Singh, Jyoti and Steck, Nicole and De, Debaditya and Hofer, Alexandre and Ripp, Alexander and Captain, Ilya and Keller, Manfred and Wender, P.A. and Bhandari, Rashna and Jessen, H.J. (2019) A Phosphoramidite Analogue of Cyclotriphosphate Enables Iterative Polyphosphorylations. Angewandte Chemie International Edition, 58 (12). pp. 3928-3933. ISSN 1433-7851
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Abstract
An iterative polyphosphorylation approach is described, which is based on a phosphoramidite (P‐amidite) derived reagent (c‐PyPA) obtained from the cyclization of pyrophosphate with a reactive diisopropylaminodichlorophosphine. This type of reagent is unprecedented as it represents a reactive P‐amidite without protecting groups. The reagent proved to be stable in solution over several weeks. Its utility is described in the context of iterative monodirectional and bidirectional polyphosphorylations. The ensuing functionalized cyclotriphosphate can be opened with a variety of nucleophiles providing ready access to diverse functionalized polyphosphate chains of defined length with several tags, including both P‐N and P‐O labels. Their interaction with exo‐ and endopolyphosphatases is described.
Item Type: | Article |
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Depositing User: | Users 2 not found. |
Date Deposited: | 15 Feb 2019 19:41 |
Last Modified: | 04 Apr 2019 18:51 |
URI: | http://cdfd.sciencecentral.in/id/eprint/886 |
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