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Chemical and Functional Properties of Food Saccharides

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© 2004 by CRC Press LLC<br />

emulsifiers in food, pharmaceutical, <strong>and</strong> cosmetics production, are synthesized by<br />

lipases in organic media, from the fatty acids <strong>and</strong> mono- or disacharides. An increase<br />

in the degree <strong>of</strong> polymerization <strong>of</strong> carbohydrate moieties is achieved in the second<br />

step by using the CGTase preparation, <strong>and</strong> cyclodextrins, maltooligosaccharides, or<br />

starch as donors.<br />

CGTases <strong>and</strong> other transglycosylating enzymes <strong>of</strong> the α-amylase family also<br />

synthesize cyclic molecules <strong>of</strong> cycloamyloses consisting <strong>of</strong> over 20 glucose residues.<br />

31 A low yield <strong>of</strong> synthesis, required low concentration <strong>of</strong> high-molecularweight<br />

amylose, <strong>and</strong> high concentration <strong>of</strong> the enzymes make the larger-scale production<br />

<strong>of</strong> cycloamyloses economically not feasible.<br />

10.4.1.6 Trehalose<br />

Trehalose, a nonreducing disaccharide, containing two α-1,1-linked glucose residues,<br />

plays an important role in nature <strong>and</strong> in food, pharmaceutical, <strong>and</strong> cosmetics<br />

industries, <strong>and</strong> in tissue engineering (cryopreservation <strong>of</strong> mammalian cells). The<br />

enzymatic conversion <strong>of</strong> dextrins to trehalose is more pr<strong>of</strong>itable than its extraction<br />

from plants <strong>and</strong> bakery yeast. The enzymatic process involves concerted action <strong>of</strong><br />

an isomerase called malto-oligosyltrehalose synthase (MTS) with malto-oligosyltrehalose<br />

trehalohydrolase (MTH). 33 The first <strong>of</strong> those biocatalysts (MTS) converts the<br />

first α-1,4 glycosidic linkage from the reducing end <strong>of</strong> the dextrin to the α-1,1 bond.<br />

This conformational alteration in the sugar molecule facilitates MTH hydrolysis <strong>of</strong><br />

the neighboring α-1,4 linkage to the trehalose molecule. A mesophilic strain <strong>of</strong><br />

Arthrobacter was the original source <strong>of</strong> MTS <strong>and</strong> MTH, but their thermostable<br />

counterparts from the thermophilic archaeon Sulfolobus shibatae appeared to be<br />

superior from the technological st<strong>and</strong>point. Trehalose is also available from maltose<br />

by using trehalose synthase. 2<br />

10.4.1.7 Other Starch Conversions<br />

Apart from GHs <strong>and</strong> GTs, starch processing employs other enzymes, including<br />

isomerases, mainly xylose isomerase for glucose conversion to fructose, <strong>and</strong> lyases.<br />

The production <strong>of</strong> 1,5-anhydro-D-fructose by exo-1,4-α-D-glucan lyase from<br />

starch, glycogen, or related oligo- <strong>and</strong> polymers <strong>of</strong> D-glucose are examples <strong>of</strong> a<br />

potential large-scale application <strong>of</strong> a lyase in starch conversion. 2 <strong>Chemical</strong> synthesis<br />

<strong>of</strong> this precursor for antibiotics appeared to be extremely laborious, <strong>and</strong> therefore<br />

only the enzymatic process can contribute to elucidation <strong>of</strong> its metabolic role <strong>and</strong><br />

potential uses in medicine.<br />

10.4.2 CELLULOSE, CHITIN, AND CHITOSAN<br />

Complete hydrolysis <strong>of</strong> cellulose, the most abundant natural biopolymer, composed <strong>of</strong><br />

β-1,4-linked glucopyranose residues (degree <strong>of</strong> polymerization up to 15,000), produced<br />

by plants (approximately 10 15 kg per year) <strong>and</strong> some bacteria, requires common,

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