Uridine Diphosphate → rUrd.rUrd.P-P-P-P

HRID 719569

반응식

HRID 719569 반응식
[Na+].[Na+].[Na+].[Na+].[O-:5][P:6]([O:9][P:10]([O:13][P:14]([O:17][P:18]([OH:21])([OH:20])=[O:19])([O-:16])=[O:15])([O-:12])=[O:11])(=[O:8])[O-:7].[C@@H:22]1([N:31]2[CH:38]=[CH:37][C:35](=[O:36])[NH:34][C:32]2=[O:33])[O:30][C@H:27]([CH2:28][OH:29])[C@@H:25]([OH:26])[C@H:23]1[OH:24].[C@@H:39]1([N:48]2[CH:55]=[CH:54][C:52](=[O:53])[NH:51][C:49]2=[O:50])[O:47][C@H:44]([CH2:45][OH:46])[C@@H:42]([OH:43])[C@H:40]1[OH:41].[Na+].[Na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

참가 물질

7

반응물 6

HCID 6031Uridine DiphosphateHCID 7622TributylamineHCID 14013Ammonium Bicarbonate2회HCID 3724478TributylammoniumHCID 11957711Disodium uridine 5'-diphosphateHCID 131724809Diuridine tetraphosphate tetrasodium salt

생성물 1

HCID 131723853rUrd.rUrd.P-P-P-P

실험 절차

The present invention provides the synthesis of diuridine tetraphosphate tetrasodium salt via the tetraammonium salt. In this process, uridine 5′-diphosphate disodium salt is first converted to the tributylammonium salt using a sulfonic acid resin to generate UDP as the free acid, followed by salt formation with excess tributylamine. After isolation by evaporative water removal, the anhydrous UDP tributylammonium salt is activated with 1,1-carbonyldiimidazole in DMF solution, during which time coupling to form U2P4 also occurs. Concentration of the solution in vacuo, followed by ion-exchange chromatography on Sephadex DEAE-A25 using an increasing gradient of aqueous ammonium bicarbonate yielded a solution of pure diuridine tetraphosphate in ammonium bicarbonate buffer. The volatile buffer is removed by repeated evaporation with water on a rotary evaporator to generate the tetraammonium salt of U2P4 as oil. The oil is dissolved in deionized water to give a ca. 10% solution, and this solution is charged to a Dowex 50Wx4 Na+ (Dow) column and eluted with deionized water. The fractions containing U2P4 are pooled, concentrated and lyophilized to yield U2P4 tetrasodium salt as a white solid.

후처리

  1. customThe present invention provides
  2. customAfter isolation by evaporative water removal
  3. customto form U2P4

출처 및 근거

ORD 기록
ord-127893ac72f84d21af92ea1ebbca889e
출처 데이터셋
uspto-grants-2006_11
특허 번호
US07132410B2

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