LACTITOL Chemical Properties

Melting point:

146°

alpha 

D23 +14° (c = 4 in water)

Boiling point:

788.5±60.0 °C(Predicted)

Density 

1.69±0.1 g/cm3(Predicted)

storage temp. 

Hygroscopic, Refrigerator, under inert atmosphere

solubility 

Slightly soluble in ethanol (95%) and ether. Soluble 1 in 1.75 of water at 20°C; 1 in 1.61 at 30°C; 1 in 1.49 at 40°C; 1 in 1.39 at 50°C.

pka

12.84±0.70(Predicted)

form 

Solid

color 

White to Off-White

Odor

odorless

LogP

-3.11

Safety Information

Hazardous Substances Data

585-86-4(Hazardous Substances Data)

LACTITOL Usage And Synthesis

Description

Lactitol (4-o-(|3-D-Galactopyranosyl)-D-glucitol) is a disaccharide sugar alcohol derived from lactose by reduction of its glucose moiety. Lactitol has not been found in nature. It is about 0.4 times as sweet as sucrose.
In vitro studies with galactosidase-containing enzyme preparations have demonstrated that lactitol is hydrolyzed only very slowly. In incubations with human intestinal biopsies, it has been shown that the human intestinal mucosa does not exhibit any significant dis accharidase activity with lactitol as a substrate. The hydrolytic activities towards lactitol and isomalt were only 1.3% of those towards lactose and isomaltulose, respectively. Corresponding exper iments with intestinal preparations of germ-free pigs and convention ally kept minipigs gave similar results. These observations indicate that lactitol is the most slowly digested disaccharide sugar alcohol. However, in vitro investigations with intestinal enzyme prepara tions provide only relative figures on hydrolysis rates. Experiments with humans and 14C-labeled lactitol during jejunal perfusion indi cate that lactitol is virtually not assimilated by the human small intestine. After passage through the small intestine, ingested lac titol reaches the bacterially colonized segments of the gut where intensive fermentation takes place. Short-chain fatty acids (acetate, propionate, butyrate) are the major fermentation end products which are subsequently further metabolized by the host.
Lactitol is slowly fermented in growing cultures by some strepto cocci, actinomyces and lactobacilli. When fed at 25% of the diet to rats that had been inoculated with Streptococcus mutans, lactitol was about equally as cariogenic as sorbitol and significantly less cariogenic than sucrose. Test candies and chocolates sweetened by lactitol are hypoacidogenic in humans tested by plaque pH telemetry. Boiled sweets made with 100% lactitol are rough in texture owing to crystallization, and caused some gastrointestinal upsets in human volunteers. Since lactitol has only one-third the sweetness of sucrose, sweets need an additional sweetening agent for palatability.

Chemical Properties

Lactitol occurs as white orthorhombic crystals. It is odorless with a sweet taste that imparts a cooling sensation. It is available in powdered form and in a range of crystal sizes. The directly compressible form is a water-granulated product of microcrystalline aggregates.

Uses

Lactitol is listed as an excipient in some prescription drugs, such as Adderall. Lactitol is a sugar alcohol used as a replacement bulk sweetener for low calorie foods. It is also used medically as a laxative.

Definition

ChEBI: Lactitol is a glycosyl alditol consisting of beta-D-galactopyranose and D-glucitol joined by a 1->4 glycosidic bond. It is used as a laxative, as an excipient, and as replacement bulk sweetener in some low-calorie foods. It has a role as a laxative, an excipient and a cathartic.

Production Methods

Lactitol is produced by the catalytic hydrogenation of lactose.

Pharmaceutical Applications

Lactitol is used as a noncariogenic replacement for sucrose. It is also used as a diluent in solid dosage forms.(1) A direct-compression form is available,(2,3) as is a direct-compression blend of lactose and lactitol. Lactitol is also used therapeutically in the treatment of hepatic encephalopathy and as a laxative.

Safety

Lactitol is regarded as a nontoxic and nonirritant substance. It is not fermented significantly in the mouth, and is not cariogenic.It is not absorbed in the small intestine, but is broken down by microflora in the large intestine, and is metabolized independently of insulin. In large doses it has a laxative effect; therapeutically, 10–20 g daily in a single oral dose is administered for this purpose.
LD50 (mouse, oral): >23 g/kg
LD50 (rat, oral): 30 g/kg

storage

Lactitol as the monohydrate is nonhygroscopic and is stable under humid conditions. It is stable to heat and does not take part in the Maillard reaction. In acidic solution, lactitol slowly hydrolyzes to sorbitol and galactose. Lactitol is very resistant to microbiological breakdown and fermentation. Store in a well-closed container. When the compound is stored in an unopened container at 25°C and 60% relative humidity, a shelf-life in excess of 3 years is appropriate.

Regulatory Status

GRAS listed. Accepted for use as a food additive in Europe. Included in the Canadian List of Acceptable Non-medicinal Ingredients.

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