Versatile reagents to introduce caged phosphates

Carlo Dinkel; Oliver Wichmann; Carsten Schultz

doi:10.1016/S0040-4039(02)02832-0

Versatile reagents to introduce caged phosphates

Carlo Dinkel, Oliver Wichmann, Carsten Schultz

Research output: Contribution to journal › Article › peer-review

23 Scopus citations

Abstract

Three novel reagents have been prepared to introduce photoactivatable o-nitrobenzyl phosphate esters. The use of fluorenylmethyl and t-butyl protecting groups allowed for a wide range of chemical transformations after phosphorylation. In addition, the use of S-acetylthioethyl and acyloxymethyl groups resulted in photo- and bioactivatable phosphate triesters of phosphatidic acid.

Original language	English (US)
Pages (from-to)	1153-1155
Number of pages	3
Journal	Tetrahedron Letters
Volume	44
Issue number	6
DOIs	https://doi.org/10.1016/S0040-4039(02)02832-0
State	Published - Feb 3 2003
Externally published	Yes

Keywords

AMP
Bioactivatable
Caged compounds
Mannose 1-phosphate
Membrane-permeant
Phosphatidic acid
Phosphorylation
Photoactivatable

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(02)02832-0

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title = "Versatile reagents to introduce caged phosphates",

abstract = "Three novel reagents have been prepared to introduce photoactivatable o-nitrobenzyl phosphate esters. The use of fluorenylmethyl and t-butyl protecting groups allowed for a wide range of chemical transformations after phosphorylation. In addition, the use of S-acetylthioethyl and acyloxymethyl groups resulted in photo- and bioactivatable phosphate triesters of phosphatidic acid.",

keywords = "AMP, Bioactivatable, Caged compounds, Mannose 1-phosphate, Membrane-permeant, Phosphatidic acid, Phosphorylation, Photoactivatable",

author = "Carlo Dinkel and Oliver Wichmann and Carsten Schultz",

note = "Funding Information: We thank Biolog Lifescience Institute, Germany, for nucleosides, SiChem GmbH, Germany, for chlorophosphoramidites, Dr. Marc Gentzel for MS analysis, and Ms. Nicole Heath for revising the manuscript. The work was supported by the Deutsche Forschungsgemeinschaft and the Fonds der Chemischen Industrie. ",

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doi = "10.1016/S0040-4039(02)02832-0",

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T1 - Versatile reagents to introduce caged phosphates

AU - Dinkel, Carlo

AU - Wichmann, Oliver

AU - Schultz, Carsten

N1 - Funding Information: We thank Biolog Lifescience Institute, Germany, for nucleosides, SiChem GmbH, Germany, for chlorophosphoramidites, Dr. Marc Gentzel for MS analysis, and Ms. Nicole Heath for revising the manuscript. The work was supported by the Deutsche Forschungsgemeinschaft and the Fonds der Chemischen Industrie.

PY - 2003/2/3

Y1 - 2003/2/3

N2 - Three novel reagents have been prepared to introduce photoactivatable o-nitrobenzyl phosphate esters. The use of fluorenylmethyl and t-butyl protecting groups allowed for a wide range of chemical transformations after phosphorylation. In addition, the use of S-acetylthioethyl and acyloxymethyl groups resulted in photo- and bioactivatable phosphate triesters of phosphatidic acid.

AB - Three novel reagents have been prepared to introduce photoactivatable o-nitrobenzyl phosphate esters. The use of fluorenylmethyl and t-butyl protecting groups allowed for a wide range of chemical transformations after phosphorylation. In addition, the use of S-acetylthioethyl and acyloxymethyl groups resulted in photo- and bioactivatable phosphate triesters of phosphatidic acid.

KW - AMP

KW - Bioactivatable

KW - Caged compounds

KW - Mannose 1-phosphate

KW - Membrane-permeant

KW - Phosphatidic acid

KW - Phosphorylation

KW - Photoactivatable

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DO - 10.1016/S0040-4039(02)02832-0

M3 - Article

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SN - 0040-4039

VL - 44

SP - 1153

EP - 1155

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 6

ER -

Versatile reagents to introduce caged phosphates

Abstract

Keywords

ASJC Scopus subject areas

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