amylose
 
Notes:
an unbranched glucan in starch. Stored in all parts of plants as insol. granules. Coml. starches come mainly from corn (maize), sorghum grains, tapioca root and potato tuber. Most starch samples contain 20 5% Amylose which can be pptd. from aq. starch soln. with, e.g., Thymol. Various uses in food processing including thickener, stabilizer, flavour modifier, filler for baking powder, flour additive, firming agent and release/antisticking agent. Many modified forms also used Amylose is a linear polymer of glucose linked mainly by ?(1?4) bonds. It can be made of several thousand glucose units. It is one of the two components of starch, the other being amylopectin. Amylose is soluble in water.; Amylose is defined as a linear molecule of (1→4) linked alpha-D-glucopyranosyl units, but it is today well established that some molecules are slightly branched by (1→6)-alpha-linkages. ; The oldest criteria for linearity consisted in the susceptibility of the molecule to complete hydrolysis by beta-amylase. This enzyme splits the (1→4) bonds from the non-reducing end of a chain releasing beta-maltosyl units, but cannot cleave the (1→6) bonds. When degraded by pure beta-amylase, linear macromolecules are completely converted into maltose, whereas branched chains give also one beta-limit dextrin consisting of the remaining inner core polysaccharide structure with its outer chains recessed.; Starches of different botanical origins possess different granular sizes, morphology, polymorphism and enzyme digestibility. These characteristics are related to the chemical structures of the amylopectin and amylose and how they are arranged in the starch granule. (PMID 9730163)
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(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 (Click)
CAS Number: 9005-82-7Picture of molecule
Other: 37243-82-6
ECHA EINECS - REACH Pre-Reg: 232-685-9
FDA UNII: 7TDQ74Y18L
MDL: MFCD00134652
XlogP3-AA: -4.20 (est)
Molecular Weight: 370.35242000
Formula: C14 H26 O11
NMR Predictor: Predict (works with chrome or firefox)
Category: humectants
 
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Physical Properties:
Food Chemicals Codex Listed: No
Soluble in:
 water, 2.903e+005 mg/L @ 25 °C (est)
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Organoleptic Properties:
  
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Cosmetic Information:
CosIng: cosmetic data
Cosmetic Uses: humectants
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Suppliers:
Sigma-Aldrich: Sigma
For experimental / research use only.
Amylose from potato
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Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: humectants
Recommendation for amylose usage levels up to:
 not for fragrance use.
 
Recommendation for amylose flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
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EPA Substance Registry Services (TSCA): 9005-82-7
EPA ACToR: Toxicology Data
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Laboratory Chemical Safety Summary : 53477771
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 (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
Chemidplus: 0009005827
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References:
 (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
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 53477771
Pubchem (sid): 135343445
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Other Information:
(IUPAC): Atomic Weights of the Elements 2009
(IUPAC): Atomic Weights of the Elements 2009 (pdf)
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KEGG (GenomeNet): C00718
HMDB (The Human Metabolome Database): HMDB03403
FooDB: FDB001130
Export Tariff Code: 2940.00.0000
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VCF-Online: VCF Volatile Compounds in Food
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 banana fruit
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 pea black-eyed pea seed
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 rice seed
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 taro root
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Synonyms:
(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
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Articles:
PubMed: Recent patents on amylose-flavor inclusion complex nano particles preparation and their application.
PubMed: Coupling lipophilization and amylose complexation to encapsulate chlorogenic acid.
PubMed: Water solubility of flavor compounds influences formation of flavor inclusion complexes from dispersed high-amylose maize starch.
PubMed: Starch flavor: apparent discrimination between amylopectin and amylose by rats.
PubMed: Enzyme-modified starch as an oil delivery system for bake-only chicken nuggets.
PubMed: Influence of physicochemical interactions between amylose and aroma compounds on the retention of aroma in food-like matrices.
PubMed: Crystal structure of amylose complexes with small ligands.
PubMed: Breeding an amylolytic yeast strain for alcoholic beverage production.
PubMed: Evidence of starch inclusion complexation with lactones.
PubMed: Staling white pan bread: fundamental causes.
PubMed: Study of interaction phenomena between aroma compounds and carbohydrate matrixes by inverse gas chromatography.
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