L-ERYTHRULOSE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C4H8O4
Molecular Weight	120.1039
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC[C@H](O)C(=O)CO

InChI

InChIKey=UQPHVQVXLPRNCX-VKHMYHEASA-N

InChI=1S/C4H8O4/c5-1-3(7)4(8)2-6/h3,5-7H,1-2H2/t3-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C4H8O4
Molecular Weight	120.1039
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

PubMed

Title	Date	PubMed
The structure of a TNA-TNA complex in solution: NMR study of the octamer duplex derived from alpha-(L)-threofuranosyl-(3'-2')-CGAATTCG.	2008-11-12	18928287
Replacement of a phenylalanine by a tyrosine in the active site confers fructose-6-phosphate aldolase activity to the transaldolase of Escherichia coli and human origin.	2008-10-31	18687684
Characterization of mammalian sedoheptulokinase and mechanism of formation of erythritol in sedoheptulokinase deficiency.	2008-10-15	18775706
Gas chromatography/time-of-flight mass spectrometry based metabonomic approach to differentiating hypertension- and age-related metabolic variation in spontaneously hypertensive rats.	2008-09	18720470
Competitive inhibition of phosphoglucose isomerase of apple leaves by sorbitol 6-phosphate.	2008-06-16	18242768
Cloning, expression, purification, cofactor requirements, and steady state kinetics of phosphoketolase-2 from Lactobacillus plantarum.	2008-06	18430452
A new erythrose 4-phosphate dehydrogenase coupled assay for transketolase.	2008-04-24	18053578
Metabolic pathways of the wheat (Triticum aestivum) endosperm amyloplast revealed by proteomics.	2008-04-17	18419817
Thermochemical transformation of glucose to 1,6-anhydroglucose in high-temperature steam.	2008-04-07	18299122
MJ0400 from Methanocaldococcus jannaschii exhibits fructose-1,6-bisphosphate aldolase activity.	2008-04	18318840
Diastereoselective synthesis of piperidine imino sugars using aldol additions of metalated bislactim ethers to threose and erythrose acetonides.	2008-03-21	18302413
Metabolism of halophilic archaea.	2008-03	18278431
Coutilization of glucose and glycerol enhances the production of aromatic compounds in an Escherichia coli strain lacking the phosphoenolpyruvate: carbohydrate phosphotransferase system.	2008-01-22	18211716
Quantitative 1H NMR metabolomics reveals extensive metabolic reprogramming of primary and secondary metabolism in elicitor-treated opium poppy cell cultures.	2008-01-22	18211706
Nectar formation and floral nectary anatomy of Anigozanthos flavidus: a combined magnetic resonance imaging and spectroscopy study.	2008	18653689
Strain and near attack conformers in enzymic thiamin catalysis: X-ray crystallographic snapshots of bacterial transketolase in covalent complex with donor ketoses xylulose 5-phosphate and fructose 6-phosphate, and in noncovalent complex with acceptor aldose ribose 5-phosphate.	2007-10-30	17914867
Beneficial effect of internal hydrogen bonding interactions on the beta-fragmentation of primary alkoxyl radicals. Two-step conversion of D-xylo- and D-ribofuranoses into L-threose and D-erythrose, respectively.	2007-10-26	17900138
Metabolic transcription analysis of engineered Escherichia coli strains that overproduce L-phenylalanine.	2007-09-19	17880710
Experimental evidence that GNA and TNA were not sequential polymers in the prebiotic evolution of RNA.	2007-09	17828568
Many fructosamine 3-kinase homologues in bacteria are ribulosamine/erythrulosamine 3-kinases potentially involved in protein deglycation.	2007-09	17681011
On the basics of carbohydrate-metal chemistry: complexes of palladium(II) with hydroxyaldehyde and -ketone hydrates.	2007-08-13	17532305
Isolation, purification and characterization of histidino-threosidine, a novel Maillard reaction protein crosslink from threose, lysine and histidine.	2007-07-01	17466255
Monitoring of transcriptional regulation in Pichia pastoris under protein production conditions.	2007-06-19	17578563
Synthesis and evaluation of amino-threoses in D- and L-series: are five membered ring amino-sugars more potent glycosidase inhibitors than the six membered ones?	2007-06-15	17434740
Distinguishing enzymes using metabolome data for the hybrid dynamic/static method.	2007-05-20	17511884
Transcriptome of Pneumocystis carinii during fulminate infection: carbohydrate metabolism and the concept of a compatible parasite.	2007-05-09	17487271
Formation of furan and methylfuran from ascorbic acid in model systems and food.	2007	17687706
Monitoring of gene knockouts: genome-wide profiling of conditionally essential genes.	2007	17519022
Nonenzymatic oligomerization of RNA by TNA templates.	2006-12-07	17134278
Effects of the presence of ColE1 plasmid DNA in Escherichia coli on the host cell metabolism.	2006-11-17	17112383
A re-investigation of the path of carbon in photosynthesis utilizing GC/MS methodology. Unequivocal verification of the participation of octulose phosphates in the pathway.	2006-11	17149533
Integration of enzyme kinetic models and isotopomer distribution analysis for studies of in situ cell operation.	2006-10-30	17118161
Epicatechin carbonyl-trapping reactions in aqueous maillard systems: Identification and structural elucidation.	2006-09-20	16968099
Metabolic complementarity and genomics of the dual bacterial symbiosis of sharpshooters.	2006-06	16729848
The prediction of isotopic patterns in phenylpropanoids from their precursors and the mechanism of the NIH-shift: basis of the isotopic characteristics of natural aromatic compounds.	2006-06	16678227
Crystal structures of mouse autocrine motility factor in complex with carbohydrate phosphate inhibitors provide insight into structure-activity relationship of the inhibitors.	2006-02-17	16375918
Putative regulatory sites unraveled by network-embedded thermodynamic analysis of metabolome data.	2006	16788595
Characterization of the metabolic shift between oxidative and fermentative growth in Saccharomyces cerevisiae by comparative 13C flux analysis.	2005-11-03	16269086
Mechanism and kinetics of metalloenzyme phosphomannose isomerase: measurement of dissociation constants and effect of zinc binding using ESI-FTICR mass spectrometry.	2005-09-01	16131071
Characterization of the molecular mechanisms involved in the differential production of erythrose-4-phosphate dehydrogenase, 3-phosphoglycerate kinase and class II fructose-1,6-bisphosphate aldolase in Escherichia coli.	2005-09	16102000
Mechanistic and inhibition studies of chorismate-utilizing enzymes.	2005-08	16042594
Kinetic analysis of an efficient DNA-dependent TNA polymerase.	2005-05-25	15898792
Development of small designer aldolase enzymes: catalytic activity, folding, and substrate specificity.	2005-05-24	15896002
The use of (E)- and (Z)-phosphoenol-3-fluoropyruvate as mechanistic probes reveals significant differences between the active sites of KDO8P and DAHP synthases.	2005-05-17	15882071
Primary structure analysis and functional expression of erythrose reductases from erythritol-producing fungi (Trichosporonoides megachiliensis SNG-42).	2005-05	15914914
Biosynthesis of ribose-5-phosphate and erythrose-4-phosphate in archaea: a phylogenetic analysis of archaeal genomes.	2005-05	15876568
Crystallization and preliminary X-ray crystallographic analysis of 3-deoxy-D-arabino-heptulosonate-7-phosphate synthase from Mycobacterium tuberculosis.	2005-04-01	16511053
Large-scale 13C-flux analysis reveals mechanistic principles of metabolic network robustness to null mutations in yeast.	2005	15960801
Base-pairing systems related to TNA containing phosphoramidate linkages: synthesis of building blocks and pairing properties.	2004-07	17191894
Influence of threose nucleoside units on the catalytic activity of a hammerhead ribozyme.	2004-01	17191779

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:01:45 GMT 2025` Edited by `admin` on `Mon Mar 31 18:01:45 GMT 2025`
Record UNII	WKK1W5B83O
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

L-ERYTHRULOSE

Systematic Name

English

ERYTHRULOSE

Preferred Name

English

L-ERYTHRULOSE [MI]

Common Name

English

L-GLYCERO-TETRULOSE

Common Name

English

ERYTHRULOSE, L-

Systematic Name

English

ERYTHRULOSE, (+)-

Systematic Name

English

FM-MH

Brand Name

English

Erythrulose [WHO-DD]

Common Name

English

(3S)-1,3,4-TRIHYDROXY-2-BUTANONE

Systematic Name

English

Code System Code Type Description

EPA CompTox

DTXSID801019042