Dioxygen fixation. Oxene transfer in the reaction of singlet dioxygen with .alpha.-keto acids

Moriarty, Robert M.; Chin, Anton; Tucker, Michael P.

doi:10.1021/ja00485a063

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Rc(=nh)c02h1

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1978

1983

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Cited by 16 publications

(1 citation statement)

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“…Glyoxylic acid (2) reacts with cysteine (262) to yield thiazolidine-2,4-dicarboxylic acid (263).410 Pyruvic acid (3)411 and longer chain a- On the other hand, when cyclization occurs (e.g., with cysteamine, 266) the product may be a substrate of D-amino acid oxidase. 413,414 HCOCO2H "i" HSCH2CH2NH2 266 N H _O2__ D-amino ocid oxidase co2h imidazoline-4-carboxylic acid (273), 2-oxothiazoline-4carboxylic acid (274), and 4-hydroxy-2-oxooxazolidine-4-carboxylic acid (275), respectively. 416 The mechanisms involved have been investigated.…”

Section: Rc(=nh)c02hmentioning

confidence: 99%

Synthesis and properties of the .alpha.-keto acids

Cooper¹,

Ginos²,

Meister³

1983

Chem. Rev.

247

105

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Section: Rc(=nh)c02hmentioning

confidence: 99%

Synthesis and properties of the .alpha.-keto acids

Cooper¹,

Ginos²,

Meister³

1983

Chem. Rev.

247

105

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ChemInform Abstract: DIOXYGEN FIXATION. OXENE TRANSFER IN THE REACTION OF SINGLET DIOXYGEN WITH α‐KETO ACIDS

Moriarty¹,

Chin²,

Tucker³

1978

Chemischer Informationsdienst

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Photochemistry of polymeric systems. I. Photocrosslinking of polymers and copolymers containing pyridine N‐oxide groups

Décout

Lablache‐Combier

Loucheux

1980

J. Polym. Sci. Polym. Chem. Ed.

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Vinylpyridine‐N‐oxide units were introduced in polymeric chains in order to study their photocrosslinking. Copolymers of styrene and 4‐vinylpyridine‐N‐oxide were especially synthesized and studied. The methods used for characterization of photocrosslinked films were a “photoresist test” or the measurement of the insolubility and of the swelling ratio. The Cleavage of the N‐oxide bond was responsible for the photocrosslinking. The competitive formation of carbonyl compounds took place and decreased the rate of photocrosslinking. This last reaction is favored by triplet‐state quenchers. The photosensitivity of the copolymers was determined as a function of the wavelength of the radiation used. When the photocrosslinking proceeded, a film of the copolymeric material became transparent in the 280–320‐nm range. Thick films could therefore be completely photocrosslinked when irradiated in this range of wavelength.

show abstract

Dioxygen fixation. Oxene transfer in the reaction of singlet dioxygen with .alpha.-keto acids

Cited by 16 publications

References 4 publications

Synthesis and properties of the .alpha.-keto acids

Synthesis and properties of the .alpha.-keto acids

ChemInform Abstract: DIOXYGEN FIXATION. OXENE TRANSFER IN THE REACTION OF SINGLET DIOXYGEN WITH α‐KETO ACIDS

Photochemistry of polymeric systems. I. Photocrosslinking of polymers and copolymers containing pyridine N‐oxide groups

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