| Record Information |
|---|
| Version | 2.0 |
|---|
| Creation Date | 2012-05-31 14:28:45 -0600 |
|---|
| Update Date | 2015-06-03 17:19:21 -0600 |
|---|
| Secondary Accession Numbers | |
|---|
| Identification |
|---|
| Name: | beta-D-Glucose 1-phosphate |
|---|
| Description | Beta-D-glucose 1-phosphate is a member of the chemical class known as Hexoses. These are monosaccharides in which the sugar unit is a hexose. Trehalose phosphorylase from Thermoanaerobacter sp. is a glycoside hydrolase family 65 enzyme which catalyzes the reversible breakdown of trehalose [D-glucopyranosyl-alpha(1,1)alpha-D-glucopyranose] to beta-D-glucose 1-phosphate and D-glucose. (PMID 20383018) SgrS is an Hfq-binding small RNA that is induced under glucose phosphate stress in Escherichia coli. (PMID 18650387) |
|---|
| Structure | |
|---|
| Synonyms: | - .alpha.-D-Glucose, 1-phosphate
- .alpha.-D-glucose, 1-phosphoric acid
- 1-O-phosphono-b-D-Glucopyranose
- 1-O-Phosphono-beta-D-glucopyranose
- 1-O-phosphono-β-D-Glucopyranose
- 1-phospho-b-D-Glucopyranose
- 1-Phospho-beta-D-glucopyranose
- 1-phospho-β-D-Glucopyranose
- b-D-Glucopyranose 1-(dihydrogen phosphate)
- b-D-Glucopyranose 1-(dihydrogen phosphoric acid)
- b-D-Glucose 1-phosphate
- b-D-Glucose 1-phosphoric acid
- Beta-D-Glucopyranose 1-(dihydrogen phosphate)
- beta-D-Glucopyranose 1-(dihydrogen phosphoric acid)
- beta-D-Glucose 1-phosphoric acid
- Cori ester
- Dol-p-GLC
- Dolichol monophosphate glucose
- Dolichol monophosphoric acid glucose
- Dolichol-D-glucosylmonophosphate
- Dolichol-D-glucosylmonophosphoric acid
- Dolichyl monophosphate glucose
- Dolichyl monophosphoric acid glucose
- Dolichylglucose phosphate
- Dolichylglucose phosphoric acid
- Glucosylphosphodolichol
- phospho-b-D-Glucoside
- Phospho-beta-D-glucoside
- phospho-β-D-Glucoside
- β-D-Glucopyranose 1-(dihydrogen phosphate)
- β-D-Glucopyranose 1-(dihydrogen phosphoric acid)
- β-D-Glucose 1-phosphate
- β-D-Glucose 1-phosphoric acid
|
|---|
| Chemical Formula: | C6H13O9P |
|---|
| Weight: | Average: 260.1358
Monoisotopic: 260.029718526 |
|---|
| InChI Key: | HXXFSFRBOHSIMQ-DVKNGEFBSA-N |
|---|
| InChI: | InChI=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 |
|---|
| CAS number: | 55607-88-0 |
|---|
| IUPAC Name: | {[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phosphonic acid |
|---|
| Traditional IUPAC Name: | β-D-glucose 1-phosphate |
|---|
| SMILES: | [H][C@]1(O)[C@]([H])(O)[C@@]([H])(CO)O[C@@]([H])(OP(O)(O)=O)[C@]1([H])O |
|---|
| 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. |
|---|
| Kingdom | Organic compounds |
|---|
| Super Class | Organic oxygen compounds |
|---|
| Class | Organooxygen compounds |
|---|
| Sub Class | Carbohydrates and carbohydrate conjugates |
|---|
| Direct Parent | Monosaccharide 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 Framework | Aliphatic heteromonocyclic compounds |
|---|
| External Descriptors | |
|---|
| Physical Properties |
|---|
| State: | Not Available |
|---|
| Charge: | -2 |
|---|
| Melting point: | Not Available |
|---|
| Experimental Properties: | |
|---|
| Predicted Properties | |
|---|
| Biological Properties |
|---|
| Cellular Locations: | Cytoplasm |
|---|
| Reactions: | |
|---|
| SMPDB Pathways: | |
|---|
| KEGG Pathways: | - Starch and sucrose metabolism ec00500
|
|---|
| EcoCyc Pathways: | Not Available |
|---|
| Concentrations |
|---|
| Not Available |
|---|
| Spectra |
|---|
| Spectra: | |
|---|
| 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
- Maki, K., Uno, K., Morita, T., Aiba, H. (2008). "RNA, but not protein partners, is directly responsible for translational silencing by a bacterial Hfq-binding small RNA." Proc Natl Acad Sci U S A 105:10332-10337. Pubmed: 18650387
- Van Hoorebeke, A., Stout, J., Van der Meeren, R., Kyndt, J., Van Beeumen, J., Savvides, S. N. (2010). "Crystallization and X-ray diffraction studies of inverting trehalose phosphorylase from Thermoanaerobacter sp." Acta Crystallogr Sect F Struct Biol Cryst Commun 66:442-447. Pubmed: 20383018
|
|---|
| Synthesis Reference: | Not Available |
|---|
| Material Safety Data Sheet (MSDS) | Not Available |
|---|
| Links |
|---|
| External Links: | |
|---|
