Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Ethylenediaminetetraacetic Acid | HCID 6049 | — |
| Edukt | 5,5'-Dithiobis(2-nitrobenzoic Acid) | HCID 6254 | — |
| Edukt | Acetic Anhydride | HCID 7918 | — |
| Edukt | Tryptophol | HCID 10685 | — |
| Edukt | Trisodium Phosphate | HCID 24243 | — |
| Edukt | Tryptamine hydrochloride | HCID 67652 | — |
| Edukt | Adenosine 5'-(trihydrogen diphosphate), 3'-(dihydrogen phosphate), P'-((3R)-4-((3-(ethylamino)-3-oxopropyl)amino)-3-hydroxy-2,2-dimethyl-4-oxobutyl) ester | HCID 165363 | — |
| Edukt | acetyl CoA | HCID 444493 | — |
| Edukt | D-1,4-Dithiothreitol | HCID 446094 | — |
| Edukt | HCID 73755097 | HCID 73755097 | — |
| Lösungsmittel | Triethylamine | HCID 8471 | — |
| Produkt | N-Acetyltryptamine | HCID 70547 | 88% |
Reaktionsschritte
The following were purchased: acetyl-CoA (Pharmacia Biotech Inc.); tryptamine-HCl, desulfo-CoA, glutathione-agarose, DTNB (Sigma); sodium phosphate, dithiothreitol, guanidinium-HCl, EDTA (Fisher Scientific); tryptophol (Aldrich); and [14C]acetyl-CoA (60 Ci/mol) (NEN Life Science Products). N-acetyltryptamine was synthesized by reacting tryptamine-HCl (500 mg, 2.5 mmol) with acetic anhydride (260 mg, 2.5 mmol) in the presence of excess triethylamine (1.75 ml). After vigorous stirring at room temperature for 50 min, the mixture was partitioned between ethyl acetate (80 ml) and water (70 ml). The organic phase was washed with saturated aqueous NaHCO3 (50 ml), 0.1 M HCl (50 ml), Na2SO4 (anhydride), and the resultant was concentrated in vacuo to afford N-acetyltryptamine as off-white crystals (88% yield). Purity (>95%) was established by TLC and 1H NMR.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US05990094 |
|---|
| Quelldatensatz | uspto-grants-1999_11 |
|---|
| ORD ID | ord-00039a8ac5c842b9bf35fb31b52ea998 |
|---|
| Quellennotiz | uspto-grants-1999_11 |
|---|
