Overcoming inaccessibility of fluorinated imines – synthesis of functionalized amines from readily available fluoroacetamides

2019 ◽  
Vol 55 (64) ◽  
pp. 9436-9439 ◽  
Author(s):  
Paweł J. Czerwiński ◽  
Bartłomiej Furman
Keyword(s):  
Fluoroacetic Acid

A direct protocol for the synthesis of functionalized amines from simple fluoroacetic acid-derived amides using Schwartz's reagent was presented.

scholarly journals REGULATORY MECHANISMS OF CELLULAR RESPIRATION

1950 ◽  
Vol 34 (2) ◽  
pp. 211-224 ◽  
Author(s):  
E. S. Guzman Barron ◽  
Maria Isabel Ardao ◽  
Marion Hearon
Keyword(s):  
Acetic Acid ◽  
Pyruvic Acid ◽  
No Oxidation ◽  
Yeast Cells ◽  
Acid Formation ◽  
Cellular Respiration ◽  
Acid Oxidase ◽  
Acid Solutions ◽  
Fluoroacetic Acid ◽  
A Cell

The rate of the aerobic metabolism of pyruvic acid by bakers' yeast cells is determined mainly by the amount of undissociated acid present. As a consequence, the greatest rate of oxidation was observed at pH 2.8. Oxidation, at a slow rate, started at pH 1.08; at pH 9.4 there was no oxidation at all. The anaerobic metabolism, only a fraction of the aerobic, was observed only in acid solutions. There was none at pH values higher than 3. Pyruvic acid in the presence of oxygen was oxidized directly to acetic acid; in the absence of oxygen it was metabolized mainly by dismutation to lactic and acetic acids, and CO2. Acetic acid formation was demonstrated on oxidation of pyruvic acid at pH 1.91, and on addition of fluoroacetic acid. Succinic acid formation was shown by addition of malonic acid. These metabolic pathways in a cell so rich in carboxylase may be explained by the arrangement of enzymes within the cell, so that carboxylase is at the center, while pyruvic acid oxidase is located at the periphery. Succinic and citric acids were oxidized only in acid solutions up to pH 4. Malic and α-ketoglutaric acids were not oxidized, undoubtedly because of lack of penetration.

The recovery and identification of fluoroacetamide and fluoroacetic acid from tissues

1976 ◽  
Vol 8 ◽  
pp. 131-137 ◽  
Author(s):  
H.M. Stevens ◽  
A.C. Moffat ◽  
Janet V. Drayton
Keyword(s):  
Fluoroacetic Acid

A Building Block Approach to Monofluorinated Organic Compounds

2008 ◽  
Vol 73 (12) ◽  
pp. 1553-1611 ◽  
Author(s):  
Alexander S. Konev ◽  
Alexander F. Khlebnikov
Keyword(s):  
Organic Compounds ◽  
Building Block ◽  
Building Blocks ◽  
Natural Compounds ◽  
Pericyclic Reactions ◽  
Fluoroacetic Acid ◽  
Phosphorus Containing ◽  
Block Approach

Building blocks for the synthesis of monofluorinated organic compounds are reviewed. The synthetic potential of polyhalomethanes, sulfur- and phosphorus-containing building blocks, difluoroethene, polyhaloethanes, fluoroacetic acid derivatives, and other compounds are described. Pericyclic reactions involving fluorinated compounds and application of the methodology of building blocks to the synthesis of monofluorinated pharmaceuticals and analogs of natural compounds are considered. The review with 317 references covers mainly the literature from 1996 through 2007.

Gas-Liquid Chromatographic Determination of Sodium Fluoroacetate (Compound 1080)

1980 ◽  
Vol 63 (1) ◽  
pp. 49-55
Author(s):  
Iwao Okuno ◽  
Dennis L Meeker
Keyword(s):  
Liquid Chromatography ◽  
Tissue Sample ◽  
Chromatographic Determination ◽  
Gas Liquid Chromatography ◽  
Tissue Samples ◽  
Fluoroacetic Acid ◽  
Pentafluorobenzyl Bromide ◽  
Liquid Chromatographic Determination ◽  
Liquid Chromatographic

Abstract An analytical method is described for the determination of Compound 1080 (sodium fluoroacetate) residues in 1–10 g tissue. Sample extracts of tissues are cleaned up with silica gel, and Compound 1080 (as fluoroacetic acid) is separated by a micro-distillation procedure. The fluoroacetic acid in the distillate is derivatized with pentafluorobenzyl bromide to form pentafluorobenzyl fluoroacetate which is measured by electron capture gas-liquid chromatography. Recoveries of sodium fluoroacetate from fortified tissue samples averaged about 25%. Despite the limited recoveries, results were quite reproducible, and levels as low at 2 ppm were determined in fortified 1 g samples, and 0.2 ppm in 10 g samples. The method is relatively simple and has been used routinely in our laboratory for the analysis of various types of samples such as grain, and tissues from birds, rodents, and larger animals.

Some aspects of plant mitochondria

1954 ◽  
Vol 142 (907) ◽  
pp. 155-160 ◽  
Keyword(s):  
Enzyme Inhibitors ◽  
Plant Mitochondria ◽  
Krebs Cycle ◽  
Enzyme Reaction ◽  
Spatial Relations ◽  
Partial Solution ◽  
Particulate Material ◽  
Fluoroacetic Acid ◽  
Cell Components ◽  
Krebs Cycle Intermediates

The presence of a large central vacuole in plant cells has greatly hindered histochemical and biochemical investigations, because, when a homogenate is prepared, the vacuolar sap, which frequently includes large quantities of the substrate and product of an enzyme reaction and in certain cases enzyme inhibitors, becomes intimately mixed with the somewhat limited amount of protoplasm present. Bentley (1952), for instance, has shown that malonic acid is widely distributed in plants; fluoroacetic acid occurs in Dichapetalum cymosum (Marais 1944), and transaconitic acid may be present in certain members of the Ranunculaceae. Though these facts pose interesting problems in the permeability relations of cell components, they greatly complicate the analysis of homogenates. Dialysis provides one method of isolating active enzyme material from the homogenate, but the concomitant loss of cofactors has limited its application. A partial solution to the problem has been obtained by isolating particulate material by differential centrifugation. This method has made possible investigations of metabolism not amenable to study by the classical methods of enzymology and simultaneously has provided an approach to the study of the spatial relations of enzymes. The pioneer work was performed by Hill & Bhagvat (1939), who demonstrated the association of cytochrome oxidase with particulate material. Several workers (Meeuse 1950; Bhagvat & Hill 1951; Stafford 1951) have demonstrated the association of succinoxidase with particulate material isolated from homogenates prepared in dilute phosphate buffer, but cytochrome c was necessary for activity. Meeuse (1950) also found that malic oxidase was associated with particulate material, but DPN and cytochrome c were required for activity. Millerd, Bonner, Axelrod & Bandurski (1951), Stafford (1953), Price & Thimann (1953) and Davies (1953) have isolated particulate material from seedlings which was active in the oxidation of Krebs-cycle intermediates. Millerd et al . (1951) were also able to demonstrate that phosphorylation accompanied the oxidation of Krebs-cycle intermediates.

scholarly journals Biosynthesis of fluorothreonine and fluoroacetic acid by the thienamycin producer, Streptomyces cattleya.

1986 ◽  
Vol 39 (2) ◽  
pp. 259-265 ◽  
Author(s):  
MINORU SANADA ◽  
TETSUJI MIYANO ◽  
SHUICHI IWADARE ◽  
JOANNE M. WILLIAMSON ◽  
BYRON H. ARISON ◽  
...  
Keyword(s):  
Fluoroacetic Acid ◽  
Streptomyces Cattleya
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