File:Amylose2.svg · Wikimedia Commons · See Wikimedia Commons
amylose
Sign in to saveAmylose 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.
OverviewAI-generated
Amylose is a chemical compound with the formula C₁₄H₂₆O₁₁. It has a molecular mass of 370.147512 and a weight of 370.35. The substance carries a charge of 0 and exhibits an xlogp value of -4.2.
Structurally, amylose contains six hydrogen bond donors and eleven hydrogen bond acceptors. Its topological polar surface area is 168. The compound is represented by the canonical SMILES string COC1C(OC(C(C1O)O)OC2C(OC(C(C2O)O)OC)CO)CO.
Synthesized by Vinony from 17 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
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
Research
8,599 papers- Amylose in starch: towards an understanding of biosynthesis, structure and function.The New phytologist · 2020
- High-amylose maize starch: Structure, properties, modifications and industrial applications.Carbohydrate polymers · 2023
- Amylose engineering: phosphorylase-catalyzed polymerization of functional saccharide primers for glycobiomaterials.Wiley interdisciplinary reviews. Nanomedicine and nanobiotechnology · 2017
- The Consumption of High-Amylose Rice and its Effect on Postprandial Blood Glucose Levels: A Literature Review.Nutrients · 2024
- Amylose-Coated Biohybrid Microgels by Phosphorylase-Catalyzed Grafting-From Polymerization.Macromolecular rapid communications · 2019
via PubMed
Wikidata facts
- Subclass of
- polysaccharide
- Has part
- hydrogen
- Mass
- 370.147512
Show 5 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
- different from
- amylase
- chemical formula
- C₁₄H₂₆O₁₁
via Wikidata · CC0
~6 min read
Encyclopedic overview
7 sectionsContents
- 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.
Excerpted from Wikipedia’s “amylose” article, available under the CC BY-SA 4.0 licence.