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Genomes and Genes | Terry D ButtersSummaryAffiliation: University of Oxford Country: UK Publications
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Publications
Imino sugar inhibitors for treating the lysosomal glycosphingolipidosesTerry D Butters
Department of Biochemistry, Oxford Glycobiology Institute, University of Oxford, South Parks Road, Oxford OX1 3QU, UK
Glycobiology 15:43R-52R. 2005..This is particularly so given the ability of small molecules to be orally available, penetrate the central nervous system (CNS), and have well-characterized biological and pharmacological properties...- Gaucher diseaseTerry D Butters
Glycobiology Institute, Department of Biochemistry, University of Oxford, South Parks Road, Oxford OX1 3QU, UK
Curr Opin Chem Biol 11:412-8. 2007..This novel, chaperon-mediated approach has benefited from insights into the molecular understanding of beta-glucocerebrosidase structure, drug design and development in cellular models for disease... 
Novel mannosidase inhibitors probe glycoprotein degradation pathways in cellsTerry D Butters
Oxford Glycobiology Institute, Department of Biochemistry, University of Oxford, South Parks Road, Oxford, OX1 3QU, UK
Glycoconj J 26:1109-16. 2009..The availability of more selective inhibitors allows the pathways of N-linked oligosaccharide metabolism to be dissected...- Pharmacotherapeutic strategies using small molecules for the treatment of glycolipid lysosomal storage disordersTerry D Butters
Oxford University, Oxford Glycobiology Institute, Department of Biochemistry, South Parks Road, Oxford, OX1 3QU, UK
Expert Opin Pharmacother 8:427-35. 2007..The advantages of using small molecules as therapy for the family of lysosomal storage disorders are discussed with reference to existing enzyme replacement therapies... - The conformational properties of the Glc3Man unit suggest conformational biasing within the chaperone-assisted glycoprotein folding pathwayMukram M Mackeen
Oxford Glycobiology Institute, Department of Biochemistry, University of Oxford, South Parks Road, Oxford OX1 3QU, UK
J Mol Biol 387:335-47. 2009..This is the first time evidence has been presented on glycoprotein folding that suggests the process may be optimized to balance the chaperone-assisted and chaperone-independent pathways... 
Cellular effects of deoxynojirimycin analogues: inhibition of N-linked oligosaccharide processing and generation of free glucosylated oligosaccharidesHoward R Mellor
Glycobiology Institute, Department of Biochemistry, University of Oxford, South Parks Road, Oxford OX1 3QU, UK
Biochem J 381:867-75. 2004..This represents the most detailed characterization of the FOS structures arising from ER a-glucosidase inhibition to date...- Beneficial effects of substrate reduction therapy in a mouse model of GM1 gangliosidosisElena Elliot-Smith
Glycobiology Institute, Department of Biochemistry, University of Oxford, South Parks Road, Oxford OX1 3QU, UK
Mol Genet Metab 94:204-11. 2008..However, functional improvement was greatest with NB-DNJ treatment which may potentially be caused by novel anti-inflammatory properties of NB-DNJ... - Membrane disruption and cytotoxicity of hydrophobic N-alkylated imino sugars is independent of the inhibition of protein and lipid glycosylationHoward R Mellor
Department of Biochemistry, Glycobiology Institute, University of Oxford, South Parks Road, Oxford OX1 3QU, UK
Biochem J 374:307-14. 2003..This information will aid in the future development of more selective imino sugar therapeutics for the treatment of human disease... - Glucosylated free oligosaccharides are biomarkers of endoplasmic- reticulum alpha-glucosidase inhibitionDominic S Alonzi
Oxford Glycobiology Institute, Department of Biochemistry, University of Oxford, South Parks Road, Oxford OX1 3QU, UK
Biochem J 409:571-80. 2008..In mouse and human urine, glucosylated FOS were detected as a result of transrenal excretion and provide unique and quantifiable biomarkers of ER-glucosidase inhibition... - Lysosomal storage of oligosaccharide and glycosphingolipid in imino sugar treated cellsStephanie D Boomkamp
Oxford Glycobiology Institute, Department of Biochemistry, University of Oxford, South Parks Road, Oxford, OX1 3QU, UK
Glycoconj J 27:297-308. 2010..Using a chemically induced gangliosidosis phenotype that can be modulated with substrate lowering drugs, the critical role of GM2 ganglioside in the progression of inflammatory disease is also demonstrated... - Demonstration that endoplasmic reticulum-associated degradation of glycoproteins can occur downstream of processing by endomannosidaseNikolay V Kukushkin
Oxford Glycobiology Institute, Department of Biochemistry, University of Oxford, South Parks Road, Oxford OX1 3QU, UK
Biochem J 438:133-42. 2011..Using this approach, we have identified a previously unknown pathway of glycoprotein flow, undetectable by the commonly employed methods, in which secretory cargo is targeted back to the ER after being processed by endomannosidase... - NSAIDs increase survival in the Sandhoff disease mouse: synergy with N-butyldeoxynojirimycinMylvaganam Jeyakumar
Glycobiology Institute, Department of Biochemistry, University of Oxford, Oxford, OX1 3QU
Ann Neurol 56:642-9. 2004..00001). This study demonstrates that inflammation contributes to disease progression and identifies antiinflammatory and antioxidant therapies as a potential adjunctive approach to slow the clinical course of this and related disorders... - The importance of including local correlation times in the calculation of inter-proton distances from NMR measurements: ignoring local correlation times leads to significant errors in the conformational analysis of the Glc alpha1-2Glc alpha linkage by NMRMukram Mackeen
Oxford Glycobiology Institute, Department of Biochemistry, University of Oxford, South Parks Road, Oxford OX1 3QU, UK
Org Biomol Chem 4:2241-6. 2006..The inter-proton distances calculated including the effects of differences in local correlation times give much more consistent results... - Accumulation of glucosylceramide in murine testis, caused by inhibition of beta-glucosidase 2: implications for spermatogenesisCharlotte M Walden
Departments of Biochemistry and Pharmacology, University of Oxford, Mansfield Road, Oxford, United Kingdom
J Biol Chem 282:32655-64. 2007..Therefore, it appears that acrosome formation can be derailed by accumulation of glucosylceramide in an extralysosomal localization, and that the sensitivity of male germ cells to glucosylceramide is genetically determined... - Long-term non-hormonal male contraception in mice using N-butyldeoxynojirimycinCharlotte M Walden
The Oxford Glycobiology Institute, Department of Biochemistry, University of Oxford, Oxford, UK
Hum Reprod 21:1309-15. 2006..CONCLUSION: Low-dose treatment with NB-DNJ over a long period is an effective approach for the regulation of fertility in a male mammal by non-hormonal means, without causing overt adverse effects... - Can P-glycoprotein influence the bioavailability of iminosugar-based glucosylceramide synthase inhibitors?Edward Norris-Cervetto
Nuffield Department of Clinical Laboratory Sciences, Level 4, John Radcliffe Hospital, Oxford, OX3 9DU, UK
Eur J Pharmacol 530:195-204. 2006..Consequently, P-glycoprotein expression will not contribute significantly to the pharmacokinetic profile of the iminosugar glucosylceramide synthase inhibitors... - Synthesis and biological characterisation of novel N-alkyl-deoxynojirimycin alpha-glucosidase inhibitorsAmy J Rawlings
Oxford Glycobiology Institute, Department of Biochemistry, University of Oxford, UK
Chembiochem 10:1101-5. 2009.... - Inhibition of glucosylceramide synthase does not reverse drug resistance in cancer cellsEdward Norris-Cervetto
Oxford Glycobiology Institute, University of Oxford, South Parks Road, Oxford OX1 3QU, UK
J Biol Chem 279:40412-8. 2004..Our results suggest that (a) inhibition of glucosylceramide synthase does not reverse multidrug resistance and (b) the chemosensitization achieved by PDMP cannot be caused by inhibition of glucosylceramide synthase alone... - Design, synthesis, and biological evaluation of enantiomeric beta-N-acetylhexosaminidase inhibitors LABNAc and DABNAc as potential agents against Tay-Sachs and Sandhoff diseaseJ S Shane Rountree
Chemistry Research Laboratory, Department of Chemistry, University of Oxford, Mansfield Road, Oxford, OX1 3TA, UK
ChemMedChem 4:378-92. 2009..LABNAc, NBn-LABNAc, and NBu-LABNAc are potent and selective inhibitors of beta-N-acetylhexosaminidase and may be useful as therapeutic agents for treating adult Tay-Sachs and Sandhoff diseases... - Improved outcome of N-butyldeoxygalactonojirimycin-mediated substrate reduction therapy in a mouse model of Sandhoff diseaseUlrika Andersson
Department of Biochemistry, Glycobiology Institute, University of Oxford, Oxford OX1 3QU, UK
Neurobiol Dis 16:506-15. 2004..The ability to escalate the dose of NB-DGJ, leading to extended life expectancy and increased delay in symptom onset, demonstrates the greater therapeutic potential of NB-DGJ for the treatment of the human gangliosidoses... - Cellular effects of deoxynojirimycin analogues: uptake, retention and inhibition of glycosphingolipid biosynthesisHoward R Mellor
Glycobiology Institute, Department of Biochemistry, University of Oxford, South Parks Road, Oxford OX1 3QU, UK
Biochem J 381:861-6. 2004.... - Analysis of fluorescently labeled glycosphingolipid-derived oligosaccharides following ceramide glycanase digestion and anthranilic acid labelingDavid C A Neville
Oxford Glycobiology Institute, Department of Biochemistry, University of Oxford, South Parks Road, Oxford OX1 3QU, UK
Anal Biochem 331:275-82. 2004..This new approach may also be used to analyze both N- and O-linked oligosaccharides... - Substrate reduction therapy in mouse models of the glycosphingolipidosesFrances M Platt
Glycobiology Institute, Department of Biochemistry, University of Oxford, South Parks Road, Oxford OX1 3QU, UK
Philos Trans R Soc Lond B Biol Sci 358:947-54. 2003..A second drug, N-butyldeoxyglactonojirimycin, looks very promising for treating storage diseases with neurological involvement as high systemic dosing is achievable without any side-effects... - Inhibition of glycogen breakdown by imino sugars in vitro and in vivoUlrika Andersson
Department of Biochemistry, Glycobiology Institute, University of Oxford, South Parks Road, Oxford OX1 3QU, UK
Biochem Pharmacol 67:697-705. 2004..Depending on the dose of these compounds used, there is the potential for glycogen catabolism to be partially impaired in experimental animals and man... - Synthesis from D-altrose of (5R,6R,7R,8S)-5,7-dihydroxy-8-hydroxymethylconidine and 2,4-dideoxy-2,4-imino-D-glucitol, azetidine analogues of swainsonine and 1,4-dideoxy-1,4-imino-D-mannitolNoelia Araujo
Chemistry Research Laboratory, Department of Chemistry, University of Oxford, Mansfield Road, Oxford, OX1 3TA, UK
Org Lett 14:4174-7. 2012..Ring closure of a 3,5-di-O-triflate derived from D-altrose with benzylamine allowed the formation of both monocyclic and bicyclic azetidine analogues of swainsonine... - Small-molecule therapeutics for the treatment of glycolipid lysosomal storage disordersTerry D Butters
Glycobiology Institute, Department of Biochemistry, University of Oxford, Oxford OX1 3QU, UK
Philos Trans R Soc Lond B Biol Sci 358:927-45. 2003..The implications of these studies and the prospects of improvement to the design of iminosugar compounds for treating Gaucher and other GSL lysosomal storage disorders will be discussed... - New developments in treating glycosphingolipid storage diseasesFrances M Platt
Department of Biochemistry, University of Oxford, South Parks Road, Oxford OX1 3QU, UK
Adv Exp Med Biol 564:117-26. 2005 - Looking glass inhibitors: efficient synthesis and biological evaluation of D-deoxyfuconojirimycinYves Blériot
Chemistry Research Laboratory, Department of Chemistry, University of Oxford, Mansfield Road, Oxford OX1 3TA, UK
Carbohydr Res 340:2713-8. 2005..1,6-Dideoxygalactostatin, the mirror image of 1-deoxy-L-fuconojirimycin, was efficiently prepared from 2,3-O-isopropylidene-L-lyxonolactone in four steps and evaluated as a glycosidase inhibitor... - Targeting glycosylation as a therapeutic approachRaymond A Dwek
Glycobiology Institute, Department of Biochemistry, University of Oxford, South Parks Road, Oxford OX1 3QU, UK
Nat Rev Drug Discov 1:65-75. 2002..Two such approaches that use imino sugars to affect glycosylation enzymes now show considerable promise in the treatment of viral infections, such as hepatitis B, and glucosphingolipid storage disorders, such as Gaucher disease... - 3-Hydroxyazetidine carboxylic acids: non-proteinogenic amino acids for medicinal chemistsAndreas F G Glawar
Chemistry Research Laboratory, Department of Chemistry, University of Oxford, Mansfield Road, Oxford, OX1 3TA, UK
ChemMedChem 8:658-66. 2013.... - Glycosphingolipid disorders of the brainStephanie D Boomkamp
Glycobiology Institute, Department of Biochemistry, University of Oxford, OX1 3QU, Oxford, UK
Subcell Biochem 49:441-67. 2008..However, recent advances in enzyme replacement, bone marrow transplantation, gene transfer, substrate reduction and chaperon-mediated therapy provide great potential in treating these devastating disorders... - Glucosylceramide modulates membrane traffic along the endocytic pathwayDan J Sillence
Glycobiology Institute, Department of Biochemistry, South Parks Road, University of Oxford, Oxford OX1 3QU, UK
J Lipid Res 43:1837-45. 2002..These data demonstrate that both increases and decreases in glucosylceramide levels can dramatically alter the endocytic targeting of lactosylceramide and suggest a role for glucosylceramide in regulation of membrane transport... - Development of a single column method for the separation of lipid- and protein-derived oligosaccharidesDavid C A Neville
Department of Biochemistry, University of Oxford, South Parks Road, Oxford OX1 3QU, UK
J Proteome Res 8:681-7. 2009..Therefore, analysis of HILIC- or HIAX-separated fluorophore-labeled oligosaccharides can be performed using a single HPLC system with a single set of eluents following a simple column change... - Probing replacement of pyrophosphate via click chemistry; synthesis of UDP-sugar analogues as potential glycosyl transferase inhibitorsKar Kheng Yeoh
Department of Chemistry, Chemistry Research Laboratory, University of Oxford, Mansfield Road, Oxford OX1 3TA, UK
Carbohydr Res 344:586-91. 2009..None of the compounds accessed displayed significant inhibitory activity at concentrations of up to 4.5mM in an assay against bovine milk beta-1,4-galactosyltransferase... - Therapeutic applications of imino sugars in lysosomal storage disordersTerry D Butters
Oxford Glycobiology Institute, Department of Biochemistry, University of Oxford, South Parks Road, UK
Curr Top Med Chem 3:561-74. 2003..One imino sugar, N-butyl-DNJ (NB-DNJ) has been in clinical trials for type 1 Gaucher disease and has shown to be an effective therapy for this disorder... - Reversible infertility in male mice after oral administration of alkylated imino sugars: a nonhormonal approach to male contraceptionAarnoud C van der Spoel
The Glycobiology Institute, Department of Biochemistry, University of Oxford, South Parks Road, Oxford OX1 3QU, United Kingdom
Proc Natl Acad Sci U S A 99:17173-8. 2002..These compounds therefore may be new leads in the development of a male contraceptive, especially because NB-DNJ has already been through extensive evaluation in various mammals, including man... - Preparation, biochemical characterization and biological properties of radiolabelled N-alkylated deoxynojirimycinsHoward R Mellor
Glycobiology Institute, Department of Biochemistry, University of Oxford, South Parks Road, Oxford OX1 3QU, U.K
Biochem J 366:225-33. 2002..Overall these data provide further definition of the molecular features of alkylated imino sugars that influence tissue selectivity and efficacy for cellular enzyme inhibition... - Increased glycosphingolipid levels in serum and aortae of apolipoprotein E gene knockout miceBrett Garner
Oxford Glycobiology Institute, Department of Biochemistry, University of Oxford, South Parks Road, Oxford OX1 3QU, UK
J Lipid Res 43:205-14. 2002..The apoE-/- mouse therefore represents a useful model to study the potential role of GSL metabolism in atherogenesis... - Scalable syntheses of both enantiomers of DNJNAc and DGJNAc from glucuronolactone: the effect of N-alkylation on hexosaminidase inhibitionAndreas F G Glawar
Oxford Glycobiology Institute, University of Oxford, South Parks Road, Oxford, OX1 3QU, UK
Chemistry 18:9341-59. 2012.... - Hydrophilic interaction liquid chromatography of anthranilic acid-labelled oligosaccharides with a 4-aminobenzoic acid ethyl ester-labelled dextran hydrolysate internal standardDavid C A Neville
Oxford Glycobiology Institute, Department of Biochemistry, University of Oxford, South Parks Road, Oxford OX1 3QU, United Kingdom
J Chromatogr A 1233:66-70. 2012..Therefore, this paper provides the first method for determination of HPLC-derived GU values of fluorescently labelled oligosaccharides using an internal calibrant... - Synthesis of fluorescence-labelled disaccharide substrates of glucosidase IIIan Cumpstey
Dyson Perrins Laboratory, Oxford University, South Parks Road, Oxford OX1 3QY, UK
Carbohydr Res 338:1937-49. 2003..Selective activation of a fully armed thioglycoside in the presence of n-pentenyl glycosides was readily achieved by the use of methyl triflate as promoter... - Storage solutions: treating lysosomal disorders of the brainMylvaganam Jeyakumar
Department of Biochemistry, University of Oxford, UK
Nat Rev Neurosci 6:713-25. 2005..We review the developments in this field and discuss the similarities in pathological features between these diseases and some more common neurodegenerative disorders... - Adduction of cholesterol 5,6-secosterol aldehyde to membrane-bound myelin basic protein exposes an immunodominant epitopeNatalie K Cygan
The Scripps Oxford Laboratory, Department of Biochemistry, University of Oxford, South Parks Road, Oxford OX1 3QU, UK
Biochemistry 50:2092-100. 2011.... - Therapeutic targets for inhibitors of glycosylationDominic S Alonzi
Oxford Glycobiology Institute, Department of Biochemistry, Oxford University, South Parks Road, Oxford OX1 3QU, UK
Chimia (Aarau) 65:35-9. 2011.... - Urinary glycan markers for diseaseDominic S Alonzi
Oxford Glycobiology Institute, Department of Biochemistry, University of Oxford, South Parks Road, Oxford OX1 3QU, UK
Biochem Soc Trans 39:393-8. 2011..The ability to predict disease status in microlitre amounts of readily available non-invasive urine samples indicates that rapid methods for screening can be developed... - Restricted processing of glycans by endomannosidase in mammalian cellsNikolay V Kukushkin
Department of Biochemistry, Oxford Glycobiology Institute, University of Oxford, UK
Glycobiology 22:1282-8. 2012.... - An inducible mouse model of late onset Tay-Sachs diseaseMylvaganam Jeyakumar
Glycobiology Institute, Department of Biochemistry, University of Oxford, South Parks Road, Oxford OX1 3QU, United Kingdom
Neurobiol Dis 10:201-10. 2002..Repeat breeding of a large cohort of female Tay-Sachs mice confirmed that pregnancy induces late onset Tay-Sachs disease. Onset of symptoms correlated with reduced up-regulation of hexosaminidase B, a component of the bypass pathway... - Modulation of THP-1 macrophage and cholesterol-loaded foam cell apolipoprotein E levels by glycosphingolipidsBrett Garner
Oxford Glycobiology Institute, Department of Biochemistry, University of Oxford, South Parks Road, Oxford, OX1 3QU, United Kingdom
Biochem Biophys Res Commun 290:1361-7. 2002..Furthermore, the efflux of glycosphingolipids from macrophage foam cells to HDL could indicate a potential pathway for their removal from the artery wall and subsequent delivery to the liver... - Control in the N-linked glycoprotein biosynthesis pathwayTerry D Butters
Glycobiology Institute, University of Oxford, South Parks Road, OX1 3QU, Oxford, United Kingdom
Chem Biol 9:1266-8. 2002..The individual steps of this complex process are slowly being elucidated. In this issue, the Imperiali group further dissects the mechanics of oligosaccharyl transferase using substrate analogs... - New synthetic seven-membered 1-azasugars displaying potent inhibition towards glycosidases and glucosylceramide transferaseHongqing Li
UMR 7611, Laboratoire de Synthese Organique, Institut de Chimie Moleculaire FR 2769, Universite Pierre et Marie Curie Paris 6, 75005 Paris, France
Chembiochem 9:253-60. 2008.... - Treatment with miglustat reverses the lipid-trafficking defect in Niemann-Pick disease type CRobin H Lachmann
Department of Medicine, University of Cambridge, Cambridge CB2 2QQ, UK
Neurobiol Dis 16:654-8. 2004..These observations support the use of SRT in patients with this devastating neurodegenerative disease... - Crystal structures of complexes of N-butyl- and N-nonyl-deoxynojirimycin bound to acid beta-glucosidase: insights into the mechanism of chemical chaperone action in Gaucher diseaseBoris Brumshtein
Department of Structural Biology, Weizmann Institute of Science, Rehovot 76100, Israel
J Biol Chem 282:29052-8. 2007..Together, these results have significance for understanding the mechanism of action of GlcCerase and the mode of GlcCerase chaperoning by imino sugars... - Characterization of the oligosaccharide component of microsomal beta-glucuronidase from rat liverDorota Hoja-Łukowicz
Department of Animal Physiology, Institute of Zoology, Jagiellonian University, 6 Ingardena Street, 30 060 Krakow, Poland
Biochimie 86:363-72. 2004..The presence of O-linked glycans and branched N-linked glycans in a microsomal enzyme, in relation to the current view of glycosyltransferase compartmentalization in the Golgi is discussed... - Infantile-onset symptomatic epilepsy syndrome caused by a homozygous loss-of-function mutation of GM3 synthaseMichael A Simpson
Department of Medical Genetics, St George s Hospital Medical School, University of London, Cranmer Terrace, London SW17 0RE, UK
Nat Genet 36:1225-9. 2004.... - Gangliosides play an important role in the organization of CD82-enriched microdomainsElena Odintsova
Cancer Research U K Institute for Cancer Studies, The University of Birmingham, Edgbaston, Birmingham B15 2TT, UK
Biochem J 400:315-25. 2006..Furthermore, these results demonstrate that the association between different tetraspanins in TERM is controlled by distinct mechanisms and identify Neu3 as a first physiological regulator of the integrity of these microdomains... - Impaired selection of invariant natural killer T cells in diverse mouse models of glycosphingolipid lysosomal storage diseasesStephan D Gadola
Weatherall Institute of Molecular Medicine, Tumour Immunology Group, John Radcliffe Hospital, Oxford OX3 9DS, England, UK
J Exp Med 203:2293-303. 2006..These data suggest that GSL storage may result in alterations in thymic selection of iNKT cells caused by impaired presentation of selecting ligands... - Stem cells act through multiple mechanisms to benefit mice with neurodegenerative metabolic diseaseJean Pyo Lee
Stem Cell and Regeneration Program, Center for Neuroscience and Aging Research, Burnham Institute for Medical Research, La Jolla, California 92037, USA
Nat Med 13:439-47. 2007..Appreciating that NSCs exhibit a broad repertoire of potentially therapeutic actions, of which neuronal replacement is but one, may help in formulating rational multimodal strategies for the treatment of neurodegenerative diseases... - Implications for invariant natural killer T cell ligands due to the restricted presence of isoglobotrihexosylceramide in mammalsAnneliese O Speak
Department of Pharmacology, University of Oxford, Mansfield Road, Oxford OX1 3QT, United Kingdom
Proc Natl Acad Sci U S A 104:5971-6. 2007..iGb3 is therefore unlikely to be a physiologically relevant iNKT cell-selecting ligand in mouse and humans. A detailed study is now warranted to better understand the nature of iNKT cell-selecting ligand(s) in vivo... - Alkylated imino sugars, reversible male infertility-inducing agents, do not affect the genetic integrity of male mouse germ cells during short-term treatment despite induction of sperm deformitiesRyota Suganuma
Institute for Biogenesis Research, University of Hawaii School of Medicine, Honolulu, Hawaii 96822, USA
Biol Reprod 72:805-13. 2005..This indicates that during short-term administration, alkylated imino sugars alter sperm morphology and physiology but do not diminish the genetic potential of spermatozoa... - Human invariant NKT cells display alloreactivity instructed by invariant TCR-CD1d interaction and killer Ig receptorsScott Patterson
Department of Hematology, Imperial College London, Hammersmith Hospital Campus, London, United Kingdom
J Immunol 181:3268-76. 2008..Thus, iNKT cells can display alloreactivity, for which they use mechanisms characteristic of both NK and conventional T cells...