A Highly Efficient and Selective Synthesis of 1,2,3-Triazole Linked Saccharide Nucleosides Via “Click Chemistry”

A series of 1,2,3-triazole linked saccharide nucleosides were synthesized in high yield and selectivity via “click chemistry” of the 3′-azido-2′-deoxythymidine and the propargyl carbohydrates.

[1]  F. Seela,et al.  Nucleosides and Oligonucleotides with Diynyl Side Chains: Base Pairing and Functionalization of 2′‐Deoxyuridine Derivatives by the Copper(I)‐Catalyzed AlkyneAzide ‘Click’ Cycloaddition , 2007 .

[2]  N. Devaraj,et al.  Rate of interfacial electron transfer through the 1,2,3-triazole linkage. , 2006, The journal of physical chemistry. B.

[3]  F. Seela,et al.  DNA Containing Side Chains with Terminal Triple Bonds: Base‐Pair Stability and Functionalization of Alkynylated Pyrimidines and 7‐Deazapurines , 2006, Chemistry & biodiversity.

[4]  Ferry Kienberger,et al.  Directed assembly of Au nanoparticles onto planar surfaces via multiple hydrogen bonds. , 2005, Langmuir : the ACS journal of surfaces and colloids.

[5]  T. Oretskaya,et al.  Synthesis and Applications of OligonucleotideCarbohydrate Conjugates , 2004, Chemistry & biodiversity.

[6]  H. Kolb,et al.  The growing impact of click chemistry on drug discovery. , 2003, Drug discovery today.

[7]  Chi‐Huey Wong,et al.  A Potent and Highly Selective Inhibitor of Human α-1,3-Fucosyltransferase via Click Chemistry , 2003 .

[8]  F. Nicotra,et al.  Glycoconjugate and oligosaccharide mimetics by chemoselective ligation , 2003 .

[9]  H. Kunz,et al.  Synthetic Glycopeptides for the Development of Antitumour Vaccines , 2003 .

[10]  T. Seo,et al.  Click chemistry to construct fluorescent oligonucleotides for DNA sequencing. , 2003, The Journal of organic chemistry.

[11]  Chi-Huey Wong,et al.  A potent and highly selective inhibitor of human alpha-1,3-fucosyltransferase via click chemistry. , 2003, Journal of the American Chemical Society.

[12]  Kuniki Kato,et al.  Advance in Synthesis of Sugar‐Modified Nucleosides in Past 10 Years , 2001 .

[13]  M. G. Finn,et al.  Click Chemistry: Diverse Chemical Function from a Few Good Reactions. , 2001, Angewandte Chemie.

[14]  H. Vorbrüggen,et al.  Handbook of nucleoside synthesis , 2001 .

[15]  H. Mereyala,et al.  A highly diastereoselective, practical synthesis of allyl, propargyl 2,3,4,6-tetra-O-acetyl-β-d-gluco, β-d-galactopyranosides and allyl, propargyl heptaacetyl-β-d-lactosides , 1998 .

[16]  W. Hull,et al.  Pharmacokinetics and whole-body distribution of the new chemotherapeutic agent β-D-glucosylisophosphoramide mustard and its effects on the incorporation of [methyl-3H]-thymidine in various tissues of the rat , 1996, Cancer Chemotherapy and Pharmacology.

[17]  K. Tatsuta,et al.  Recent progress in O-glycosylation methods and its application to natural products synthesis , 1993 .

[18]  Ė. I. Lukevit︠s︡,et al.  Nucleoside synthesis : organosilicon methods , 1991 .

[19]  S. Broder Clinical applications of 3′‐azido‐2′,3′‐ dideoxythymidine (AZT) and related dideoxynucleosides , 1990, Medicinal research reviews.