Org. Chem.
– volume: 9
  start-page: 12
  year: 2015
  publication-title: Chem. Cent. J.
– volume: 15
  start-page: 10972
  year: 2009
  end-page: 10982
  publication-title: Chem. Eur. J.
– volume: 0
  start-page: 2465
  year: 2008
  end-page: 2467
  publication-title: Chem. Commun.
– volume: 17
  start-page: 12193
  year: 2011
  end-page: 12202
  publication-title: Chem. Eur. J.
– volume: 140
  start-page: 5004
  year: 2018
  end-page: 5008
  publication-title: J. Am. Chem. Soc.
– volume: 15
  start-page: 540
  year: 2015
  end-page: 555
  publication-title: Nat. Rev. Cancer
– volume: 20
  start-page: 1019
  year: 2018
  end-page: 1022
  publication-title: Org. Lett.
– start-page: 51
  year: 1998
  end-page: 66
  publication-title: J. Chem. Soc. Perkin Trans. 1
– volume: 16
  start-page: 1116
  year: 2014
  end-page: 1119
  publication-title: Org. Lett.
– volume: 73
  start-page: 7952
  year: 2008
  end-page: 7962
  publication-title: J. Org. Chem.
– volume: 78
  start-page: 7234
  year: 2013
  end-page: 7248
  publication-title: J. Org. Chem.
– ident: e_1_2_6_31_1
– ident: e_1_2_6_61_2
  doi: 10.1021/ja071955l
– ident: e_1_2_6_5_2
  doi: 10.1021/acs.chemrev.8b00051
– ident: e_1_2_6_8_2
  doi: 10.1021/acs.accounts.8b00087
– ident: e_1_2_6_44_2
  doi: 10.1039/C6SC04638J
– ident: e_1_2_6_93_1
– ident: e_1_2_6_121_2
  doi: 10.1126/science.aar5169
– ident: e_1_2_6_19_2
  doi: 10.1021/acs.accounts.7b00449
– ident: e_1_2_6_23_2
  doi: 10.3390/molecules23071742
– ident: e_1_2_6_115_1
– ident: e_1_2_6_118_2
  doi: 10.1002/chem.201100732
– ident: e_1_2_6_9_2
  doi: 10.1038/s41586-018-0337-2
– ident: e_1_2_6_56_2
  doi: 10.1038/s41467-020-16362-x
– ident: e_1_2_6_68_2
  doi: 10.1055/s-1997-765
– ident: e_1_2_6_43_2
  doi: 10.1002/chem.202003105
– ident: e_1_2_6_48_3
  doi: 10.1002/ange.202010280
– ident: e_1_2_6_34_2
  doi: 10.1021/cr500434x
– ident: e_1_2_6_75_2
  doi: 10.1002/1521-3773(20021104)41:21<4087::AID-ANIE4087>3.0.CO;2-X
– ident: e_1_2_6_114_1
  doi: 10.1021/jacs.0c12096
– ident: e_1_2_6_98_2
  doi: 10.1039/C9OB00124G
– ident: e_1_2_6_22_2
  doi: 10.1016/j.carres.2018.10.006
– ident: e_1_2_6_50_2
  doi: 10.1016/j.carres.2007.02.032
– ident: e_1_2_6_10_2
  doi: 10.1038/s41586-019-1288-y
– ident: e_1_2_6_100_1
– ident: e_1_2_6_97_2
  doi: 10.1021/jo5016695
– start-page: 59
  volume-title: Selective Glycosylations: Synthetic Methods and Catalysts
  year: 2017
  ident: e_1_2_6_30_2
  doi: 10.1002/9783527696239.ch3
– ident: e_1_2_6_12_2
  doi: 10.1038/nrc3982
– ident: e_1_2_6_72_2
  doi: 10.1021/acs.biochem.9b00613
– ident: e_1_2_6_67_2
  doi: 10.1055/s-1995-5052
– ident: e_1_2_6_113_2
  doi: 10.1021/acs.chemrev.0c00243
– ident: e_1_2_6_62_2
  doi: 10.1021/ol402371b
– ident: e_1_2_6_20_2
  doi: 10.1021/acs.chemrev.8b00036
– ident: e_1_2_6_103_1
– ident: e_1_2_6_88_1
  doi: 10.1039/B702551C
– ident: e_1_2_6_46_2
  doi: 10.1002/anie.201802899
– ident: e_1_2_6_108_2
  doi: 10.1021/jo1025157
– ident: e_1_2_6_65_1
– ident: e_1_2_6_81_2
  doi: 10.1039/b801305e
– ident: e_1_2_6_79_2
  doi: 10.1016/S0008-6215(02)00043-5
– ident: e_1_2_6_96_1
– ident: e_1_2_6_18_1
– start-page: 184
  volume-title: An Introduction to Statistical Learning: with Applications in R
  year: 2013
  ident: e_1_2_6_123_1
– ident: e_1_2_6_120_2
  doi: 10.1021/jacs.8b01523
– ident: e_1_2_6_60_2
  doi: 10.1002/chem.200700947
– ident: e_1_2_6_111_2
  doi: 10.1021/jacs.0c03215
– ident: e_1_2_6_76_2
  doi: 10.1021/ja982232s
– ident: e_1_2_6_101_2
  doi: 10.1039/D0CC02728F
– ident: e_1_2_6_116_2
  doi: 10.1055/s-1997-5762
– ident: e_1_2_6_11_1
– ident: e_1_2_6_36_2
  doi: 10.1016/j.carres.2014.06.020
– ident: e_1_2_6_125_2
  doi: 10.1146/annurev-biochem-060409-092741
– ident: e_1_2_6_29_2
  doi: 10.1002/chem.200901119
– ident: e_1_2_6_46_3
  doi: 10.1002/ange.201802899
– ident: e_1_2_6_28_2
  doi: 10.1039/c3ob42129e
– ident: e_1_2_6_91_2
  doi: 10.1021/jo302455d
– ident: e_1_2_6_52_2
  doi: 10.1039/D0CP01389G
– ident: e_1_2_6_17_2
  doi: 10.1021/ar5004187
– ident: e_1_2_6_78_1
– ident: e_1_2_6_126_2
  doi: 10.1186/s13065-015-0085-4
– ident: e_1_2_6_45_2
  doi: 10.1021/acs.joc.7b00470
– ident: e_1_2_6_2_2
  doi: 10.1126/science.aav2211
– ident: e_1_2_6_75_3
  doi: 10.1002/1521-3757(20021104)114:21<4261::AID-ANGE4261>3.0.CO;2-3
– ident: e_1_2_6_117_2
  doi: 10.1021/ct1001347
– ident: e_1_2_6_119_1
– ident: e_1_2_6_25_2
  doi: 10.1039/C5NP00033E
– ident: e_1_2_6_42_2
  doi: 10.1039/C8CS00369F
– ident: e_1_2_6_94_2
  doi: 10.1021/ja405588x
– year: 2021
  ident: e_1_2_6_122_1
  publication-title: Chem. Sci.
– ident: e_1_2_6_27_1
– ident: e_1_2_6_90_2
  doi: 10.1021/ol403722f
– ident: e_1_2_6_69_2
  doi: 10.1002/chem.19970030315
– ident: e_1_2_6_107_2
  doi: 10.1039/c3ob26994a
– ident: e_1_2_6_110_2
  doi: 10.1016/S0040-4039(99)01203-4
– ident: e_1_2_6_105_2
  doi: 10.1038/s41467-018-06764-3
– ident: e_1_2_6_15_2
  doi: 10.1093/glycob/cww086
– ident: e_1_2_6_58_2
  doi: 10.1039/B916088D
– ident: e_1_2_6_41_3
  doi: 10.1002/ange.201906297
– ident: e_1_2_6_49_1
– ident: e_1_2_6_16_2
  doi: 10.1146/annurev-biochem-060614-034420
– ident: e_1_2_6_33_2
  doi: 10.1038/nchem.1404
– ident: e_1_2_6_109_2
  doi: 10.1002/anie.201916245
– ident: e_1_2_6_24_2
  doi: 10.1002/open.201600043
– ident: e_1_2_6_7_2
  doi: 10.1038/s41467-018-05828-8
– ident: e_1_2_6_40_1
– ident: e_1_2_6_59_2
  doi: 10.1016/S0040-4039(00)97609-3
– ident: e_1_2_6_53_1
– volume: 27
  start-page: 2032
  year: 2020
  ident: e_1_2_6_38_2
  publication-title: Chem. Eur. J.
– ident: e_1_2_6_92_2
  doi: 10.1021/jo4012464
– ident: e_1_2_6_102_2
  doi: 10.1021/acs.orglett.7b03967
– ident: e_1_2_6_124_1
– ident: e_1_2_6_13_2
  doi: 10.1038/nchem.399
– ident: e_1_2_6_14_2
  doi: 10.1530/ERC-16-0569
– ident: e_1_2_6_83_1
– ident: e_1_2_6_73_2
  doi: 10.1021/jacs.9b01991
– ident: e_1_2_6_51_2
  doi: 10.1039/c2ob06696c
– ident: e_1_2_6_64_3
  doi: 10.1002/ange.202009209
– ident: e_1_2_6_26_1
  doi: 10.1021/jacs.8b04525
– ident: e_1_2_6_6_1
– ident: e_1_2_6_71_2
  doi: 10.1038/s41467-018-07618-8
– ident: e_1_2_6_3_2
  doi: 10.1038/s41586-018-0307-8
– ident: e_1_2_6_106_1
– ident: e_1_2_6_37_2
  doi: 10.1021/jacs.0c05525
– ident: e_1_2_6_48_2
  doi: 10.1002/anie.202010280
– ident: e_1_2_6_66_2
  doi: 10.1039/a705275h
– ident: e_1_2_6_112_2
  doi: 10.1016/j.carres.2020.108045
– ident: e_1_2_6_63_2
  doi: 10.3762/bjoc.13.12
– ident: e_1_2_6_1_1
– ident: e_1_2_6_64_2
  doi: 10.1002/anie.202009209
– ident: e_1_2_6_84_2
  doi: 10.1016/j.carres.2015.02.007
– ident: e_1_2_6_82_2
  doi: 10.1021/jo801462r
– ident: e_1_2_6_54_2
  doi: 10.1021/acscentsci.9b00042
– ident: e_1_2_6_4_2
  doi: 10.1039/C9CC08876H
– ident: e_1_2_6_21_2
  doi: 10.1021/acs.chemrev.8b00144
– ident: e_1_2_6_86_1
– ident: e_1_2_6_89_1
– ident: e_1_2_6_85_2
  doi: 10.1021/acs.joc.0c01313
– ident: e_1_2_6_109_3
  doi: 10.1002/ange.201916245
– ident: e_1_2_6_41_2
  doi: 10.1002/anie.201906297
– ident: e_1_2_6_47_2
  doi: 10.1021/jacs.9b07022
– ident: e_1_2_6_87_1
  doi: 10.1021/jo01323a017
– ident: e_1_2_6_74_2
  doi: 10.1039/C8SC01743C
– ident: e_1_2_6_99_2
  doi: 10.1002/ejoc.202000707
– ident: e_1_2_6_32_2
  doi: 10.1021/acs.chemrev.8b00083
– ident: e_1_2_6_39_2
  doi: 10.1021/ja307266n
– ident: e_1_2_6_55_2
  doi: 10.1002/chem.201900651
– ident: e_1_2_6_95_2
  doi: 10.1021/acs.joc.8b01459
– ident: e_1_2_6_77_1
  doi: 10.1002/ejoc.201901809
– ident: e_1_2_6_80_2
  doi: 10.3762/bjoc.13.207
– ident: e_1_2_6_57_1
– ident: e_1_2_6_35_2
  doi: 10.1021/jacs.5b06126
– ident: e_1_2_6_70_1
– ident: e_1_2_6_104_2
  doi: 10.3390/molecules15107235
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Snippet The stereoselectivity and yield in glycosylation reactions are paramount but unpredictable. We have developed a database of acceptor nucleophilic constants...
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SubjectTerms Algorithms
Automation
Carbohydrates
Computer applications
diastereoselectivity
Donors (electronic)
Glycosylation
hydroxyl
Hydroxyl groups
predictive algorithms
Reactivity
Software
Stereoselectivity
Title Automated Quantification of Hydroxyl Reactivities: Prediction of Glycosylation Reactions
URI https://onlinelibrary.wiley.com/doi/abs/10.1002%2Fanie.202013909
https://www.ncbi.nlm.nih.gov/pubmed/33634934
https://www.proquest.com/docview/2528071238
https://www.proquest.com/docview/2494301207
Volume 60
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