Ddctp → N4-(3-Aminopropyl)-2',3'-dideoxycytidine-5'-triphosphate

HRID 1534972Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1534972
[OH:1][P:2](=[O:27])([O:12][CH2:13][C@H:14]1[O:26][C@@H:17]([N:18]2[CH:23]=[CH:22][C:21]([NH2:24])=[N:20][C:19]2=[O:25])[CH2:16][CH2:15]1)[O:3][P:4](=[O:11])([O:6][P:7](=[O:10])([OH:9])[OH:8])[OH:5]>O>[P:2]([O:12][CH2:13][C@H:14]1[O:26][C@@H:17]([N:18]2[CH:23]=[CH:22][C:21]([NH:24][CH2:15][CH2:16][CH2:17][NH2:18])=[N:20][C:19]2=[O:25])[CH2:16][CH2:15]1)([O:3][P:4]([O:6][P:7]([OH:9])([OH:8])=[O:10])([OH:5])=[O:11])(=[O:1])[OH:27]

Komponenten

3

Edukt 1

HCID 119119Ddctp2×

Produkt 1

HCID 86745505N4-(3-Aminopropyl)-2',3'-dideoxycytidine-5'-triphosphate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

2',3'-dideoxycytidine-5'-triphosphate (20 umol) was dissolved in 1.0 ml of the 1,3-propanediamine/bisulfite reaction mixture and incubated at 37° C. for 60 hr. when HPLC indicated complete conversion of the starting material to one new major substance. The product was isolated by Sephadex chromatography and lyophilization in the manner described above to yield 16.0 umol (80%) of an amorphous solid and identified as N4 -(3-aminopropyl)-2'3'-dideoxycytidine-5-triphosphate AP-ddCTP. The structure of AP-ddCTP is depicted in FIG. 1 as B where N equals three. The solid was homogeneous by HPLC (RT=20.02 min, RT(ddCTP)=21.08) and characterized by UV lambda max (H2O)=272.5 nm.

Quellen und Nachweise

ORD-Eintrag
ord-71131729721f4550b0be61c6c000a902
Quelldatensatz
uspto-grants-1992_02
Patentnummer
US05091519

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