104769-16-6Relevant articles and documents
Chemoenzymatic synthesis of 3′-O-acetal-protected 2′-deoxynucleosides as building blocks for nucleic acid chemistry
Rodriguez-Perez, Tatiana,Fernandez, Susana,Martinez-Montero, Saul,Gonzalez-Garcia, Tania,Sanghvi, Yogesh S.,Gotor, Vicente,Ferrero, Miguel
experimental part, p. 1736 - 1744 (2010/06/13)
We have developed a simple and convenient synthetic strategy for the preparation of tetrahydropyranyl, 4-methoxy-tetrahydropyranyl, and tetrahydrofuranyl ethers of 2′-deoxynucleosides, which are useful building blocks for nucleic acid chemistry. Enzymatic benzoylation provides an efficient alternative for protecting the 5′-hydroxy group of the parent nucleosides in a regioselective manner. Subsequently, tetrahydropyranylation and tetrahydrofuranylation of the 2′-deoxynucleosides at the 3′-hydroxy group were accomplished with p-toluensulfonic acid, MgBr2, or camphorsulfonic acid as catalysts. Deprotection of the 5′-O-benzoyl group furnished 3′-O-acetal-protected 2′-deoxynucleosides. The three-step process is expected to enable the large-scale synthesis of protected nucleosides.
A mild, efficient and regioselective enzymatic procedure for 5′-O-benzoylation of 2′-deoxynucleosides
García, Javier,Fernández, Susana,Ferrero, Miguel,Sanghvi, Yogesh S.,Gotor, Vicente
, p. 1709 - 1712 (2007/10/03)
Lipase from Candida antarctica B catalyzes the selective monobenzoylation at the 5′-hydroxyl group of 2′-deoxynucleosides using vinyl benzoate as acyl transfer reagent in quantitative yields. The industrial suitability of this process via the reclaim and reuse of enzyme and vinyl benzoate has been demonstrated.
Synthesis and application of 3′-amino-dye-terminators for dna sequencing
Wojczcwski,Faulstich,Engels
, p. 751 - 754 (2007/10/03)
The synthesis of 3′-aminomodified nucleoside 5′-triphosphates and their coupling with oligoaminoacid-linked dyes is described. Application for DNA dye-terminator sequencing was investigated. Copyright 1997 by Marcel Dekker, Inc.
