Thymidine → Deoxyguanosine

HRID 850266

Reaction equation

HRID 850266 reaction equation
CC1C(=O)NC(=O)NC1=O.N1C=C(C)C(=O)NC1=O.N1C=CC(=O)NC1=O.[C@@H:28]1(N2C=C(C)C(=O)NC2=O)[O:35][C@H:32]([CH2:33][OH:34])[C@@H:30]([OH:31])[CH2:29]1.[NH:45]1[C:54](=[O:55])[C:53]2[NH:52][CH:51]=[N:50][C:49]=2[N:48]=[C:46]1[NH2:47]>>[C@@H:28]1([N:50]2[C:49]3[N:48]=[C:46]([NH2:47])[NH:45][C:54](=[O:55])[C:53]=3[N:52]=[CH:51]2)[O:35][C@H:32]([CH2:33][OH:34])[C@@H:30]([OH:31])[CH2:29]1

Participants

5

Reactant 4

HCID 5789ThymidineHCID 2327915-Methylbarbituric acidHCID 23504037Thymin Uracil2×HCID 135398634Guanine

Product 1

HCID 135398592DeoxyguanosineYield 75%

Procedure

FIG. 1 shows formation of 5-methyl barbituric acid. Since the acid is decomposed so as to disappear, it has been clarified that uracil thymine dehydrogenase and barbiturase are present in the uracil·thymine decomposing enzyme. In the case of FIG. 1, thymidine disappeared substantially completely, though the starting material guanine was found to remain only slightly. Deoxyguanosine was formed in an amount of 14.9 mM (yield of 75%). Compared with FIG. 2 covering the case where uracil·thymine decomposing enzyme solution was not present, FIG. 1 supports that the desired product of deoxyguanosine was formed in a very large amount.

Sources & evidence

ORD record
ord-6a28f6a7a4b74260806849e9f9de53d4
Source dataset
uspto-grants-2000_01
Patent number
US06017736

Linked notes

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