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

L-erythrulose
L-glycero-tetrulose

Supplier Sponsors

Name:(3S)-1,3,4-trihydroxybutan-2-one
CAS Number: 533-50-6Picture of molecule3D/inchi
FDA UNII: WKK1W5B83O
Nikkaji Web:J15.073H
MDL:MFCD00004703
XlogP3-AA:-2.00 (est)
Molecular Weight:120.10456000
Formula:C4 H8 O4
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:information only not used for fragrances or flavors
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
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, 3.003e+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.
L-Erythrulose
Jiangyin Healthway
Erythrulose
New functional food ingredients
M.C.Biotec
L-Erythrulose
Santa Cruz Biotechnology
For experimental / research use only.
L-Erythrulose ≥76%
Sigma-Aldrich: Sigma
For experimental / research use only.
L-(+)-Erythrulose ≥85% (HPLC)
sds
Spec-Chem Industry
Tanbest TM DHB(L-Erythrulose)
 
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
 
Safety in Use Information:
Category:
information only not used for fragrances or flavors
Recommendation for L-erythrulose usage levels up to:
 not for fragrance use.
 
Recommendation for L-erythrulose 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 :5460032
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
(3S)-1,3,4-trihydroxybutan-2-one
Chemidplus:0000533506
 
References:
 (3S)-1,3,4-trihydroxybutan-2-one
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):5460032
Pubchem (cas):533-50-6
 
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):C02045
HMDB (The Human Metabolome Database):HMDB06293
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
2-butanone, 1,3,4-trihydroxy-, (3S)-
L-(+)-erythrulose
laevo-erythrulose
L-glycero-tetrulose
(3S)-1,3,4-trihydroxy-2-butanone
(3S)-1,3,4-trihydroxybutan-2-one
 

Articles:

PubMed:Transketolase A from E. coli Significantly Suppresses Protein Glycation by Glycolaldehyde and Glyoxal in Vitro.
PubMed:[Self-tanning and sunless tanning products].
PubMed:New inducible promoter for gene expression and synthetic biology in Yarrowia lipolytica.
PubMed:Identification and characterization of EYK1, a key gene for erythritol catabolism in Yarrowia lipolytica.
PubMed:EYK1 encoding erythrulose kinase as a catabolic selectable marker for genome editing in the non-conventional yeast Yarrowia lipolytica.
PubMed:Enhancing erythritol productivity in Yarrowia lipolytica using metabolic engineering.
PubMed:TM0416, a Hyperthermophilic Promiscuous Nonphosphorylated Sugar Isomerase, Catalyzes Various C5 and C6 Epimerization Reactions.
PubMed:Thiamine biosensor based on oxidative trapping of enzyme-substrate intermediate.
PubMed:Identification of Kynoxazine, a Novel Fluorescent Product of the Reaction between 3-Hydroxykynurenine and Erythrulose in the Human Lens, and Its Role in Protein Modification.
PubMed:Multi-step biocatalytic strategies for chiral amino alcohol synthesis.
PubMed:An efficient amperometric transketolase assay: towards inhibitor screening.
PubMed:Microfluidic multi-input reactor for biocatalytic synthesis using transketolase.
PubMed:Microscale methods to rapidly evaluate bioprocess options for increasing bioconversion yields: application to the ω-transaminase synthesis of chiral amines.
PubMed:Characterization and multi-step transketolase-ω-transaminase bioconversions in an immobilized enzyme microreactor (IEMR) with packed tube.
PubMed:Chemoselective Pd-catalyzed oxidation of polyols: synthetic scope and mechanistic studies.
PubMed:DXP reductoisomerase: reaction of the substrate in pieces reveals a catalytic role for the nonreacting phosphodianion group.
PubMed:[Simultaneous determination of meso-erythritol and L-erythrulose in fermentation broth using high performance liquid chromatography].
PubMed:Exploring inhibition of Pdx1, a component of the PLP synthase complex of the human malaria parasite Plasmodium falciparum.
PubMed:Double diastereoselection in anti aldol reactions mediated by dicyclohexylchloroborane between an L-erythrulose derivative and chiral aldehydes.
PubMed:Structural insight into mechanism and diverse substrate selection strategy of L-ribulokinase.
PubMed:Vitamin C degradation products and pathways in the human lens.
PubMed:Immobilised enzyme microreactor for screening of multi-step bioconversions: characterisation of a de novo transketolase-ω-transaminase pathway to synthesise chiral amino alcohols.
PubMed:Expression and validation of D-erythrulose 1-phosphate dehydrogenase from Brucella abortus: a diagnostic reagent for bovine brucellosis.
PubMed:Characterization and inactivation of the membrane-bound polyol dehydrogenase in Gluconobacter oxydans DSM 7145 reveals a role in meso-erythritol oxidation.
PubMed:Design and characterization of a prototype enzyme microreactor: quantification of immobilized transketolase kinetics.
PubMed:Erythritol is a sweet antioxidant.
PubMed:Aldol reactions between L-erythrulose derivatives and chiral alpha-amino and alpha-fluoro aldehydes: competition between Felkin-Anh and Cornforth transition states.
PubMed:Boron based separations for in situ recovery of L-erythrulose from transketolase-catalyzed condensation.
PubMed:Development of an in vitro efficacy test for self-tanning formulations.
PubMed:Quantification of kinetics for enzyme-catalysed reactions: implications for diffusional limitations at the 10 ml scale.
PubMed:Cloning, expression, and transcription analysis of L-arabinose isomerase gene from Mycobacterium smegmatis SMDU.
PubMed:Glycation by ascorbic acid oxidation products leads to the aggregation of lens proteins.
PubMed:Directed evolution of transketolase activity on non-phosphorylated substrates.
PubMed:On the basics of carbohydrate-metal chemistry: complexes of palladium(II) with hydroxyaldehyde and -ketone hydrates.
PubMed:Isolation, purification and characterization of histidino-threosidine, a novel Maillard reaction protein crosslink from threose, lysine and histidine.
PubMed:Vitamin C. Biosynthesis, recycling and degradation in mammals.
PubMed:Stereoselective synthesis of the glycosidase inhibitor australine through a one-pot, double-cyclization strategy.
PubMed:One-pot synthesis of amino-alcohols using a de-novo transketolase and beta-alanine: pyruvate transaminase pathway in Escherichia coli.
PubMed:Flavin adenine dinucleotide-dependent 4-phospho-D-erythronate dehydrogenase is responsible for the 4-phosphohydroxy-L-threonine pathway in vitamin B6 biosynthesis in Sinorhizobium meliloti.
PubMed:Identification of enzyme responsible for erythritol utilization and reaction product in yeast Lipomyces starkeyi.
PubMed:Double diastereoselection in aldol reactions mediated by dicyclohexylchloroborane between chiral aldehydes and a chiral ethyl ketone derived from L-erythrulose. synthesis of a C1-C9 fragment of the structure of the antifungal metabolite soraphen A1alpha.
PubMed:Production of L-erythrose via L-erythrulose from erythritol using microbial and enzymatic reactions.
PubMed:Evaluation of Brucella abortus S19 vaccine strains by bacteriological tests, molecular analysis of ery loci and virulence in BALB/c mice.
PubMed:Topical delivery of retinyl ascorbate: 4. Comparative anti-oxidant activity towards DPPH.
PubMed:Plant ribulosamine/erythrulosamine 3-kinase, a putative protein-repair enzyme.
PubMed:Stereoselective synthesis of the naturally occurring styryllactones (+)-goniofufurone and (+)-cardiobutanolide.
PubMed:Separation and detection of oxidation products of fluorodeoxyglucose and glucose by high-performance liquid chromatography-electrospray ionisation mass spectrometry.
PubMed:Stereoselective anti aldol reactions of erythrulose derivatives. Functionalized chiral d3 and d4 synthons.
PubMed:Characterization and detection of lysine-arginine cross-links derived from dehydroascorbic acid.
PubMed:A hitherto unknown transketolase-catalyzed reaction.
PubMed:Double diastereoselection in aldol reactions mediated by dicyclohexylchloroborane between L-erythrulose derivatives and chiral aldehydes. The Felkin-Anh versus Cornforth dichotomy.
PubMed:Modeling of reaction kinetics for reactor selection in the case of L-erythrulose synthesis.
PubMed:New quinoproteins in oxidative fermentation.
PubMed:New developments in oxidative fermentation.
PubMed:Isolation and characterization of a new advanced glycation endproduct of dehydroascorbic acid and lysine.
PubMed:Stereoselective synthesis of (+)-boronolide.
PubMed:Cloning and sequence analysis of D-erythrulose reductase from chicken: its close structural relation to tetrameric carbonyl reductases.
PubMed:L-erythrulose production by oxidative fermentation is catalyzed by PQQ-containing membrane-bound dehydrogenase.
PubMed:Substrate specificity and kinetic mechanism of Escherichia coli ribulokinase.
PubMed:Diastereoselectivity in Organometallic Additions to the Carbonyl Group of Protected Erythrulose Derivatives.
PubMed:Cleaving of ketosubstrates by transketolase and the nature of the products formed.
PubMed:The sugar model: catalysis by amines and amino acid products.
PubMed:One-substrate transketolase-catalyzed reaction.
PubMed:Stereoselective 1,3-dipolar cycloadditions of a chiral nitrone derived from erythrulose. An experimental and DFT theoretical study
PubMed:The non-oxidative degradation of ascorbic acid at physiological conditions.
PubMed:The genes for erythritol catabolism are organized as an inducible operon in Brucella abortus.
PubMed:D-erythrulose reductase can also reduce diacetyl: further purification and characterization of D-erythrulose reductase from chicken liver.
PubMed:In situ product removal from E. coli transketolase-catalyzed biotransformations.
PubMed:Purification and Some Properties of an Erythrose Reductase from an Aureobasidium sp. Mutant.
PubMed:Slow reversible inhibition of rabbit muscle aldolase by D-erythrulose 1-phosphate.
PubMed:Mechanism of enzymic isomerization and epimerization of D-erythrose 4-phosphate.
PubMed:Methods for enzymatic and colorimetric determinations of D-erythrulose (D-tetrulose).
PubMed:Characterization of an enzyme which catalyzes isomerization and epimerization of D-erythrose 4-phosphate.
PubMed:Enzymatic isomerization and epimerization of D-erythrose 4-phosphate and its quantitative analysis by gas chromatography/mass spectrometry.
PubMed:D-Erythrulose reductase from beef liver.
PubMed:Studies on D-tetrose metabolism. Crystallization and properties of D-erythrulose reductase from chicken liver.
PubMed:Effect of NADP+ and its analogs on the Rose Bengal-sensitized photoinactivation of D-erythrulose reductase from beef liver.
PubMed:Inhibition of growth by erythritol catabolism in Brucella abortus.
PubMed:Studies on D-tetrose metabolism. VI. Crystallization and some properties of D-erythrulose reducatase from beef liver.
PubMed:Erythritol catabolism by Brucella abortus.
PubMed:Studies on D-tetrose metabolism. IV. Purification and some properties of D-erythrulose reductase from beef liver.
PubMed:Studies on D-tetrose metabolism. V. Identification of protecting factor against cold inactivation of D-erythrulose reductase from beef liver.
PubMed:Erythritol metabolism in wild-type and mutant strains of Schizophyllum commune.
PubMed:Erythritol metabolism by Propionibacterium pentosaceum. The role of L-erythrulose 1-phosphate.
PubMed:STUDIES ON D-TETROSE METABOLISM. I. PURIFICATION OF D-ERYTHROSE AND PREPARATION OF D-ERYTHRULOSE.
PubMed:D-GLYCERO-TETRULOSE 1,4-DIPHOSPHATE (D-ERYTHRULOSE 1,4-DIPHOSPHATE).
PubMed:THE SYNTHESIS OF L-GLYCERO-TETRULOSE 1-PHOSPHATE (L-ERYTHRULOSE 1-PHOSPHATE).
PubMed:Biochemistry of the Ustilaginales. 14. Bioassimilation of L-erythrulose into 4-0-beta-D-mannopyranosyl-D-erythritol.
PubMed:[Formation of erythrulose from hydroxypyruvate by yeast enzymes].
PubMed:The fermentation of L-erythrulose by Aerobacter aerogenes.
PubMed:Mechanism of formation of erythrulose-1-phosphate by phosphoketotetrose aldolase of rat liver.
PubMed:Synthesis of erythrulose phosphate by a soluble enzyme from rat liver.
 
Notes:
None found
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