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6-Deoxy-6-sulfo-D-fructose (M2MDB006010)

Record Information
Version2.0
Creation Date2015-06-30 15:22:56 -0600
Update Date2015-09-14 16:46:25 -0600
Secondary Accession Numbers
  • ECMDB23908
Identification
Name:6-Deoxy-6-sulfo-D-fructose
Description6-Deoxy-6-sulfo-D-fructose is an intermediate in sulfoglycolysis pathway in E.coli. It is a product for the enzyme sulfoquinovose isomerase which catalyzes the reaction sulfoquinovose -> 6-deoxy-6-sulfo-D-fructose. It is also the substrate for the enzyme 6-deoxy-6-sulfofructose kinase which catalyzes the reaction 6-deoxy-6-sulfo-D-fructose + ATP -> 6-deoxy-6-sulfo-D-fructose 1-phosphate + ADP + H+ (BioCyc compound: CPD-16501).
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms:
  • 6-Deoxy-6-sulfO-D-fructofuranose
  • 6-Deoxy-6-sulfofructose
  • 6-Deoxy-6-sulphO-D-fructofuranose
  • 6-Deoxy-6-sulphO-D-fructose
  • 6-Deoxy-6-sulphofructose
  • 6-Sulfofructose
  • 6-Sulphofructose
Chemical Formula:C6H12O8S
Weight:Average: 244.21
Monoisotopic: 244.02528852
InChI Key:QTQNAYQDKCBJTC-VRPWFDPXSA-N
InChI:InChI=1S/C6H12O8S/c7-2-6(10)5(9)4(8)3(14-6)1-15(11,12)13/h3-5,7-10H,1-2H2,(H,11,12,13)/t3-,4-,5+,6?/m1/s1
CAS number:Not Available
IUPAC Name:[(2S,3S,4S)-3,4,5-trihydroxy-5-(hydroxymethyl)oxolan-2-yl]methanesulfonic acid
Traditional IUPAC Name:[(2S,3S,4S)-3,4,5-trihydroxy-5-(hydroxymethyl)oxolan-2-yl]methanesulfonic acid
SMILES:OCC1(O)O[C@H](CS(O)(=O)=O)[C@@H](O)[C@@H]1O
Chemical Taxonomy
Description belongs to the class of organic compounds known as c-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a C-glycosidic bond.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentC-glycosyl compounds
Alternative Parents
Substituents
  • C-glycosyl compound
  • Pentose monosaccharide
  • Sugar acid
  • Monosaccharide
  • Organic sulfonic acid or derivatives
  • Organosulfonic acid or derivatives
  • Organosulfonic acid
  • Sulfonyl
  • Tetrahydrofuran
  • Alkanesulfonic acid
  • Secondary alcohol
  • Hemiacetal
  • Organoheterocyclic compound
  • Polyol
  • Oxacycle
  • Primary alcohol
  • Alcohol
  • Organic oxide
  • Hydrocarbon derivative
  • Organosulfur compound
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Physical Properties
State:Not Available
Charge:-1
Melting point:Not Available
Experimental Properties:
PropertyValueSource
Predicted Properties
PropertyValueSource
Water Solubility264 g/LALOGPS
logP-2.1ALOGPS
logP-3ChemAxon
logS0.03ALOGPS
pKa (Strongest Acidic)-1.3ChemAxon
pKa (Strongest Basic)-3.5ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area144.52 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity44.75 m³·mol⁻¹ChemAxon
Polarizability20.45 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations:Cytoplasm
Reactions:
Sulfoquinovose <> 6-Deoxy-6-sulfo-D-fructose
SMPDB Pathways:Not Available
KEGG Pathways:Not Available
EcoCyc Pathways:Not Available
Concentrations
Not Available
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-002b-0490000000-713d63705b3edf337aa5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01ot-4930000000-9d5ca9ec17d8c1e30949View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-059i-7900000000-2280ef84f4e7636f9f4dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-9230000000-82863d61f3827a6e52a5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-9110000000-a72e917710475b5b8ef4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-001i-9400000000-700c0cec7ac992fdaa38View in MoNA
References
References:Not Available
Synthesis Reference:Not Available
Material Safety Data Sheet (MSDS)Not Available
External Links:
ResourceLink
CHEBI ID77261
HMDB IDNot Available
Pubchem Compound IDNot Available
Kegg IDC20830
ChemSpider IDNot Available
Wikipedia IDNot Available
BioCyc IDNot Available

Enzymes

Protein Details
1. Sulfoquinovose isomerase
General function:
organic cyclic compound catabolic process
Specific function:
Catalyzes the isomerization of sulfoquinovose (SQ) to 6-deoxy-6-sulfo-D-fructose (SF). In vitro, can also catalyze the interconversion of mannose, fructose and glucose, or lyxose and xylulose, but has extremely low activity with glucose.
Gene Name:
yihS
Uniprot ID:
P32140
Molecular weight:
47432
Reactions
Sulfoquinovose = 6-deoxy-6-sulfo-D-fructose