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258 4 Carbohydrates

Table 4.8. Specific rotation of various mono- and oligosaccharides

Compound [α] D

a

Compound [α] D

a

Monosaccharides

Oligosaccharides

L-Arabinose +105 (continued)

α- +55.4 Kestose +28

β- +190.6 Lactose +53.6

D-Fructose −92 β- +34.2

β- −133.5 Maltose +130

D-Galactose +80.2 α- +173

α- +150.7 β- +112

β- +52.8 Maltotriose +160

D-Glucose +52.7 Maltotetraose +166

α- +112 Maltopentaose +178

β- +18.7 Maltulose +64

D-manno-2- Manninotriose +167

Heptulose +29.4 Melezitose +88.2

D-Mannose +14.5 Melibiose + 143

α- +29.3 β- + 123

β- −17 Palatinose + 97.2

D-Rhamnose −7.0 Panose + 154

D-Ribose −23.7 Raffinose + 101

D-Xylose +18.8 Saccharose + 66.5

α- +93.6 α-Schardinger-

Dextrin +151

Oligosaccharides

β-Schardinger-

(including disaccharides) Dextrin + 162

Cellobiose +34.6 γ-Schardingerβ-

+14.2 Dextrin +180

Gentianose +33.4 Stachyose +146

Gentiobiose +10

α- +31

β- −3

a Temperature: 20–25 ◦ C.

4.2.3 Sensory Properties

Mono- and oligosaccharides and their corresponding

sugar alcohols, with a few exceptions,

are sweet. β-D-Mannose has a sweet-bitter

taste, and some oligosaccharides are bitter, e. g.

gentiobiose.

The most important sweeteners are saccharose

(sucrose), starch syrup (a mixture of glucose,

maltose and malto-oligosaccharides) and glucose.

Invert sugar, fructose-containing glucose

syrups (high fructose corn syrup), fructose,

lactose and sugar alcohols, such as sorbitol,

mannitol and xylitol, are also of importance.

The sugars differ in quality of sweetness and

taste intensity. Saccharose is distinguished from

other sugars by its pleasant taste even at high

concentrations. The taste intensity of oligosaccharides

drops regularly as the chain length

increases.

The taste intensity can be measured by determining

the recognition threshold of the sugar (the

lowest concentration at which sweetness is still

perceived) or by comparison with a reference

substance (isosweet concentrations). The threshold

value is related to the affinity of sweet-taste

chemoreceptors for the sweet substance and is of

importance in elucidation of reltionships between

the chemical structure of a compound and its

taste. For practical purpose, the use of a reference

substance is of greater importance: taste intensity

is dependent on concentration and varies greatly

among sweet compounds.

Saccharose is the reference substance usually

chosen. Tables 4.9, 4.10 and 4.11 list some sugar

sweetness threshold values and relative sweet-

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