The CHARGE TRANSFER COMPLEX BETWEEN Β-Carotene AND IODINE. I. SYNTHESIS AND OPTICAL SPECTRA

Lupinski, J. H.; Huggins, Charles M.

doi:10.1021/j100817a035

Cited by 7 publications

(3 citation statements)

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“…The interactions between retinol and iodine that we have observed have some resemblance to those between ,B-carotene and iodine reported by Lupinski & Huggins (1962) and Lupinski (1963). In polar organic solvents ,B-carotene reacted with iodine to give material having a new absorption band at 10OOm,u; new bands also appeared at 290 and 360m,, which were attributed to the 13-ion.…”

Section: Discussionsupporting

confidence: 88%

Reactions of vitamin A with acceptors of electrons. Interactions with iodine and the formation of iodide

Lucy

Lichti

1969

Biochemical Journal

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1. The reactions of retinol and retinoic acid with iodine were investigated since knowledge of the chemical reactions of vitamin A with acceptors of electrons may shed light on its biochemical mode of action. 2. Colloidal retinol, but not retinoic acid, reacts with iodine to yield a blue-green complex that rapidly decomposes, giving iodide and an unknown species with lambda(max.) at 870mmu. 3. In addition, both retinol and retinoic acid reduce iodine to iodide by a reaction that does not involve an intermediate coloured complex; this reaction appears to yield unstable carbonium ion derivatives of the vitamin. 4. The presence of water greatly facilitates the production of iodide from vitamin A and iodine. 5. Possible chemical pathways involved in these reactions are discussed. 6. It is suggested that the chemical properties of retinol and retinoic acid that underlie their biochemical behaviour might be apparent only when the molecules are at a lipid-water interface, and that vitamin A might be expected to react with a number of different electron acceptors in vivo.

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Section: Discussionsupporting

confidence: 88%

Reactions of vitamin A with acceptors of electrons. Interactions with iodine and the formation of iodide

Lucy

Lichti

1969

Biochemical Journal

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“…In case X = Y these relations simplify to X'. = xs + Xp (5) X'o. m = X0 + Xm (6) In addition, the spectra of p-C6H4X2 compounds lead to completely unambiguous assignments.…”

Section: Introductionmentioning

confidence: 99%

CARBON-13 CHEMICAL SHIFTS OF para-DISUBSTITUTED BENZENES

Savitsky¹

1963

J. Phys. Chem.

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“…The anisole derivatives were distilled before use. b-Carotene (Eastman) was recrystallized, using the procedure of Lupinski and Higgins (1962). Zn-tetraphenylporphine (ZnTPP) was recrystallized using the /?-carotene procedure.…”

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confidence: 99%

CHEMISTRY OF SINGLET OXYGEN—XXVI. PHOTOOXYGENATION OF PHENOLSy†

Thomas

Foote

1978

Photochem & Photobiology

197

112

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Abstract— The aerobic dye‐sensitized photooxygenation of monohydric phenols proceeds by way of singlet oxygen under the conditions studied. Various phenols give different proportions of reaction with and quenching of singlet oxygen. Para‐substituted 2,6‐di‐t‐butylphenols show a linear correlation between the log of the total rate of singlet oxygen removal and their halfwave oxidation potentials; the same correlation is given for certain phenol methyl ethers. A Hammett plot using s̀+ gives ρ ‐ 1.72 ± 0.12, consistent with development of some charge in the quenching step. Reaction of photo‐chemically generated singlet oxygen with 2,4,6‐triphenylphenol gives 2,4,6‐triphenylphenoxy radical as an intermediate in singlet oxygen quenching, although no overall reaction occurs. Kinetic analysis indicates that the radical is derived exclusively from the interaction of 2,4,6‐triphenylphenol with singlet oxygen. A charge‐transfer mechanism for quenching of singlet oxygen by phenols is proposed.

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The CHARGE TRANSFER COMPLEX BETWEEN Β-Carotene AND IODINE. I. SYNTHESIS AND OPTICAL SPECTRA

Cited by 7 publications

References 1 publication

Reactions of vitamin A with acceptors of electrons. Interactions with iodine and the formation of iodide

Reactions of vitamin A with acceptors of electrons. Interactions with iodine and the formation of iodide

CARBON-13 CHEMICAL SHIFTS OF para-DISUBSTITUTED BENZENES

CHEMISTRY OF SINGLET OXYGEN—XXVI. PHOTOOXYGENATION OF PHENOLSy†

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