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Maltitol

From Wikipedia, the free encyclopedia
Sugar alcohol used as a sweetener

Not to be confused withMaltol.For "malt sugar", seeMaltose.
Maltitol
Chemical structure of maltitol
Chemical structure of maltitol
Names
IUPAC name
4-O-α-D-Glucopyranosyl-D-glucitol
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard100.008.699Edit this at Wikidata
E numberE965(glazing agents, ...)
UNII
  • InChI=1S/C12H24O11/c13-1-4(16)7(18)11(5(17)2-14)23-12-10(21)9(20)8(19)6(3-15)22-12/h4-21H,1-3H2/t4-,5+,6+,7+,8+,9-,10+,11+,12+/m0/s1 ☒N
    Key: VQHSOMBJVWLPSR-WUJBLJFYSA-N ☒N
  • InChI=1/C12H24O11/c13-1-4(16)7(18)11(5(17)2-14)23-12-10(21)9(20)8(19)6(3-15)22-12/h4-21H,1-3H2/t4-,5+,6+,7+,8+,9-,10+,11+,12+/m0/s1
    Key: VQHSOMBJVWLPSR-WUJBLJFYBZ
  • OC[C@H](O)[C@@H](O)[C@]([C@H](O)CO)([H])O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
Properties
C12H24O11
Molar mass344.313 g·mol−1
Melting point145 °C (293 °F; 418 K)
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Chemical compound

Maltitol is asugar alcohol (apolyol) used as asugar substitute andlaxative. It has 75–90% of the sweetness ofsucrose (table sugar) and nearly identical properties, except forbrowning. It is used to replace table sugar because it is half ascalorific, does not promote tooth decay, and has a somewhat lesser effect onblood glucose. In chemical terms, maltitol is known as4-O-α-glucopyranosyl-D-sorbitol. It is used in commercial products under trade names such as Lesys, Maltisweet and SweetPearl.[1]

Production and uses

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Maltitol is adisaccharide produced byhydrogenation ofmaltose obtained fromstarch.Maltitol syrup, ahydrogenated starch hydrolysate, is produced by hydrogenatingcorn syrup, a mixture of carbohydrates produced from thehydrolysis of starch. This product contains between 50% and 80% maltitol by weight. The remainder is mostlysorbitol, with a small quantity of other sugar-related substances.[2]

Maltitol's highsweetness allows it to be used without being mixed with other sweeteners. It exhibits a negligiblecooling effect (positiveheat of solution) in comparison with othersugar alcohols, similar to the subtle cooling effect ofsucrose.[3]It is used in candy manufacture, particularly sugar-freehard candy,chewing gum,chocolates,baked goods, andice cream. The pharmaceutical industry uses maltitol as anexcipient, where it is used as a low-calorie sweetening agent. Its similarity tosucrose allows it to be used in syrups with the advantage thatcrystallization (which may cause bottle caps to stick) is less likely. Maltitol may also be used as aplasticizer ingelatin capsules, as anemollient, and as ahumectant.[4]

Nutritional information

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Maltitol provides between 2 and 3calories per gram [cal/g] (8–10 J/g).[5] Maltitol is largely unaffected by human digestive enzymes and is fermented bygut flora, with about 15% of the ingested maltitol excreted unchanged in the feces.[6]

Chemical properties

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Maltitol in its crystallized form measures the same (bulk) as table sugar andbrowns andcaramelizes in a manner similar to that ofsucrose after liquifying from being heated. The crystallized form is readily dissolved in warm liquids (≈ 50 °C (120 °F) and above); the powdered form is preferred if room-temperature or cold liquids are used. Due to its sucrose-like structure, maltitol is easy to produce and made commercially available in crystallized, powdered, and syrup forms.

It is not metabolized byoral bacteria, so it does not promotetooth decay.[1] It is more slowly absorbed than sucrose, a desirable property fordiet in diabetes.

Effects on digestion

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Like othersugar alcohols (with the possible exception oferythritol), maltitol has alaxative effect,[7] typically causingdiarrhea at a daily consumption above about 90 g.[8] Doses of about 40 g may cause mildborborygmus (stomach and bowel sounds) andflatulence.[9]

See also

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References

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  1. ^abSchiweck, Hubert; Bär, Albert; Vogel, Roland; Schwarz, Eugen; Kunz, Markwart; Dusautois, Cécile; Clement, Alexandre; Lefranc, Caterine; Lüssem, Bernd; Moser, Matthias; Peters, Siegfried (2012). "Sugar Alcohols".Ullmann's Encyclopedia of Industrial Chemistry.doi:10.1002/14356007.a25_413.pub3.ISBN 9783527303854.
  2. ^Application A537 – Reduction in the energy factor assigned to Maltitol: Final Assessment Report(PDF), Food Standards Australia New Zealand, 5 October 2005,archived(PDF) from the original on 4 March 2016, retrieved27 January 2014
  3. ^Field, Simon Quellen; Simon Field (2007).Why There's Antifreeze in Your Toothpaste. Chicago Review Press. pp. 86.ISBN 9781556526978.
  4. ^"Cargill:Products and Services".Archived from the original on 2007-08-12. Retrieved2009-02-18.
  5. ^Franz, M. J.; Bantle, J. P.; Beebe, C. A.; Brunzell, J. D.; Chiasson, J.-L.; Garg, A.; Holzmeister, L. A.; Hoogwerf, B.; Mayer-Davis, E.; Mooradian, A. D.; Purnell, J. Q.; Wheeler, M. (2002)."Evidence-Based Nutrition Principles and Recommendations for the Treatment and Prevention of Diabetes and Related Complications".Diabetes Care.25 (1):148–198.doi:10.2337/diacare.25.1.148.PMID 11772915.Archived from the original on 2016-10-20. Retrieved2015-04-28.
  6. ^Oku, T.; Akiba, M.; Lee, M. H.; Moon, S. J.; Hosoya, N. (October 1991)."Metabolic fate of ingested [14C]-maltitol in man".Journal of Nutritional Science and Vitaminology.37 (5):529–44.doi:10.3177/jnsv.37.529.PMID 1802977.Archived from the original on 28 May 2023. Retrieved21 February 2019.
  7. ^Maltidex maltitolArchived 2016-04-05 at theWayback Machine. Cargill – Food and Beverage Ingredients.
  8. ^Ruskoné-Fourmestraux, A.; Attar, A.; Chassard, D.; Coffin, B.; Bornet, F.; Bouhnik, Y. (2003)."A digestive tolerance study of maltitol after occasional and regular consumption in healthy humans".Eur. J. Clin. Nutr.57 (1):26–30.doi:10.1038/sj.ejcn.1601516.PMID 12548293.S2CID 6975213.
  9. ^Mäkinen, K. K. (2016)."Gastrointestinal Disturbances Associated with the Consumption of Sugar Alcohols with Special Consideration of Xylitol: Scientific Review and Instructions for Dentists and Other Health-Care Professionals".Int. J. Dent.2016: 5967907.doi:10.1155/2016/5967907.PMC 5093271.PMID 27840639.

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