ECMDB: D-Tagatose 1,6-bisphosphate (ECMDB06872) (M2MDB000699)

Identification Taxonomy Physical Properties Biological Properties Spectra Concentrations Links References Enzymes (6)XML

Proteins (596)

Record Information

Version

2.0

Creation Date

2012-05-31 14:09:53 -0600

Update Date

2015-06-03 15:54:55 -0600

Secondary Accession Numbers

ECMDB06872

Identification

Name:

D-Tagatose 1,6-bisphosphate

Description

D-Tagatose 1,6-bisphosphate is an intermediate in galactose metabolism.

Structure

MOL SDF PDB SMILES InChI

Synonyms:

1,6-Di-O-phosphono-D-tagatofuranose
D-Tagatose 1,6-bisphosphate
D-Tagatose 1,6-bisphosphoric acid
Tagatose-1,6-diphosphate
Tagatose-1,6-diphosphoric acid
Tagatose1,6BP

Chemical Formula:

C₆H₁₄O₁₂P₂

Weight:

Average: 340.1157
Monoisotopic: 339.996048936

InChI Key:

RNBGYGVWRKECFJ-OEXCPVAWSA-N

InChI:

InChI=1S/C6H14O12P2/c7-4-3(1-16-19(10,11)12)18-6(9,5(4)8)2-17-20(13,14)15/h3-5,7-9H,1-2H2,(H2,10,11,12)(H2,13,14,15)/t3-,4+,5+,6?/m1/s1

CAS number:

Not Available

IUPAC Name:

{[(2R,3R,4S)-3,4,5-trihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]methoxy}phosphonic acid

Traditional IUPAC Name:

[(2R,3R,4S)-3,4,5-trihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]methoxyphosphonic acid

SMILES:

O[C@@H]1[C@H](O)C(O)(COP(O)(O)=O)O[C@@H]1COP(O)(O)=O

Chemical Taxonomy

Description

belongs to the class of organic compounds known as hexose phosphates. These are carbohydrate derivatives containing a hexose substituted by one or more phosphate groups.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Hexose phosphates

Alternative Parents

Substituents

Hexose phosphate
Pentose phosphate
Pentose-5-phosphate
C-glycosyl compound
Glycosyl compound
Monosaccharide phosphate
Pentose monosaccharide
Monoalkyl phosphate
Organic phosphoric acid derivative
Alkyl phosphate
Phosphoric acid ester
Tetrahydrofuran
1,2-diol
Hemiacetal
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Polyol
Alcohol
Hydrocarbon derivative
Organic oxide
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

D-tagatose 1,6-bisphosphate (CHEBI:4250 )

Physical Properties

State:

Solid

Charge:

-4

Melting point:

Not Available

Experimental Properties:

Property	Value	Source

Predicted Properties

Property	Value	Source
Water Solubility	16.1 g/L	ALOGPS
logP	-1.5	ALOGPS
logP	-3	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	0.89	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	203.44 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	58.11 m³·mol⁻¹	ChemAxon
Polarizability	25.12 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	0	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 + D-Tagatose 6-phosphate > ADP + Hydrogen ion + D-Tagatose 1,6-bisphosphate
D-Tagatose 6-phosphate + Adenosine triphosphate <> D-Tagatose 1,6-bisphosphate + ADP
Cytidine triphosphate + D-Tagatose 6-phosphate <> CDP + D-Tagatose 1,6-bisphosphate
Uridine triphosphate + D-Tagatose 6-phosphate <> Uridine 5'-diphosphate + D-Tagatose 1,6-bisphosphate
Inosine triphosphate + D-Tagatose 6-phosphate <> IDP + D-Tagatose 1,6-bisphosphate
D-Tagatose 1,6-bisphosphate <> Dihydroxyacetone phosphate + D-Glyceraldehyde 3-phosphate
D-Tagatose 1,6-bisphosphate > Dihydroxyacetone phosphate + D-Glyceraldehyde 3-phosphate

SMPDB Pathways:

Galactose metabolism

PW000821

KEGG Pathways:

Galactose metabolism ec00052
Metabolic pathways eco01100

EcoCyc Pathways:

galactitol degradation GALACTITOLCAT-PWY

Concentrations

Not Available

Spectra

Spectra:

Spectrum Type	Description	Splash Key
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-01xt-9532000000-c3c4929a4987e34c0dc0	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positive	splash10-003f-9461230000-19da9c5afe0fe39a52b4	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0007-6469000000-934f8ed1edcbd28bc667	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-006y-7295000000-a5ca0806e65ba8c99e88	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0005-9700000000-02fcc2f4b95b801c5949	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-002r-8509000000-2992f67772e061c3ffe5	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9000000000-9ac5383c77bff5f6cb96	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-9d902dae0eabfe2165da	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0009000000-409ec2d369e3f269fc61	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9001000000-3921bbfbb59166a1d930	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004j-9000000000-e93cf2cc11aa1998270d	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-0029000000-817ec941543d1ccccbf0	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-0900000000-49480c63b11ce47ad487	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000t-9000000000-cb4be954cc8413e980b9	View in MoNA
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer

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
Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590. Pubmed: 21097882

Synthesis Reference:

Not Available

Material Safety Data Sheet (MSDS)

Not Available

Links

External Links:

Resource	Link
CHEBI ID	4250
HMDB ID	HMDB06872
Pubchem Compound ID	6535
Kegg ID	C03785
ChemSpider ID	389117
Wikipedia ID	Not Available
BioCyc ID	TAGATOSE-1-6-DIPHOSPHATE
EcoCyc ID	TAGATOSE-1-6-DIPHOSPHATE

Enzymes

Protein Details

1. 6-phosphofructokinase isozyme 2

General function:: Involved in phosphotransferase activity, alcohol group as acceptor
Specific function:: ATP + D-fructose 6-phosphate = ADP + D- fructose 1,6-bisphosphate
Gene Name:: pfkB
Uniprot ID:: P06999
Molecular weight:: 32456

Reactions

ATP + D-fructose 6-phosphate = ADP + D-fructose 1,6-bisphosphate.

Protein Details

2. 6-phosphofructokinase isozyme 1

General function:: Involved in ATP binding
Specific function:: ATP + D-fructose 6-phosphate = ADP + D- fructose 1,6-bisphosphate
Gene Name:: pfkA
Uniprot ID:: P0A796
Molecular weight:: 34842

Reactions

ATP + D-fructose 6-phosphate = ADP + D-fructose 1,6-bisphosphate.

Protein Details

3. D-tagatose-1,6-bisphosphate aldolase subunit kbaY

General function:: Involved in catalytic activity
Specific function:: Catalytic subunit of the tagatose-1,6-bisphosphate aldolase kbaYZ, which catalyzes the reversible aldol condensation of dihydroxyacetone phosphate (DHAP or glycerone-phosphate) with glyceraldehyde 3-phosphate (G3P) to produce tagatose 1,6- bisphosphate (TBP). Requires kbaZ subunit for full activity and stability
Gene Name:: kbaY
Uniprot ID:: P0AB74
Molecular weight:: 31293

Reactions

D-tagatose 1,6-bisphosphate = glycerone phosphate + D-glyceraldehyde 3-phosphate.

Protein Details

4. D-tagatose-1,6-bisphosphate aldolase subunit gatY

General function:: Involved in catalytic activity
Specific function:: Catalytic subunit of the tagatose-1,6-bisphosphate aldolase gatYZ, which catalyzes the reversible aldol condensation of dihydroxyacetone phosphate (DHAP or glycerone-phosphate) with glyceraldehyde 3-phosphate (G3P) to produce tagatose 1,6- bisphosphate (TBP). Requires gatZ subunit for full activity and stability. Is involved in the catabolism of galactitol
Gene Name:: gatY
Uniprot ID:: P0C8J6
Molecular weight:: 30812

Reactions

D-tagatose 1,6-bisphosphate = glycerone phosphate + D-glyceraldehyde 3-phosphate.

Protein Details

5. D-tagatose-1,6-bisphosphate aldolase subunit gatZ

General function:: Involved in catalytic activity
Specific function:: Component of the tagatose-1,6-bisphosphate aldolase gatYZ that is required for full activity and stability of the Y subunit. Could have a chaperone-like function for the proper and stable folding of gatY. When expressed alone, gatZ does not show any aldolase activity. Is involved in the catabolism of galactitol
Gene Name:: gatZ
Uniprot ID:: P0C8J8
Molecular weight:: 47108

Protein Details

6. D-tagatose-1,6-bisphosphate aldolase subunit kbaZ

General function:: Involved in catalytic activity
Specific function:: Component of the tagatose-1,6-bisphosphate aldolase kbaYZ that is required for full activity and stability of the Y subunit. Could have a chaperone-like function for the proper and stable folding of kbaY. When expressed alone, kbaZ does not show any aldolase activity
Gene Name:: kbaZ
Uniprot ID:: P0C8K0
Molecular weight:: 47192

D-Tagatose 1,6-bisphosphate (ECMDB06872) (M2MDB000699)

Structure for #<Compound:0xa63e1790>

Enzymes

Reactions

Reactions

Reactions

Reactions