Lactitol

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Structural formula
Structural formula of lactitol
General
Non-proprietary name Lactitol
other names
  • Lactobiosite
  • Lactositol
  • Lactitol
  • (2 S , 3 R , 4 R , 5 R ) -4 - [(2 S , 3 R , 4 S , 5 R , 6 R ) -3,4,5-trihydroxy-6-hydroxymethyltetrahydropyran-2-yloxy] hexane-1,2,3,5,6-pentaol ( IUPAC )
  • 4- O -β- D -Galactopyranosyl- D -glucitol ( CAS , WHO )
  • E 966
Molecular formula C 12 H 24 O 11
External identifiers / databases
CAS number
  • 585-86-4 (lactitol)
  • 81025-03-8 (lactitol dihydrate)
  • 81025-04-9 (lactitol monohydrate)
EC number 209-566-5
ECHA InfoCard 100,008,698
PubChem 157355
DrugBank DB12942
Wikidata Q415020
Drug information
ATC code

A06 AD12

Drug class

Laxatives

Mechanism of action

Osmotic laxative

properties
Molar mass 344.31 g · mol -1
Melting point
  • 146 ° C (lactitol)
  • 94–97 ° C, also specified as 120 ° C (lactitol monohydrate)
  • 75 ° C (lactitol dihydrate)
safety instructions
Please note the exemption from the labeling requirement for drugs, medical devices, cosmetics, food and animal feed
GHS labeling of hazardous substances

Lactitol monohydrate

no GHS pictograms
H and P phrases H: no H-phrases
P: no P-phrases
Toxicological data

> 30,000 mg kg −1 ( LD 50ratoral , lactitol monohydrate)

As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Lactitol ( food additive E 966), also lactitol ( INN ), is a synthetic sugar substitute that does not occur naturally. Lactitol is obtained by catalytic hydrogenation of milk sugar under pressure. The glucose part of the lactose is reduced to sorbitol (glucitol), but the glycosidic bond is not broken. Lactitol is therefore chemically referred to as 4- O- β- D- galactopyranosyl- D -glucitol.

use

sweetener

Lactitol is used as a sweetener for food , especially for diabetics (trade name Lacty ). However, the sweetening power is only about 30-40% that of sucrose , so that its use as a sweetener is limited.

Lactitol only slightly attacks the teeth , but has a relatively strong laxative effect and is therefore also used for this purpose. Long and intensive studies have shown that lactitol has no toxicologically important side effects.

Therapeutically

Lactitol is used therapeutically for the symptomatic treatment of constipation , which cannot be improved by other measures, and for the symptomatic treatment of hepatic encephalopathy .

The effect is based on the conversion of lactitol into short-chain organic acids, which increase the osmotic pressure in the colon and consequently the fluid influx, which is responsible for the laxative effect (trade name Importal ).

Individual evidence

  1. ^ A b c The Merck Index: An Encyclopedia of Chemicals, Drugs, and Biologicals, 14th Edition (Merck & Co., Inc.), Whitehouse Station, NJ, USA, 2006; ISBN 978-0-911910-00-1
  2. Data sheet D-Lactitol monohydrate from Sigma-Aldrich , accessed on November 8, 2016 ( PDF ).
  3. LACTITOL MONOHYDRATE CRS data sheet (PDF) at EDQM , accessed on June 24, 2009.
  4. L. O'Brien Nabors (Ed.): Alternative Sweeteners . Marcel Dekker Inc., 3rd exp. Edition 2001, ISBN 0-8247-0437-1 , pp. 297-299.
  5. a b c Entry on lactitol. In: Römpp Online . Georg Thieme Verlag, accessed on October 1, 2014.
  6. ^ Alfred Larry Branen, P. Michael Davidson and Branen Larry Branen: Food Additives . Marcel Dekker Inc; 2nd edition 2001; ISBN 978-0-8247-9343-2 ; Pp. 466-467.