P. aeruginosa Metabolome Database: Phosphoroselenoic acid (PAMDB000525)

Identification Taxonomy Physical Properties Biological Properties Spectra Concentrations Links References Enzymes Transporters

Proteins (3280)

Record Information

Version

1.0

Update Date

1/22/2018 12:54:54 PM

Metabolite ID

PAMDB000525

Identification

Name:

Phosphoroselenoic acid

Description:

Phosphoroselenoic 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.

Structure

🔍MOL SDF PDB SMILES InChI View Structure

Synonyms:

Monoselenophosphate
Monoselenophosphorate
Monoselenophosphoric acid
Phosphoroselenoate
Selenophosphate
Selenophosphorate
Selenophosphoric acid
SePO3
Trihydroxidoselenidophosphorus
[P(OH)3Se]

Chemical Formula:

H₃O₃PSe

Average Molecular Weight:

160.96

Monoisotopic Molecular Weight:

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

Taxonomy Description

This compound 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.

Kingdom

Inorganic compounds

Super Class

Mixed metal/non-metal compounds

Class

Other mixed metal/non-metal oxoanionic compounds

Sub Class

Non-metal selenophosphates

Direct Parent

Non-metal selenophosphates

Alternative Parents

Not Available

Substituents

Non-metal selenophosphate
Acyclic compound

Molecular Framework

Acyclic compounds

External Descriptors

phosphoric acid derivative (CHEBI:29269 )

Physical Properties

State:

Solid

Charge:

-3

Melting point:

Not Available

Experimental Properties:

Property	Value	Source

Predicted Properties

Property	Value	Source
logP	-1.1	ChemAxon
pKa (Strongest Acidic)	0.018	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	60.69 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	26.32 m³·mol^-1	ChemAxon
Polarizability	7.23 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

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

Pathways:

Aminoacyl-tRNA biosynthesis pae00970
Metabolic pathways pae01100
Selenoamino acid metabolism pae00450

Spectra

Spectra:

Spectrum Type	Description	Splash Key
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0900000000-1f4443872a69e75b6bdb	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-0900000000-080a642c7d3be639b5e4	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03di-1900000000-3869630825a1dc7ee071	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-1900000000-7c4cc2e6d42e57db69e1	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9400000000-26abcaf5c7c97fc49c19	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-03di-3900000000-93b2ddc3ff356009e71c	View 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

Links

External Links:

Resource	Link
CHEBI ID	16144
HMDB ID	HMDB03840
Pubchem Compound ID	1092
Kegg ID	C05172
ChemSpider ID	1061
Wikipedia ID	Not Available
BioCyc ID	Not Available

Phosphoroselenoic acid (PAMDB000525)

Structure for Phosphoroselenoic acid (PAMDB000525)