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525:(6PP) is a derivative of 2-pyrone, found in animal foods and heated beef. Due to its good organoleptic properties with coconut aroma, it is used as flavor enhancer in the food industry. Biologically, it is produced by
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Brachmann, Alexander; Brameyer, S.; Kresovic, D.; Hitkova, I.; Kopp, Y.; Manske, C.; Schubert, K.; Bode, H. B.; Heermann, R. (14 July 2013). "Pyrones as bacterial signaling molecules".
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QS signaling molecules) are known as LuxR "solos", to which pyrones bind as ligands facilitating cell-cell communication.
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488:. The Gogte Synthesis (1938) is a method for the alkylation of certain pyrones with acid chlorides.
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as a building block for more complex chemical structures because it may participate in a variety of
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Derivatives of 2-pyrone play a role as signalling molecules in bacterial communication, similar to
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538:. Cells with LuxR-type receptors, but lacking its homolog LuxI (and thus unable to produce
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662:"Production of 6-pentyl-α-pyrone by trichoderma harzianum in solid-state fermentation"
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Ramos, Aline de Souza; Fiaux, Sorele
Batista; Leite, Selma Gomes Ferreira (2008).
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592:(1999). "Recent Advances in Diels-Alder Cycloadditions Using 2-Pyrones".
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519:, a pyranoanthocyanin found in wine, also contains a 2-pyrone element.
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102 to 103 °C (216 to 217 °F; 375 to 376 K) at 20 mmHg
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Except where otherwise noted, data are given for materials in their
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The most common natural products containing a 2-pyrone are the
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634:] (in German) (3 ed.). Verlag Chemie. p. 943.
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491:The parent 2-pyrone can be produced from
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531:species via solid state fermentation.
265:InChI=1S/C5H4O2/c6-5-3-1-2-4-7-5/h1-4H
156:
472:. For example, it readily undergoes
275:InChI=1/C5H4O2/c6-5-3-1-2-4-7-5/h1-4H
268:Key: ZPSJGADGUYYRKE-UHFFFAOYSA-N
123:
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278:Key: ZPSJGADGUYYRKE-UHFFFAOYAI
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433:cyclic chemical compound with the
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666:Brazilian Journal of Microbiology
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678:10.1590/S1517-83822008000400022
628:Lehrbuch der organischen Chemie
380:(at 25 °C , 100 kPa).
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632:Textbook of Organic Chemistry
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480:producing, upon loss of
721:Nature Publishing Group
712:Nature Chemical Biology
543:-acylhomoserine lactone
466:cycloaddition reactions
729:10.1038/nchembio.1295
474:Diels-Alder reactions
460:2-Pyrone is used in
37:Preferred IUPAC name
350: g·mol
18:
620:Fieser, L. F.
407:Infobox references
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468:to form bicyclic
462:organic synthesis
415:Chemical compound
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221:CompTox Dashboard
105:Interactive image
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315:Chemical formula
299:O=C\1O\C=C/C=C/1
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672:(4): 712–717.
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517:Oxovitisin A
513:kavalactones
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64:Identifiers
52:Other names
45:-Pyran-2-one
42:
723:: 573–578.
528:Trichoderma
509:bufanolides
503:Derivatives
431:unsaturated
427:pyran-2-one
360:1.197 g/mL
308:Properties
163:100.007.264
125:CHEBI:37965
58:Pyran-2-one
624:Fieser, M.
590:Posner G H
561:References
343:Molar mass
209:8WW45I202V
136:ChemSpider
92:3D model (
71:CAS Number
56:2-Pyranone
756:2-Pyrones
645:CID 33960
600:: 47–83.
437:formula C
435:molecular
17:2-Pyrone
750:Category
737:23851573
696:24031295
626:(1957).
549:See also
486:benzenes
470:lactones
455:4-pyrone
451:isomeric
449:. It is
429:) is an
423:α-pyrone
419:2-Pyrone
81:504-31-4
54:α-Pyrone
687:3768464
649:PubChem
478:alkynes
400:what is
398: (
356:Density
176:PubChem
735:
694:
684:
555:Pyrone
395:verify
392:
348:96.085
292:SMILES
31:Names
719:(9).
647:from
630:[
476:with
453:with
257:InChI
189:68154
145:61462
116:ChEBI
94:JSmol
733:PMID
692:PMID
511:and
200:UNII
725:doi
682:PMC
674:doi
602:doi
575:at
495:of
425:or
226:EPA
179:CID
752::
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727::
717:9
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676::
608:.
604::
598:5
541:N
447:2
445:O
443:4
441:H
439:5
421:(
390:N
336:2
333:O
330:4
327:H
324:5
321:C
228:)
224:(
96:)
43:H
41:2
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