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
Crosslinking by advanced glycation end products increases the stiffness of the collagen network in human articular cartilage: a possible mechanism through which age is a risk factor for osteoarthritis.	2002 Jan	11822407
Allosteric inhibition of 3-deoxy-D-arabino-heptulosonate-7-phosphate synthase alters the coordination of both substrates.	2002 Jul 26	12126632
Hypoxia enhances the expression of autocrine motility factor and the motility of human pancreatic cancer cells.	2002 Jun 17	12085186
Antihuman epidermal growth factor receptor 2 antibody herceptin inhibits autocrine motility factor (AMF) expression and potentiates antitumor effects of AMF inhibitors.	2002 Oct	12374700
The high-resolution structure of 3-deoxy-D-arabino-heptulosonate-7-phosphate synthase reveals a twist in the plane of bound phosphoenolpyruvate.	2003 Apr 8	12667068
DNA polymerase-mediated DNA synthesis on a TNA template.	2003 Jan 29	12537469
Synthesis and structural analyses of 3-acetamido-1,4-di-O-acetyl-2,3,5-trideoxy-5-C-(isopropylphosphinyl)-D-erythro-pentopyranoses.	2003 Jan 31	12543562
Purification and properties of a NADPH-dependent erythrose reductase from the newly isolated Torula corallina.	2003 Mar-Apr	12675593
Designing a metal-binding site in the scaffold of Escherichia coli KDO8PS.	2004 Apr	15166313
Separation and detection of oxidation products of fluorodeoxyglucose and glucose by high-performance liquid chromatography-electrospray ionisation mass spectrometry.	2004 Apr 23	15116922
Crystal structure of the reaction complex of 3-deoxy-D-arabino-heptulosonate-7-phosphate synthase from Thermotoga maritima refines the catalytic mechanism and indicates a new mechanism of allosteric regulation.	2004 Aug 6	15276836
Influence of threose nucleoside units on the catalytic activity of a hammerhead ribozyme.	2004 Jan	17191779
Base-pairing systems related to TNA containing phosphoramidate linkages: synthesis of building blocks and pairing properties.	2004 Jul	17191894
Genetic analysis of violacein biosynthesis by Chromobacterium violaceum.	2004 Mar 31	15100990
Origin and mechanistic pathways of formation of the parent furan--a food toxicant.	2004 Nov 3	15506823
Plant ribulosamine/erythrulosamine 3-kinase, a putative protein-repair enzyme.	2005 Jun 15	15705060
An in vitro selection system for TNA.	2005 Mar 9	15740086
Hypoxia-inducible factor-1 drives the motility of the erythroid progenitor cell line, UT-7/Epo, via autocrine motility factor.	2005 May	15850830
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 May 17	15882071
Development of small designer aldolase enzymes: catalytic activity, folding, and substrate specificity.	2005 May 24	15896002
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 Sep	16102000
Crystal structures of mouse autocrine motility factor in complex with carbohydrate phosphate inhibitors provide insight into structure-activity relationship of the inhibitors.	2006 Feb 17	16375918
Metabolic complementarity and genomics of the dual bacterial symbiosis of sharpshooters.	2006 Jun	16729848
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
On the basics of carbohydrate-metal chemistry: complexes of palladium(II) with hydroxyaldehyde and -ketone hydrates.	2007 Aug 13	17532305
Isolation, purification and characterization of histidino-threosidine, a novel Maillard reaction protein crosslink from threose, lysine and histidine.	2007 Jul 1	17466255
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 Jun 15	17434740
Metabolic pathways of the wheat (Triticum aestivum) endosperm amyloplast revealed by proteomics.	2008 Apr 17	18419817
A new erythrose 4-phosphate dehydrogenase coupled assay for transketolase.	2008 Apr 24	18053578
Coutilization of glucose and glycerol enhances the production of aromatic compounds in an Escherichia coli strain lacking the phosphoenolpyruvate: carbohydrate phosphotransferase system.	2008 Jan 22	18211716
Competitive inhibition of phosphoglucose isomerase of apple leaves by sorbitol 6-phosphate.	2008 Jun 16	18242768
The structure of a TNA-TNA complex in solution: NMR study of the octamer duplex derived from alpha-(L)-threofuranosyl-(3'-2')-CGAATTCG.	2008 Nov 12	18928287
Characterization of mammalian sedoheptulokinase and mechanism of formation of erythritol in sedoheptulokinase deficiency.	2008 Oct 15	18775706

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:34:43 GMT 2023` Edited by `admin` on `Fri Dec 15 15:34:43 GMT 2023`
Record UNII	WKK1W5B83O
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

L-ERYTHRULOSE

Systematic 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

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

Systematic Name

English

ERYTHRULOSE

Official Name

English

ERYTHRULOSE [INCI]

Common Name

English

Code System Code Type Description

EPA CompTox

DTXSID801019042