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isomaltulose

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isomaltulose

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Also known as isomaltulose anhydrous

Isomaltulose (trade name Palatinose, chemical name '6-O-α-D-glucopyranosyl-D-fructose') is a disaccharide carbohydrate composed of glucose and fructose. It is naturally present in honey and sugarcane extracts and is also produced industrially from table sugar (sucrose) and used as a sugar alternative.

Chemical data

Formula
C12H22O11
Molecular weight
342.3 g/mol
IUPAC name
(3S,4R,5R)-1,3,4,5-tetrahydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexan-2-one
SMILES
C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)OC[C@H]([C@H]([C@@H](C(=O)CO)O)O)O)O)O)O)O
InChIKey
RJPPRBMGVWEZRR-WTZPKTTFSA-N
XLogP
-4.8
Polar surface area
197 Ų
H-bond donors
8
H-bond acceptors
11
Formal charge
0

via PubChem

~14 min read

Encyclopedic overview

15 sections
Contents
  • Function
  • Available carbohydrate
  • Source of energy
  • Slow and sustained release of carbohydrate and energy
  • Lower blood glucose and insulin response
  • Effect on fat oxidation
  • Weight management and body composition
  • Physical activity and sports nutrition
  • Type 1 diabetes patients engaging in physical activity
  • Cognitive performance (mood and memory)
  • Oral health
  • Production and assays
  • Use
  • External links
  • References

Isomaltulose (trade name Palatinose, chemical name '6-O-α-D-glucopyranosyl-D-fructose') is a disaccharide carbohydrate composed of glucose and fructose. It is naturally present in honey and sugarcane extracts and is also produced industrially from table sugar (sucrose) and used as a sugar alternative.

It tastes similar to table sugar with half the sweetness. It has the same energy as table sugar, but is digested slower and thus leads to a lower blood glucose and insulin response. In comparison with sucrose and most other carbohydrates, isomaltulose is not a significant substrate for oral bacteria. Consequently, acid production from isomaltulose in the mouth is too slow to promote tooth decay. Its physical properties closely resemble those of sucrose, making it easy to use in existing recipes and processes.

Excerpted from Wikipedia’s “isomaltulose” article, available under the CC BY-SA 4.0 licence.