| Revision as of 19:03, 22 September 2011 editCheMoBot (talk | contribs)Bots141,565 edits Updating {{chembox}} (no changed fields - added verified revid - updated 'UNII_Ref', 'ChEMBL_Ref', 'KEGG_Ref') per Chem/Drugbox validation (report errors or bugs)← Previous edit |
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{{Short description|Rare monosaccharide not fermentable by yeast}} |
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{{chembox |
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{{chembox |
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| Verifiedfields = changed |
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| verifiedrevid = 445862852 |
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| Watchedfields = changed |
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| Name = <small>D</small>-Gulose |
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| verifiedrevid = 451893817 |
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| Reference=<ref>'']'', 11th Edition, '''4490'''</ref> |
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| ImageFile = Gulose.png |
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| Name = {{sm|d}}-Gulose |
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| Reference = <ref>'']'', 11th Edition, '''4490'''</ref> |
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| ImageSize = 180px |
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| ImageName = Gulose |
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| ImageFile = Gulose.svg |
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| ImageSize = 180px |
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| IUPACName = 6-(hydroxymethyl)oxane-<br />2,3,4,5-tetrol |
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| ImageName = Gulose |
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| Section1 = {{Chembox Identifiers |
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| IUPACName = <small>D</small>-Gulose |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| SystematicName = (3''R'',4''R'',5''R'',6''R'')-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol |
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| ChemSpiderID = 146783 |
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| Section1 = {{Chembox Identifiers |
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| PubChem = 167792 |
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|ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| InChI = 1/C6H12O6/c7-1-3(9)5(11)6(12)4(10)2-8/h1,3-6,8-12H,2H2/t3-,4+,5-,6-/m0/s1 |
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|ChemSpiderID = 146783 |
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| InChIKey = GZCGUPFRVQAUEE-FSIIMWSLBF |
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|PubChem = 167792 |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI = 1S/C6H12O6/c7-1-3(9)5(11)6(12)4(10)2-8/h1,3-6,8-12H,2H2/t3-,4+,5-,6-/m0/s1 |
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|InChI = 1/C6H12O6/c7-1-3(9)5(11)6(12)4(10)2-8/h1,3-6,8-12H,2H2/t3-,4+,5-,6-/m0/s1 |
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|InChIKey = GZCGUPFRVQAUEE-FSIIMWSLBF |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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|StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = GZCGUPFRVQAUEE-FSIIMWSLSA-N |
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|StdInChI = 1S/C6H12O6/c7-1-3(9)5(11)6(12)4(10)2-8/h1,3-6,8-12H,2H2/t3-,4+,5-,6-/m0/s1 |
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| CASNo = 4205-23-6 |
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|StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| CASOther = (D)<br /> (L) |
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|StdInChIKey = GZCGUPFRVQAUEE-FSIIMWSLSA-N |
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| DrugBank_Ref = {{drugbankcite|correct|drugbank}} |
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|CASNo_Ref = {{cascite|correct|??}} |
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| DrugBank = DB01914 |
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|CASNo = 4205-23-6 |
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| ChEBI_Ref = {{ebicite|correct|EBI}} |
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|CASNo_Comment = ({{sm|d}}) |
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| ChEBI = 37695 |
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|CASNo2_Ref = {{cascite|correct|CAS}} |
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| SMILES = O=C(O)(O)(O)(O)CO |
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|CASNo2 = 6027-89-0 |
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|CASNo2_Comment = ({{sm|l}}) |
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|UNII_Ref = {{fdacite|correct|FDA}} |
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|UNII = 25008KX916 |
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|UNII_Comment = ({{sm|d}}) |
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|UNII2_Ref = {{fdacite|correct|FDA}} |
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|UNII2 = J96E9Q45N7 |
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|UNII2_Comment = ({{sm|l}}) |
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|DrugBank_Ref = {{drugbankcite|correct|drugbank}} |
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|DrugBank = DB01914 |
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|ChEBI_Ref = {{ebicite|correct|EBI}} |
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|ChEBI = 37695 |
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|SMILES = O=C(O)(O)(O)(O)CO |
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}} |
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| Section2 = {{Chembox Properties |
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|C=6|H=12|O=6 |
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|MeltingPt = |
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| Section2 = {{Chembox Properties |
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| Formula = C<sub>6</sub>H<sub>12</sub>O<sub>6</sub> |
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| MolarMass = 180.16 g/mol |
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| MeltingPt = syrup |
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}} |
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'''Gulose''' is an ] sugar. It is a ] that is very rare in nature, but has been found in archaea, bacteria and eukaryotes.<ref>{{cite journal | author = Swain, M., Brisson, J. R., Sprott, G. D., Cooper, F. P. and Patel, G. B. | title = Identification of β-L-gulose as the sugar moiety of the main polar lipid Thermoplasma acidophilum | journal = Biochim. Biophys. Acta | volume = 1345 | issue = 1 | pages = 56–64 | year = 1997 | pmid = 9084501}}</ref> It also exists as a syrup with a sweet taste. It is soluble in water and slightly soluble in ]. Both the <small>D</small>- and <small>L</small>-forms are not fermentable by ]. |
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'''Gulose''' is an ] sugar. It is a ] that is very rare in nature, but has been found in ], ] and ].<ref>{{cite journal | author = Swain, M., Brisson, J. R., Sprott, G. D., Cooper, F. P. and Patel, G. B. | title = Identification of β-L-gulose as the sugar moiety of the main polar lipid Thermoplasma acidophilum | journal = Biochim. Biophys. Acta | volume = 1345 | issue = 1 | pages = 56–64 | year = 1997 | pmid = 9084501 | doi=10.1016/s0005-2760(96)00163-4}}</ref> It also exists as a syrup with a sweet taste. It is soluble in water and slightly soluble in ]. Neither the {{sm|d}}- nor {{sm|l}}-forms are fermentable by ]. |
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<small>D</small>-Gulose is a C-3 ] of ] and a C-5 epimer of ].<ref>{{cite journal | author = Zhang, Qingju |display-authors=etal |title=On the Reactivity of Gulose and Guluronic Acid Building Blocks in the Context of Alginate Assembly |journal=European Journal of Organic Chemistry |year=2016 |volume=2016 |issue=14 |pages=2393–2397 |doi=10.1002/ejoc.201600336}}</ref> |
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Gulose is a C-3 ] of ]. |
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==References== |
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==References== |
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{{organic-compound-stub}} |
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{{Carbohydrates}} |
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{{organic-compound-stub}} |
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