Peptide-Based Drug Design

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Glycosylated Amino Acid Synthesis 203 References 1. Seitz, O. (2000) Glycopeptide synthesis and the effects of glycosylation on protein structure and activity. Chem. BioChem. 1, 214–246. 2. Lis, H. and Sharon, N. (1993) Protein glycosylation—structural and functional aspects. Eur. J. Biochem. 218, 1–27. 3. Dwek, R. (1999) Glycobiology: toward understanding the function of sugars. Chem. Rev. 96, 683–720. 4. Varki, A. (1993) Biological roles of oligosaccharides: All the theories are correct. Glycobiology 3, 97–130. 5. Bertozzi, C. and Kiessling, L. (2001) Chemical glycobiology. Science 291, 2357–2364. 6. Wyatt, R. and Sodroski, J. (1998) The HIV-1 envelope glycoproteins: fusogens, antigens, and immunogens. Science 280, 1884–1888. 7. Geyer, H. and Geyer, R. (2000) Glycobiology of viruses. Carbohydr. Chem. Biol. 4, 821–838. 8. Troy, F. (1992) Polysialylation: from bacteria to brain. Glycobiology 2, 5–23. 9. Rostand, K. and Esko, J. (1997) Microbial adherence to and invasion through proteoglycans. Infect. Immun. 65, 1–8. 10. Moncada, D., Kammanadiminti, S., and Chadee, K. (2003) Mucin and toll-like receptors in host defense against intestinal parasites. Trends Parasitol. 19, 305–311. 11. Van Kooyk, Y., Engering, A., Lkkerkerker, A.N., Ludwig, I.S., and Geijtenbeck, T.B. (2004) Pathogens use carbohydrates to escape immunity induced by dendritic cells. Curr. Opin. Immun. 16, 488–493. 12. Takano, R., Muchmore, E., and Dennis, J. (1994) Sialyation and malignant potential in tumor cell glycosylation mutants. Glycobiology 4, 665–674. 13. Muramatsu, T. (1993) Carbohydrate signals in metastasis and prognosis of human carcinoma. Glycobiology 3, 294–296. 14. Kim, Y. and Varki, A. (1997) Perspectives on the significance of altered glycosylation of glycoproteins in cancer. Glycoconjugate J. 14, 569–576. 15. Dennis, J., Granovsky, M., and Warren, C.E. (1999) Glycoprotein glycosylation and cancer progression. Biochim. Biophys. Acta 1473, 21–34. 16. Hakomori, S. (1989) Aberrant glycosylation in tumors and tumor-associated carbohydrate antigens. Adv.Cancer Res. 52, 257–331. 17. Lowe, J. (2001) Glycosylation, immunity and autoimmunity. Cell 104, 809–812. 18. Gleeson, P. (1994) Glycoconjugates in autoimmunity. Biochim. Biophys. Acta 1197, 237–255. 19. Rudd, P., Elliott, T., Cresswell, P., Wilson, I., and Dwek, R. (2001) Glycosylation and the immune system. Science 291, 2370–2376. 20. Kornfeld, R. and Kornfeld, S. (1985) Assembly of asparagine-linked oligosaccharides. Annu. Rev. Biochem. 54, 631–664. 21. Carraway, K. and Hull, S. (1991) Cell surface mucin-type glycoproteins and mucin-like domains. Glycobiology 1, 131–138.
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Peptide-Based Drug Design
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METHODS IN MOLECULAR BIOLOGY TM Pep
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Preface Natural products chemistry
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Contents Preface...................
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Contributors Nikolinka Antcheva •
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Contributors xi Alessandro Tossi
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2 Otvos advance of computer power a
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4 Otvos see derivatives active in b
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6 Otvos was designed based on ligan
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8 Otvos 27. Borghouts, C., Kunz, C.
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10 Bulet Key Words: Invertebrate im
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12 Bulet 6. 5 �L or higher volume
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14 Bulet 2.5.2.1. MALDI-TOF-MS 1. M
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16 Bulet 7. Small-volume low-protei
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18 Bulet 3. Centrifuge between 8000
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20 Bulet internal diameter). Increa
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22 Bulet interest. As no instrument
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24 Bulet 3. Incubate the plates in
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26 Bulet bioactive peptides from th
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28 Bulet 21. Chernysh, S., Kim, S.I
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3 Sequence Analysis of Antimicrobia
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Sequence Analysis of Antimicrobial
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4 The Spot Technique: Synthesis and
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The Spot Technique 49 3. For amine
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The Spot Technique 51 2. Biotinylat
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The Spot Technique 53 the solutions
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The Spot Technique 55 solution. Ens
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The Spot Technique 57 (see Fig. 3)
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The Spot Technique 59 Fig. 5. Princ
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The Spot Technique 61 library, the
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The Spot Technique 63 7. Regenerati
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The Spot Technique 65 following rul
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The Spot Technique 67 20. Atherton,
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The Spot Technique 69 50. Bolger, G
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5 Analysis of A� Interactions Usi
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Analysis of Aβ Interactions 73 are
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Analysis of Aβ Interactions 75 Ana
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Analysis of Aβ Interactions 77 3.
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6 NMR in Peptide Drug Development J
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NMR of Peptides 89 usually require
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NMR of Peptides 91 limiting the siz
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NMR of Peptides 93 and STD NMR expe
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NMR of Peptides 95 The basis of the
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NMR of Peptides 97 Fig. 5. Overlay
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NMR of Peptides 99 Fig. 7. Schemati
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NMR of Peptides 101 4.4.2. Saturati
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NMR of Peptides 103 4.6. Diffusion
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NMR of Peptides 105 Fig. 13. Propos
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NMR of Peptides 107 protein prevent
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NMR of Peptides 109 6. Wuthrich, K.
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NMR of Peptides 111 45. Morris, K.
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NMR of Peptides 113 78. Aumailley,
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116 Copps et al. Fig. 1. Potential
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118 Copps et al. Fig. 2. Flowchart
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120 Copps et al. 10. In accordance
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122 Copps et al. Fig. 3. DSSP for g
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124 Copps et al. ingly with the sam
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126 Copps et al. 19. Essman, U., Pe
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128 Hilpert et al. Key Words: Scree
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130 Hilpert et al. Table 1 (Continu
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132 Hilpert et al. different natura
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134 Hilpert et al. wt A C D E F …
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136 Hilpert et al. methods primaril
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144 Hilpert et al. Table 3 Summary
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148 Hilpert et al. of substituting
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150 Hilpert et al. in models that c
Page 162 and 163: 152 Hilpert et al. than control. Gi
Page 164 and 165: 154 Hilpert et al. Table 4 Accuracy
Page 166 and 167: 156 Hilpert et al. 25. Pini, A., Gi
Page 168 and 169: 158 Hilpert et al. 55. Giacometti,
Page 170 and 171: 9 Investigating the Mode of Action
Page 172 and 173: Proline-Rich Antimicrobial Peptides
Page 186 and 187: 10 Serum Stability of Peptides Håv
Page 188 and 189: Serum Stability of Peptides 179 2.
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Page 196 and 197: 11 Preparation of Glycosylated Amin
Page 198 and 199: Glycosylated Amino Acid Synthesis 1
Page 218 and 219: 12 Synthesis of O-Phosphopeptides o
Page 220 and 221: Solid-Phase Synthesis of O-Phosphop
Page 232 and 233: 13 Peptidomimetics: Fmoc Solid-Phas
Page 234 and 235: Peptidomimetics 225 O O R S N H Pep
Page 236 and 237: Peptidomimetics 227 not without its
Page 238 and 239: Peptidomimetics 229 Oxidation step:
Page 240 and 241: Peptidomimetics 231 of peptidosulfo
Page 242 and 243: Peptidomimetics 233 8. Allow the re
Page 244 and 245: Peptidomimetics 235 3.3.2. Solid-Ph
Page 246 and 247: Peptidomimetics 237 On the other ha
Page 248 and 249: Peptidomimetics 239 nitrogen (73).
Page 250 and 251: Peptidomimetics 241 3. Cover the re
Page 252 and 253: Peptidomimetics 243 efficient synth
Page 254 and 255: Peptidomimetics 245 55. Alsina, J.,
Page 256 and 257: 14 Synthesis of Toll-Like Receptor-
Page 258 and 259: Lipopeptides 249 2. Materials 2.1.
Page 260 and 261: Lipopeptides 251 Fig. 1. Structural
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Lipopeptides 253 8. To enable lipid
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Lipopeptides 255 Representative res
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Lipopeptides 257 Fig. 2. Immunogeni
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Lipopeptides 259 8. A large plastic
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Lipopeptides 261 26. Nardin, E.H.,
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264 Otvos response, synthetic pepti
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266 Otvos Fig. 3. Schematic present
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268 Otvos 3. Methods The main goal
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270 Otvos 3.2.3. Purification and Q
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272 Otvos 6. Meyer, D., and Torres,
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16 Cysteine-Containing Fusion Tag f
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Targeted Therapeutic and Imaging Ag
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Index A A� peptides aggregation a
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Index 297 phosphopeptides influenci
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Index 299 for genetically synthetic
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Index 301 peptidosulfonamide, disad
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Index 303 solid phase, 180, 214 sul
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