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llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
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Acetaldehyde → (-)-Carnitine

HRID 27577
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 27577
C1N=C(N)C2N=CN([C@@H]3O[C@H](COP(OP(OC[C@H]4O[C@@H](N5C=C(C(N)=O)CC=C5)[C@H](O)[C@@H]4O)(O)=O)(O)=O)[C@@H](O)[C@H]3O)C=2N=1.C(=O)C.[CH3:48][N+:49]([CH2:52][C:53]([CH2:55][C:56]([OH:58])=[O:57])=[O:54])([CH3:51])[CH3:50].[Cl-]>C(O)(=O)C>[OH:54][C@H:53]([CH2:55][C:56](=[O:57])[O-:58])[CH2:52][N+:49]([CH3:51])([CH3:48])[CH3:50]
KomponentenVersuchsvorschriftQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 177AcetaldehydeHCID 439153NadhHCID 2724491(3-Carboxy-2-oxopropyl)trimethylammonium chloride

Produkt 1

HCID 10917(-)-CarnitineAusbeute 77,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

Carnitine was synthesized as in example 2, except that the NADH regeneration system comprised, in addition to alcohol dehydrogenase, aldehyde dehydrogenase (E.C. 1.2.1.5) which oxidizes the aldehyde (formed by action of alcohol dehydrogenase on ethanol) to acetic acid. Two molecules of NADH were formed from one molecule of ethanol (instead of one in the preceeding example) and the reaction balance was strongly displaced in favour of NADH and acetic acid formation. It was thus no longer necessary to eliminate acetaldehyde as in the preceeding example. The conditions were thus those of example 2, except that 125 units of purified aldehyde dehydrogenase (Boehringer ref. 171.832) were added to the reaction medium and nitrogen bubbling was omitted. After 24 hours, 0.764 g of L-carnitine was formed with a yield of 77.5% with respect to dehydrocarnitine hydrochloride.

Quellen und Nachweise

ORD-Eintrag
ord-69843a9b4f804ce7a10f54a4d2af355d
Quelldatensatz
uspto-grants-1980_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04221869

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