248:
173:
433:
35:
466:
674:
LEKSAWASDI, N. "Kinetics and
Modelling of Enzymatic Process for R-phenylacetylcarbinol (PAC) Production". University of New South Wales; Sydney, Australia. August, 2004; pp. 8-15.
647:
B, Rosche; V, Sandford; M, Breuer; B, Hauer; P, Rogers (2001). "Biotransformation of benzaldehyde into ( R )-phenylacetylcarbinol by filamentous fungi or their extracts".
446:
297:
545:
The IUPAC name of phenylacetylcarbinol is 1-hydroxy-1-phenylpropan-2-one. Synonyms are 1-hydroxy-1-phenyl-2-propanone and 1-Hydroxy-1-phenylacetone.
617:
condense pyruvate and benzaldehyde into R-PAC. Such methods have much higher conversion rates in comparison to the conventional yeast fermentation.
676:
110:
262:
539:
205:
226:
453:
747:
583:
692:
Engel, Stanislav; Vyazmensky, Maria; Berkovich, Dvora; Barak, Ze'ev; Merchuk, Jose; Chipman, David M. (2005).
577:
168:
592:
528:
496:
485:
47:
673:
243:
76:
742:
719:
150:
709:
656:
613:
There are also biochemical reactions where enzymes such as acetohydroxyacid synthase I from
400:
320:
214:
680:
504:
86:
130:
247:
172:
571:
424:
17:
736:
389:
379:
161:
596:
558:
194:
633:
599:
is introduced into the broth. The yeast then ferments the benzaldehyde into (
481:
411:
348:
141:
500:
34:
723:
595:
in a vat. The yeast is left to grow for a period of time, after which the
660:
588:
562:
369:
181:
714:
693:
610:, as an intermediate precursor in the production of pseudoephedrine.
698:
coli as catalyst in continuous synthesis of R-phenylacetyl carbinol"
423:
Except where otherwise noted, data are given for materials in their
271:
InChI=1S/C9H10O2/c1-7(10)9(11)8-5-3-2-4-6-8/h2-6,9,11H,1H3/t9-/m0/s1
281:
InChI=1/C9H10O2/c1-7(10)9(11)8-5-3-2-4-6-8/h2-6,9,11H,1H3/t9-/m0/s1
607:
566:
464:
121:
109:
99:
488:
and one with S-configuration. (R)-PAC, which is commonly called
465:
606:
The majority of L-PAC is generated in pharmaceutical plants in
694:"Column flow reactor using acetohydroxyacid synthase I from
231:
417:
Freely soluble in alcohols, ether, and aromatic solvents
441:
469:
L-pac produced by biotransformation of benzaldehyde
587:) are cultivated and added to a broth of water,
193:
557:)-PAC is widely synthesized by fermentation of
85:
384:9–11 °C (48–52 °F; 282–284 K)
8:
603:)-PAC. Boiling point at 12mmHg is 124-125C.
499:in the synthesis of pharmaceuticals such as
523:)-(−)-phenylacetylcarbinol is identical to
246:
171:
149:
26:
713:
213:
625:
302:
267:
242:
649:Applied Microbiology and Biotechnology
480:) is an organic compound that has two
394:253 °C (487 °F; 526 K)
162:
274:Key: ZBFFNPODXBJBPW-VIFPVBQESA-N
129:
7:
284:Key: ZBFFNPODXBJBPW-VIFPVBQEBH
184:
25:
702:Biotechnology and Bioengineering
634:"1-Phenyl-1-hydroxypropan-2-one"
569:(in particular, strains such as
542:isomer of phenylacetylcarbinol.
527:-PAC, referring to the outdated
431:
332:
33:
565:. In this process, colonies of
427:(at 25 °C , 100 kPa).
51:1-hydroxy-1-phenyl-propan-2-one
338:
326:
1:
764:
421:
313:
293:
258:
69:
56:
46:
41:
32:
584:Saccharomyces cerevisiae
578:Torulaspora delbrueckii
593:pyruvate decarboxylase
470:
18:L-phenylacetylcarbinol
661:10.1007/s002530100781
468:
28:Phenylacetylcarbinol
474:Phenylacetylcarbinol
364:Yellow-green liquid
305:CC(=O)(C1=CC=CC=C1)O
401:Solubility in water
356: g·mol
29:
679:2006-06-22 at the
471:
454:Infobox references
414:in other solvents
27:
715:10.1002/bit.20392
591:, and the enzyme
462:Chemical compound
460:
459:
227:CompTox Dashboard
111:Interactive image
16:(Redirected from
755:
748:Phenyl compounds
728:
727:
717:
689:
683:
671:
665:
664:
644:
638:
637:
630:
531:
526:
495:, is known as a
492:
444:
438:
435:
434:
355:
340:
334:
328:
321:Chemical formula
251:
250:
235:
233:
217:
197:
186:
175:
164:
153:
133:
113:
89:
61:
37:
30:
21:
763:
762:
758:
757:
756:
754:
753:
752:
733:
732:
731:
691:
690:
686:
681:Wayback Machine
672:
668:
646:
645:
641:
632:
631:
627:
623:
551:
529:
524:
513:
505:pseudoephedrine
490:
463:
456:
451:
450:
449: ?)
440:
436:
432:
428:
403:
353:
343:
337:
331:
323:
309:
306:
301:
300:
289:
286:
285:
282:
276:
275:
272:
266:
265:
254:
236:
229:
220:
200:
187:
156:
136:
116:
103:
92:
79:
65:
63:
59:
52:
23:
22:
15:
12:
11:
5:
761:
759:
751:
750:
745:
735:
734:
730:
729:
708:(6): 733–740.
684:
666:
655:(3): 309–315.
639:
624:
622:
619:
572:Candida utilis
550:
547:
512:
509:
461:
458:
457:
452:
430:
429:
425:standard state
422:
419:
418:
415:
408:
407:
404:
399:
396:
395:
392:
386:
385:
382:
376:
375:
372:
366:
365:
362:
358:
357:
351:
345:
344:
341:
335:
329:
324:
319:
316:
315:
311:
310:
308:
307:
304:
296:
295:
294:
291:
290:
288:
287:
283:
280:
279:
277:
273:
270:
269:
261:
260:
259:
256:
255:
253:
252:
244:DTXSID50861683
239:
237:
225:
222:
221:
219:
218:
210:
208:
202:
201:
199:
198:
190:
188:
180:
177:
176:
166:
158:
157:
155:
154:
146:
144:
138:
137:
135:
134:
126:
124:
118:
117:
115:
114:
106:
104:
97:
94:
93:
91:
90:
82:
80:
75:
72:
71:
67:
66:
58:
54:
53:
50:
44:
43:
39:
38:
24:
14:
13:
10:
9:
6:
4:
3:
2:
760:
749:
746:
744:
741:
740:
738:
725:
721:
716:
711:
707:
703:
699:
697:
688:
685:
682:
678:
675:
670:
667:
662:
658:
654:
650:
643:
640:
635:
629:
626:
620:
618:
616:
611:
609:
604:
602:
598:
594:
590:
586:
585:
580:
579:
574:
573:
568:
564:
560:
556:
548:
546:
543:
541:
540:levo-rotating
538:)-PAC is the
537:
533:
522:
518:
510:
508:
506:
502:
498:
494:
487:
483:
479:
475:
467:
455:
448:
443:
426:
420:
416:
413:
410:
409:
405:
402:
398:
397:
393:
391:
390:Boiling point
388:
387:
383:
381:
380:Melting point
378:
377:
373:
371:
368:
367:
363:
360:
359:
352:
350:
347:
346:
325:
322:
318:
317:
312:
303:
299:
292:
278:
268:
264:
257:
249:
245:
241:
240:
238:
228:
224:
223:
216:
212:
211:
209:
207:
204:
203:
196:
192:
191:
189:
183:
179:
178:
174:
170:
167:
165:
163:ECHA InfoCard
160:
159:
152:
148:
147:
145:
143:
140:
139:
132:
128:
127:
125:
123:
120:
119:
112:
108:
107:
105:
101:
96:
95:
88:
84:
83:
81:
78:
74:
73:
68:
55:
49:
45:
40:
36:
31:
19:
705:
701:
695:
687:
669:
652:
648:
642:
628:
614:
612:
605:
600:
597:benzaldehyde
582:
576:
570:
559:benzaldehyde
554:
552:
544:
535:
520:
516:
514:
511:Nomenclature
489:
477:
473:
472:
131:CHEBI:149766
70:Identifiers
57:Other names
696:Escherichia
484:, one with
482:enantiomers
374:1.119 g/cm
361:Appearance
314:Properties
169:100.001.824
737:Categories
621:References
549:Production
519:)-PAC or (
412:Solubility
406:Insoluble
349:Molar mass
215:7V3493I8FQ
142:ChemSpider
98:3D model (
77:CAS Number
48:IUPAC name
501:ephedrine
497:precursor
87:1798-60-3
743:Acyloins
724:15685598
677:Archived
589:dextrose
563:dextrose
615:E. coli
447:what is
445: (
370:Density
354:150.177
182:PubChem
151:8096061
64:(R)-PAC
722:
532:system
442:verify
439:
298:SMILES
42:Names
608:India
581:, or
567:yeast
263:InChI
195:92733
122:ChEBI
100:JSmol
720:PMID
561:and
534:. (
503:and
493:-PAC
206:UNII
62:-PAC
710:doi
657:doi
530:d/l
478:PAC
232:EPA
185:CID
739::
718:.
706:89
704:.
700:.
653:57
651:.
575:,
507:.
486:R-
336:10
726:.
712::
663:.
659::
636:.
601:R
555:R
553:(
536:R
525:l
521:R
517:R
515:(
491:l
476:(
437:N
342:2
339:O
333:H
330:9
327:C
234:)
230:(
102:)
60:l
20:)
Text is available under the Creative Commons Attribution-ShareAlike License. Additional terms may apply.
