| Revision as of 05:15, 17 February 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{chembox}} taken from revid 468360022 of page Alitame for the Chem/Drugbox validation project (updated: 'CASNo'). |
Latest revision as of 17:20, 3 October 2024 edit CometVolcano (talk | contribs)Extended confirmed users, Rollbackers755 editsmNo edit summary |
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{{Redirect|E956|the experimental Japanese Class E956 shinkansen train|ALFA-X}} |
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{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid of page ] with values updated to verified values.}} |
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{{chembox |
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{{chembox |
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| Verifiedfields = changed |
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| verifiedrevid = 443376454 |
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| verifiedrevid = 477317514 |
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|ImageFile=alitame.png |
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| ImageFile=alitame.svg |
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|ImageSize=200px |
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| ImageSize=200px |
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|IUPACName= <small>(3S)-3-amino-4-ethyl]amino]-4-oxobutanoic acid</small> |
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|OtherNames=L-alpha-Aspartyl-N-(2,2,4,4-tetramethyl-3-thietanyl)-D-alaninamide |
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| IUPACName= <small>(3S)-3-amino-4-ethyl]amino]-4-oxobutanoic acid</small> |
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| OtherNames=L-alpha-Aspartyl-N-(2,2,4,4-tetramethyl-3-thietanyl)-D-alaninamide |
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|Section1= {{Chembox Identifiers |
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|Section1={{Chembox Identifiers |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 58297 |
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| ChemSpiderID = 58297 |
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| InChI = 1/C14H25N3O4S/c1-7(16-11(21)8(15)6-9(18)19)10(20)17-12-13(2,3)22-14(12,4)5/h7-8,12H,6,15H2,1-5H3,(H,16,21)(H,17,20)(H,18,19)/t7-,8+/m1/s1 |
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| InChI = 1/C14H25N3O4S/c1-7(16-11(21)8(15)6-9(18)19)10(20)17-12-13(2,3)22-14(12,4)5/h7-8,12H,6,15H2,1-5H3,(H,16,21)(H,17,20)(H,18,19)/t7-,8+/m1/s1 |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = IVBOUFAWPCPFTQ-SFYZADRCSA-N |
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| StdInChIKey = IVBOUFAWPCPFTQ-SFYZADRCSA-N |
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| CASNo_Ref = {{cascite|correct|??}} |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo = <!-- blanked - oldvalue: 80863-62-3 --> |
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| CASNo= 80863-62-3 |
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| CASNo_Comment =(anhydrous) |
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| PubChem=64763 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| CASNo1_Ref = {{cascite|correct|CAS}} |
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| UNII = 6KI9M51JOG |
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| CASNo1 = 99016-42-9 |
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| CASNo1_Comment =(hydrate) |
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| ChEMBL_Ref = {{ebicite|changed|EBI}} |
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| ChEMBL = 2104004 |
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| PubChem= 64763 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = PCE8DAE750 |
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| UNII_Comment = (anhydrous) |
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| UNII1_Ref = {{fdacite|correct|FDA}} |
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| UNII1 = 6KI9M51JOG |
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| UNII1_Comment = (hydrate) |
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| SMILES=CC(C(=O)NC1C(SC1(C)C)(C)C)NC(=O)C(CC(=O)O)N |
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| SMILES=CC(C(=O)NC1C(SC1(C)C)(C)C)NC(=O)C(CC(=O)O)N |
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|Section2= {{Chembox Properties |
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|Section2 = {{Chembox Properties |
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| Formula=C<sub>14</sub>H<sub>25</sub>N<sub>3</sub>O<sub>4</sub>S |
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| Formula = C<sub>14</sub>H<sub>25</sub>N<sub>3</sub>O<sub>4</sub>S |
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| MolarMass=331.431 |
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| MolarMass = 331.431 |
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|Section3= {{Chembox Hazards |
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|Section3 ={{Chembox Hazards |
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'''Alitame''' is an ]-containing dipeptide ]. It was developed by ] in the early 1980s and currently marketed in some countries under the brand name '''Aclame'''.<ref>{{ cite journal | author = Ellis, J. W. | title = Overview of Sweeteners | journal = Journal of Chemical Education | year = 1995 | volume = 72 | issue = 8 | pages = 671–675 | doi = 10.1021/ed072p671 | bibcode = 1995JChEd..72..671E }}</ref> Most dipeptides are not sweet, but the unexpected discovery of aspartame in 1965 led to a search for similar compounds that shared its sweetness. Alitame is one such second-generation dipeptide sweetener. ], developed by the owners of the NutraSweet brand, is another. |
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Alitame is about 2000 times sweeter than ] (table sugar),<ref>{{cite book |author=Laura Halpin Rinsky |author2=Glenn Rinsky |title=The Pastry Chef's Companion: A Comprehensive Resource Guide for the Baking and Pastry Professional |url=https://archive.org/details/pastrychefscompa00rins |url-access=limited |publisher=John Wiley & Sons |location=Chichester |year=2009 |pages= |isbn=978-0-470-00955-0 |oclc=173182689}}</ref> about 10 times sweeter than ], and has no ]. Its ] under hot or acidic conditions is about twice as long as aspartame's, although some other artificial sweeteners, including ] and ], are more stable yet. Unlike aspartame, alitame does not contain ], and can therefore be used by people with ]. |
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Alitame has approved for use in ], ], ] and ]. |
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] has withdrawn its petition for using alitame as a sweetening agent or flavoring in food in ].<ref>{{ cite web | url = https://www.fda.gov/OHRMS/DOCKETS/98fr/E8-13998.pdf | title = Notice of withdrawal of petition: docket No. FDA-1986-F-0277 (formerly docket No. 1986F-0364) | publisher = Food and Drug Administration }}</ref> |
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Sweeny also addresses a compound with a sweetness of 1200 x sucrose in his review,<ref name="SweenyD'Angelo1995">{{cite journal|last1=Sweeny|first1=James G.|last2=D'Angelo|first2=Lihong L.|last3=Ricks|first3=Edith A.|last4=Iacobucci|first4=Guillermo A.| title=Discovery and Synthesis of a New Series of High-Potency L-Aspartyl-D-.alpha.-aminoalkanoyl-(S)-.alpha.-alkylbenzylamide Sweeteners|journal=Journal of Agricultural and Food Chemistry|volume=43|issue=8|year=1995|pages=1969–1976|issn=0021-8561|doi=10.1021/jf00056a003}}</ref> in {{US patent|4411925}} based on an NH-CH(cyclopropyl)''tert''-butyl (Ex 6). Ex 5, with NH-CH(cyclopropyl)2 is also 1200 x sucrose. These are good basis for 2nd class picks. Ex 16 is for Alitame proper. Although, in Ex 17, oxidation to the ] can reduce activity to 1000. |
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==References== |
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{{Reflist}} |
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==External links== |
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*{{Commons category-inline}} |
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{{E number infobox 950-969}} |
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] |
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] |