The synthesis of deuterium-labeled spermine, N1 -acetylspermine and N1-acetylspermidine

Vijay Gawandi; Paul F. Fitzpatrick

doi:10.1002/jlcr.1381

The synthesis of deuterium-labeled spermine, N¹ -acetylspermine and N¹-acetylspermidine

Vijay Gawandi, Paul F. Fitzpatrick

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

4 Scopus citations

Abstract

The synthesis of deuterium-labeled spermine, N¹-acetylspermine and N¹-acetylspermidine is reported. 1,1,3,3-²H ₄-N¹-Acetylspermine hydrochloride, 1,1,3,3- ²H₄-N¹-acetylspermidine hydrochloride and 1,1,3,3,10,10,12,12-²H₈-spermine dihydrochloride were obtained in seven, four and three steps, respectively. All the syntheses were carried out by simple protection and deprotection steps from commonly used selective protecting reagents. These deuterium-labeled compounds can be used as mechanistic probes of polyamine oxidizing enzymes.

Original language	English (US)
Pages (from-to)	666-670
Number of pages	5
Journal	Journal of Labelled Compounds and Radiopharmaceuticals
Volume	50
Issue number	7
DOIs	https://doi.org/10.1002/jlcr.1381
State	Published - Jun 2007
Externally published	Yes

Keywords

Deuterium labeling
N -acetylspermidine
N-acetylspermine
Polyamine oxidase
Spermine

ASJC Scopus subject areas

Analytical Chemistry
Biochemistry
Radiology Nuclear Medicine and imaging
Drug Discovery
Spectroscopy
Organic Chemistry

Access to Document

10.1002/jlcr.1381

Cite this

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title = "The synthesis of deuterium-labeled spermine, N1 -acetylspermine and N1-acetylspermidine",

abstract = "The synthesis of deuterium-labeled spermine, N1-acetylspermine and N1-acetylspermidine is reported. 1,1,3,3-2H 4-N1-Acetylspermine hydrochloride, 1,1,3,3- 2H4-N1-acetylspermidine hydrochloride and 1,1,3,3,10,10,12,12-2H8-spermine dihydrochloride were obtained in seven, four and three steps, respectively. All the syntheses were carried out by simple protection and deprotection steps from commonly used selective protecting reagents. These deuterium-labeled compounds can be used as mechanistic probes of polyamine oxidizing enzymes.",

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AU - Fitzpatrick, Paul F.

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AB - The synthesis of deuterium-labeled spermine, N1-acetylspermine and N1-acetylspermidine is reported. 1,1,3,3-2H 4-N1-Acetylspermine hydrochloride, 1,1,3,3- 2H4-N1-acetylspermidine hydrochloride and 1,1,3,3,10,10,12,12-2H8-spermine dihydrochloride were obtained in seven, four and three steps, respectively. All the syntheses were carried out by simple protection and deprotection steps from commonly used selective protecting reagents. These deuterium-labeled compounds can be used as mechanistic probes of polyamine oxidizing enzymes.

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KW - N -acetylspermidine

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