CAS: 45223-18-5; 1,16-Dibromohexadecane

相似化合物

3344-70-5 4101-68-2 4549-31-9

上下游产品

1,16-hexadecanediol 1,15-Cyclodotriacontadiin 1,19-Cyclotetracontadiin 1,1,1,18,18,18-Hexaphenyl°Ctadecan 1,12-bis(p-tolylsulfonyl)-1,12-diazacyclo°Ctacosane

📜16-溴-1-十六烷醇置于四溴化碳,三苯基膦体系中,用 乙醚 作为反应溶剂,以95%的收率获得产物1,16-二溴十六烷
参考文献:Conformationally-Locked N-Glycosides: Exploiting Long-Range Non-Glycone Interactions In The Design Of Pharmacological Chaperones For Gaucher Disease
标题:Conformationally-Locked N-Glycosides: Exploiting Long-Range Non-Glycone Interactions In The Design Of Pharmacological Chaperones For Gaucher Disease
摘要:Pyranoid-Type Glycomimetics Having A Cis-1,2-Fused Glucopyranose-2-Alkylsulfany1-1,3-Oxazoline (Glc-Pso) Structure Exhibit An Unprecedented Specificity As Inhibitors Of Mammalian Beta-Glucosidase. Notably,Their Inhibitory Potency Against Human Beta-Glucocerebrosidase (Gcase) Was Found To Be Strongly Dependent On The Nature Of Aglycone-Type Moieties Attached At The Sulfur Atom. In The Particular Case Of Omega-Substituted Hexadecyl Chains,An Amazing Influence Of The Terminal Group Was Observed. A Comparative Study On A Series Of Glc-Pso Derivatives Suggests That Hydrogen Bond Acceptor Functionalities,E.G. Fluoro Or Methyloxycarbonyl,Significantly Stabilize The Glc-Pso:Gcase Complex. The S-(16-Fluorohexadecyl)-Pso Glycomimetic Turned Out To Be A More Potent Gcase Competitive Inhibitor Than Ambroxol,A Non Glycomimetic Drug Currently In Pilot Trials As A Pharmacological Chaperone For Gaucher Disease. Moreover,The Inhibition Constant Increased By One Order Of Magnitude When Shifting From Neutral (Ph 7) To Acidic (Ph 5) Media,A Favorable Characteristic For A Chaperone Candidate. Indeed,The Fluoro-Pso Derivative Also Proved Superior To Ambroxol In Mutant Gcase Activity Enhancement Assays In N370S/n370S Gaucher Fibroblasts. The Results Presented Here Represent A Proof Of Concept Of The Potential Of Exploiting Long-Range Non-Glycone Interactions For The Optimization Of Glycosidase Inhibitors With Chaperone Activity. (C) 2014 Elsevier Masson Sas. All Rights Reserved.
DOI:10.1016/j.Ejmech.2014.11.002

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