Enhancement of the rate of the β-elimination of phosphate from radicals derived from glycerol-2-phosphate by Cu(I)-phenanthroline. A pulse radiolysis study

Sara Goldstein; Gidon Czapski; Haim Cohen; Dan Meyerstein

doi:10.1016/0891-5849(90)90014-A

Enhancement of the rate of the β-elimination of phosphate from radicals derived from glycerol-2-phosphate by Cu(I)-phenanthroline. A pulse radiolysis study

Sara Goldstein, Gidon Czapski, Haim Cohen, Dan Meyerstein

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

5 Scopus citations

Abstract

Hydroxyl radicals abstract hydrogen atoms from glycerol-2-phosphate with a specific rate constant of (7.0 ± 1.5) × 10⁸ M^-1s^-1 forming the β-phospho radical as the major product. At physiological pH this radical undergoes a β-phosphate elimination with a rate constant ≤ 1 × 10³ s^-1. The β-phospho radical reacts with CU(I)-phenanthroline to produce an unstable transient with a metal-carbon σ-bond which has an absorbance similar to that of the cuprous phenanthroline complex in the visible region. This intermediate decomposes via a β-elimination of phosphate with a rate constant of 1.0 ± 1.5) × 10⁴s^-1, which was independent of the acidity in the pH range 4-9.

Original language	English
Pages (from-to)	371-379
Number of pages	9
Journal	Free Radical Biology and Medicine
Volume	9
Issue number	5
DOIs	https://doi.org/10.1016/0891-5849(90)90014-A
State	Published - 1990
Externally published	Yes

Bibliographical note

Funding Information:
Acknowledgements -- This work was supported in part by grants from the Israel Academy of Sciences, the Planning and Granting Committee of the Council of Higher Education, The Israel USA Binational Science Foundation, The Israel Atomic Energy Commission, and the Council for Tobacco Research.

Keywords

Aliphatic radical
Cu(I)-phenonanthroline
DNA damage
Free radicals
Radiation
β-elimination

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10.1016/0891-5849(90)90014-A

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title = "Enhancement of the rate of the β-elimination of phosphate from radicals derived from glycerol-2-phosphate by Cu(I)-phenanthroline. A pulse radiolysis study",

abstract = "Hydroxyl radicals abstract hydrogen atoms from glycerol-2-phosphate with a specific rate constant of (7.0 ± 1.5) × 108 M-1s-1 forming the β-phospho radical as the major product. At physiological pH this radical undergoes a β-phosphate elimination with a rate constant ≤ 1 × 103 s-1. The β-phospho radical reacts with CU(I)-phenanthroline to produce an unstable transient with a metal-carbon σ-bond which has an absorbance similar to that of the cuprous phenanthroline complex in the visible region. This intermediate decomposes via a β-elimination of phosphate with a rate constant of 1.0 ± 1.5) × 104s-1, which was independent of the acidity in the pH range 4-9.",

keywords = "Aliphatic radical, Cu(I)-phenonanthroline, DNA damage, Free radicals, Radiation, β-elimination",

author = "Sara Goldstein and Gidon Czapski and Haim Cohen and Dan Meyerstein",

note = "Funding Information: Acknowledgements -- This work was supported in part by grants from the Israel Academy of Sciences, the Planning and Granting Committee of the Council of Higher Education, The Israel USA Binational Science Foundation, The Israel Atomic Energy Commission, and the Council for Tobacco Research.",

year = "1990",

doi = "10.1016/0891-5849(90)90014-A",

language = "אנגלית",

volume = "9",

pages = "371--379",

journal = "Free Radical Biology and Medicine",

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T1 - Enhancement of the rate of the β-elimination of phosphate from radicals derived from glycerol-2-phosphate by Cu(I)-phenanthroline. A pulse radiolysis study

AU - Goldstein, Sara

AU - Czapski, Gidon

AU - Cohen, Haim

AU - Meyerstein, Dan

N1 - Funding Information: Acknowledgements -- This work was supported in part by grants from the Israel Academy of Sciences, the Planning and Granting Committee of the Council of Higher Education, The Israel USA Binational Science Foundation, The Israel Atomic Energy Commission, and the Council for Tobacco Research.

PY - 1990

Y1 - 1990

N2 - Hydroxyl radicals abstract hydrogen atoms from glycerol-2-phosphate with a specific rate constant of (7.0 ± 1.5) × 108 M-1s-1 forming the β-phospho radical as the major product. At physiological pH this radical undergoes a β-phosphate elimination with a rate constant ≤ 1 × 103 s-1. The β-phospho radical reacts with CU(I)-phenanthroline to produce an unstable transient with a metal-carbon σ-bond which has an absorbance similar to that of the cuprous phenanthroline complex in the visible region. This intermediate decomposes via a β-elimination of phosphate with a rate constant of 1.0 ± 1.5) × 104s-1, which was independent of the acidity in the pH range 4-9.

AB - Hydroxyl radicals abstract hydrogen atoms from glycerol-2-phosphate with a specific rate constant of (7.0 ± 1.5) × 108 M-1s-1 forming the β-phospho radical as the major product. At physiological pH this radical undergoes a β-phosphate elimination with a rate constant ≤ 1 × 103 s-1. The β-phospho radical reacts with CU(I)-phenanthroline to produce an unstable transient with a metal-carbon σ-bond which has an absorbance similar to that of the cuprous phenanthroline complex in the visible region. This intermediate decomposes via a β-elimination of phosphate with a rate constant of 1.0 ± 1.5) × 104s-1, which was independent of the acidity in the pH range 4-9.

KW - Aliphatic radical

KW - Cu(I)-phenonanthroline

KW - DNA damage

KW - Free radicals

KW - Radiation

KW - β-elimination

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IS - 5

ER -

Enhancement of the rate of the β-elimination of phosphate from radicals derived from glycerol-2-phosphate by Cu(I)-phenanthroline. A pulse radiolysis study

Abstract

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Keywords

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