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UNIVERSnATSrilbuu. •"' '
HANNOVER i
TECHNfSCHE
WFORMATIONSBIBUOTK .
SYNTHETIC OLIGONUCLEOTiDKT"PROBLEMS AND FRONTIERS OF
PRACTICAL APPLICATION''°"
v
SHEMYAKIN INSTITUTE OF BIOORGANIC CHEMISTRY
USSR ACADEMY OF SCIENCES
MOSCOW
JUNE 23-30, 1991
Organizing Committee:
D.G.Knorre, V.A.Efimov and O.G.Chakhmakhcheva
UB/TIB Hannover 89110 455 258 I
NUCLEIC ACIDSSYMPOSIUM SERIES
No.24
OIRLPRESSat
OXFORD UNIVERSITY PRESS
Contents Nucleic Acids Symposium Series No. 24 1991
Forewordxv
The synthesis and antiviral activity of some 4'-thio-2'-deoxynucleoside 1
analogues
M.R.Dyson, P.L.Coe and R.T.Walker
Progress toward the synthesis of nonionic oligonucleotide analogues with 5
sulfonate and sulfonamide internucleotide linkagesJ.A.Secrist III, P.A.Crooks, J.A.Maddry, R.C.Reynolds, A.S.Rathore,M.Shamim Ahktar and J.A.Montgomery
Synthesis of branched nona- and deca-RNA modelling the lariat formed 9
in pre-mRNA processing reaction (splicing)C.Sund, A.Foldesi, S.-I.Yamakage and J.Chattopadhyaya
Investigation of DNA biosynthesis catalyzed by DNA polymerases: 13
approach of synthesis of compounds with anti-HIV activityA.A.Krayevsky, N.B.Tarussova, M.K.Kuhanova,J.Balzarini, E.DeClercq, E.V.Karamov and V.V.Lukashov
Hexopyranosylnucleoside 6-triphosphates are not substrates for DNA 17
polymerasesS.N.Mikhailov, E.V.Efimtseva, N.Sh.Padyukova, Z.G.Chidgeavadze and
R.Sh.Beabealashvilli
Diadenosine oligophosphates: peculiarities of synthesis by phenylalanyl- 19
tRNA synthetases from E.coli MRE-600 and Thermits thermophilus HB8
A.I.Biryukov, V.N.Ankilova and O.I.Lavrik
Bifunctional properties of analogues of modified nucleotides: immune 21
system cells stimulation and human immunodeficiency virus (HIV)
replication inhibition
V.M.Pisarev, N.B.Tarussova, V.P.Leskov, S.G.Kremlev, M.K.Kuhanova,
A.V.Tutelyan, E.D.Otrazheva and L.A.Pevnitzky
Acyclic analogs of dideoxydidehydronucleosides 23
A.V.Tsytovich, M.V.Kochetkova, D.V.Philippov, B.I.Mitsner and
V.I.Shvets
Studies in the synthesis of oligo- and poly-ribonucleotides 25
C.B.Reese
New approaches towards automated oligoribonucleotide synthesis 29
W.Pfleiderer, K.-P.Stengele, M.Mohr and F.Bergmann
Solid phase synthesis of mRNA by the phosphoramidite approach using 33
2'-0-l-(2-chloroethoxy)ethyl protection and its stability in E.coli system
O.Sakatsume, T.Yamaguchi and H.Takaku
Contents continued overleaf l
Further improvement in protecting method for the oligonucleotide 37
synthesis in terms of a cellulose acetate derivative as a polymer
support
K.Kamaike, T.Ogawa, Y.Inoue and Y.Ishido
Large scale automated synthesis of oligonucleotides 41
A.Andrus, H.Vu, P.Ramstad and M.Pallas
Synthesis of some oligodeoxynucleotides containing the C-nucleoside and 43
2'-deoxy-2'-fluoronucleoside moieties
I.Rosenberg, Z.To£ik and K.A.Watanabe
Synthesis of oligoribonucleotides by the H-phosphonate approach using 47
base labile 2'-0-protective groups
E.Rozners, V.Kumpins and E.Bizdena
Rapid deprotection procedures for synthetic oligonucleotides 49
N.N.Polushin, I.N.Pashkova and V.A.Efimov
Structure—function relationship of hammerhead ribozymes as probed by 51
2'-modifications
W.A.Pieken, D.B.Olsen, H.Aurup, D.M.Williams, O.Heidenreich,
F.Benseler and F.Eckstein
Synthesis of site-specifically modified oligoribonucleotides for studies 55
of the recognition of TAR RNA by HIV-1 tat protein and studies of
hammerhead ribozymes
G.Slim, C.Pritchard, E.Biala, U.Asseline and M.J.Gait
2'-0-Alkyloligoribonucleotides, synthesis and applications in molecular 59
biology
B.S.Sproat, A.I.Lamond, R.G.Garcia, B.Beijer, U.Pieles, M.Douglas,K.Bohmann, M.Carmo-Fonseco, S.Weston and S.O'Loughlin
Separation of [Sp]-3'-0-(5'-dimethoxytritylthymidyl)-S-0-(3'camphanoyl 63
thymidyl)-0-methyl phosphiteA.Wilk, B.Uznanski and WJ.Stec
Specificities of rabbit anti-(2',5')oIigoadenylate antibodies towards 67
phosphorothioate and seco analogs of oligoadenylatesI.A.Mikhailopulo, E.I.Kvasyuk, T.I.Kulak, S.M.Shulyakovskaya,M.V.Makarenko, S.N.Mikhailov, R.Charubala and W.Pfleiderer
Studies directed towards efficient synthesis of oligo-5'-deoxy-5-C- 71
(phosphonomethyl)deoxyribonucleosidesJ.Stawinski and T.Szab6
The 2-(acetoxymethyl)benzoyl group: a new base-protecting group, 73
designed for the preparation of labile, modified oligonucleotides
W.H.A.Kuijpers, J.Huskens and C.A.A.van Boeckel
ii
Synthesis and properties of modified oligonucleotides 75
R.L.Letsinger, R.A.Alul, F.Farooqui, S.M.Gryaznov and O.Kinstler
New synthetic approach to nucleoside phosphorofluoridates and fluoridites. 79
Novel type of phosphitylating reagents containing 4-nitrophenoxy group
J.Michalski
Backbone modified oligodeoxynucleotides: stereoselective synthesis of 83
methylphosphonates and HIV inhibitory capacity of phosphorothioates
J.W.Engels, T.Daum, A.Frauendorf, S.Liiking, M.Mag,
W.E.G.Miiller, J.Muth and P.Rosmanitz
Solid-phase synthesis of oligo(2'-deoxyxylonucleotides) and PCR 87
amplification of base-modified DNA fragmentsF.Seela, H.Rosemeyer, M.Krecmerova and A.Roling
Synthesis and biological studies with dithioate DNA 91
M.H.Caruthers, G.Beaton, L.Cummins, D.Graff, M.Hall, W.S.Marshall,
H.Sasmor, and W.Wiesler
Synthesis and some reactions of nucleoside H-phosphonothioate esters 95
J.Stawinski, R.Stromberg, T.Szabo, M.Thelin, E.Westman and R.Zain
Design and applications of single and double stranded DNA analogs 99
Z.A.Shabarova
A new approach to stabilize complementary complexes formed by short 103
oligonucleotides and their derivatives
V.F.Zarytova
Effect of magnesium ions and low pH on interaction of pyrimidine 107
oligonucleotides with dsDNA: affinity modification study
E.Brossalina, E.Demchenko and V.Vlassov
Structural and kinetic problems of sequence-specific modification of 113
nucleic acids by reactive derivatives of oligonucleotides
F.Olga and P.Larisa
2D NMR and molecular mechanics structural studies on the 115
oligo-nucleotide duplex d[p(TGTTTGGC) ].d[p(CCAAACA) ] and
its modified derivatives
E.V.Bichenkova, T.V.Abramova, Yu.N.Vorob'ev, V.F.Zarytova,
E.M.Ivanova, T.V.Maltseva and A.V.Lebedev
Comparison of anti-RNA properties of normal and ellipticine 117
functionalized a. and /3- oligonucleotides
M.Lavignon, J.R.Bertrand, H.Porumb, B.Rayner, J.L.Imbach,
C.Paoletti and C.Malvy
Inhibition of reverse transcription by unmodified and modified antisense 121
oligodeoxynucleotidesC.Boiziau, C.Blonski, N.T.Thuong, D.Shire and J.-J.Toulme"
Contents continued overleaf iii
Oligodeoxynucleotide hybridization inhibition of HIV and influenza virus 127
P.C.Zamecnik and S.Agrawal
Design of bifunctional oligonucleotide intercalator conjugates as inhibitors 133
of gene expressionC.Helene and N.T.Thuong
Oligodeoxynucleotide analogs as informational drugs to regulate 139
translation
M.Ghosh, K.Ghosh and J.S.Cohen
Complementary directed modifications of nucleic acids and oncogene- 143
directed mutagenesis in vivo
N.Grineva, N.Satz, V.Pantin, G.Solovjev,
V.Surin, A.Krutov, T.Borovikova and E.Shukova
Nuclear location of synthetic oligonucleotides microinjected somatic cells: 147
its implication in an antisense strategy
N.Mechti, J.-P.Leonetti, J.-P.Clarenc, G.Degolsand B.Lebleu
Antisense oligodeoxynucleoside methylphosphonate inhibition of mouse 151
c-myc p65 protein expression in E^c-myc transgenic mice
E.Wickstrom, T.A.Bacon, E.L.Wickstrom,
C.M.Werking, R.D.Palmiter, R.L.Brinster and E.P.Sandgren
Mode of uptake of 5'-cholesteryl-linked phosphodiester oligodeoxy- 155
nucleotidesin HL60 cells
C.A.Stein, L.Yakubov, L.-M.Zhang and J.Tonkinson
Utilization of antisense oligonucleotides in vivo: stability and 157
internalization of hydrophobized oligonucleotidesS.de Falco, A.Boutorine, Cde Smidt, T.van Berkel, E.Saison, C.Helene
and T.Le Doan
Stabilization of PyPuPu triplexes with bivalent cations 159
M.D.Frank-Kamenetskii, V.A.Malkov, O.L.Voloshin and V.N.Soyfer
Synthetic gene design to investigate the role of cw-acting DNA structural 163
elements in regulation of gene expression in vivo
S.K.Brahmachari, P.S.Sarkar, P.Balagurumoorthy, P.K.Burma
and R.Bagga
Parallel double stranded helices and the tertiary structure of nucleic acids 167
V.L.Florentiev, O.F.Borisova, B.P.Gottikh, I.A.Il'icheva, Yu.P.Lysov,
O.K.Mamayeva, B.K.Chernov, A.A.Chernyi and A.K.Shchyolkina
Parallel stranded DNA under scanning tunnelling microscope: the main 169
characteristics of the double helix
N.A.Tchurikov, Z.Jing-de, Li.Min-quan and B.K.Chernov
tv
Modification of duplex poly(G)-poly(C) by platinum (II) compounds 171
G.A.Platonova, E.M.Kogan and N.S.Sidorova
Scanning of key residues in antibody binding sites by two saturation- 173
mutagenesis approaches
S.A.Narang, D.A.Brummell, V.Sharma, D.Bilous, G.Dubuc,C.R.MacKenzie, J.Michniewicz, J.Sadowska, N.Anand, N.M.Youngand D.R.Bundle
Atomic structure of a pyrimidine-dimer specific excision-repair enzyme 181
from bacteriophage T4
K.Morikawa, O.Matsumoto, M.Tsujimoto, K.Katayanagi, T.Doi,
M.Ariyoshi, M.Ikehara, T.Inaoka and E.Ohtsuka
Oligonucleotides and their derivatives as tools for investigations of 185
protein—nucleic acid interactions in template biocatalysisO.I.Lavrik
Hybridization properties of gel-immobilized oligonucleotides 189
I.B.Ivanov, K.R.Khrapko, B.K.Chernov, A.A.Khorlin, Yu.P.Lysov,V.L.Florentiev and A.D.Mirzabekov
An oligonucleotide matrix hybridization approach to DNA sequencing 191
A.A.Khorlin, K.R.Khrapko, I.B.Ivanov, Yu.P.Lysov, G.K.Yershov,
S.K.Vasilenko, V.L.Florentiev and A.D.Mirzabekov
Synthetic oligonucleotides for biomedical applications 193
H.Seliger, A.Frohlich, G.Groger, B.Krist, M.Montenarh, H.Rosch, R.Rosch
and F.Ramalho Ortigao
Branched DNA amplification multimers for the sensitive, direct 197
detection of human hepatitis viruses
M.S.Urdea, T.Horn, T.J.Fultz, M.Anderson, J.A.Running, S.Hamren,
D.Ahle and C.Chang
Branched oligodeoxyribonucleotides for use as amplification multimers in 201
bioassays: chemical synthesis and characterization
T.Horn, C.-A.Chang, T.J.Fultz, D.Ahle, S.J.Hamren and M.S.Urdea
Synthesis and properties of branched and hyperbranched oligonucleotides 203
M.J.Damha, R.H.E.Hudson, K.Ganeshan, S.V.Zabarylo and Y.Guo
Non-radioactive labelling of oligonucleotides with pre-functionalized 205
phosphoramidites or H-phosphonates during automated synthesis
D.Cech, F.Schubert and U.Moller
An approach to the synthesis of multilabeled oligodeoxyribonucleotide 207
probes
S.Gryaznov, L.Loginova, V.Potapov, D.Stecenko and S.Veselovskaja
Contents continued overleaf v
The structure and application of oligodeoxyribonucleotides containing 209
modified, degenerate bases
D.M.Brown and P.Kong Thoo Lin
Mutagenic properties of oligonucleotides with modified sugar-phosphate 213
backbone
V.A.Petrenko, G.A.Kuzmicheva, S.I.Tatkov, L.I.Karpenko and A.A.Ilyichev
Synthesis and modification of genes through artificial splicing by 215
directed ligation (ASDL)
E.N.Lebedenko, K.R.Birikh, O.V.Plutalov and Yu.A.Berlin
Study of the mechanism of EcoRII endonuclease activation with synthetic 217
substrates
E.S.Gromova, O.V.Petrauskene and E.A.Kubareva
The use of synthetic oligonucleotide primers for amplification of a 219
variable number of tandem repeats loci for paternity testingV.V.Nosikov, I.V.Ovchinnikov, D.K.Gavrilov and M.V.Chelnokova
Use of synthetic oligonucleotide probes for investigation of tick-borne 220
encephalitis virus genetic variabilityV.I.Zlobin, V.A.Shamanin, D.A.Drokin and A.G.Pletnev
Applications of oligonucleotides bearing single and multiple labels 221
introduced during synthesis
S.J.Fowler, I.Durrant, M.J.Gait, K.Misiura and M.R.Evans
Use of the amidite chemistry in the PEG-supported, large-scale synthesis 222
of oligonucleotides. The 'HELP Plus' method
G.M.Bonora, G.Biancotto and C.L.Scremin
Characterization of synthetic branched DNA (BDNA) using 223
polyacrylamide gel-filled capillary electrophoresisC.Chang, D.Ahle, M.S.Urdea, D.N.Heiger and B.L.Karger
Synthesis of oligonucleotides modified in the sugar moiety 224
K.Augustyns, F.Vandendriessche, A.Van Aerschot and P.Herdewijn
Synthetic oligonucleotides as models of superstructural features of 225
regulative DNA sequences
S.Cacchione, F.Bordin, M.Savino and A.Tufillaro
Theoretical prediction of sequence dependent DNA superstructure and 226
their gel electrophoresis behavior
S.Cacchione, P.De Santis, D.Foti, L.Leoni, A.Palleschi, G.Risuleo
and M.Savino
Synthesis of diribonucleoside thiophosphates via stereospecific 227
sulphurization of H-phosphonatesH.Aimer, J.Stawinski, R.Stromberg and M.Thelin
vi
Studies on reaction conditions for ribonucleotide synthesis via the 228
H-phosphonate approachJ.Stawinski, R.Stromberg and E.Westman
Convenient synthesis of dinucleotide methylphosphonates 229
J.Stawinski, R.Stromberg and T.Szabo
Some chemical and stereochemical aspects of oxidation of nucleoside 230
H-phosphonothioate diesters
J.Stawinski, R.Stromberg and R.Zain
A convenient procedure for the synthesis of S'-dimethoxytrityl-2'- 231
deoxynuc!eoside-3'-succinates and for their attachment to solid supports
Yu.L.Hripin
Incorporation of point modifications into oligonucleotides during 232
automatic synthesis
E.A.Romanova, E.M.Volkov, L.G.Kuznetsova, T.S.Oretskaya and
Z.A.Shabarova
A convenient approach to the synthesis of nucleic acid bases allenic 233
derivatives, possessing anti-HIV activity
M.V.Kochetkova, A.V.Tsytovich and B.I.Mitsner
Super-rapid synthesis of oligodeoxynucleotides on a micro-scale 234
V.P.Kumarev, V.F.Kobzev, K.D.Kuznedelov and Yu.G.Sredin
Design of new DNA duplexes containing chemically cleavable 235
internucleotide bonds
S.A.Kuznetsova, M.G.Ivanovskaya and Z.A.Shabarova
An efficient synthesis of 3'-mercaptoalkylated oligodeoxyribonucleotides 236
on the universal solid support
A.P.Guzaev
Simple solid phase synthesis of amino-oligonucleotides for obtaining 237
non-radioactive probesV.P.Veiko, K.I.Ratmanova and A.S.Osipov
Nucleoside 5'-(a-methylphosphonyl)-(8,7-diphosphates as substrates for 238
DNA polymerases
N.B.Dyatkina, L.S.Victorova, A.M.Atrazhev, D.Ju.Mozzherin
and M.K.Kukhanova
The synthetic oligonucleotides as a model for studying of DNA folding 239
M.Z.Gorgoshidze, E.E.Minyat and V.I.Ivanov
Modification of polydeoxynucleotides by a 'switched on' oligonucleotide 240
reagent activated in different ways
S.I.Oshevski
Contents continued overleaf vn
Structure and biological activity correlation for some nucleoside 241
analogues—inhibitors of reproduction of human immunodeficiency
virus (HIV-1)
G.V.Gurskaya, A.V.Bochkarev, E.N.Tsapkina, A.S.Zdanov
and A.A.Krayevsky
Optimization of the program for automated DNA synthesizer, model 242
380B (Applied Biosystems)
N.S.Bystrov, O.M.MoIokoedova and I.V.Severtsova
Solid phase synthesis of oligoribonucleotides 243
V.Kumpins and E.Stankevich
Oligonucleotides modified with phenazine derivatives 244
V.L.Makitruk, S.N.Yarmoluk, A.S.Shalamay and I.V.Alexeeva
Sequence specific chemical modification of single- and double-stranded 245
DNA fragments with reactive oligonucleotide derivatives
S.V.Mamaev, T.M.Ivanova, A.A.Koshkin, O.V.Semuchina, T.S.Godovikova,
D.S.Sergeev, V.F.Zarytova and V.V.Vlassov
Sequence-specific modification of nucleic acids by oligonucleotide 246
derivatives with an alkylating group at C-5 of deoxyurldine
A.S.Levina, L.M.Khalimskaya and V.F.Zarytova
Effective sequence-specific photomodification of nucleic acids by 247
oligonucleotide derivatives bearing aromatic azido groups
D.R.Tabatadze, M.I.Dobrikov, A.S.Levina, T.A.Prikhodko, G.V.Shishkin
and V.F.Zarytova
Sequence-specific photomodification of DNA by different porphyrin- 248
oligonucleotide conjugatesK.G.Shoikhet, A.V.Kazantsev and O.S.Fedorova
'Quasi-enzyme' cleavage of a DNA target by a bleomycin A5 249
oligo-nucleotide derivative
V.P.Zarytova, D.S.Sergeyev and T.S.Godovikova
Estrone and 5-X-dihydrotestosterone oligonucleotide derivatives 250
E.M.Ivanova, V.F.Zarytova and LA.Pyschnaja
Biological and physico-chemical study of ara-AMP conjugates 251
F.P.Colonna, L.Fiume and V.Viti
Direct selection vectors, promoter-active adaptors and their use for gene 252
assembly by a single-stranded cloning method
M.-L.Tjornhammar and A.Simoncsits
Cocrystallization of Escherichia coli RNase H with synthetic DNA/RNA 253
hybrid oligomersM.Ishikawa, Y.Oda, K.Katayanagi, S.Iwai, E.Ohtsuka and K.Morikawa
via
An efficient method for localized mutagenesis 254
S.I.Tatkov, O.Yu.Smirnova, B.A.Illarionov, A.A.Ilyichev and V.A.Petrenko
Investigation of structure-function relationships in procaryotic promoter 255
using synthetic models
O.N.Koroleva, V.L.Drutsa, A.V.Krivonos, V.N.Sergeev and A.V.Terskich
Estimation of the in vivo mutagenicity of artificial inserts in DNA 256
V.L.Drutsa and P.Bednarek
The uses of synthetic oligonucleotide primers for prenatal diagnosis of 257
sex in chorionic villi via the polymerase chain reaction
D.K.Gavrilov, I.V.Ovchinnikov, M.V.Chelnokova and V.V.Nosikov
The use of PCR technique and sequence specific oligonucleotides for 258
HLA-DQA1 and DQB1 gene typing in a group of insulin-dependent
diabetes mellitus patients in the Russian population of Moscow
D.K.Gavrilov, I.V.Ovchinnikov and V.V.Nosikov
Using oligonucleotide primers for intron excision from human genomic 259
interleukin IB gene by means of PCR technique
D.A.Christyakov and V.V.Nosikov
Oligonucleotide derivatives resistant to the cell nuclease degradation and 260
effective for the RNA hydrolysis by RNase H
M.B.Gottikh, N.F.Krynetskaya and Z.A.Shabarova
New technology non-enzymatic assembly of a gene 261
I.N.Merenkova, N.I.Sokolova and Z.A.Shabarova
Sequence specific alkylation of dsDNA by 2-chloroethylamine derivatives 262
of purine oligonucleotidesE.Brossalina, E.Demchenko and V.Vlassov
Preparative solid phase synthesis of a tetradecamer r(GAUUGAAAAU- 263
CCCC) by the H-phosphonate method using a 2-0-tetrahydropyranyl
protective group
A.G.Venyaminova, M.N.Repkova and T.V.Maltseva
Synthesis of oligo(2'-0-methylribonucleotide) derivatives carrying 264
5'-hydrophobic groups and thermal stability of their duplexes
A.G.Venyaminova, Z.A.Sergeyeva, S.G.Lokhov and M.N.Repkova
A new method for introduction of steroid residues in mono- and 265
oligonucleotides via H-phosphonates of hydroxysterols
A.G.Venyaminova, Z.A.Sergeyeva and V.Z.Bashirova
A new method of synthesis of 3'-mercapto-3'-deoxythymidine 266
A.A.Yuzhakov, Z.G.Chidgeavadze and
R. Sh.Beabealash-villi
Contents continued overleaf ix
Development of non-radioactive methods of nucleic acids hybridization 267
assay on polymer supports of a new type using poly- and oligonucleotide
probesT.I.Vener, M.F.Turchinsky, V.P.Zubov, T.S.Godovikova, T.N.Orlova,V.A.Shamanin and V.F.Kulikova
The hybridase RNA hydrolysis can be altered by oligonucleotide probes 268
N.F.Krynetskaya, V.G.Metelev, V.N.Tashlitski, V.V.Sukhomlinov and
Z.A.Shabarova
Non-nucleotide phosphoramidite reagent for non-radioactive polylabelling 269
of oligo- and polynucleotides
V.A.Korshun, Y.G.Boreskov, N.B.Pestov and Yu.A.Berlin
H-phosphonate oligonucleotide synthesis in solution 270
I.Ya.Dubey, T.V.Lyapina and D.M.Fedoryak
Preparative synthesis of oligodeoxyribonucleotides with a terminal 271
5'-phosphate group
T.V.Abramova, L.V.Gajevaja, V.V.Gorn, G.A.Maksakova, V.P.Slarostin,
V.LJamkovoi and L.V.Vratzkikh
Simple synthesis of triester analogs of oligonucleotides for use as antisense 272
antiviral agents
M.A.Dyadchenko and S.V.Vinogradov
Optimization of synthesis of 5'-porphyrin-oligonucIeotide conjugates 273
and studies of their interaction with eukaryotic cells
A.S.Boutorine, T.Le Doan, J.P.Battioni and C.H61ene
Control of the expression of an early gene of SV40 with natural and 274
modified oligonucleotides
M.L.Capobianco, A.Garbesi, F.Arcamone, B.Maschera and G.Palu
Use of synthetic oligonucleotides for studying gene structure and 275
polymorphism: human genes encoding tumor necrosis factors and their
receptors
R.L.Turetskaya, I.A.Udalova, D.V.Kuprash, A.V.Terskikh
and S.A.Nedospasov
The application of the method of ligation-mediated, single-sided 276
polymerase chain reaction for the analysis of heterogeneity of
S'-untranslated regions of specific mRNA
R.I.Pekhletsky, B.K.Chernov and P.M.Rubtsov
Enzymatic incorporation of fluorescent labels into oligonucleotides 277
L.A.Alexandrova, M.A.Lukin, L.S.Victorova and T.A.Rozovskaya
PCR-mediated analysis of human rotaviruses 278
I.N.Bessarab, N.A.Novikova and A.M.Borodin
x
T4 DNA ligase distinguishes between Rp- and Sp- configurations at 279
phosphorus chiral atom on phosphoramide DNA analogs
E.V.Shibanova, V.G.Korobko and V.N.Dobrynin
Synthetic deoxyoligonucleotide probes for indentification of flaviviruses 280
V.I.Zlobin, D.A.Drokin and V.A.Shamanin
Fatty radical-modified antisense oligodeoxynucleotides as effective 281
inhibitors of influenza virus reproductionS.V.Vinogradov, V.S.Pheoktistov and A.V.Kabanov
Vector to search for and sequencing of yeast promoters 282
L.Yu.Filippova, I.V.Severtsova and N.M.Zvonok
Specificity of HIV inhibition by modified antisense oligonucleotides 283
T.Abramova, V.Blinov, V.Vlassov, V.Gorn, V.Zarytova, E.Ivanova,
D.Konevets, O.Plyasunova, A.Pokrovsky, L.Sandakhchiev, F.Svinarchuk,
V.Starostin and S.Chaplygina
Direct non-radioactive detection of virus RNA by a novel RNA-PCR test 284
T.S.Godovikova, T.N.Orlova, V.F.Zarytova, V.A.Shamanin,
N.V.Vorobjova, N.A.Serdjukova and A.G.Romashchenko
Interaction of modified oligonucleotides with eukaryotic and mycoplasma 285
cells and their fate inside the cells
A.S.Ryte, N.V.Amirchanov, A.A.Koshkin, M.B.Nechaeva, E.M.Ivanova,
V.F.Zarytova and V.V.Vlassov
New porphyrin-linked oligonucleotide derivatives for sequence-specific 286
chemical modification of DNA
E.I.Frolova, N.LKomorova, E.M.Ivanova, G.P.Ponomariov,
G.N.Kirillova and V.V.Vlassov
Application of synthetic oligonucleotides to create a vector for human 287
gamma-interferon expression in mammary gland
V.N.Dobrovolsky and O.A.Larionov
Synthesis and purification of thio-oligonucleotides 288
M.Bengtstrom and L.Paulin
Synthesis and purification of biotinylated oligonucleotides 289
M.Bengtstrom and L.Paulin
2'-5'-linked oligonucleotides form stable complexes with complementary 290
RNA and DNA
M.J.Damha, P.A.Giannaris and N.Khan
Synthesis of oligonucleotides containing 3-deaza-2'-deoxyadenosine. 291
Interaction of the oligonucleotides with the drug distamycin A
R.Cosstick and C.Lever
Contents continued overleaf XI
Synthesis of cross-linked nucleosides as potential inhibitors of thymidine 292
kinase
R.Cosstick and S.Z.Nayyar
Synthetic RNA in the study of RNA-protein interactions of MS2 293
bacteriophage
S.T.S.Goodman, S.J.Talbot, I.Haneef, H.K.Tewary, C.W.G.Fishwick and
P.G.Stockley
Recombinant human interleukin 4. H-phosphonate synthesis of 294
structural gene, expression in E.coli, isolation and study of chemical and
biological propertiesA.Kurkin, M.Coulagina, N.Batchikova, V.Smirnov, S.Lutsenko
and A.Azhayev
Synthesis, solution conformations and hydrolytic stability of 3-substituted 295
2'-deoxyribonucleosides
S.Zavgorodny, M.Polianski, V.Kriukov, P.Oksman, H.Hakala, H.Lonnberg,A.Van Aerschot, P.Herdewijn and A.Azhayev
Investigation into the use of very short oligonucleotide probes for 296
identifying DNA and RNA sequences containing characteristic d(AT) and
AU motifs
C.Blonski, C.Carillon, B.Delpech, B.Pessegue\ P.Chalon and D.Shire
Solid phase synthesis of small circular DNA 297
L.De Napoli, L.Mayol, G.Piccialli and C.Santacroce
Liquid phase synthesis and evaluation of antisense oligodeoxynucleotides 298
to DNA polymerase a
M.Mazzei, A.Balbi, E.Sottofattori, T.Abramova, A.Alama and A.Nicolin
Characterization of uptake, degradation and toxicity of antisense ODNs 299
in cancer cells
S.Capaccioli, A.Quattrone, G.Basi, N.Schiavone and C.Giannini
General method for site-directed mutagenesis and cloning of synthetic 300
single-stranded DNA in circular vectors
V.L.Drutsa and V.R.Kaberdin
Suppression of influenza virus biopolymers functions and reproduction 301
of the virus by oligodeoxynucleotide derivatives
L.V.Yurchenko, T.V.Abramova, E.M.Ivanova, G.A.Nevinsky,
N.Y.Nomokonova, T.N.Fokina and V.V.Vlassov
DNA in chromatin is available for sequence-specific chemical modification 302
with oligonucleotide derivatives
N.D.Kobets, E.L.Chernolovskaya, R.G.Borissov, A.V.Gorozhankin,E.M.Ivanova and V.V.Vlassov
xn
Selectivity of the sequence specific alkylation of high molecular weight 303
RNA
M.A.Zenkova, G.G.Karpova, A.S.Levina and S.V.Mamaev
The periodic system of DNA restriction-modification sites 304
V.Yu.Shumilov
Preparative synthesis of short oligoribonucleotide by immobilized 305
RNA ligase of T4 bacteriophage
A.G.Venyaminova, L.V.Vratskikh, M.N.Repkova and V.I.Yamkovoy
Plasmid vectors for 'unclonable' DNA constructions 306
S.V.Reverdatto, V.A.Beilinson, A.F.Fradkov, N.N.Polushin and
V.A.Efimov
DNA duplexes with non-nucleotide inserts: interaction with restriction 308
endonucleases
E.A.Kubareva, O.V.Petrauskene, A.S.Karyagina, I.I.Nikolskaya and
E.S.Gromova
A simple and low cost DNA amplifier 309
Yu.G.Boreskov
Cloning and transcription the DNA copies of autocatalytic RNA rql3S 310
and rql34E.Avota, J.Vishnevsky, A.Skangals and V.Berzin
Interaction of oligonucleotides with cellular receptors 311
L.Yakubov, L.Yurchenko, M.Nechaeva, E.Rykova, V.Karamyshev,
J.Tonkinson, V.Vlassov and C.A.Stein
Affinity modification of chromatin proteins located near open oligo(dA), 312
Oligo(dTG) and Alu- DNA sequences
E.L.Chernolovskaya, R.G.Borissov, A.V.Gorodjankin, E.M.Ivanova,
N.D.Kobets and V.V.Vlassov
The use of polymerase chain reaction for the detection of Herpes simplex 313
virus type 1 and 2
I.V.Alexuk, S.V.Vinogradov and V.I.Kiselev
Synthesis of an artificial gene for the albumin binding domain of 314
streptococcal protein G
D.Foti, N.N.Polushin, O.G.Chakhmakhcheva and V.A.Efimov
C-fos gene expression in spontaneously transformed mouse fibroblast 315
cell lines
Y.V.Lavrovsky, F.P.Svinarchuk, V.A.Lavrovsky, D.A.Konevetz and
V.V.Vlassov
Nuclear peptides specifically interacting with oligonucleotides 316
F.P.Svinarchuk, Y.V.Lavrovsky, D.A.Konevets and V.V.Vlassov
Contents continued overleaf xiii
Identification of the sickle-cell anemia mutation by means of the 317
PCR-mediated mismatch-dependent primer extension
K.R.Birikh, O.V.Plutalov, E.I.Schwartz and Yu.A.Berlin
Oligonucleotide synthesis and multiplex DNA sequencing using 318
chemiluminescent detection
H.Koster, S.Beck, J.M.Coull, T.Dunne, B.D.Gildea, C.Kissinger and
Th.O'Keefe
Author index 323
xiv