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amylose

File:Amylose2.svg · Wikimedia Commons · See Wikimedia Commons

EntityQ207466· pop 45· linked from 208 articles

Amylose is a polysaccharide made of α-D-glucose units, bonded to each other through α(1→4) glycosidic bonds. Together with amylopectin, it is one of the two components of starch, making up approximately 20–25% of it. Because of its tightly packed helical structure, amylose is more resistant to digestion than other starch molecules and is therefore an important form of resistant starch.

Chemical data

Formula
C14H26O11
Molecular weight
370.35 g/mol
IUPAC name
(2R,3R,4R,5S,6R)-2-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-2-(hydroxymethyl)-6-methoxyoxan-3-yl]oxy-6-(hydroxymethyl)-5-methoxyoxane-3,4-diol
SMILES
CO[C@@H]1[C@H](O[C@@H]([C@@H]([C@H]1O)O)O[C@@H]2[C@H](O[C@@H]([C@@H]([C@H]2O)O)OC)CO)CO
InChIKey
PTHCMJGKKRQCBF-OLYDTGNASA-N
XLogP
-4.2
Polar surface area
168 Ų
H-bond donors
6
H-bond acceptors
11
Formal charge
0

via PubChem

Wikidata facts

Mass
370.147512
Show 4 more facts
Commons category
Amylose
isomeric SMILES
CO[C@@H]1[C@H](O[C@@H]([C@@H]([C@H]1O)O)O[C@@H]2[C@H](O[C@@H]([C@@H]([C@H]2O)O)OC)CO)CO
canonical SMILES
COC1C(OC(C(C1O)O)OC2C(OC(C(C2O)O)OC)CO)CO
chemical formula
C₁₄H₂₆O₁₁
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~6 min read

Article

7 sections
Contents
  • Structure
  • Physical properties
  • Function
  • Recent studies
  • See also
  • References
  • External links

Amylose is a polysaccharide made of α-D-glucose units, bonded to each other through α(1→4) glycosidic bonds. Together with amylopectin, it is one of the two components of starch, making up approximately 20–25% of it. Because of its tightly packed helical structure, amylose is more resistant to digestion than other starch molecules and is therefore an important form of resistant starch.

==Structure== thumb|Amylose A is a parallel double-helix of linear chains of glucose Amylose is made up of α(1→4) bound glucose molecules. The carbon atoms on glucose are numbered, starting at the aldehyde (C=O) carbon, so, in amylose, the 1-carbon on one glucose molecule is linked to the 4-carbon on the next glucose molecule (α(1→4) bonds). The structural formula of amylose is pictured at right. The number of repeated glucose subunits (n) is usually in the range of 300 to 3000, but can be many thousands.

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