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isomaltose

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EntityQ28487684· pop 20· linked from 117 articles

isomaltose

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Also known as α-D-glucopyranosyl-(1→6)-D-glucopyranose

Isomaltose is a disaccharide similar to maltose, but with a α-(1-6)-linkage instead of the α-(1-4)-linkage. Both of the sugars are dimers of glucose, which is a pyranose sugar. Isomaltose is a reducing sugar. Isomaltose is produced when high maltose syrup is treated with the enzyme transglucosidase (TG) and is one of the major components in the mixture isomaltooligosaccharide.

Chemical data

Formula
C12H22O11
Molecular weight
342.3 g/mol
IUPAC name
(3R,4S,5S,6R)-6-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxane-2,3,4,5-tetrol
SMILES
C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H](C(O2)O)O)O)O)O)O)O)O
InChIKey
DLRVVLDZNNYCBX-RTPHMHGBSA-N
XLogP
-4.7
Polar surface area
190 Ų
H-bond donors
8
H-bond acceptors
11
Formal charge
0

via PubChem

Wikidata facts

Subclass of
disaccharide
Mass
342.116212
Show 5 more facts
chemical formula
C₁₂H₂₂O₁₁
found in taxon
Vitis vinifera
isomeric SMILES
OC[C@H]1O[C@H](OC[C@H]2OC(O)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O
canonical SMILES
C(C1C(C(C(C(O1)OCC2C(C(C(C(O2)O)O)O)O)O)O)O)O
Commons category
Isomaltose
Sources (3)

via Wikidata · CC0

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Encyclopedic overview

3 sections
Contents
  • See also
  • References
  • External links

Isomaltose is a disaccharide similar to maltose, but with a α-(1-6)-linkage instead of the α-(1-4)-linkage. Both of the sugars are dimers of glucose, which is a pyranose sugar. Isomaltose is a reducing sugar. Isomaltose is produced when high maltose syrup is treated with the enzyme transglucosidase (TG) and is one of the major components in the mixture isomaltooligosaccharide.

It is a product of the caramelization of glucose.

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