Synthesis of novel carbazoyl linked pyrimidine-pyrimidine and pyrimidine-purine dinucleotide analogues

1α,25-Dihydroxyvitamin D3 A-Ring Precursors: Studies on Regioselective Enzymatic Alkoxycarbonylation Reactions of Their Stereoisomers. Chemoenzymatic Synthesis of A-Ring Synthon Carbamate Derivatives, Including Carbazates and Polyamino Carbamates

“…This synthon possesses two hydroxyl groups of similar reactivity, and as a result it is very difficult to discern between these two groups from the chemical point of view. Using the methodology of enzymes in organic solvents it is possible to selectively modify only one of them, as has been similarly shown in nucleoside chemistry …”

A Novel Versatile Phosphoramidite Building Block for the Synthesis of 5'- and 3'-Hydrazide Modified Oligonucleotides

“…[1 -4] One of them is amino group. In our Due to the above features, hydrazone formation has found many applications in protein and carbohydrate chemistry, [1,15] analytical biochemistry, [16 -18] antisense biotechnology [19] and biochi p manufacturing. [2] One group of applications deals with immobilization reactions.…”

“…Next to immobilization, hydrazone formation-based methods are widely used for conjugating ONs and various reporter molecules, [4,10,12,19,27,28] including markers, dyes, and peptides. Most often 5'-modified ONs are obtained through post-synthetic introduction of the hydrazide function, and they were reported to be stable in solution.…”

“…One more promising application of hydrazone chemistry is the possibility to create carbazoyl internucleotide linkage. [19] There is a wealth of data about the reaction of hydrazides with bis-aldehyde derivatives of nucleosides, nucleotides and ONs yielding dihydroxymorpholines as a main product. [10,12] Hydrazide-based reagents can even be used for the identification and quantitative determination of periodate-oxidized ribonucleosides and RNA molecules.…”

Σύνθεση Τροποποιημένων Νουκλεοζιτών

“…Αρχικά, η αλκοόλη 814 οξειδώθηκε µε το αντιδραστήριο Dess-Martin προς την αλδεΰδη 840. 210 Το αλδεϋδικό παράγωγο 840 χωρίς να αποµονωθεί, κατεργάστηκε µε υδροχλωρική υδροξυλαµίνη και πυριδίνη για να µετατραπεί στην αλδοξίµη 841. Ο τροποποιηµένος νουκλεοζίτης 841 αποµονώθηκε σε απόδοση 90% από την αλκοόλη 814.…”