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Galactose 1-phosphate (YMDB00004)

Identification
YMDB IDYMDB00004
NameGalactose 1-phosphate
SpeciesSaccharomyces cerevisiae
StrainBaker's yeast
DescriptionGalactose 1-phosphate, also known as alpha-D-gal-1-p or α-D-gal-1-p, belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit. Galactose 1-phosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). Galactose 1-phosphate exists in all living species, ranging from bacteria to humans.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
  • 1-(dihydrogen phosphate) Galactitol
  • 1-O-phosphono-a-D-Galactopyranose
  • 1-O-phosphono-alpha-D-Galactopyranose
  • 1-O-phosphono-α-D-galactopyranose
  • 1-phosphate a-D-Galactopyranose
  • a-D-1-(dihydrogen phosphate) Galactopyranose
  • a-D-Gal-1-P
  • a-D-Galactopyranose 1-phosphate
  • a-D-Galactopyranose 1-phosphoric acid
  • a-D-Galactopyranose, 1-(dihydrogen phosphate)
  • a-D-Galactopyranose, 1-(dihydrogen phosphoric acid)
  • a-D-Galactopyranosyl phosphate
  • a-D-Galactopyranosyl phosphoric acid
  • a-D-Galactose 1-phosphate
  • a-D-Galactosyl phosphate
  • a-D-Galactosyl phosphoric acid
  • alpha-D-1-(dihydrogen phosphate) Galactopyranose
  • alpha-D-Gal-1-P
  • alpha-D-Galactopyranose 1-phosphate
  • alpha-D-Galactopyranose 1-phosphoric acid
  • alpha-D-Galactopyranose, 1-(dihydrogen phosphate)
  • alpha-D-Galactopyranose, 1-(dihydrogen phosphoric acid)
  • alpha-D-Galactopyranosyl phosphate
  • alpha-D-Galactopyranosyl phosphoric acid
  • alpha-D-Galactose 1-phosphate
  • alpha-D-Galactosyl phosphate
  • alpha-D-Galactosyl phosphoric acid
  • D-Galactose 1-phosphate
  • Galactopyranose 1-phosphate
  • Galactose 1-phosphate
  • Galactose 1-phosphic acid
  • Galactose 1-phosphoric acid
  • Galactose-1-phosphate
  • Galactose-1-phosphate, (beta-D-gal)-isomer
  • Galactose-1-phosphate, (beta-L-gal)-isomer
  • Galactose-1-phosphate, 14C-labeled
  • Galactose-1-phosphate, disilver (+1) salt, (D-gal)-isomer
  • Galactose-1-phosphate, sodium salt
  • Galactose-1-phosphoric acid
  • α-D-gal-1-P
  • α-D-galactopyranose 1-phosphate
  • α-D-galactopyranose 1-phosphoric acid
  • α-D-galactopyranose, 1-(dihydrogen phosphate)
  • α-D-galactopyranose, 1-(dihydrogen phosphoric acid)
  • α-D-galactopyranosyl phosphate
  • α-D-galactopyranosyl phosphoric acid
  • α-D-galactosyl phosphate
  • α-D-galactosyl phosphoric acid
  • a-D-Galactose-1-phosphate
  • a-D-Galactose-1-phosphoric acid
  • alpha-D-Galactose-1-phosphoric acid
  • Α-D-galactose-1-phosphate
  • Α-D-galactose-1-phosphoric acid
  • D-Galactopyranose 1-phosphate
  • D-Galactopyranose 1-phosphoric acid
  • D-Galactose 1-phosphoric acid
CAS number2255-14-3
WeightAverage: 260.1358
Monoisotopic: 260.029718526
InChI KeyHXXFSFRBOHSIMQ-FPRJBGLDSA-N
InChIInChI=1S/C6H13O9P/c7-1-2-3(8)4(9)5(10)6(14-2)15-16(11,12)13/h2-10H,1H2,(H2,11,12,13)/t2-,3+,4+,5-,6-/m1/s1
IUPAC Name{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phosphonic acid
Traditional IUPAC Namegalactose 1 phosphate
Chemical FormulaC6H13O9P
SMILES[H]OC([H])([H])[C@@]1([H])O[C@]([H])(OP(=O)(O[H])O[H])[C@]([H])(O[H])[C@@]([H])(O[H])[C@@]1([H])O[H]
Chemical Taxonomy
Description belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentMonosaccharide phosphates
Alternative Parents
Substituents
  • Hexose monosaccharide
  • Monosaccharide phosphate
  • Monoalkyl phosphate
  • Organic phosphoric acid derivative
  • Oxane
  • Alkyl phosphate
  • Phosphoric acid ester
  • Secondary alcohol
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Alcohol
  • Hydrocarbon derivative
  • Primary alcohol
  • Organic oxide
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Physical Properties
StateSolid
Charge0
Melting pointNot Available
Experimental Properties
PropertyValueReference
Water SolubilityNot AvailablePhysProp
LogPNot AvailablePhysProp
Predicted Properties
PropertyValueSource
Water Solubility32.3 g/LALOGPS
logP-2ALOGPS
logP-3.1ChemAxon
logS-0.91ALOGPS
pKa (Strongest Acidic)1.16ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area156.91 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity46.8 m³·mol⁻¹ChemAxon
Polarizability20.62 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations
  • cytoplasm
Organoleptic PropertiesNot Available
SMPDB Pathways
Amino sugar and nucleotide sugar metabolismPW002413 ThumbThumb?image type=greyscaleThumb?image type=simple
Leloir PathwayPW002397 ThumbThumb?image type=greyscaleThumb?image type=simple
KEGG Pathways
Amino sugar and nucleotide sugar metabolismec00520 Map00520
Galactose metabolismec00052 Map00052
SMPDB Reactions
Adenosine triphosphate + D-Galactose → ADP + hydron + Galactose 1-phosphate
Galactose 1-phosphate + Uridine diphosphate glucose → Glucose 1-phosphate + UDP-D-galactose
UDP-D-galactose + Glucose 1-phosphate ↔ Uridine diphosphate glucose + Galactose 1-phosphate
KEGG Reactions
Adenosine triphosphate + D-Galactose → Galactose 1-phosphate + hydron + ADP
Uridine triphosphate + Galactose 1-phosphate + hydron ↔ Pyrophosphate + UDP-D-galactose
Galactose 1-phosphate + Uridine diphosphate glucose ↔ UDP-D-galactose + Glucose 1-phosphate
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0002-9110000000-ee60e23a7f8053dae6d3JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (4 TMS) - 70eV, Positivesplash10-0fsi-5901370000-80b5e0114d382bd45e3fJSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableJSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableJSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, PositiveNot AvailableJSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, PositiveNot AvailableJSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, PositiveNot AvailableJSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_4) - 70eV, PositiveNot AvailableJSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_5) - 70eV, PositiveNot AvailableJSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_1) - 70eV, PositiveNot AvailableJSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_2) - 70eV, PositiveNot AvailableJSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_3) - 70eV, PositiveNot AvailableJSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_4) - 70eV, PositiveNot AvailableJSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_5) - 70eV, PositiveNot AvailableJSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_6) - 70eV, PositiveNot AvailableJSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_7) - 70eV, PositiveNot AvailableJSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_8) - 70eV, PositiveNot AvailableJSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_9) - 70eV, PositiveNot AvailableJSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_10) - 70eV, PositiveNot AvailableJSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_11) - 70eV, PositiveNot AvailableJSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_3_1) - 70eV, PositiveNot AvailableJSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_3_2) - 70eV, PositiveNot AvailableJSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_3_3) - 70eV, PositiveNot AvailableJSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_3_4) - 70eV, PositiveNot AvailableJSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_3_5) - 70eV, PositiveNot AvailableJSpectraViewer
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-004i-9030000000-7fff706c8ccfa4e8ee82JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-004i-9030000000-7ea4c16f3c1f90045b95JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - , negativesplash10-0002-9000000000-d23bc07bd7bdf7ddce46JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - n/a 18V, positivesplash10-03dl-1970000000-880e9f60970f0816b8c4JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - n/a 18V, positivesplash10-001i-0920000000-2cbd9f1121176bb271efJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 1V, positivesplash10-0002-0090000000-f7a9704c507f87576963JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 2V, positivesplash10-0002-0190000000-190752fd0e6fc6923351JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 4V, positivesplash10-0f72-0490000000-14a970b0e103aee3ac86JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 5V, positivesplash10-000i-0950000000-791dd70d946defe0237dJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 3V, positivesplash10-001r-0890000000-7333cc4fec9c480da18bJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 5V, positivesplash10-000i-0920000000-b0116f36e8c1774e674fJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - n/a 18V, positivesplash10-000i-0900000000-ce07a8268e9be0a752eaJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - n/a 18V, positivesplash10-004l-9000000000-771382b82d73a025b900JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - n/a 18V, positivesplash10-03di-0900000000-75b95578eec10c7fb1a0JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - n/a 18V, positivesplash10-00di-0900000000-efd4d199381342fcfd6eJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - n/a 18V, positivesplash10-014i-0900000000-59a34fd931d5d3eb02adJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - n/a 18V, positivesplash10-0f6t-0290000000-e0994816c9da10e9884bJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - n/a 18V, positivesplash10-004i-0190000000-0871936f57509fe1ab16JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 7V, positivesplash10-00di-0049000000-b5229bec94bbe9e0fe04JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-9240000000-4057005941a73b47e92bJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-9240000000-2b520b8d7520453613e5JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0002-9100000000-adafd3ed58bf5371e4a1JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a6s-9480000000-6d21f499da6e13bbe38dJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9110000000-68aeffe1ebca2d4d4362JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-dfc211275bafe42581aeJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
References
References:
  • UniProt Consortium (2011). "Ongoing and future developments at the Universal Protein Resource." Nucleic Acids Res 39:D214-D219.21051339
  • Scheer, M., Grote, A., Chang, A., Schomburg, I., Munaretto, C., Rother, M., Sohngen, C., Stelzer, M., Thiele, J., Schomburg, D. (2011). "BRENDA, the enzyme information system in 2011." Nucleic Acids Res 39:D670-D676.21062828
  • Herrgard, M. J., Swainston, N., Dobson, P., Dunn, W. B., Arga, K. Y., Arvas, M., Bluthgen, N., Borger, S., Costenoble, R., Heinemann, M., Hucka, M., Le Novere, N., Li, P., Liebermeister, W., Mo, M. L., Oliveira, A. P., Petranovic, D., Pettifer, S., Simeonidis, E., Smallbone, K., Spasic, I., Weichart, D., Brent, R., Broomhead, D. S., Westerhoff, H. V., Kirdar, B., Penttila, M., Klipp, E., Palsson, B. O., Sauer, U., Oliver, S. G., Mendes, P., Nielsen, J., Kell, D. B. (2008). "A consensus yeast metabolic network reconstruction obtained from a community approach to systems biology." Nat Biotechnol 26:1155-1160.18846089
  • DOUGLAS, H. C., HAWTHORNE, D. C. (1964). "ENZYMATIC EXPRESSION AND GENETIC LINKAGE OF GENES CONTROLLING GALACTOSE UTILIZATION IN SACCHAROMYCES." Genetics 49:837-844.14158615
Synthesis Reference:Chen Jie; Yager Claire; Reynolds Robert; Palmieri Michael; Segal Stanton Erythrocyte galactose 1-phosphate quantified by isotope-dilution gas chromatography-mass spectrometry. Clinical chemistry (2002), 48(4), 604-12.
External Links:
ResourceLink
CHEBI ID17973
HMDB IDHMDB00645
Pubchem Compound ID439995
Kegg IDC00446
ChemSpider ID24604707
FOODB IDFDB001159
WikipediaGalactose_1-phosphate
BioCyc IDGALACTOSE-1P

Enzymes

Protein Details
1. Galactokinase
General function:
Involved in galactokinase activity
Specific function:
ATP + D-galactose = ADP + alpha-D-galactose 1- phosphate
Gene Name:
GAL1
Uniprot ID:
P04385
Molecular weight:
57943.80078
Reactions
ATP + D-galactose → ADP + alpha-D-galactose 1-phosphate.
Protein Details
2. Galactose-1-phosphate uridylyltransferase
General function:
Involved in UDP-glucose:hexose-1-phosphate uridylyltransferase activity
Specific function:
UDP-glucose + alpha-D-galactose 1-phosphate = alpha-D-glucose 1-phosphate + UDP-galactose
Gene Name:
GAL7
Uniprot ID:
P08431
Molecular weight:
42384.69922
Reactions
UDP-glucose + alpha-D-galactose 1-phosphate → alpha-D-glucose 1-phosphate + UDP-galactose.