EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

D-1,5-anhydrofructose
1,5-anhydro-D-fructose

Supplier Sponsors

CAS Number: 75414-43-6Picture of molecule3D/inchi
FDA UNII: Search
Nikkaji Web:J398.667E
XlogP3-AA:-1.60 (est)
Molecular Weight:162.14170000
Formula:C6 H10 O5
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
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Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Soluble in:
 water, 1.185e+005 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
1,5-Anhydro-D-fructose
 
Safety Information:
 
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
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for D-1,5-anhydrofructose usage levels up to:
 not for fragrance use.
 
Recommendation for D-1,5-anhydrofructose flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :126517
National Institute of Allergy and Infectious Diseases:Data
(4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-one
Chemidplus:0075414436
 
References:
 (4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-one
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):126517
Pubchem (cas):75414-43-6
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
KEGG (GenomeNet):C06485
HMDB (The Human Metabolome Database):HMDB41561
FooDB:FDB021549
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 morchella vulgaris fruit
Search PMC Picture
 
Synonyms:
1,5-anhydro-D-fructose
(4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-one
D-fructose, 1:5-anhydro-
 

Articles:

PubMed:Production of 1,5-anhydro-d-fructose by an α-glucosidase belonging to glycoside hydrolase family 31.
PubMed:The structure of substrate-free 1,5-anhydro-D-fructose reductase from Sinorhizobium meliloti 1021 reveals an open enzyme conformation.
PubMed:Crystal structure of α-1,4-glucan lyase, a unique glycoside hydrolase family member with a novel catalytic mechanism.
PubMed:Effect of 1,5-anhydro-D-fructose on the inhibition of adipogenesis in 3T3-L1 adipocytes.
PubMed:Two structures of a thiazolinyl imine reductase from Yersinia enterocolitica provide insight into catalysis and binding to the nonribosomal peptide synthetase module of HMWP1.
PubMed:Lyase activity of glycogen synthase: Is an elimination/addition mechanism a possible reaction pathway for retaining glycosyltransferases?
PubMed:1,5-Anhydro-D-fructose: A natural antibiotic that inhibits the growth of gram-positive bacteria and microbial biofilm formation to prevent nosocomial infection.
PubMed:Study on administration of 1,5-anhydro-D-fructose in C57BL/6J mice challenged with high-fat diet.
PubMed:1,5-anhydro-D-fructose and its derivatives: biosynthesis, preparation and potential medical applications.
PubMed:1,5-Anhydro-D-fructose: biocatalytic and chemical synthetic methods for the preparation, transformation and derivatization.
PubMed:Attenuation of LPS-induced iNOS expression by 1,5-anhydro-d-fructose.
PubMed:Synthesis of 4-O-glycosylated 1,5-anhydro-D-fructose and of 1,5-anhydro-D-tagatose from a common intermediate 2,3-O-isopropylidene-D-fructose.
PubMed:Inhibition spectrum studies of microthecin and other anhydrofructose derivatives using selected strains of Gram-positive and -negative bacteria, yeasts and moulds, and investigation of the cytotoxicity of microthecin to malignant blood cell lines.
PubMed:1,5-Anhydro-D-fructose attenuates lipopolysaccharide-induced cytokine release via suppression of NF-kappaB p65 phosphorylation.
PubMed:The anhydrofructose pathway of glycogen catabolism.
PubMed:Structure of monkey dimeric dihydrodiol dehydrogenase in complex with isoascorbic acid.
PubMed:Mouse AKR1E1 is an ortholog of pig liver NADPH dependent 1,5-anhydro-D-fructose reductase.
PubMed:1,5-anhydro-D-fructose from D-fructose.
PubMed:Crystal structure of NADP(H)-dependent 1,5-anhydro-D-fructose reductase from Sinorhizobium morelense at 2.2 A resolution: construction of a NADH-accepting mutant and its application in rare sugar synthesis.
PubMed:A cold active (2R,3R)-(-)-di-O-benzoyl-tartrate hydrolyzing esterase from Rhodotorula mucilaginosa.
PubMed:A new chemical synthesis of Ascopyrone P from 1,5-anhydro-D-fructose.
PubMed:Synthesis of 1,4-anhydro-D-fructose and 1,4-anhydro-D-tagatose.
PubMed:Catabolism of 1,5-anhydro-D-fructose in Sinorhizobium morelense S-30.7.5: discovery, characterization, and overexpression of a new 1,5-anhydro-D-fructose reductase and its application in sugar analysis and rare sugar synthesis.
PubMed:Examination of 1,5-anhydro-D-fructose and the enolone ascopyrone P, metabolites of the anhydrofructose pathway of glycogen and starch degradation, for their possible application in fruits, vegetables, and beverages as antibrowning agents.
PubMed:A 90-day toxicological evaluation of 1,5-anhydro-d-fructose in Sprague-Dawley rats.
PubMed:Enzymatic description of the anhydrofructose pathway of glycogen degradation II. Gene identification and characterization of the reactions catalyzed by aldos-2-ulose dehydratase that converts 1,5-anhydro-D-fructose to microthecin with ascopyrone M as the intermediate.
PubMed:A novel family of glucosyl 1,5-anhydro-d-fructose derivatives synthesised by transglucosylation with dextransucrase from Leuconostoc mesenteroides NRRL B-512F.
PubMed:Basic toxicology and metabolism studies of 1,5-anhydro-D-fructose using bacteria, cultured mammalian cells, and rodents.
PubMed:Synthesis and co-polymerization of an unsaturated 1,5-anhydro-D-fructose derivative.
PubMed:Enzymatic description of the anhydrofructose pathway of glycogen degradation; I. Identification and purification of anhydrofructose dehydratase, ascopyrone tautomerase and alpha-1,4-glucan lyase in the fungus Anthracobia melaloma.
PubMed:Preparation and reactivity of a novel disaccharide, glucosyl 1,5-anhydro-D-fructose (1,5-anhydro-3-O-alpha-glucopyranosyl-D-fructose).
PubMed:1,5-Anhydro-D-fructose; a versatile chiral building block: biochemistry and chemistry.
PubMed:Antioxidant effects of 1,5-anhydro-D-fructose, a new natural sugar, in vitro.
PubMed:1,5-Anhydro-D-fructose increases glucose tolerance by increasing glucagon-like peptide-1 and insulin in mice.
PubMed:alpha-1,4-glucan lyases producing 1,5-anhydro-D-fructose from starch and glycogen have sequence similarity to alpha-glucosidases.
PubMed:A group of alpha-1,4-glucan lyase genes from the fungi Morchella costata, M. vulgaris and Peziza ostracoderma. Cloning, complete sequencing and heterologous expression.
PubMed:A group of alpha-1,4-glucan lyases and their genes from the red alga Gracilariopsis lemaneiformis: purification, cloning, and heterologous expression.
PubMed:Analysis of 1,5-anhydro-D-fructose, microthecin, and 4-deoxy-glycero-hexo-2,3-diulose in algae using gas chromatography-mass spectrometry in selected ion monitoring mode.
PubMed:Purification and some properties of a hepatic NADPH-dependent reductase that specifically acts on 1,5-anhydro-D-fructose.
PubMed:Efficient purification, characterization and partial amino acid sequencing of two alpha-1,4-glucan lyases from fungi.
PubMed:NMR of all-carbon-13 sugars: an application in development of an analytical method for a novel natural sugar, 1,5-anhydrofructose.
PubMed:alpha-1,4-Glucan lyase, a new class of starch/glycogen degrading enzyme. III. Substrate specificity, mode of action, and cleavage mechanism.
PubMed:Effects of 1,5-anhydro-D-fructose on selected glucose-metabolizing enzymes.
PubMed:Oxidation of 1,5-anhydro-D-glucitol to 1,5-anhydro-D-fructose catalyzed by an enzyme from bacterial membranes.
 
Notes:
None found
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