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Industrial Biotransformations

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a-Glucosyl transferase<br />

Protaminobacter rubrum<br />

OH<br />

1) Reaction conditions<br />

pH: 5.8<br />

T: 40 oC medium: aqueous<br />

reaction type: isomerization<br />

catalyst: immobilized, whole cells<br />

enzyme: Sucrose glucosylmutase (isomaltulose synthetase, sucrose α-glucosyltransferase)<br />

strain: Protaminobacter rubrum<br />

CAS (enzyme): [159940–49–5]<br />

2) Remarks<br />

CH 2OH<br />

OH<br />

O<br />

OH<br />

O<br />

CH2OH<br />

O<br />

HO<br />

OH<br />

CH 2OH<br />

1 = sucrose, saccharose<br />

2 = palatinose, isomaltulose,<br />

6-O-α-D-glucopyranosyl-D-fructofuranose<br />

Fig. 5.4.99.11 – 1<br />

● Palatinose, a reducing disaccharide, occurs naturally in low amounts in honey and sugar-cane<br />

extract.<br />

● The word palatinose is derived from palatin, the Latin name for the Pfalz region in Germany.<br />

● α-Glucosyltransferase simultaneously produces isomaltulose and smaller amounts of trehalulose<br />

(1-O-α-d-glucopyranosyl-β-d-fructose) from sucrose.<br />

● Palatinose (isomaltulose) is the kinetically preferred product, while trehalulose is the thermodynamically<br />

preferred product.<br />

● The commercial product contains about 5 % water.<br />

512<br />

OH<br />

CH 2OH<br />

1 2<br />

OH<br />

O<br />

OH<br />

O<br />

CH 2<br />

(α-1,2 bond) (α-1,6 bond)<br />

OH<br />

O<br />

EC 5.4.99.11<br />

HO<br />

OH<br />

CH2OH

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