38:
387:
Hopper, Christopher P.; De La Cruz, Ladie
Kimberly; Lyles, Kristin V.; Wareham, Lauren K.; Gilbert, Jack A.; Eichenbaum, Zehava; Magierowski, Marcin; Poole, Robert K.; Wollborn, Jakob; Wang, Binghe (2020-12-23).
344:
Penteado, Filipe; Lopes, Eric F.; Alves, Diego; Perin, Gelson; Jacob, Raquel G.; Lenardão, Eder J. (16 April 2019). "α-Keto Acids: Acylating Agents in
Organic Synthesis".
470:
Hewitson, K.S.; McNeill, L.A.; Elkins, J.M.; Schofield, C.J. (1 June 2003). "The role of iron and 2-oxoglutarate oxygenases in signalling".
310:
Franz
Dietrich Klingler, Wolfgang Ebertz "Oxocarboxylic Acids" in Ullmann's Encyclopedia of Industrial Chemistry 2005, Wiley-VCH, Weinheim.
96:). In several cases, the keto group is hydrated. The alpha-keto acids are especially important in biology as they are involved in the
526:
144:
331:
205:
Gamma-keto acids, Gamma-ketoacids, or 4-oxoacids have the ketone group at the third carbon from the carboxylic acid.
213:
Keto acids appear in a wide variety of anabolic pathways in metabolism. For instance, in plants (specifically, in
326:
Nelson, D. L.; Cox, M. M. "Lehninger, Principles of
Biochemistry" 3rd Ed. Worth Publishing: New York, 2000.
140:
548:
506:
588:
17:
194:, have the ketone group at the second carbon from the carboxylic acid. They generally form by the
97:
166:
248:
124:
116:
198:. The presence of the keto group at the beta position allows them to easily undergo thermal
37:
275:
264:
195:
8:
604:
518:
425:
369:
132:
584:
247:
levels are low, stored fats and proteins are the primary source of energy production.
564:
522:
487:
429:
417:
409:
373:
361:
327:
222:
160:
57:
556:
514:
479:
452:
401:
353:
311:
214:
191:
156:
77:
45:
225:), 5-oxo-octanoic acid is converted in enzymatic and non-enzymatic steps into the
226:
199:
136:
81:
443:
Kerber, Robert C.; Fernando, Marian S. (October 2010). "α-Oxocarboxylic Acids".
405:
357:
206:
182:
174:
49:
389:
598:
568:
413:
315:
287:
268:
256:
218:
170:
491:
421:
365:
244:
150:
41:
560:
115:
have the keto group adjacent to the carboxylic acid. They often arise by
483:
292:
120:
101:
456:
274:
Alpha keto acids are used primarily as energy for liver cells and in
128:
252:
233:
178:
260:
230:
31:
127:
to the same. Alpha-keto acids possesses extensive chemistry as
89:
549:"5-Oxo-octanoic acid and 5-oxo-octanal, precursors of coniine"
469:
390:"Role of Carbon Monoxide in Host–Gut Microbiome Communication"
240:
386:
553:
Journal of the
Chemical Society D: Chemical Communications
190:
Beta-keto acids, beta-ketoacids, or 3-oxoacids, such as
343:
27:
Organic compounds with a –COOH group and a C=O group
267:can be deaminated to produce alpha keto acids and
596:
442:
131:agents. Furthermore, alpha-keto acids such as
546:
587:at the U.S. National Library of Medicine
36:
153:, pervasive intermediate in metabolism.
14:
597:
304:
173:. Alpha-ketoglutarate participates in
111:Alpha-keto acids, alpha-ketoacids, or
507:"Functional Group Exchange Reactions"
504:
147:scaffold. Important representatives:
107:Common types of keto acids include:
169:, a 5-carbon ketoacid derived from
24:
519:10.1016/b978-0-12-800720-4.00003-9
25:
616:
578:
547:Leete, E.; Olson, J. O. (1970).
472:Biochemical Society Transactions
540:
498:
463:
436:
380:
337:
320:
13:
1:
445:Journal of Chemical Education
298:
123:, and reciprocally, they are
7:
406:10.1021/acs.chemrev.0c00586
358:10.1021/acs.chemrev.8b00782
281:
135:are endogenous sources for
10:
621:
505:Smith, Michael B. (2017),
29:
513:, Elsevier, p. 137,
181:. It is commonly used in
589:Medical Subject Headings
316:10.1002/14356007.a18_313
30:Not to be confused with
167:alpha-ketoglutaric acid
98:Krebs citric acid cycle
249:Glucogenic amino acids
53:
278:, also in the liver.
265:Ketogenic amino acids
251:from proteins and/or
159:, a component of the
143:) and pharmaceutical
117:oxidative deamination
40:
561:10.1039/C29700001651
276:fatty acid synthesis
196:Claisen condensation
177:by functioning as a
400:(24): 13273–13311.
484:10.1042/bst0310510
133:phenylpyruvic acid
54:
555:(23): 1651–1652.
528:978-0-12-800720-4
511:Organic Synthesis
457:10.1021/ed1003096
451:(10): 1079–1084.
352:(12): 7113–7278.
259:are converted to
78:organic compounds
58:organic chemistry
16:(Redirected from
612:
573:
572:
544:
538:
537:
536:
535:
502:
496:
495:
467:
461:
460:
440:
434:
433:
394:Chemical Reviews
384:
378:
377:
346:Chemical Reviews
341:
335:
324:
318:
308:
192:acetoacetic acid
157:oxaloacetic acid
95:
87:
46:acetoacetic acid
21:
620:
619:
615:
614:
613:
611:
610:
609:
595:
594:
581:
576:
545:
541:
533:
531:
529:
503:
499:
468:
464:
441:
437:
385:
381:
342:
338:
325:
321:
309:
305:
301:
284:
200:decarboxylation
141:gasotransmitter
137:carbon monoxide
93:
85:
82:carboxylic acid
80:that contain a
35:
28:
23:
22:
15:
12:
11:
5:
618:
608:
607:
593:
592:
580:
579:External links
577:
575:
574:
539:
527:
497:
478:(3): 510–515.
462:
435:
379:
336:
319:
302:
300:
297:
296:
295:
290:
288:Ulosonic acids
283:
280:
239:When ingested
223:fool's parsley
219:pitcher plants
211:
210:
209:is an example.
207:Levulinic acid
203:
188:
187:
186:
183:transamination
175:cell signaling
164:
154:
50:levulinic acid
26:
9:
6:
4:
3:
2:
617:
606:
603:
602:
600:
590:
586:
583:
582:
570:
566:
562:
558:
554:
550:
543:
530:
524:
520:
516:
512:
508:
501:
493:
489:
485:
481:
477:
473:
466:
458:
454:
450:
446:
439:
431:
427:
423:
419:
415:
411:
407:
403:
399:
395:
391:
383:
375:
371:
367:
363:
359:
355:
351:
347:
340:
333:
332:1-57259-153-6
329:
323:
317:
313:
307:
303:
294:
291:
289:
286:
285:
279:
277:
272:
270:
269:ketone bodies
266:
262:
258:
257:Triglycerides
254:
250:
246:
242:
237:
235:
232:
228:
224:
220:
216:
208:
204:
201:
197:
193:
189:
184:
180:
176:
172:
171:glutamic acid
168:
165:
162:
158:
155:
152:
149:
148:
146:
142:
138:
134:
130:
126:
122:
118:
114:
110:
109:
108:
105:
103:
99:
91:
83:
79:
75:
71:
68:(also called
67:
63:
59:
51:
47:
43:
39:
33:
19:
552:
542:
532:, retrieved
510:
500:
475:
471:
465:
448:
444:
438:
397:
393:
382:
349:
345:
339:
322:
306:
273:
245:carbohydrate
238:
212:
151:pyruvic acid
112:
106:
73:
69:
65:
61:
55:
42:Pyruvic acid
161:Krebs cycle
121:amino acids
605:Keto acids
585:Keto+Acids
534:2022-06-01
299:References
293:Pseudoacid
185:reactions.
125:precursors
113:2-oxoacids
102:glycolysis
62:keto acids
569:0577-6171
430:224824871
414:0009-2665
374:119535331
234:alkaloids
229:class of
129:acylation
70:oxo acids
66:ketoacids
599:Category
492:12773146
422:33089988
366:30990680
282:See also
253:Glycerol
179:coenzyme
88:) and a
74:oxoacids
52:(bottom)
18:Ketoacid
261:glucose
231:coniine
215:hemlock
145:prodrug
100:and in
94:>C=O
92:group (
84:group (
44:(top),
32:oxyacid
591:(MeSH)
567:
525:
490:
428:
420:
412:
372:
364:
330:
241:sugars
227:cyclic
221:, and
139:(as a
90:ketone
76:) are
426:S2CID
370:S2CID
255:from
86:−COOH
565:ISSN
523:ISBN
488:PMID
418:PMID
410:ISSN
362:PMID
328:ISBN
243:and
48:and
557:doi
515:doi
480:doi
453:doi
402:doi
398:120
354:doi
350:119
312:doi
119:of
72:or
64:or
56:In
601::
563:.
551:.
521:,
509:,
486:.
476:31
474:.
449:87
447:.
424:.
416:.
408:.
396:.
392:.
368:.
360:.
348:.
271:.
263:.
236:.
217:,
104:.
60:,
571:.
559::
517::
494:.
482::
459:.
455::
432:.
404::
376:.
356::
334:.
314::
202:.
163:.
34:.
20:)
Text is available under the Creative Commons Attribution-ShareAlike License. Additional terms may apply.