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Keywords:

  • anthraquinone;
  • lectin;
  • oligosaccharides;
  • photochemistry;
  • selective-degradation

Abstract

Anthraquinone–lectin hybrids were effectively synthesized using water-soluble anthraquinone derivative 11 with concanavalin A (ConA) and hygrophorus russula lectin (HRL) to give anthraquinone–ConA (16) and anthraquinone–HRL (17) hybrids, respectively. These anthraquinone–lectin hybrids effectively and selectively degraded oligosaccharides containing a mannose residue as a non-reducing terminal sugar, which has affinity for ConA and HRL, under photo-irradiation with long-wavelength UV light without additives and under neutral conditions. In addition, anthraquinone–HRL (17) selectively photo-degraded only Man(α1,6)Man, which has a high affinity for HRL, among several mannosides by recognition of both the type and glycosidic linkage profile of the sugar in an oligosaccharide.

Featured Compounds

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  1. 1 - 30
Compound 11
Molecular Weight:332.285
Molecular Formula:C15H8O7S
InChIKey:DADSVSLNUAUJSY-UHFFFAOYSA-N
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Compound 16
Molecular Weight:400.382
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 1
Molecular Weight:238.2381
Molecular Formula:C15H10O3
InChIKey:JYKHAJGLEVKEAA-UHFFFAOYSA-N
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Compound 2
Molecular Weight:483.479
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 4
Molecular Weight:444.499
Molecular Formula:C26H20O5S
InChIKey:ZZKBTAJIRCXXIE-UHFFFAOYSA-N
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Compound 5
Molecular Weight:429.488
Molecular Formula:C25H19NO4S
InChIKey:XZEMDHSFJNXWMZ-UHFFFAOYSA-N
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Compound 6
Molecular Weight:473.5173
Molecular Formula:C21H35N3O9
InChIKey:XNUFVRDFHHHSPQ-TZMRYXNNSA-N
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Compound 7
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 8
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 9
Molecular Weight:509.551
Molecular Formula:C25H19NO7S2
InChIKey:WBMCBJLTTXPPNP-UHFFFAOYSA-N
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Compound 10
Molecular Weight:252.2216
Molecular Formula:C15H8O4
InChIKey:ASDLSKCKYGVMAI-UHFFFAOYSA-N
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Compound 12
Molecular Weight:159.2261
Molecular Formula:C8H17NO2
InChIKey:XFZZZOMHBHBURH-UHFFFAOYSA-N
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Compound 13
Molecular Weight:473.496
Molecular Formula:C23H23NO8S
InChIKey:LUZHPVHRIUJXKK-UHFFFAOYSA-N
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Compound 14
Molecular Weight:417.389
Molecular Formula:C19H15NO8S
InChIKey:LHZDFSJAWFBADK-UHFFFAOYSA-N
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Compound 15
Molecular Weight:110.177
Molecular Formula:C6H6S
InChIKey:RMVRSNDYEFQCLF-UHFFFAOYSA-N
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Compound 27
Molecular Weight:635.6579
Molecular Formula:C27H45N3O14
InChIKey:SNAIHCQLAJPDHK-ASRZKXJJSA-N
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Compound 18
Molecular Weight:337.3263
Molecular Formula:C12H23N3O8
InChIKey:ABBZTEUICIJBPU-GCHJQGSQSA-N
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Compound 19
Molecular Weight:575.7259
Molecular Formula:C28H41N3O8Si
InChIKey:MKJPCKTVDAPZSG-VKINHPFQSA-N
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Compound 20
Molecular Weight:888.0441
Molecular Formula:C49H53N3O11Si
InChIKey:CXJCBSDEXGPGKY-RMJYEZIKSA-N
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Compound 21
Molecular Weight:649.6445
Molecular Formula:C33H35N3O11
InChIKey:GCDPAZFBFPFTGM-NZXJAAMGSA-N
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Compound 22
Molecular Weight:659.477
Molecular Formula:C34H27BrO9
InChIKey:WISFGQOOKBVKPD-ZNOUKXQUSA-N
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Compound 23
Molecular Weight:1228.2094
Molecular Formula:C67H61N3O20
InChIKey:OYAOESUFSHZFFC-XWWZUFNFSA-N
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Compound 24
Molecular Weight:1202.2118
Molecular Formula:C67H63NO20
InChIKey:BQRDAJCXLDEUID-XWWZUFNFSA-N
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Compound 25
Molecular Weight:180.2038
Molecular Formula:C9H12N2O2
InChIKey:VMRJOYCQTCCSEC-UHFFFAOYSA-N
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Compound 26
Molecular Weight:1364.4003
Molecular Formula:C76H73N3O21
InChIKey:FFJLLLSAGISOFX-JYWVJSHUSA-N
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Compound 28
Molecular Weight:342.2965
Molecular Formula:C12H22O11
InChIKey:DLRVVLDZNNYCBX-FZFXURTHSA-N
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Compound 29
Molecular Weight:342.2965
Molecular Formula:C12H22O11
InChIKey:HIWPGCMGAMJNRG-VXSGSMIHSA-N
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Compound 30
Molecular Weight:342.2965
Molecular Formula:C12H22O11
InChIKey:QIGJYVCQYDKYDW-VXSGSMIHSA-N
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Compound 31
Molecular Weight:342.2965
Molecular Formula:C12H22O11
InChIKey:GUBGYTABKSRVRQ-PICCSMPSSA-N
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Compound 32
Molecular Weight:342.2965
Molecular Formula:C12H22O11
InChIKey:GUBGYTABKSRVRQ-QKKXKWKRSA-N
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