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TitleManno- epi -cyclophellitols Enable Activity-Based Protein Profiling of Human alpha-Mannosidases and Discovery of New Golgi Mannosidase II Inhibitors.
Journal, issue, pagesJ. Am. Chem. Soc., Vol. 142, Page 13021-13029, Year 2020
Publish dateMay 14, 2019 (structure data deposition date)
AuthorsArmstrong, Z. / Kuo, C.L. / Lahav, D. / Liu, B. / Johnson, R. / Beenakker, T.J.M. / de Boer, C. / Wong, C.S. / van Rijssel, E.R. / Debets, M.F. ...Armstrong, Z. / Kuo, C.L. / Lahav, D. / Liu, B. / Johnson, R. / Beenakker, T.J.M. / de Boer, C. / Wong, C.S. / van Rijssel, E.R. / Debets, M.F. / Florea, B.I. / Hissink, C. / Boot, R.G. / Geurink, P.P. / Ovaa, H. / van der Stelt, M. / van der Marel, G.M. / Codee, J.D.C. / Aerts, J.M.F.G. / Wu, L. / Overkleeft, H.S. / Davies, G.J.
External linksJ. Am. Chem. Soc. / PubMed:32605368
MethodsX-ray diffraction
Resolution1.53 - 2.15 Å
Structure data

PDB-6rpc:
GOLGI ALPHA-MANNOSIDASE II
Method: X-RAY DIFFRACTION / Resolution: 1.69 Å

PDB-6rqz:
GOLGI ALPHA-MANNOSIDASE II complex with Manno-epi-cyclophellitol aziridine
Method: X-RAY DIFFRACTION / Resolution: 1.53 Å

PDB-6rrh:
GOLGI ALPHA-MANNOSIDASE II
Method: X-RAY DIFFRACTION / Resolution: 2.07 Å

PDB-6rrj:
GOLGI ALPHA-MANNOSIDASE II in complex with 5-(Adamantan-1yl-methoxy)-pentyl 2,5-dideoxy-2,5-imino-D-talo-hexonamide
Method: X-RAY DIFFRACTION / Resolution: 1.95 Å

PDB-6rrn:
GOLGI ALPHA-MANNOSIDASE II in complex with pentyl 2,5-dideoxy-2,5-imino-D-talo-hexonamide
Method: X-RAY DIFFRACTION / Resolution: 1.59 Å

PDB-6rru:
GOLGI ALPHA-MANNOSIDASE II in complex with (5R,6R,7S,8S)-5,6,7,8-tetrahydro-5-(hydroxymethyl)-3-(3-phenylpropyl)imidazo[1,2-a]pyridine-6,7,8-triol
Method: X-RAY DIFFRACTION / Resolution: 1.9 Å

PDB-6rrw:
GOLGI ALPHA-MANNOSIDASE II in complex with (2R,3R,4R,5S)-1-(5-{[4-(3,4-Dihydro-2H-1,5-benzodioxepin-7-yl)benzyl]oxy}pentyl)-2-(hydroxymethyl)-3,4,5-piperidinetriol
Method: X-RAY DIFFRACTION / Resolution: 2.15 Å

PDB-6rrx:
GOLGI ALPHA-MANNOSIDASE II in complex with (2S,3R)-2-(Hydroxymethyl)-3-piperidinol
Method: X-RAY DIFFRACTION / Resolution: 1.84 Å

PDB-6rry:
GOLGI ALPHA-MANNOSIDASE II in complex with (2S,3R)-2-(Hydroxymethyl)-1,2,3,6-tetrahydro-3-pyridinol
Method: X-RAY DIFFRACTION / Resolution: 1.86 Å

PDB-6rs0:
GOLGI ALPHA-MANNOSIDASE II in complex with (2S,3S,4R,5R)-1-(2-(Benzyloxy)ethyl)-2-(hydroxymethyl)piperidine-3,4,5-triol
Method: X-RAY DIFFRACTION / Resolution: 1.8 Å

Chemicals

ChemComp-EDO:
1,2-ETHANEDIOL / Ethylene glycol

ChemComp-SIN:
SUCCINIC ACID / Succinic acid

ChemComp-ZN:
Unknown entry

ChemComp-HOH:
WATER / Water

ChemComp-KGH:
(1~{R},2~{S},3~{R},4~{R},5~{S},6~{R})-5-azanyl-6-(hydroxymethyl)cyclohexane-1,2,3,4-tetrol

ChemComp-KFE:
(2~{S},3~{R},4~{S},5~{R})-~{N}-[5-(1-adamantylmethoxy)pentyl]-5-(hydroxymethyl)-3,4-bis(oxidanyl)pyrrolidine-2-carboxamide

ChemComp-KFT:
(2~{S},3~{R},4~{S},5~{R})-5-(hydroxymethyl)-3,4-bis(oxidanyl)-~{N}-pentyl-pyrrolidine-2-carboxamide

ChemComp-KG8:
(5~{R},6~{R},7~{S},8~{S})-5-(hydroxymethyl)-2-(3-phenylpropyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyridine-6,7,8-triol

ChemComp-KG5:
(2~{R},3~{R},4~{R},5~{S})-1-[5-[[4-(3,4-dihydro-2~{H}-1,5-benzodioxepin-7-yl)phenyl]methoxy]pentyl]-2-(hydroxymethyl)piperidine-3,4,5-triol

ChemComp-KFW:
(2~{S},3~{R})-2-(hydroxymethyl)piperidin-3-ol

ChemComp-KGE:
(2~{S},3~{R})-2-(hydroxymethyl)-1,2,3,6-tetrahydropyridin-3-ol

ChemComp-KGB:
(2~{S},3~{S},4~{R})-2-(hydroxymethyl)-1-(2-phenylmethoxyethyl)piperidine-3,4,5-triol

Source
  • drosophila melanogaster (fruit fly)
KeywordsHYDROLASE / Mannosidase / Glycoside Hydrolase

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