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Synthesis of 2-acetamido-1,2-dideoxy-D-galacto-nojirimycin [DGJNAc] from D-glucuronolactone: the first sub-micromolar inhibitor of alpha-N-acetylgalactosaminidases
Best, Daniel1; Chairatana, Phoom1; Glawar, Andreas F. G.1,2; Crabtree, Elizabeth1,2; Butters, Terry D.2; Wilson, Francis X.5; Yu, Chu-Yi4; Wang, Wu-Bao4; Jia, Yue-Mei4; Adachi, Isao3; Kato, Atsushi3; Fleet, George W. J.1
2010-04-28
Source PublicationTETRAHEDRON LETTERS
ISSN0040-4039
Volume51Issue:17Pages:2222-2224
Abstract2-Acetamido-1,2-dideoxy-D-galacto-nojirimycin [DGJNAc], prepared in 20% overall yield from D-glucuronolactone, is the first potent competitive sub-micromolar inhibitor of alpha-N-acetyl-galactosaminidases (K(i) 0.081 mu M from chicken liver, K(i) 0.136 mu M from Charonia lampas). DGJNAc is a good competitive-whereas the enantiomer L-DGJNAc is a very weak but non-competitive inhibitor of beta-hexosaminidases. (C) 2010 Published by Elsevier Ltd.
DOI10.1016/j.tetlet.2010.02.063
Indexed BySCI ; IC
Language英语
WOS IDWOS:000276588100003
PublisherPERGAMON-ELSEVIER SCIENCE LTD
Citation statistics
Cited Times:26[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.iccas.ac.cn/handle/121111/69100
Collection中国科学院化学研究所
Corresponding AuthorFleet, George W. J.
Affiliation1.Univ Oxford, Dept Chem, Chem Res Lab, Oxford OX1 3TA, England
2.Univ Oxford, Oxford Glycobiol Inst, Oxford OX1 3QU, England
3.Toyama Univ, Dept Hosp Pharm, Toyama 9300194, Japan
4.Chinese Acad Sci, Inst Chem, CAS Key Lab Mol Recognit & Funct, Beijing 100190, Peoples R China
5.Summit PLC, Abingdon OX14 4RY, Oxon, England
Recommended Citation
GB/T 7714
Best, Daniel,Chairatana, Phoom,Glawar, Andreas F. G.,et al. Synthesis of 2-acetamido-1,2-dideoxy-D-galacto-nojirimycin [DGJNAc] from D-glucuronolactone: the first sub-micromolar inhibitor of alpha-N-acetylgalactosaminidases[J]. TETRAHEDRON LETTERS,2010,51(17):2222-2224.
APA Best, Daniel.,Chairatana, Phoom.,Glawar, Andreas F. G..,Crabtree, Elizabeth.,Butters, Terry D..,...&Fleet, George W. J..(2010).Synthesis of 2-acetamido-1,2-dideoxy-D-galacto-nojirimycin [DGJNAc] from D-glucuronolactone: the first sub-micromolar inhibitor of alpha-N-acetylgalactosaminidases.TETRAHEDRON LETTERS,51(17),2222-2224.
MLA Best, Daniel,et al."Synthesis of 2-acetamido-1,2-dideoxy-D-galacto-nojirimycin [DGJNAc] from D-glucuronolactone: the first sub-micromolar inhibitor of alpha-N-acetylgalactosaminidases".TETRAHEDRON LETTERS 51.17(2010):2222-2224.
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