Amin, T., Carter, G. (2004). Immunogenicity issues with therapeutic proteins. Curr Drug Discov November, 20-24.

Anderson, D. J., Reischer, R. J., Tylor, A. J., Wechter, W. J. (1984). Preparation and characterisation of oligonucleotides of D-and L-2'deoxyuridine. Nucleos Nucleot Nucl 3, 499-512.

Ashley, G. W. (1992). Modeling, synthesis and hybridization properties of (L)-ribonucleic acid. J Am Chem Soc 114, 9731-9736.

Asseline, U., Hau, J.-F., Czernecki, S., Di-guarher, T. L., Perlat, M.-C., Valery, J.-M., Thuong, N. T. (1991). Synthesis and phy-siochemical properties of oligonucleotides built with either alpha-L or beta-L nucleo-tides units and covalently linked to an ac-ridine derivative. Nucleic Acids Res 19, 40674074.

Bass, S., Greene, R., Wells, J. A. (1990). Hormone phage: an enrichment method for variant proteins with altered binding properties. Proteins 8, 309-314.

Bergmann, M., Fruton, J. S. (1937). On proteolytic enzymes. XII. Regarding the specificity of aminopeptidase and carboxypepti-dase. A new type of enzyme in the intestinal tract. J Biol Chem 117, 189-202.

Bessalle, R., Kapitkovsky, A., Gorea, A., Shalit, I., Fridkin, M. (1990). All-D-magainin: chirality, antimicrobial activity and proteo-lytic resistance. FEBS Lett 274, 151-155.

Borgia, J. A., Fields, G. B. (2000). Chemical synthesis of proteins. Trends Biotechnol 18, 243-251.

Burmeister, P. E., Lewis, S. D., Silva, R. F., Preiss, J. R., Horwitz, L. R., Pendergrast,

P. S., McCauley, T. G., Kurz, J. C., Epstein, D. M., Wilson, C., Keefe, A. D. (2005). Direct in vitro selection of a 2'-O-methyl aptamer to VEGF. Chem Biol 12, 25-33.

Cairns-Smith, A. G. (1986). Chirality and the common ancestor effect. Chem Brit 22, 559-561.

Chirino, A. J., Mire-Sluis, A. (2004). Characterizing biological products and assessing comparability following manufacturing changes. Nat Biotechnol 22, 1383-1391.

Damha, M. J., Ogilvie, K. K. (1993). Oligori-bonucleotide Synthesis. In: Protocols for Oligonucleotides and Analogs, S. Agrawal, ed. Totowa: Humana Press, pp. 81-114.

Damha, M. J., Giannaris, P. A., Marfey, P., Reid, L. S. (1991). Oligodeoxynucleotides containing unnatural L-2'-deoxyribose. Tetrahedron Lett 32, 2573-2576.

Dedkova, L. M., Fahmi, N. E., Golovine, S. Y., Hecht, S. M. (2003). Enhanced D-amino acid incorporation into protein by modified ribosomes. J Am Chem Soc 125, 6616-6617.

Dintzis, H. M., Symer, D. E., Dintzis, R. Z., Zawadzke, L. E., Berg, J. M. (1993). A comparison of the immunogenicity of a pair of enantiomeric proteins. Proteins 16, 306-308.

Drolet, D. W., Nelson, J., Tucker, C. E., Zack, P. M., Nixon, K., Bolin, R., Judkins, M. B., Farmer, J. A., Wolf, J. L., Gill, S. C., Bend-ele, R. A. (2000). Pharmacokinetics and safety of an anti-vascular endothelial growth factor aptamer (NX1838) following injection into the vitreous humor ofrhesus monkeys. Pharm Res 17, 1503-1510.

Easson, L. H., Stedman, E. (1933). CLXX. Studies on the relationship between chemical constitution and physiological action. V Molecular dissymmetry and physiological activity. Biochem J 27, 1257-1266.

Eckert, D. M., Malashkevich, V. N., Hong, L. H., Carr, P. A., Kim, P. S. (1999). Inhibiting HIV-1 entry: discovery of D-peptide inhibitors that target the gp41 coiled-coil pocket. Cell 99, 103-115.

Ellington, A. D., Szostak, J. W. (1990). In vitro selection of RNA molecules that bind specific ligands. Nature 346, 818-822

Eulberg, D., Buchner, K., Maasch, C., Klussmann, S. (2005). Development of an automated in vitro selection protocol to obtain RNA-based aptamers: Identification of a biostable substance P antagonist. Nucleic Acids Res 33, e45.

Eyetech Study Group (2002). Preclinical and phase 1A clinical evaluation of an anti-VEGF pegylated aptamer (EYE001) for the treatment of exudative age-related macular degeneration. Retina 22, 143-152.

Faulhammer, D., Eschgfaller, B., Stark, S., Burgstaller, P., Englberger, W., Erfurth, J., Kleinjung, F., Rupp, J., Dan Vulcu, S., Schroder, W. et al. (2004). Biostable apta-mers with antagonistic properties to the neuropeptide nociceptin/orphanin FQ. RNA 10, 516-527.

Fischer, E. (1894). Einfluss der Configuration auf die Wirkung der Enzyme. Ber Chem Ges 2985-2993.

Fujimori, S., Shudo, K., Hashimoto, Y. (1990a). Enantio-DNA recognizes complementary RNA but not complementary DNA. J Am Chem Soc 112, 7436-7438.

(1990b). Enantio-oligodeoxyribonucleotides. Nucleic Acids Symp Ser 22, 97-98.

Garbesi, A., Capobianco, M. L., Colonna, F. P., Tondelli, L., Arcamone, F., Manzini, G., Hilbers, C. W., Aelen, J. M., Blommers, M. J. (1993). L-DNAs as potential antimessenger oligonucleotides: a reassessment. Nucleic Acids Res 21, 4159-4165.

Garbesi, A., Hamy, F., Maffini, M., Albrecht, G., Klimkait, T. (1998). TAR-RNA binding by HIV-1 Tat protein is selectively inhibited by its L-enantiomer. Nucleic Acid Res 26, 2886-2890.

Gilbert, S. F., Greenberg, J. P. (1984). Intellectual traditions in the life sciences. II. Stereocomplementarity. Perspect Biol Med 28, 18-34.

Green, L. S., Jellinek, D., Bell, C., Beebe, L. A., Feistner, B. D., Gill, S. C., Jucker, F. M., Janjic, N. (1995). Nuclease-resistant nucleic acid ligands to vascular permeability factor/ vascular endothelial factor. Chem Biol 2, 683-695.

Helmling, S., Maasch, C., Eulberg, D., Buchner, K., Schroder, W., Lange, C., Vonhoff, S., Wlotzka, B., Tschop, M. H., Rosewicz, S., Klussmann, S. (2004). Inhibition of ghrelin action in vitro and in vivo by an RNA-Spiegelmer. Proc Natl Acad Sci USA 101, 13174-13179.

Hodgson, J. (2001). ADMET-turning chemicals into drugs. Nat Biotechnol 19, 722-726.

Holy, A. (1972). Nucleic acid components and their analogues. Preparation of 2'-deoxy-L-ribonucleosides of the pyrimidine series. Collection Czechoslov Chem Commun 37, 4072-4087.

Holy, A., Sorm, F. (1969). Oligonucleotidic compounds. Preparation of some ß-L-ribo-nucleosides, their 2'(3')- phosphates and 2'(3')-cyclic phosphates. Collection Czecho-slov Chem Commun 34, 3383-3401.

Jellinek, D., Green, L. S., Bell, C., Lynott, C. K., Gill, N., Vargeese, C., Kirschenheuter, G., McGee, D. P. C., Abesinghe, P., Pieken, W.

A. et al. (1995). Potent 2'-amino-2'deoxy-pyrimidine RNA inhibitors of basic fibro-blast growth factor. Biochemistry 34, 1136311372.

Kent, S. B. (1988). Chemical synthesis of peptides and proteins. Annu Rev Biochem 57, 957-989.

Kleinkauf, H., Gevers, W., Lipmann, F. (1969). Interrelation between activation and polymerization in gramicidin S biosynthesis. Proc Natl Acad Sci USA 62, 226-233.

Klussmann, S., Nolte, A., Bald, R., Erdmann, V A., Furste, J. P. (1996). Mirror-image RNA that binds D-adenosine. Nat Biotechnol 14, 1112-1115.

B., Andresen, V., Klapp, B. F., Wiedenmann, B., Klussmann, S., Monnikes, H. (2005). Anti-ghrelin SPIEGELMER NOX-B11 inhibits neurostimulatory and orexi-

genic effects of peripheral ghrelin in rats. Gut Jun 30 [Epub ahead of print].

Kochendoerfer, G. G. (2001). Chemical protein synthesis methods in drug discovery. Curr Opin Drug Discov Devel 4, 205-214.

Kojima, M., Hosoda, H., Date, Y., Nakazato, M., Matsuo, H., Kangawa, K. (1999). Ghrelin is a growth-hormone-releasing acylated peptide from stomach. Nature 402, 656660.

Kozlov, I., Mao, S., Xu, Y., Huang, X., Lee, L., Sears, P., Gao, C., Coyle, A., Janda, K., Wong, C. (2001). Synthesis of solid-supported mirror-image sugars: A novel method for selecting receptors for cellular-surface carbohydrates. Chembiochem 2, 741746.

LeBel, J. (1874). Bulletin de la Société Chimique de Paris. Bull soc chim 22, 337-347.

Lee, S. G., Lipmann, F. (1977). Isolation of amino acid activating subunit - pantetheine protein complexes: their role in chain elongation in tyrocidine synthesis. Proc Natl Acad Sci USA 74, 2343-2347.

Leva, S., Lichte, A., Burmeister, J., Muhn, P., Jahnke, B., Fesser, D., Erfurth, J., Burgstal-ler, P., Klussmann, S. (2002). GnRH binding RNA and DNA Spiegelmers: a novel approach toward GnRH antagonism. Chem Biol 9, 351-359.

Lin, Y., Qiu, Q., Gill, S. C., Jayasena, S. D. (1994). Modified RNA sequence pools for in vitro selection. Nucleic Acids Res 22, 52295234.

Lipmann, F., Hotchkiss, R. D., Dubos, R. J. (1941). The occurrence of d-amino acids in gramicidin and tyrocidine. J Biol Chem 141, 163-169.

Milton, R. C., Milton, S. C., Kent, S. B. (1992). Total chemical synthesis of a D-enzyme: the enantiomers of HIV-1 protease show reciprocal chiral substrate specificity. Science 256, 1445-1448.

Mueller, S., Wolf, J., Ivanov, S. (2005). Current strategies for the synthesis of RNA. Curr Org Syn 1, 293-307.

Nolte, A., Klussmann, S., Bald, R., Erdmann, V. A., Furste, J. P. (1996). Mirror-design of L-oligonucleotide ligands binding to L-argi-nine. Nat Biotechnol 14, 1116-1119.

Okano, K., Ueda, M. (2005). L-ribose, a new chiral block for nucleoside analogues. Spec Chem Mag 25, 30-32.

Pasteur, M. (1848). Mémoire sur la relation qui peut exister entre la forme cristalline et la composition chimique, et sur la cause de la polarisation rotatoire. C R Hebd Acad Sci Paris 26, 534-538.

Pitsch, S. (1997). An efficient synthesis of enantionmeric ribonucleic acids from D-glucose. Helv Chim Acta 80, 2286-2314.

Purschke, W. G., Radtke, F., Kleinjung, F., Klussmann, S. (2003). A DNA Spiegelmer to staphylococcal enterotoxin B. Nucleic Acids Res 31, 3027-3032.

Recondo, E. F., Rinderknecht, H. (1959). Eine neue, einfache Synthese des 1-O-acetyl-2,3,5-tri-O-benzoyl-D-ribofuranosides. Helv Chim Acta 62, 1171-1173.

Robertson, D. L., Joyce, G. F. (1990). Selection in vitro of an RNA enzyme that specifically cleaves single-stranded DNA. Nature 344, 467-468.

Robins, M. J., Khwaja, T. A., Robins, R. K. (1970). Purine nucleosides. The synthesis of 2 - deoxy-L-adenosine and 2 -deoxy-L-gua-nosine and their alpha anomers. J Org Chem 35, 636-639.

Robson, B. (1996). Doppelgänger proteins as drug leads. Nat Biotechnol 14, 892-893.

Scaringe, S. A., Francklyn, C., Usman, N. (1990). Chemical synthesis of biologically active oligoribonucleotides using beta-cya-noethyl protected ribonucleoside phosphor-amidites. Nucleic Acid Res 18, 5433-5441.

Schechter, I., Berger, A. (1967). On the size of the active site in proteases. I. Papain. Bio-chem Biophys Res Commun 27, 157-162.

Schellekens, H. (2002). Bioequivalence and the immunogenicity of biopharmaceuticals. Nat Rev Drug Discov 1, 457-462.

Schumacher, T. N., Mayr, L. M., Minor, D. L., Jr., Milhollen, M. A., Burgess, M. W., Kim, P. S. (1996). Identification of D-peptide li-gands through mirror-image phage display. Science 271, 1854-1857.

Scott, J. K., Smith, G. P. (1990). Searching for peptide ligands with an epitope library. Science 249, 386-390.

Seelig, B., Jäschke, A. (1999). A small catalytic RNA motif with Diels-Alderase activity. Chem Biol 6, 167-176.

Seelig, B., Keiper, S., Stuhlmann, F., Jaschke, A. (2000). Enantioselective ribozyme catalysis of a bimolecular cycloaddition reaction. Angew Chem Int Ed Engl 39, 4576-4579.

Smith, G. P. (1985). Filamentous fusion phage: novel expression vectors that display cloned antigens on the virion surface. Science 228, 1315-1317.

Spadari, S., Maga, G., Focher, F., Ciarrocchi, G., Manservigi, R., Arcamone, F., Capo-bianco, M., Carcuro, A., Colonna, F., Iotti, S., Garbesi, A. (1992). L-Thymidine is phosphorylated by herpes simplex virus type 1 thymidine kinase and inhibits viral growth. J Med Chem 35, 4214-4220.

Tuerk, C., Gold, L. (1990). Systematic evolution of ligands by exponential enrichment: RNA ligands to bacteriophage T4 DNA polymerase. Science 249, 505-510.

Urata, H., Shinohara, K., Ogura, E., Ueda, Y., Akagi, M. (1991). Mirror-image DNA. J Am Chem Soc 113, 8174-8175.

Urata, H., Ogura, E., Shinohara, K., Ueda, Y., Akagi, M. (1992). Synthesis and properties of mirror-image DNA. Nucleic Acids Res 20, 3325-3332.

Usman, N., Ogilvie, K. K., Jiang, M. Y., Ce-dergren, R. J. (1987). Automated chemical synthesis oflong oligoribonucleotides using 2'-O-silylated ribonucleoside 3'-O-phos-phoramidites on a controlled-pore glass support: Synthesis of a 43 -nucleotide sequence similar to the 3'-half molecule of an Escherichia coli formylmethionine tRNA. J Am Chem Soc 109, 7845-7854.

Vallazza, M., Perbandt, M., Klussmann, S., Rypniewski, W., Einspahr, H. M., Erdmann, V A., Betzel, C. (2004). First look at RNA in L-configuration. Acta Crystallogr D Biol Crystallogr 60, 1-7.

varit Hoff, J. (1874). Les Formules de Structure. Archives neerlandaises des sciences exactes et naturelles 9, 445-454.

Vater, A., Jarosch, F., Buchner, K., Klussmann, S. (2003). Short bioactive Spiegelmers to migraine-associated calcitonin gene-related peptide rapidly identified by a novel approach: tailored-SELEX. Nucleic Acids Res 31, e130.

Visser, G. M., Westrenen van, J., van Boeckel, C. A. A., van Boom, J. H. (1986). Synthesis of the mirror image of the RNA fragment D- CAAGG: A model compound to study interactions between oligonucleotides of opposite handedness. Recl Trav Chim Pays-Bas 105, 528-537.

Vorbrüggen, H. (1996). Some recent trends and progress in nucleotide synthesis. Acta Biochim Pol 43, 25.

Vorbrüggen, H., Bennua, B. (1981). A new simplified nucleoside synthesis. Chem Ber 114, 1279-1286.

Wade, D., Boman, A., Wahlin, B., Drain, C. M., Andreu, D., Boman, H. G., Merrifield, R. B. (1990). All-D amino acid-containing channel-forming antibiotic peptides. Proc Natl Acad Sci USA 87, 4761-4765.

Wehofsky, N., Thust, S., Burmeister, J., Klussmann, S., Bordusa, F. (2003). all-D-Polypeptides: novel targets for semisynth-esis. Angew Chem Int Ed Engl 42, 677-679.

Wiesehan, K., Buder, K., Linke, R. P., Patt, S., Stoldt, M., Unger, E., Schmitt, B., Bucci, E., Willbold, D. (2003). Selection of D-amino-acid peptides that bind to Alzheimer's disease amyloid peptide aß1-42 by mirror image phage display. Chembiochem 4, 748-753.

Williams, K. P., Liu, X. H., Schumacher, T. N., Lin, H. Y., Ausiello, D. A., Kim, P. S., Bartel, D. P. (1997). Bioactive and nuclease-resis-tant L-DNA ligand of vasopressin. Proc Natl Acad Sci USA 94, 11285-11290.

Wincott, F., DiRenzo, A., Shaffer, C., Grimm, S., Tracz, D., Workman, C., Sweedler, D., Gonzalez, C., Scaringe, S., Usman, N. (1995). Synthesis, deprotection, analysis and purification of RNA and ribozymes. Nucleic Acids Res 23, 2677-2684.

Wlotzka, B., Leva, S., Eschgfaller, B., Burmeister, J., Kleinjung, F., Kaduk, C., Muhn, P., Hess-Stumpp, H., Klussmann, S. (2002). In vivo properties of an anti-GnRH Spiegelmer: An example of an oligonucleotide-based therapeutic substance class. Proc Natl Acad Sci USA 99, 8898-8902.

Zawadzke, L. E., Berg, J. M. (1992). A racemic protein. J Am Chem Soc 114, 4002-4003.

Zawadzke, L. E., Berg, J. M. (1993). The structure of a centrosymmetric protein crystal. Proteins 16, 301-305.

0 0

Post a comment