Phosphoroselenoic acid (ECMDB03840) (M2MDB000525)

IdentificationTaxonomyPhysical PropertiesBiological PropertiesSpectraConcentrationsLinksReferencesEnzymes (3)XML
Proteins (373)
Record Information
Version2.0
Creation Date2012-05-31 14:00:23 -0600
Update Date2015-06-03 15:54:32 -0600
Secondary Accession Numbers
  • ECMDB03840
Identification
Name:Phosphoroselenoic acid
DescriptionPhosphoroselenoic acid, H3SePO3, is the activated selenium donor compound required for the biosynthesis of selenocysteyl-tRNA, the precursor of specific selenocysteine residues in bacterial and mammalian selenoproteins. Selenocysteine is often called the 21st amino acid, because Sec has a specific tRNA and codon UGA, and shares a major stop codon UGA. A number of enzymes have selenocysteine, residues and in some cases at their active sites. Proteins containing the 21st amino acid, selenocysteine (Sec), have been described in all three domains of life. (PMID: 18156471)
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms:
  • Monoselenophosphate
  • Monoselenophosphorate
  • Monoselenophosphoric acid
  • Phosphoroselenoate
  • Selenophosphate
  • Selenophosphorate
  • Selenophosphoric acid
  • SePO3
  • Trihydroxidoselenidophosphorus
  • [P(OH)3Se]
Chemical Formula:H3O3PSe
Weight:Average: 160.96
Monoisotopic: 161.898502302
InChI Key:JRPHGDYSKGJTKZ-UHFFFAOYSA-N
InChI:InChI=1S/H3O3PSe/c1-4(2,3)5/h(H3,1,2,3,5)
CAS number:25758-66-1
IUPAC Name:hydroxy(selanylidene)phosphonous acid
Traditional IUPAC Name:selenophosphoric acid
SMILES:OP(O)(O)=[Se]
Chemical Taxonomy
Description belongs to the class of inorganic compounds known as non-metal selenophosphates. These are inorganic compounds in which the largest oxoanion is selenophosphate, and in which the heaviest atom not in an oxoanion is a non-metal element.
KingdomInorganic compounds
Super ClassMixed metal/non-metal compounds
ClassOther mixed metal/non-metal oxoanionic compounds
Sub ClassNon-metal selenophosphates
Direct ParentNon-metal selenophosphates
Alternative ParentsNot Available
Substituents
  • Non-metal selenophosphate
Molecular FrameworkNot Available
External Descriptors
Physical Properties
State:Solid
Charge:-3
Melting point:Not Available
Experimental Properties:
PropertyValueSource
Predicted Properties
PropertyValueSource
logP-1.1ChemAxon
pKa (Strongest Acidic)-6.3ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area60.69 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity26.32 m³·mol⁻¹ChemAxon
Polarizability7.23 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations:Cytoplasm
Reactions:
Adenosine triphosphate + Water + Selenium > Adenosine monophosphate + Phosphate + Phosphoroselenoic acid
Phosphoroselenoic acid > Hydrogen ion + Phosphate + L-Selenocysteinyl-tRNA(Sec)
Adenosine triphosphate + Hydrogen selenide + Water <> Adenosine monophosphate + Phosphoroselenoic acid + Phosphate
L-Seryl-tRNA(Sec) + Phosphoroselenoic acid + L-Seryl-tRNA(Sec) <> L-Selenocysteinyl-tRNA(Sec) + Phosphate + L-Selenocysteinyl-tRNA(Sec)
L-seryl-tRNA(Sec) + Phosphoroselenoic acid > L-selenocysteinyl-tRNA(Sec) + Inorganic phosphate
Adenosine triphosphate + Hydrogen selenide + Water > Adenosine monophosphate + Phosphoroselenoic acid + Inorganic phosphate
5-Methylaminomethyl-2-thiouridine + Phosphoroselenoic acid > 5-Methylaminomethyl-2-selenouridine + Inorganic phosphate
Adenosine triphosphate + Hydrogen selenide + Water <> Adenosine monophosphate + Phosphoroselenoic acid + Phosphate
L-Seryl-tRNA(Sec) + Phosphoroselenoic acid <> L-Selenocysteinyl-tRNA(Sec) + Phosphate
SMPDB Pathways:Not Available
KEGG Pathways:
EcoCyc Pathways:Not Available
Concentrations
Not Available
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-08fr-1900000000-8bbadba0caff6a2e9bfcView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-1900000000-7c4cc2e6d42e57db69e1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9400000000-26abcaf5c7c97fc49c19View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-03di-3900000000-93b2ddc3ff356009e71cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0900000000-7a29d9af6cc1eab8dbe9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-0900000000-7a29d9af6cc1eab8dbe9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-03di-0900000000-7a29d9af6cc1eab8dbe9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0900000000-1f4443872a69e75b6bdbView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-0900000000-080a642c7d3be639b5e4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03di-1900000000-3869630825a1dc7ee071View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0900000000-dc2cdaa153ba7c67cfd0View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-0900000000-c3c8ecde54e023841cfcView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-2900000000-6b17f7962c7285173eb8View in MoNA
References
References:
  • Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. Pubmed: 22080510
  • Lobanov, A. V., Hatfield, D. L., Gladyshev, V. N. (2008). "Selenoproteinless animals: selenophosphate synthetase SPS1 functions in a pathway unrelated to selenocysteine biosynthesis." Protein Sci 17:176-182. Pubmed: 18156471
Synthesis Reference:Ephraim, F.; Majler, E. Selenophosphates. Berichte der Deutschen Chemischen Gesellschaft (1910), 43 277-85.
Material Safety Data Sheet (MSDS)Not Available
External Links:
ResourceLink
CHEBI ID16144
HMDB IDHMDB03840
Pubchem Compound ID1092
Kegg IDC05172
ChemSpider ID1061
Wikipedia IDNot Available
BioCyc IDNot Available

Enzymes

Protein Details
1. L-seryl-tRNA(Sec) selenium transferase
General function:
Involved in catalytic activity
Specific function:
Converts seryl-tRNA(Sec) to selenocysteinyl-tRNA(Sec) required for selenoprotein biosynthesis. Requires selenophosphate as the selenium-donor molecule
Gene Name:
selA
Uniprot ID:
P0A821
Molecular weight:
50607
Reactions
L-seryl-tRNA(Sec) + selenophosphate = L-selenocysteinyl-tRNA(Sec) + phosphate.
Protein Details
2. Selenide, water dikinase
General function:
Involved in catalytic activity
Specific function:
Synthesizes selenophosphate from selenide and ATP
Gene Name:
selD
Uniprot ID:
P16456
Molecular weight:
36687
Reactions
ATP + selenide + H(2)O = AMP + selenophosphate + phosphate.
Protein Details
3. tRNA 2-selenouridine synthase
General function:
Involved in transferase activity, transferring selenium-containing groups
Specific function:
Catalyzes the transfer of selenium from selenophosphate for conversion of 2-thiouridine to 2-selenouridine at the wobble position in tRNA
Gene Name:
selU
Uniprot ID:
P33667
Molecular weight:
41110
Reactions
5-methylaminomethyl-2-thiouridine + selenophosphate = 5-methylaminomethyl-2-selenouridine + phosphate.