Misplaced Pages

:WikiProject Chemicals/Chembox validation/VerifiedDataSandbox and L-Glucose: Difference between pages - Misplaced Pages

Article snapshot taken from Wikipedia with creative commons attribution-sharealike license. Give it a read and then ask your questions in the chat. We can research this topic together.
(Difference between pages)
Page 1
Page 2
Content deleted Content addedVisualWikitext
Revision as of 07:19, 18 February 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,055 edits Saving copy of the {{chembox}} taken from revid 472452397 of page L-Glucose for the Chem/Drugbox validation project (updated: 'ChEBI', 'CASNo').  Latest revision as of 17:07, 15 November 2024 edit Alanmol (talk | contribs)9 edits There is no α/β isomerism in the open-chain structure 
Line 1: Line 1:
⚫ {{DISPLAYTITLE:<small>L</small>-Glucose}}
{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid of page ] with values updated to verified values.}}
{{chembox {{chembox
| Verifiedfields = changed
⚫ | verifiedrevid = 472450858
| Watchedfields = changed
⚫ | Name = <small>L</small>-Glucose
⚫ | verifiedrevid = 477496828
| ImageFile = L-Glucose structure.svg
| Name = {{sm|l}}-Glucose
⚫ | ImageSize = 180px
| IUPACName = <small>L</small>-Glucose | ImageFile = L-Glucose structure.svg
⚫ | ImageSize = 150 px
⚫ | Section1 = {{Chembox Identifiers
| ImageFile2 = Haworth projection of α-L-Glucopyranose.svg
⚫ | Abbreviations = L-Glc
| ImageFile3 = L-Glucose Fischer Projection.svg
⚫ | CASNo_Ref = {{cascite|correct|??}}
| ImageSize2 = 135 px
| CASNo = <!-- blanked - oldvalue: 921-60-8 -->
| ImageCaption2 = ] of α-{{sm|l}}-glucopyranose
⚫ | EINECS = 213-068-3
| ImageCaption3 = ] of {{sm|l}}-glucose
⚫ | ChEBI = 37627
| IUPACName = {{sm|l}}-Glucose
⚫ | Section1 = {{Chembox Identifiers
⚫ | Abbreviations = L-Glc
⚫ | CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = 921-60-8
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 02833ISA66
⚫ | EINECS = 213-068-3
| ChEBI_Ref = {{ebicite|correct|EBI}}
⚫ | ChEBI = 37627
| PubChem = 2724488 | PubChem = 2724488
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 2006622 | ChemSpiderID = 2006622
| SMILES = O1(O)(OC(O)1O)CO | SMILES = O1(O)(OC(O)1O)CO
| InChI = 1/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5-,6?/m0/s1 | InChI = 1/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5-,6?/m0/s1
| InChIKey = WQZGKKKJIJFFOK-ZZWDRFIYBQ | InChIKey = WQZGKKKJIJFFOK-ZZWDRFIYBQ
| StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5-,6?/m0/s1 | StdInChI = 1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5-,6?/m0/s1
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = WQZGKKKJIJFFOK-ZZWDRFIYSA-N | StdInChIKey = WQZGKKKJIJFFOK-ZZWDRFIYSA-N
| SMILES =
}} }}
| Section2 = {{Chembox Properties | Section2 = {{Chembox Properties
| C=6 | H=12 | O=6
| Formula = C<sub>6</sub>H<sub>12</sub>O<sub>6</sub>
| MolarMass = 180.16 g/mol | Density = 1.54 g/cm<sup>3</sup>
| Density = 1.54 g/cm<sup>3</sup> | Solubility = 91 g/100 mL
| Solubility = 91 g/100 ml (25 °C)
}} }}
| Section7 = {{Chembox Hazards | Section7 = {{Chembox Hazards
| ExternalMSDS = | ExternalSDS =
| EUIndex = not listed
}} }}
}} }}

'''{{sm|l}}-Glucose''' is an ] with formula C<sub>6</sub>H<sub>12</sub>O<sub>6</sub> or O=CH<sub>5</sub>H, specifically one of the ] ]s. As the ] of glucose, it is the ] of the more common ].

{{sm|l}}-Glucose does not occur naturally in living organisms, but can be ] in the laboratory. {{sm|l}}-Glucose is indistinguishable in taste from {{sm|d}}-glucose,<ref name=levin/> but cannot be used by living organisms as a source of energy because it cannot be ] by ], the first enzyme in the ] pathway. One of the known exceptions is in '']'', a plant pathogenic bacterium, which contains the enzyme ] which is capable of oxidizing {{sm|l}}-glucose.<ref>{{Cite journal | last1 = Sasajima | first1 = K. | last2 = Sinskey | first2 = A. | doi = 10.1016/0005-2744(79)90232-8 | title = Oxidation of l-glucose by a Pseudomonad | journal = Biochimica et Biophysica Acta (BBA) - Enzymology | volume = 571 | pages = 120–126 | year = 1979 | issue = 1 | pmid = 40609}}</ref>

Like the {{sm|d}}-isomer, {{sm|l}}-glucose usually occurs as one of four cyclic structural ]—α- and β-{{sm|l}}-glucopyranose (the most common, with a six-atom ring), and α- and β-{{sm|l}}-glucofuranose (with a five-atom ring). In water solution, these isomers interconvert in matters of hours, with the open-chain form as an intermediate stage.

==Uses==
{{sm|l}}-Glucose was once proposed as a low-calorie sweetener and it is suitable for patients with ], but it was never marketed due to excessive manufacturing costs.<ref name=levin>{{citation | title = A Natural Way to Stay Sweet | url = http://spinoff.nasa.gov/Spinoff2004/ch_4.html | publisher = NASA | access-date = 2009-09-02}}.</ref>

The acetate derivative of {{sm|l}}-glucose, ], was found to stimulate ] release, and might therefore be of therapeutic value for ].<ref>{{citation | last = Malaisse | first = W. J. | title = The riddle of L-glucose pentaacetate insulinotropic action | journal = Int. J. Mol. Med. | year = 1998 | volume = 2 | issue = 4 | pages = 383–88 | url = http://www.biomedexperts.com/Abstract.bme/9857221/The_riddle_of_L-glucose_pentaacetate_insulinotropic_action_review | doi = 10.3892/ijmm.2.4.383 | pmid = 9857221 | url-status = dead | archive-url = https://web.archive.org/web/20110716215748/http://www.biomedexperts.com/Abstract.bme/9857221/The_riddle_of_L-glucose_pentaacetate_insulinotropic_action_review | archive-date = 2011-07-16 }}.</ref> {{sm|l}}-Glucose was also found to be a ], and has been proposed as a colon-cleansing agent which would not produce the disruption of fluid and electrolyte levels associated with the significant liquid quantities of bad-tasting osmotic laxatives conventionally used in preparation for ].<ref>{{citation | first1 = Geoffrey S. | last1 = Raymer | first2 = Donald E. | last2 = Hartman | first3 = William A. | last3 = Rowe | first4 = Robert F. | last4 = Werkman | first5 = Kenneth L. | last5 = Koch | title = An open-label trial of L-glucose as a colon-cleansing agent before colonoscopy | journal = Gastrointest. Endosc. | volume = 58 | issue = 1 | pages = 30–35 | doi = 10.1067/mge.2003.293 | pmid = 12838217 | year = 2003}}</ref>

==References==
{{reflist}}

==External links==
*{{Commonscatinline}}

{{DEFAULTSORT:Glucose, L-}}
]
]
]
]
]
Misplaced Pages:WikiProject Chemicals/Chembox validation/VerifiedDataSandbox and L-Glucose: Difference between pages Add topic