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By W. J. Stec

ISBN-10: 0080239692

ISBN-13: 9780080239699

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Extra info for Phosphorus Chemistry Directed Towards Biology. Lectures Presented at the International Symposium on Phosphorus Chemistry Directed Towards Biology, Burzenin, Poland 25–28 September 1979

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2 8 ) . \/m2 t— X 0 . COOH 0 ^ 7NH2 RSti "~ A / \ CHO ^ 10. 0 W2 X X OH i x o V OKN V /\ x o VH0 X = N(CH2CH2CI)2 50 R. N. Hunston, A. S. Jones and R. T. Walker Thus it was our intention to use the oxa phosphor ine ring system to a c t as a transport system for the charged FdUMP which would enable the neutral analogue to cross the cell membrane and then to be enzymatically hydroxylated to the labile 4-hydroxy derivative which would then liberate the active antimetabolite F d U M P . The compound whose synthesis is required is thus 2 l - d e o x y - 5 - f l u o r o - 5 ' - 0 - ( t e t r a h y d r o 2 H , 1 " , 3", 2 " - o x a p h o s p h o r i n e - 2 " - o x i d e - 2 " - y l ) u r i d i n e (11) (CPFUDR).

M» Khalimskaya and E» A» S h e s h e g o v a . NucL A c i d s R e s , J5. 1 2 5 3 - 1 2 7 2 (1978X 13. K. L. Ararwal and P. Rifina. NucL A c i d s R e s , 5 , 2 8 0 9 - 2 8 2 3 (1978). 14. A . M, M i c h e l s o n , Chenu and Ind. (1960) , 1 2 6 7 , ~ 15. N. L S o k o l o v a , V, V, N o s o v a , Z. A # Shabarova and M. A . Prokofiev, DokL A k a d . Nauk. S S S R 2 0 6 , 1 2 9 - 1 3 1 (1972). 16. V. V. Shumyantzeva, N. L S o k o l o v a and Z. A . S h a b a r o v a , NucL A c i d s R e s . , 9 0 3 - 9 1 6 (1976).

Apgar, G. A. Everett, J. T. Madison, M. Marquisee, S. H. Merrill, J. R. Penswick and A. Zamir, Science 147, 1462-1465 (1965). 2. E. Ohtsuka, M. Ubasawa, S. Morioka and M. Ikehara, J. Am. Chem. Soc. 95_, 4725-4733 (1973). 3. S. Corey, K. A. Marcker, S. K. Dube and B. F. C. Clark, Nature 220, 4. E. Ohtsuka, T. Miyake and M. Ikehara, Chem. Pharm. Bull. 2_7, 341-345 5. E. Ohtsuka, E. Nakagawa, T. Tanaka, A. F. Markham and M. Ikehara, Chem. 1039-1040 (1968). (1979). Pharm. Bull. 26, 2998-3006 (1978).

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Phosphorus Chemistry Directed Towards Biology. Lectures Presented at the International Symposium on Phosphorus Chemistry Directed Towards Biology, Burzenin, Poland 25–28 September 1979 by W. J. Stec


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