Sugars various, reaction with amines

Ogura and Takahashi18,19 detailed the reaction of the sugar isothiocyanates 2, 30, 31, and 32 with ammonia and amines, as well as with various classes of hydrazines. The reaction of sugar isothiocyanates with various classes of amines,44"62 hydrazines,63 72 and hydrazides has been reported by... 

In a series of publications and patents,63 64 66"79 Wieniawski and coworkers reported the results of investigations of the reaction of sugar isothiocyanates with amines and various substituted hydrazides of heterocyclic acids. The reaction of isothiocyanate 2 with 2,6-diaminopyridine 81 was described,63 and the formation of dithioureide 82 as the sole product was observed. The... 

Formation of novel free radical products at an early stage of the Maillard reaction was demonstrated by use of ESR spectrometry. Analyses of the hyperfine structures for various sugar-amino compound systems led to the conclusion that the radical products are N,N -disubstituted pyrazine cation radicals. These new pyrazine derivatives are assumed to be formed by bimolecular condensation of a two-carbon enaminol compound involving the amino reactant residue. The presence of such a two-carbon product in an early stage reaction mixture of sugar with amine was demonstrated by isolation and identification of glyoxal dialkylimine by use of TLC, GLC, NMR, MS and IR. 

The loss of aldoses by reaction with the primary amine functions on various amine-bonded silica or dynamically coated silica columns has again been demonstrated, while an attempt to use dimethylamino-functionalized silica, which did not react with sugars, failed to provide sufficient chromatographic separation. Both a diol-modified silica column with an eluant containing diisopropylethyl-... 

The reaction of A-(2,2-dimcthyl 4-oxo-thictan-3-yl)-acetamide 26 with complex heterocyclic amines 27a-d, cyanoguanidine derivatives 27e-f, or a sugar derivative, namely 1-amino-1-deoxy-D-fructopyranose 27g, in various conditions resulted in cysteine amide derivatives 28a-g in satisfactory yields (Table 2) <2000BML1347, 2001T7173, 2001T825, 2002BMC2303>. 

A collection of redox enzymes for which efficient DET with electrodes has been observed is given in Table 2.3. Most of them are metaUoenzymes containing iron or copper. Many of these enzymes are part of electron transfer chains, i.e., have macromolecular redox partners, or react on large substrates. The evidence for DET has not always been presented by direct electrochemical measurements. In many cases the DET has been proved indirectly by measurement of a substrate dependent catalytic current. Various metabolites ranging from sugars such as fructose, cellobiose and gluconate [6], amines like methylamine and histamine [123], lactate [91],p-cresol [93] and drugs such as benzphetamine [74] can be measured with enzymes in direct contact to an electrode. The bioelectrocatalytic reaction of peroxide is one of the most important reactions not only for the determination of peroxide(s) in various media but also substrates of coupled oxidase [8] and enzyme inhibitors [130, 252]. Furthermore, enzyme immunoassays have been developed based on DET of peroxidase and laccase and electrodes [7,131,132]. 

---