Aspects of organoselenium chemistry

Richard S. Glass

Aspects of organoselenium chemistry

Richard S. Glass

Chemistry and Biochemistry

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

Abstract

Monoselenophosphate, SePO₃H_3-n^n-, has been chemically synthesized and characterized. It has been shown to be identical with the biological selenium donor SePX. Hydrolysis of selenophosphate is pH dependent and maximal at about pH 7. The dianion is the species which hydrolyzes fastest. The hydrolysis occurs via a dissociative monomeric metaphosphate-like transition state. Alcohols and amines are phosphorylated by monoselenophosphate. The sensitivity of detection of both ⁷⁷Se and ¹²⁵Te by NMR spectroscopy has been greatly increased by inverse proton detection using multiple-quantum ¹H-{⁷⁷Se} and ¹H-{¹²⁵Te} correlation spectroscopy. One- and two-dimensional HMQC spectra have been obtained for a variety of organoselenium and tellurium compounds. The signal enhancement obtained by such methods are comparable to the theoretical values.

Original language	English (US)
Pages (from-to)	159-174
Number of pages	16
Journal	Paediatric and Perinatal Drug Therapy
Volume	1
Issue number	2
State	Published - 1997

Keywords

Indirect se
Monoselenophosphate
te nmr

ASJC Scopus subject areas

Pediatrics, Perinatology, and Child Health
Pharmacology

Cite this

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title = "Aspects of organoselenium chemistry",

abstract = "Monoselenophosphate, SePO3H3-nn-, has been chemically synthesized and characterized. It has been shown to be identical with the biological selenium donor SePX. Hydrolysis of selenophosphate is pH dependent and maximal at about pH 7. The dianion is the species which hydrolyzes fastest. The hydrolysis occurs via a dissociative monomeric metaphosphate-like transition state. Alcohols and amines are phosphorylated by monoselenophosphate. The sensitivity of detection of both 77Se and 125Te by NMR spectroscopy has been greatly increased by inverse proton detection using multiple-quantum 1H-{77Se} and 1H-{125Te} correlation spectroscopy. One- and two-dimensional HMQC spectra have been obtained for a variety of organoselenium and tellurium compounds. The signal enhancement obtained by such methods are comparable to the theoretical values.",

keywords = "Indirect se, Monoselenophosphate, te nmr",

author = "Glass, {Richard S.}",

note = "Funding Information: The author thanks his collaborators and coworkers: Professors E. Block, M. Brown, J. Michalski, A. Skowroriska, Dr. T.C. Stadtman, J.N. Davis, Dr. F. Farooqui, Dr. C. Job, W. Jung, Dr. R. Kamiriski, Dr. M. Sabahi, Dr. T.D. Scholz, T.B. Schroeder, Dr. W.P. Singh, Dr. Z. Veres, N. You, and the National Science Foundation and American Heart Association for financial support of this work.",

year = "1997",

language = "English (US)",

volume = "1",

pages = "159--174",

journal = "Paediatric and Perinatal Drug Therapy",

issn = "1463-0095",

publisher = "Librapharm",

number = "2",

}

TY - JOUR

T1 - Aspects of organoselenium chemistry

AU - Glass, Richard S.

N1 - Funding Information: The author thanks his collaborators and coworkers: Professors E. Block, M. Brown, J. Michalski, A. Skowroriska, Dr. T.C. Stadtman, J.N. Davis, Dr. F. Farooqui, Dr. C. Job, W. Jung, Dr. R. Kamiriski, Dr. M. Sabahi, Dr. T.D. Scholz, T.B. Schroeder, Dr. W.P. Singh, Dr. Z. Veres, N. You, and the National Science Foundation and American Heart Association for financial support of this work.

PY - 1997

Y1 - 1997

N2 - Monoselenophosphate, SePO3H3-nn-, has been chemically synthesized and characterized. It has been shown to be identical with the biological selenium donor SePX. Hydrolysis of selenophosphate is pH dependent and maximal at about pH 7. The dianion is the species which hydrolyzes fastest. The hydrolysis occurs via a dissociative monomeric metaphosphate-like transition state. Alcohols and amines are phosphorylated by monoselenophosphate. The sensitivity of detection of both 77Se and 125Te by NMR spectroscopy has been greatly increased by inverse proton detection using multiple-quantum 1H-{77Se} and 1H-{125Te} correlation spectroscopy. One- and two-dimensional HMQC spectra have been obtained for a variety of organoselenium and tellurium compounds. The signal enhancement obtained by such methods are comparable to the theoretical values.

AB - Monoselenophosphate, SePO3H3-nn-, has been chemically synthesized and characterized. It has been shown to be identical with the biological selenium donor SePX. Hydrolysis of selenophosphate is pH dependent and maximal at about pH 7. The dianion is the species which hydrolyzes fastest. The hydrolysis occurs via a dissociative monomeric metaphosphate-like transition state. Alcohols and amines are phosphorylated by monoselenophosphate. The sensitivity of detection of both 77Se and 125Te by NMR spectroscopy has been greatly increased by inverse proton detection using multiple-quantum 1H-{77Se} and 1H-{125Te} correlation spectroscopy. One- and two-dimensional HMQC spectra have been obtained for a variety of organoselenium and tellurium compounds. The signal enhancement obtained by such methods are comparable to the theoretical values.

KW - Indirect se

KW - Monoselenophosphate

KW - te nmr

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M3 - Article

AN - SCOPUS:33751234238

SN - 1463-0095

VL - 1

SP - 159

EP - 174

JO - Paediatric and Perinatal Drug Therapy

JF - Paediatric and Perinatal Drug Therapy

IS - 2

ER -

Aspects of organoselenium chemistry

Abstract

Keywords

ASJC Scopus subject areas

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