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laevo-arabitol
L-lyxitol

Supplier Sponsors

Name:(2S,4S)-pentane-1,2,3,4,5-pentol
CAS Number: 7643-75-6Picture of molecule3D/inchi
Other(deleted CASRN):488-83-5
ECHA EINECS - REACH Pre-Reg:231-582-6
FDA UNII: 45Z1K06N9V
Nikkaji Web:J8.955I
Beilstein Number:1720521
MDL:MFCD00064290
XlogP3:-2.50 (est)
Molecular Weight:152.14664000
Formula:C5 H12 O5
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 494.53 °C. @ 760.00 mm Hg (est)
Flash Point: 503.00 °F. TCC ( 261.90 °C. ) (est)
logP (o/w): -2.649 (est)
Soluble in:
 water, 1e+006 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-Arabitol
ExtraSynthese
For experimental / research use only.
L-(-)-Arabitol
Glentham Life Sciences
L-Arabitol
Santa Cruz Biotechnology
For experimental / research use only.
L-(-)-Arabitol ≥99%
Sigma-Aldrich: Sigma
For experimental / research use only.
L-(-)-Arabitol ≥98%
TCI AMERICA
For experimental / research use only.
L-(-)-Arabitol >97.0%(GC)
 
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:
natural substances and extractives
Recommendation for laevo-arabitol usage levels up to:
 not for fragrance use.
 
Recommendation for laevo-arabitol flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):7643-75-6
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :439255
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
(2S,4S)-pentane-1,2,3,4,5-pentol
Chemidplus:0007643756
 
References:
 (2S,4S)-pentane-1,2,3,4,5-pentol
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):439255
Pubchem (sid):135056379
 
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
Golm Metabolome Database:Search
Metabolomics Database:Search
KEGG (GenomeNet):C00532
HMDB (The Human Metabolome Database):HMDB01851
FooDB:FDB022709
YMDB (Yeast Metabolome Database):YMDB00591
Export Tariff Code:2940.00.2000
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 found in nature
 
Synonyms:
L-arabinitol
L-arabinol
L-arabitol
L-(-)-arabitol
L(-)-arabitol
L-lyxitol
(2S,4S)-pentane-1,2,3,4,5-pentol
(2S,4S)-1,2,3,4,5-pentanepentol
(2S,4S)-1,2,3,4,5-pentanpentol
 

Articles:

PubMed:Selective formation of mannosyl-L-arabitol lipid by Pseudozyma tsukubaensis JCM16987.
PubMed:Disruption of the L-arabitol dehydrogenase encoding gene in Aspergillus tubingensis results in increased xylanase production.
PubMed:Genetic characterization of a complex locus necessary for the transport and catabolism of erythritol, adonitol and L-arabitol in Sinorhizobium meliloti.
PubMed:NAD⁺-dependent xylitol dehydrogenase (xdhA) and L-arabitol-4-dehydrogenase (ladA) deletion mutants of Aspergillus oryzae for improved xylitol production.
PubMed:Biochemical characterization of l-arabitol 2-dehydrogenase from Pantoea ananatis.
PubMed:Xylitol production by NAD(+)-dependent xylitol dehydrogenase (xdhA)- and l-arabitol-4-dehydrogenase (ladA)-disrupted mutants of Aspergillus oryzae.
PubMed:L-arabitol is the actual inducer of xylanase expression in Hypocrea jecorina (Trichoderma reesei).
PubMed:Microbiological purification of L-arabitol from xylitol mother liquor.
PubMed:Cloning, heterologous expression, and characterization of the xylitol and L-arabitol dehydrogenase genes, Texdh and Telad, from the thermophilic fungus Talaromyces emersonii.
PubMed:A single amino acid change (Y318F) in the L-arabitol dehydrogenase (LadA) from Aspergillus niger results in a significant increase in affinity for D-sorbitol.
PubMed:Effect of C-terminal protein tags on pentitol and L-arabinose transport by Ambrosiozyma monospora Lat1 and Lat2 transporters in Saccharomyces cerevisiae.
PubMed:A novel L-xylulose reductase essential for L-arabinose catabolism in Trichoderma reesei.
PubMed:Xylanase gene transcription in Trichoderma reesei is triggered by different inducers representing different hemicellulosic pentose polymers.
PubMed:Phylogenetic analysis of erythritol catabolic loci within the Rhizobiales and proteobacteria.
PubMed:A 23Na NMR study of the effect of D(+) and L(-) arabitol on NaDNA in aqueous solution.
PubMed:Characterization of an Aspergillus nidulans L-arabitol dehydrogenase mutant.
PubMed:Identification of the galactitol dehydrogenase, LadB, that is part of the oxido-reductive D-galactose catabolic pathway in Aspergillus niger.
PubMed:A novel major facilitator transporter TrSTR1 is essential for pentose utilization and involved in xylanase induction in Trichoderma reesei.
PubMed:Salipiger nanhaiensis sp. nov., a bacterium isolated from deep sea water.
PubMed:KLK1 and ZG16B proteins and arginine-proline metabolism identified as novel targets to monitor atherosclerosis, acute coronary syndrome and recovery.
PubMed:Biotransformation of various saccharides and production of exopolymeric substances by cloud-borne Bacillus sp. 3B6.
PubMed:Crystallization from the amorphous state: nucleation-growth decoupling, polymorphism interplay, and the role of interfaces.
PubMed:Alditols and monosaccharides from sorghum vinegar can attenuate platelet aggregation by inhibiting cyclooxygenase-1 and thromboxane-A2 synthase.
PubMed:[Biochemical dehydrogenations of saccharides. 6. Notes on the dehydrogenation of L-arabitol by Acetobacter xylinum and on Bertrand's rule].
PubMed:[Adaptation of the yeast Candida tropicalis to L-arabitol].
PubMed:[Oxidation of L-arabitol by a polyalcohol dehydrogenase from sheep seminal vesicles].
PubMed:The isolation of L-arabitol from pentosuric urine.
PubMed:FORMATION OF RIBULOSE IN PLANTS FED L-ARABITOL.
PubMed:PATHWAYS OF L-ARABITOL AND XYLITOL METABOLISM IN AEROBACTER AEROGENES.
PubMed:Xlr1 is involved in the transcriptional control of the pentose catabolic pathway, but not hemi-cellulolytic enzymes in Magnaporthe oryzae.
PubMed:A locus necessary for the transport and catabolism of erythritol in Sinorhizobium meliloti.
PubMed:Isolation of Actinomyces hyovaginalis from sheep and comparison with isolates obtained from pigs.
PubMed:Optimization of arabitol production by karyoductant SP-K 7 of S. cerevisiae V30 and P. stipitis CCY 39501 using response surface methodology.
PubMed:Isolation and characterization of two specific regulatory Aspergillus niger mutants shows antagonistic regulation of arabinan and xylan metabolism.
PubMed:Metabolic control analysis of Aspergillus niger L-arabinose catabolism.
PubMed:Gluconobacter asaii Mason and Claus 1989 is a junior subjective synonym of Gluconobacter cerinus Yamada and Akita 1984.
PubMed:The Aspergillus niger D-xylulose kinase gene is co-expressed with genes encoding arabinan degrading enzymes, and is essential for growth on D-xylose and L-arabinose.
PubMed:Induction of extracellular arabinases on monomeric substrates in Aspergillus niger.
PubMed:Regulation of pentose utilisation by AraR, but not XlnR, differs in Aspergillus nidulans and Aspergillus niger.
PubMed:Botrytis cinerea isolates collected from grapes present different requirements for conidia germination.
PubMed:Dielectric studies of the mobility in pentitols.
PubMed:L-Arabinosuria: a new defect in human pentose metabolism.
PubMed:Effect of carbon source on production of alpha-L-arabinofuranosidase by aureobasidium pullulans
PubMed:Induction of NADPH-linked D-xylose reductase and NAD-linked xylitol dehydrogenase activities in Pachysolen tannophilus by D-xylose, L-arabinose, or D-galactose.
PubMed:Selective inhibition of Klebsiella aerogenes growth on pentoses by pentitols.
PubMed:Use of in vivo 13C nuclear magnetic resonance spectroscopy to elucidate L-arabinose metabolism in yeasts.
PubMed:Induction of alpha-L-arabinofuranosidase activity by monomeric carbohydrates in Bifidobacterium longum and ubiquity of encoding genes.
PubMed:The alternative D-galactose degrading pathway of Aspergillus nidulans proceeds via L-sorbose.
PubMed:The effects of polyols on the thermal stability of calf thymus DNA.
PubMed:The abfB gene encoding the major alpha-L-arabinofuranosidase of Aspergillus nidulans: nucleotide sequence, regulation and construction of a disrupted strain.
PubMed:Extracellular arabinases in Aspergillus nidulans: the effect of different cre mutations on enzyme levels.
PubMed:Identification of an L-arabinose reductase gene in Aspergillus niger and its role in L-arabinose catabolism.
PubMed:Characterization of xylitol-utilizing mutants of Erwinia uredovora.
PubMed:Arabinase gene expression in Aspergillus niger: indications for coordinated regulation.
PubMed:Arabinose and xylose fermentation by recombinant Saccharomyces cerevisiae expressing a fungal pentose utilization pathway.
PubMed:Characterisation of a recombinant NADP-dependent glycerol dehydrogenase from Gluconobacter oxydans and its application in the production of L-glyceraldehyde.
PubMed:Isolation of an operon involved in xylitol metabolism from a xylitol-utilizing Pantoea ananatis mutant.
PubMed:A metabolomic approach to dissecting osmotic stress in the wheat pathogen Stagonospora nodorum.
PubMed:Synthesis of (-)-agelastatin A by [3.3] sigmatropic rearrangement of allyl cyanate.
PubMed:Slow molecular mobility in the crystalline and amorphous solid states of pentitols: a study by thermally stimulated depolarisation currents and by differential scanning calorimetry.
PubMed:New hypoglycaemic agents selected by molecular topology.
PubMed:Physico-chemical and transglucosylation properties of recombinant sucrose phosphorylase from Bifidobacterium adolescentis DSM20083.
PubMed:Membrane-bound sugar alcohol dehydrogenase in acetic acid bacteria catalyzes L-ribulose formation and NAD-dependent ribitol dehydrogenase is independent of the oxidative fermentation.
PubMed:Cross-linked glucose isomerase crystals as a liquid chromatographic separation material.
PubMed:An alpha-L-arabinofuranosidase from Penicillium purpurogenum: production, purification and properties.
PubMed:Pseudomonas gessardii sp. nov. and Pseudomonas migulae sp. nov., two new species isolated from natural mineral waters.
PubMed:Isolation of Aspergillus niger creA mutants and effects of the mutations on expression of arabinases and L-arabinose catabolic enzymes.
PubMed:Arabinan degrading enzymes from Aspergillus nidulans: induction and purification.
PubMed:Effect of pentoses and pentitols on fermentation of hay by mixed populations of ruminal microorganisms.
PubMed:Microbial growth at reduced water activities: some physicochemical properties of compatible solutes.
PubMed:[Use of molybdenum media with glycerin and admixtures of unassimilated polyols for differentiating actinomycetes].
PubMed:Conversion of pentoses by yeasts.
PubMed:Polyol permeability of the human red cell. Interpretation of glucose transport in terms of a pore.
PubMed:Pentose metabolism in Mycobacterium smegmatis: specificity of induction of pentose isomerases.
PubMed:Properties of D-arabinose isomerase purified from two strains of Escherichia coli.
PubMed:METABOLISM OF PENTOSES AND PENTITOLS BY AEROBACTER AEROGENES. I. DEMONSTRATION OF PENTOSE ISOMERASE, PENTULOKINASE, AND PENTITOL DEHYDROGENASE ENZYME FAMILIES.
PubMed:Direct production of L-tagatose from L-psicose by Enterobacter aerogenes 230S.
PubMed:Recombinant sucrose phosphorylase from Leuconostoc mesenteroides: characterization, kinetic studies of transglucosylation, and application of immobilised enzyme for production of alpha-D-glucose 1-phosphate.
PubMed:Production of L-talitol from L-psicose by Metschnikowia koreensis LA1 isolated from soy sauce mash.
PubMed:Role of two alpha-L-arabinofuranosidases in arabinoxylan degradation and characteristics of the encoding genes from shochu koji molds, Aspergillus kawachii and Aspergillus awamori.
PubMed:Gluconobacter thailandicus sp. nov., an acetic acid bacterium in the alpha-Proteobacteria.
PubMed:Evaluation of pentitol metabolism in mammalian tissues provides new insight into disorders of human sugar metabolism.
PubMed:Autodisplay of active sorbitol dehydrogenase (SDH) yields a whole cell biocatalyst for the synthesis of rare sugars.
PubMed:Substrate specificity and kinetic mechanism of Escherichia coli ribulokinase.
PubMed:L-Arabinose induces synthesis of secreted beta-galactosidase in the filamentous fungus penicillium canescens
PubMed:Burkholderia graminis sp. nov., a rhizospheric Burkholderia species, and reassessment of [Pseudomonas] phenazinium, [Pseudomonas] pyrrocinia and [Pseudomonas] glathei as Burkholderia.
PubMed:Arabinoxylan degradation by fungi: characterization of the arabinoxylan-arabinofuranohydrolase encoding genes from Aspergillus niger and Aspergillus tubingensis.
PubMed:Molecular cloning, expression and structure of the endo-1,5-alpha-L-arabinase gene of Aspergillus niger.
PubMed:Cloning of the Aspergillus niger gene encoding alpha-L-arabinofuranosidase A.
PubMed:Structure of the O-specific polysaccharide containing pentitol phosphate, isolated from Hafnia alvei strain PCM 1191 lipopolysaccharide.
PubMed:Induction and regulation of D-xylose catabolizing enzymes in Fusarium oxysporum.
PubMed:Detection and characterization of sorbitol dehydrogenase from apple callus tissue.
PubMed:Acquisition of ability to utilize Xylitol: disadvantages of a constitutive catabolic pathway in Escherichia coli.
PubMed:Growth on D-arabitol of a mutant strain of Escherichia coli K12 using a novel dehydrogenase and enzymes related to L-1,2-propanediol and D-xylose metabolism.
PubMed:Identification of ribitol phosphate as a constituent of the lipopolysaccharide from Proteus mirabilis, Strain D52.
PubMed:METABOLISM OF PENTOSES AND PENTITOLS BY AEROBACTER AEROGENES. II. MECHANISM OF ACQUISITION OF KINASE, ISOMERASE, AND DEHYDROGENASE ACTIVITY.
PubMed:Polyol dehydrogenases of Azotobacter agilis.
PubMed:Numerical and genetic analysis of polycyclic aromatic hydrocarbon-degrading mycobacteria.
 
Notes:
L-Arabitol has been reported in pentosuric acidemia (PMID 13525419). L-Arabinosinuia has been described in a patient, presented at the age of 16 months with delayed motor development and facial dysmorphism. (PMID 12359133) Congenital liver cirrhosis has been recently described in a patient with highly elevated plasma and urine levels of arabitol due to transaldolase deficiency. (Inherit Metab Dis 23(Suppl. 1):172, 2000.) [HMDB]
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