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D-allopyranose (M2MDB006325)

Record Information
Version2.0
Creation Date2015-09-08 17:50:04 -0600
Update Date2015-09-14 16:46:33 -0600
Secondary Accession Numbers
  • ECMDB24208
Identification
Name:D-allopyranose
DescriptionD-allopyranose is an intermediate in D-allose degradation pathway in E.coli. It is a substrate for the enzyme D-allose kinase which catalyzes the reaction D-allopyranose + ATP → aldehydo-D-allose 6-phosphate + ADP + H+ BioCyc compound: D-Allopyranose).
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms:
ValueSource
(1,4-alpha-D-Glucosyl)NHMDB
(1,4-alpha-D-Glucosyl)n+1HMDB
(1,4-alpha-D-Glucosyl)N-1HMDB
(1,4-alpha-delta-Glucosyl)NHMDB
(1,4-alpha-delta-Glucosyl)n+1HMDB
(1,4-alpha-delta-Glucosyl)N-1HMDB
1,4-alpha-D-GlucanHMDB
1,4-alpha-delta-GlucanHMDB
4-{(1,4)-alpha-D-glucosyl}(N-1)-D-glucoseHMDB
4-{(1,4)-alpha-delta-glucosyl}(N-1)-delta-glucoseHMDB
Amylose chainHMDB
a-D-MannoseHMDB
Α-D-mannoseHMDB
Chemical Formula:C6H12O6
Weight:Average: 180.1559
Monoisotopic: 180.063388116
InChI Key:WQZGKKKJIJFFOK-UHFFFAOYSA-N
InChI:InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2
CAS number:Not Available
IUPAC Name:Not Available
Traditional IUPAC Name:Not Available
SMILES:OCC1OC(O)C(O)C(O)C1O
Chemical Taxonomy
Description belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentO-glycosyl compounds
Alternative Parents
Substituents
  • O-glycosyl compound
  • Disaccharide
  • Oxane
  • Secondary alcohol
  • Oxacycle
  • Organoheterocyclic compound
  • Ether
  • Dialkyl ether
  • Acetal
  • Hydrocarbon derivative
  • Primary alcohol
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Physical Properties
State:Not Available
Charge:Not Available
Melting point:Not Available
Experimental Properties:
PropertyValueSource
Predicted Properties
PropertyValueSource
Water Solubility339 g/LALOGPS
logP-2.4ALOGPS
logS-0.04ALOGPS
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Biological Properties
Cellular Locations:Cytoplasm
Reactions:
D-allopyranose + Adenosine triphosphate > Adenosine diphosphate + Hydrogen ion + aldehydo-D-allose 6-phosphate + ADP + aldehydo-D-allose 6-phosphate
D-allopyranose + HPr - phosphorylated > α-D-mannose 6-phosphate + HPr
D-allopyranose + Adenosine triphosphate + Water > D-allopyranose + Adenosine diphosphate + Hydrogen ion + Phosphate + ADP
D-allopyranose + Adenosine triphosphate + Water > D-allopyranose + Adenosine diphosphate + Hydrogen ion + Phosphate + ADP
SMPDB Pathways:
Amino sugar and nucleotide sugar metabolism IIPW000887 ThumbThumb?image type=greyscaleThumb?image type=simple
D-allulose degradationPW000825 ThumbThumb?image type=greyscaleThumb?image type=simple
Mannose MetabolismPW000822 ThumbThumb?image type=greyscaleThumb?image type=simple
colanic acid building blocks biosynthesisPW000951 ThumbThumb?image type=greyscaleThumb?image type=simple
KEGG Pathways:Not Available
EcoCyc Pathways:Not Available
Concentrations
Not Available
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0k9i-3329000000-2b7bd69033e8a4fea64aView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-0udi-0900000000-5eb2b079a3b131ab742eView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-0fb9-9700000000-8631a9ae75f1a201adc7View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-004i-9000000000-9b80204fe6afbb2eaf15View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01q9-0900000000-865ff3c21e042be41194View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03ea-1900000000-ff3096b7f2c9d1141b1fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0007-9100000000-c4b6f8b4217029a276d9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0609000000-0dcb8fef7c013777f12eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004j-1900000000-3ea35321e04f2cba1d3aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0bvj-9710000000-bb5f9bcfdec86cf6b78aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0209000000-59d4bec3247cdead5672View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-016r-4948000000-7a4b110014b05330fed4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0596-9310000000-b79abc5ca8f54ee5ef9cView in MoNA
MSMass Spectrum (Electron Ionization)splash10-0229-9000000000-3cd18e57966112492f50View in MoNA
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
2D NMR[1H,13C] 2D NMR SpectrumNot AvailableView in JSpectraViewer
References
References:Not Available
Synthesis Reference:Not Available
Material Safety Data Sheet (MSDS)Not Available
External Links:
ResourceLink
CHEBI ID28102
HMDB IDHMDB0003403
Pubchem Compound ID53477771
Kegg IDC00718
ChemSpider IDNot Available
Wikipedia IDAmylose
BioCyc IDNot Available

Enzymes

Protein Details
1. D-allose kinase
General function:
Transcription
Specific function:
Catalyzes the phosphorylation of D-allose to D-allose 6- P. Has also low level glucokinase activity in vitro
Gene Name:
alsK
Uniprot ID:
P32718
Molecular weight:
33821
Reactions
ATP + D-allose = ADP + D-allose 6-phosphate.
Protein Details
2. D-allose import ATP-binding protein AlsA
General function:
Involved in nucleotide binding
Specific function:
Part of the ABC transporter complex AlsBAC involved in D-allose import. Probably responsible for energy coupling to the transport system
Gene Name:
alsA
Uniprot ID:
P32721
Molecular weight:
56744
Reactions
ATP + H(2)O + monosaccharide(Out) = ADP + phosphate + monosaccharide(In).
Protein Details
3. PTS system mannose-specific EIIAB component
General function:
Involved in phosphoenolpyruvate-dependent sugar phosphotransferase system
Specific function:
The phosphoenolpyruvate-dependent sugar phosphotransferase system (sugar PTS), a major carbohydrate active -transport system, catalyzes the phosphorylation of incoming sugar substrates concomitantly with their translocation across the cell membrane. This system is involved in mannose transport
Gene Name:
manX
Uniprot ID:
P69797
Molecular weight:
35047
Reactions
Protein EIIA N(pi)-phospho-L-histidine + protein EIIB = protein EIIA + protein EIIB N(pi)-phospho-L-histidine/cysteine.
Protein EIIB N(pi)-phospho-L-histidine/cysteine + sugar = protein EIIB + sugar phosphate.
Protein Details
4. D-allose transport system permease protein AlsC
General function:
Involved in transporter activity
Specific function:
Part of the binding-protein-dependent transport system AlsBAC for D-allose; probably responsible for the translocation of the substrate across the membrane
Gene Name:
alsC
Uniprot ID:
P32720
Molecular weight:
34315
Protein Details
5. Mannose permease IIC component
General function:
Involved in phosphoenolpyruvate-dependent sugar phosphotransferase system
Specific function:
The phosphoenolpyruvate-dependent sugar phosphotransferase system (PTS), a major carbohydrate active -transport system, catalyzes the phosphorylation of incoming sugar substrates concomitant with their translocation across the cell membrane. This system is involved in mannose transport
Gene Name:
manY
Uniprot ID:
P69801
Molecular weight:
27636
Protein Details
6. Mannose permease IID component
General function:
Involved in phosphoenolpyruvate-dependent sugar phosphotransferase system
Specific function:
The phosphoenolpyruvate-dependent sugar phosphotransferase system (PTS), a major carbohydrate active -transport system, catalyzes the phosphorylation of incoming sugar substrates concomitant with their translocation across the cell membrane. This system is involved in mannose transport
Gene Name:
manZ
Uniprot ID:
P69805
Molecular weight:
31303
Protein Details
7. D-allose-binding periplasmic protein
General function:
Carbohydrate transport and metabolism
Specific function:
Part of the binding-protein-dependent transport system AlsBAC for D-allose
Gene Name:
alsB
Uniprot ID:
P39265
Molecular weight:
32910

Transporters

Protein Details
1. D-allose import ATP-binding protein AlsA
General function:
Involved in nucleotide binding
Specific function:
Part of the ABC transporter complex AlsBAC involved in D-allose import. Probably responsible for energy coupling to the transport system
Gene Name:
alsA
Uniprot ID:
P32721
Molecular weight:
56744
Reactions
ATP + H(2)O + monosaccharide(Out) = ADP + phosphate + monosaccharide(In).
Protein Details
2. D-allose transport system permease protein AlsC
General function:
Involved in transporter activity
Specific function:
Part of the binding-protein-dependent transport system AlsBAC for D-allose; probably responsible for the translocation of the substrate across the membrane
Gene Name:
alsC
Uniprot ID:
P32720
Molecular weight:
34315
Protein Details
3. Mannose permease IIC component
General function:
Involved in phosphoenolpyruvate-dependent sugar phosphotransferase system
Specific function:
The phosphoenolpyruvate-dependent sugar phosphotransferase system (PTS), a major carbohydrate active -transport system, catalyzes the phosphorylation of incoming sugar substrates concomitant with their translocation across the cell membrane. This system is involved in mannose transport
Gene Name:
manY
Uniprot ID:
P69801
Molecular weight:
27636
Protein Details
4. Mannose permease IID component
General function:
Involved in phosphoenolpyruvate-dependent sugar phosphotransferase system
Specific function:
The phosphoenolpyruvate-dependent sugar phosphotransferase system (PTS), a major carbohydrate active -transport system, catalyzes the phosphorylation of incoming sugar substrates concomitant with their translocation across the cell membrane. This system is involved in mannose transport
Gene Name:
manZ
Uniprot ID:
P69805
Molecular weight:
31303
Protein Details
5. D-allose-binding periplasmic protein
General function:
Carbohydrate transport and metabolism
Specific function:
Part of the binding-protein-dependent transport system AlsBAC for D-allose
Gene Name:
alsB
Uniprot ID:
P39265
Molecular weight:
32910