Phenol-aldehyde-carbohydrate

There is also evidence that at least some of the phenolic aldehydes and dehydrodiferulic acid (Figure 1) are linked covalently to cell wall polysaccharides. When ryegrass cell walls were treated with cellulase, the aldehydes and the acid were released as water-soluble carbohydrate-aromatic compounds from which the aromatics were released by cold sodium hydroxide treatment (6,7). This suggests that these compounds are either ether-linked or, in the case of the acid, ester-linked to the polysaccharides. 

Nitrogenous compound-Aldehyde-Carbohydrate (NAC) Phenol-Nitrogenous compound- 99,104-113... 

When heated with a strong acid, pentoses and hexoses are dehydrated to form furfural and hydroxymethylfurfural derivatives respectively (Figure 9.20), the aldehyde groups of which will then condense with a phenolic compound to form a coloured product. This reaction forms the basis of some of the oldest qualitative tests for the detection of carbohydrates, e.g. the Molisch test using concentrated sulphuric acid and a-naphthol. 

Polystyrene-derived phenylboronic acids have been used for the attachment of diols (carbohydrates) as boronic esters [667]. Cleavage was effected by treatment with acetone/water or THF/water. This high lability towards water and alcohols severely limits the range of reactions that can be performed without premature cleavage of this linker. Arylboronic acids esterified with resin-bound diols can be oxidatively cleaved to yield phenols (Entry 8, Table 3.36). Alcohols have also been prepared by nucleophilic allylation of aldehydes with polystyrene-bound, enantiomerically enriched allyl-silanes [668], as well as by Pummerer reaction followed by reduction of resin-bound sulfoxides [669]. 

This section includes oxidations of alkanes and cycloalkanes, alkenes and cycloalkenes, dienes, alkynes, aromatic fluorocarbons, alcohols, phenols, ethers, aldehydes, ketones and carbohydrates, carboxylic acids, nitrogen compounds, and organoelement compounds, such as boron, phosphorus, sulfur, selenium, and iodine compounds, and steroids. 

Molasses. A large number of volatile and nonvolatile compounds have been identified in the flavor fractions of various types of molasses (51-621. Compound classes identified include aliphatic and aromatic acids, aldehydes, phenols, lactones, amines, esters, furans, pyrazines, and sulfides. Most of these compounds can arise from carbohydrate degradation through a number of traditional pathways especially because residual nitrogen-containing sources are present. 

Figure 1 illustrates the fact that resins and adhesives formed by the possible combinations of a phenolic compound, a nitrogenous compound, an aldehyde compound, and a carbohydrate have been reported in the literature. The exact conditions used to formulate the resins and adhesives represented in Figure 1 vary considerably. For example, additional circles representing acidic, basic, and neutral reaction conditions could be added. In most instances, the exact chemistry that occurs during the formulation of resins at each intersection is not known. Indeed, in many cases, the component actually reacting into the resin or adhesive system may not be the original carbohydrate added at the start. In this and other respects, these formulations will overlap with those discussed in the next section. 

Figure 1. Resins can be classified as being formed from combinations of a phenolic compound (P typically phenol), an aldehyde (A typically formaldehyde), a nitrogenous compound (N typically urea), and a carbohydrate (C).

Tobacco leaf has a complicated chemical composition including a variety of polymers and small molecules. The small molecules from tobacco belong to numerous classes of compounds such as hydrocarbons, terpenes, alcohols, phenols, acids, aldehydes, ketones, quinones, esters, nitriles, sulfur compounds, carbohydrates, amino acids, alkaloids, sterols, isoprenoids [48], Amadori compounds, etc. Some of these compounds were studied by pyrolysis techniques. One example of pyrolytic study is that of cuticular wax of tobacco leaf (green and aged), which was studied by Py-GC/MS [49]. By pyrolysis, some portion of cuticular wax may remain undecomposed. The undecomposed waxes consist of eicosyl tetradecanoate, docosyl octadecanoate, etc. The molecules detected in the wax pyrolysates include hydrocarbons (Cz to C34 with a maximum of occurrence of iso-Czi, normal C31 and anti-iso-C32), alcohols (docosanol, eicosanol), acids (hexadecanoic, hexadecenoic, octadecanoic, etc ). The cuticular wax also contains terpenoids such as a- and p-8,13-duvatriene-1,3-diols. By pyrolysis, some of these compounds are not decomposed and others generate closely related products such as seco-cembranoids (5-isopropyl-8,12-dimethyl-3E,8E,12E,14-pentadecatrien-2-one, 3,7,13-trimethyl-10-isopropyl-2,6,11,13-tetradecatrien-1al) and manols. By pyrolysis, c/s-abienol, (12-Z)- -12,14-dien-8a-ol, generates mainly frans-neo-abienol. 

Silica gel Alcohols, aldehydes, alkaloids, amines, amino acids, amphetamines, antibiotics, antioxidants, barbiturates, carbohydrates, flavonoids, herbicides, heterocyclic compounds, hydrocarbons, indoles, insecticides, ketones, lipids, nitro compounds, organic acids, peroxides, pesticides, phenols, plasticizers, polypeptides, steroids, terpenes, unsaturated compounds, vitamins. 

The more complex groups of phenols found in combination with carbohydrates in plants are summarized in formulas (1) to (13). In addition, there are also simple mono-, di-, and tri-hydric phenols existing as glycosides some of these phenols possess additional functional groups, such as methoxyl, primary hydroxyl, and aldehyde groups. Hydroxybenzoic acids and some of their aliphatic esters, and hydroxycinnamic acids, are found as glycosides, and the acids themselves may also be esterified with mono- or oligo-saccharides. 

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