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- Info
Publications
Publications by Morris J. Robins.
Z. Janeba, X. Lin, and M. J. Robins "Functionalization of Guanosine and
2'-Deoxyguanosine at C6: A Modified Appel Process and SNAr Displacement
of Imidazole" Nucleosides
Nucleotides Nucleic Acids, 23, 137-147 (2004).
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M. F. Vickers, J. Zhang, F. Visser, T.
Tackaberry, M. J. Robins, L. P. C. Nielsen, I. Nowak, S. A. Baldwin, J.
D. Young, and C. E. Cass "Uridine Recognition Motifs of Human
Equilibrative Nucleoside Transporters 1 and 2 Produced in Saccharomyces
cerevisiae" Nucleosides
Nucleotides Nucleic Acids, 23, 361-373 (2004).
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P. Francom and M. J. Robins "Nucleic Acid Related Compounds. 118.
Nonaqueous Diazotization of Aminopurine Derivatives. Convenient Access
to 6-Halo- and 2,6-Dihalopurine Nucleosides and 2'-Deoxynucleosides
with Acyl or Silyl Halides " J.
Org. Chem., 68, 666-669 (2003).
Z. Janeba,
P. Francom, and M. J. Robins "Efficient Syntheses
of 2-Chloro-2'-deoxyadenosine (Cladribine) from 2'-Deoxyguanosine" J.
Org. Chem., 68,
989-992 (2003).
I. Nowak and M. J. Robins "Protection
of the Amino Group of Adenosine and Guanosine Derivatives by Elaboration
into a 2,5-Dimethylpyrrole Moiety" Org.
Lett., 5, 3345-3348 (2003).
M. J. Robins "Ribonucleotide Reductases:
Radical Chemistry and Inhibition at the Active Site" Nucleosides
Nucleotides Nucleic Acids , 22, 519-534 (2003).
M. Zhong and M. J. Robins "Regioisomers
in Vorbrüggen's
Guanine Nucleoside Synthesis; N9 Selectivity with a Glucosamine Derivative
and 2-N-Acetyl-6-O-diphenylcarbamoylguanine" Tetrahedron Lett., 44,
9327-9330 (2003).
J. Zhang, F. Visser, M. F. Vickers, T. Lang, M. J. Robins, L. P. C.
Nielsen, I. Nowak, S. A. Baldwin, J. D. Young, and C. E. Cass "Uridine
Binding Motifs of Human Concentrative Nucleoside Transporters 1 and 3
Produced in Saccharomyces cerevisiae " Mol.
Pharmacol., 64, 1512-1520 (2003).
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S. F. Wnuk, S. M. Chowdhury, P. I. Garcia, Jr., and M. J. Robins
"Stereodefined Synthesis of O3'-Labeled Uracil Nucleosides.
3'-[17O]-2'-Azido-2'-deoxyuridine 5'-Diphosphate as a Probe for the
Mechanism of Inactivation of Ribonucleotide Reductases " J.
Org. Chem., 67, 1816-1819 (2002).
P. Francom, Z. Janeba, S. Shibuya, and M. J. Robins "Nucleic Acid
Related Compounds. 116. Nonaqueous Diazotization of Aminopurine
Nucleosides. Mechanistic Considerations and Efficient Procedures with
tert-Butyl Nitrite or Sodium Nitrite " J.
Org. Chem., 67, 6788-6796 (2002).
R. W.
Miles, L. P. C. Nielsen, G. J. Ewing, D. Yin, R. T. Borchardt, and
M. J. Robins "S-Homoadenosyl-L-cysteine and S-Homoadenosyl-L-homocysteine.
Synthesis and Binding Studies of Non-Hydrolyzed Substrate Analogues
with S-Adenosyl-L-homocysteine Hydrolase" J. Org. Chem., 67, 8258-8260
(2002).
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S. F. Wnuk, D. R. Companioni, V. Neschadimenko, and M.
J. Robins "The
b-Fluorine Effect. Electronic Versus Steric Effects in Radical Deoxygenations
of Fluorine-Containing Pentofuranose Nucleosides" J. Org. Chem., 67,
8794-8797 (2002).
M. J. Robins, J. S. Wilson, D. Madej, D. L. J. Tyrrell, W. P. Gati,
R. J. Lindmark, and S. F. Wnuk "Nucleic Acid Related Compounds. 114.
Synthesis of 2,6-(Disubstituted)purine 2',3'-Dideoxynucleosides and
Selected Cytotoxic, Anti-Hepatitis B, and Adenosine Deaminase Substrate
Activities" J.
Heterocycl. Chem. , 38, 1297-1306 (2001).
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M. J. Robins, R. W.
Miles, M. C. Samano, and R. L. Kaspar "Syntheses
of Puromycin from Adenosine and 7-Deazapuromycin from Tubercidin,
and Biological Comparisons of the 7-Aza/Deaza Pair" J. Org. Chem.,
66, 8204-8210 (2001).
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M. J. Robins, B. Doboszewski, V. A. Timoshchuk, and M. A. Peterson "Glucose-Derived
3'-(Carboxymethyl)-3'-deoxyribonucleosides and 2',3'-Lactones as
Synthetic Precursors for Amide-Linked Oligonucleotide Analogues" J.
Org. Chem., 65,
2939-2945 (2000).
M. J. Robins, B.
Doboszewski, B. L. Nilsson, and M. A. Peterson "Synthesis of
Amide-Linked [(3')CH2CO–NH(5')] Nucleoside Analogues of Small
Oligonucleotides " Nucleosides
Nucleotides, 19, 69-86 (2000). S.
F. Wnuk, C. A. Valdez, J. Khan, P. Moutinho, M. J. Robins, X. Yang, R.
T. Borchardt, J. Balzarini, and E. De Clercq "Doubly Homologated
Dihalovinyl and Acetylene Analogues of Adenosine: Synthesis,
Interaction with S-Adenosyl-L-homocysteine Hydrolase, and Antiviral and
Cytostatic Effects " J.
Med. Chem., 43, 1180-1186 (2000). X. Lin and M. J.
Robins "Mild and Efficient Functionalization
at C6 of Purine 2'-Deoxynucleosides and Ribonucleosides" Org.
Lett.,
2,
3497-3499 (2000). E. S. Kumarasinghe, M. A. Peterson, and
M. J. Robins "Synthesis
of 5,6-Bis(alkyn-1-yl)pyrimidines and Related Nucleosides" Tetrahedron
Lett., 41,
8741-8745 (2000). X. Yang, D. Yin, S. F. Wnuk, M.
J. Robins, and R. T. Borchardt "Mechanisms
of Inactivation of Human S-Adenosylhomocysteine Hydrolase by 5',5',6',6'-Tetradehydro-6'-deoxy-6'-halohomoadenosines" Biochemistry,
39,
15234-15241 (2000). - S.F. Wnuk and M.J. Robins, "Stannyl Radical-Mediated Cleavage of p-Deficient
Heterocyclic Sulfones. Synthesis of a-Fluoro Esters and the First Homonucleoside
a-Fluoromethylene Phosphonate," J. Am. Chem. Soc., 118, 2519-2520 (1996).
R.W. Miles, V. Samano, and M.J. Robins, "Nucleic Acid Related
Compounds. 86. Nucleophilic Functionalization of Adenine, Adenosine,
Tubercidin, and Formycin Derivatives via Elaboration of the
Heterocyclic Amino Group into a Readily Displaced 1,2,4-Triazol-4-yl
Substituent," J. Am. Chem. Soc., 117, 5951-5957 (1995).
M.J. Robins, M.C. Samano, and V. Samano, "Ribonucleotide Reductase
Targets for Chemotherapy; Mechanistic Aspects and Biologically Active
Agents," Nucleosides Nucleotides, 14, 485-493 (1995).
M.J. Robins, J.S. Wilson, D. Madej, N.H. Low, F. Hansske, and S.F.
Wnuk, "Nucleic Acid Related Compounds. 88. Efficient Conversions of
Ribonucleosides into Their 2',3'-Anhydro, 2'(and 3')-Deoxy,
2',3'-Didehydro-2',3'-dideoxy, and 2',3'-Dideoxynucleoside Analogues," J. Org. Chem., 60, 7902-7908 (1995).
M.J. Robins, S.F. Wnuk, K.B. Mullah, N.K. Dalley, C.-S. Yuan, Y. Lee,
and R.T. Borchardt, "Nucleic Acid Related Compounds. 80. Synthesis of
5'-S-(Alkyl
and aryl)-5'-fluoro-5'-thioadenosines with Xenon Difluoride or
(Diethylamido)sulfur Trifluoride, Hydrolysis in Aqueous Buffer, and
Inhibition of S-Adenosyl-L-homocysteine Hydrolase by Derived Adenosine 5'-Aldehyde Species," J. Org. Chem., 59, 544-555 (1994).
A.H. Cory, V. Samano, M.J. Robins, and J.G. Cory,
"2'-Deoxy-2'-methylene Derivatives of Adenosine, Guanosine, Tubercidin,
Cytidine, and Uridine as Inhibitors of L1210 Cell Growth in Culture," Biochem. Pharmacol., 47, 365-371 (1994).
V. Samano and M.J. Robins, "Synthesis of
3'-Deoxyadenosine-3'-spirocyclopropane,
3'-Deoxyuridine-3'-spirocyclopropane, and
5'-Deoxy-4',5'-methanoadenosine," Tetrahedron Lett., 35, 3445-3448 (1994).
S.F. Wnuk, C.-S. Yuan, R.T. Borchardt, J. Balzarini, E. De Clercq, and
M.J. Robins, "Nucleic Acid Related Compounds. 84. Synthesis of 6'(E and Z)-Halohomovinyl Derivatives of Adenosine, Inactivation of S-Adenosyl-L-homocysteine Hydrolase, and Correlation of Anticancer and Antiviral Potencies with Enzyme Inhibition," J. Med. Chem., 37, 3579-3587 (1994).
C.-S. Yuan, S.F. Wnuk, S. Liu, M.J. Robins, and R.T. Borchardt, "(E)-5',6'-Didehydro-6'-deoxy-6'-fluorohomoadenosine: A Stubstrate That Measures the Hydrolytic Activity of S-Adenosylhomocysteine Hydrolase," Biochemistry, 33, 12305-12311 (1994).
M.J. Robins and S.F. Wnuk, "Selected Aspects of the Chemistry and Biochemistry of Sulfur-Containing Nucleosides," Phosphorus Sulfur, 95-96, 71-88 (1994).
S. Salowe, J.M. Bollinger, Jr., M. Ator, J. Stubbe, J. McCracken, J.
Peisach, M.C. Samano, and M.J. Robins, "Alternative Model for
Mechanism-Based Inhibition of Escherichia coli Ribonucleotide Reductase by 2'-Azido-2'-deoxyuridine 5'-diphosphate," Biochemistry, 32, 12749-12760 (1993).
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