DL-Arabinose → Pentosidine

HRID 374409

Reaktionsgleichung

Reaktionsgleichung von HRID 374409
[CH2:1](O)[CH:2](O)[CH:3](O)[CH:4](O)[CH:5]=O.[NH2:11][C@H:12]([C:18]([OH:20])=[O:19])[CH2:13][CH2:14][CH2:15][CH2:16][NH2:17].[NH2:21][C@H:22]([C:30]([OH:32])=[O:31])[CH2:23][CH2:24][CH2:25][NH:26][C:27](=[NH:29])[NH2:28].O=C[C@@H]([C@@H]([C@@H](CO)O)O)O>>[CH:2]1[CH:3]=[C:4]2[C:5](=[N:29][C:27]([NH:26][CH2:25][CH2:24][CH2:23][C@H:22]([NH2:21])[C:30]([OH:32])=[O:31])=[N:28]2)[N:17]([CH2:16][CH2:15][CH2:14][CH2:13][C@H:12]([NH2:11])[C:18]([OH:20])=[O:19])[CH:1]=1

Komponenten

5

Edukt 4

HCID 854DL-ArabinoseHCID 5962L-LysineHCID 5311110Aldehydo-D-riboseHCID 178418600HCID 178418600, Verbindung

Produkt 1

HCID 119593Pentosidine

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

In order to confirm the pentose-derived nature of the native fluorophore 100 mM each of L-lysine, L-arginine and D-ribose were heated for 1 hour at 80° C. Injection of a small amount of this synthetic material on HPLC revealed a major fluorescent peak coeluting with the native fluorophore. (see FIG. 5) In order to substantiate the proposed structure, the synthetic fluorophore was prepared preparatively and purified. Total yield was 21 mg; i.e., 0.02% of the reactants.

Aufarbeitung

  1. customthe synthetic fluorophore was prepared preparatively
  2. custompurified

Quellen und Nachweise

ORD-Eintrag
ord-8357ab42bf30496287c2be5cf03b34d8
Quelldatensatz
uspto-grants-1996_01
Patentnummer
US05480807

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