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nigerose

Structure via PubChem · Public domain (PubChem)

EntityQ3110035· pop 11· linked from 6 articles

Also known as Sakebiose, 3-O-alpha-D-glucopyranosyl-D-glucopyranose, alpha-D-Glup-(1->3)-D-Glu, alpha-D-Glup-(1->3)-D-Glup

Nigerose, also known as sakebiose, is an unfermentable sugar obtained by partial hydrolysis of nigeran, a polysaccharide found in black mold, but is also readily extracted from the dextrans found in rice molds and many other fermenting microorganisms, such as L. mesenteroides. It is a disaccharide made of two glucose residues, connected with a 1->3 link. It is a product of the caramelization of glucose.

Chemical data

Formula
C12H22O11
Molecular weight
342.3 g/mol
IUPAC name
(3R,4S,5R,6R)-6-(hydroxymethyl)-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2,3,5-triol
SMILES
C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@H]2[C@@H]([C@H](OC([C@@H]2O)O)CO)O)O)O)O)O
InChIKey
QIGJYVCQYDKYDW-NSYYTRPSSA-N
XLogP
-4.2
Polar surface area
190 Ų
H-bond donors
8
H-bond acceptors
11
Formal charge
0

via PubChem

Wikidata facts

Subclass of
disaccharide
Has part
hydrogen
Mass
342.116
Show 3 more facts
canonical SMILES
C(C1C(C(C(C(O1)O)O)OC2C(C(C(C(O2)CO)O)O)O)O)O
chemical formula
C₁₂H₂₂O₁₁
isomeric SMILES
C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@H]2[C@@H]([C@H](OC([C@@H]2O)O)CO)O)O)O)O)O
Sources (1)

via Wikidata · CC0

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Encyclopedic overview

1 sections
Contents
  • References

Nigerose, also known as sakebiose, is an unfermentable sugar obtained by partial hydrolysis of nigeran, a polysaccharide found in black mold, but is also readily extracted from the dextrans found in rice molds and many other fermenting microorganisms, such as L. mesenteroides. It is a disaccharide made of two glucose residues, connected with a 1->3 link. It is a product of the caramelization of glucose.

==References==

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