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Journal articles on the topic 'Γ-turn mimetics'

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1

Ferguson, Mark D., Joseph P. Meara, Hiroshi Nakanishi, Min S. Lee, and Michael Kahn. "The development of hydrazide γ-turn mimetics." Tetrahedron Letters 38, no. 40 (October 1997): 6961–64. http://dx.doi.org/10.1016/s0040-4039(97)01664-x.

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2

Lindvall, Mika K., Kari Rissanen, Juha M. L. Hakala, and Ari M. P. Koskinen. "Novel γ-turn mimetics with a reinforced hydrogen bond." Tetrahedron Letters 40, no. 41 (October 1999): 7427–30. http://dx.doi.org/10.1016/s0040-4039(99)01519-1.

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3

FERGUSON, M. D., J. P. MEARA, H. NAKANISHI, M. S. LEE, and M. KAHN. "ChemInform Abstract: The Development of Hydrazide γ-Turn Mimetics." ChemInform 29, no. 2 (June 24, 2010): no. http://dx.doi.org/10.1002/chin.199802207.

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4

Reetz, Manfred T., Nils Griebenow, and Richard Goddard. "Stereoselective syntheses of α-hydroxy-γ-amino acids: possible γ-turn mimetics." J. Chem. Soc., Chem. Commun., no. 16 (1995): 1605–6. http://dx.doi.org/10.1039/c39950001605.

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5

REETZ, M. T., N. GRIEBENOW, and R. GODDARD. "ChemInform Abstract: Stereoselective Syntheses of α-Hydroxy-γ-amino Acids: Possible γ-Turn Mimetics." ChemInform 27, no. 1 (August 12, 2010): no. http://dx.doi.org/10.1002/chin.199601225.

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6

Callahan, James F., Kenneth A. Newlander, Joelle L. Burgess, Drake S. Eggleston, Andrew Nichols, Angela Wong, and William F. Huffman. "The use of γ-turn mimetics to define peptide secondary structure." Tetrahedron 49, no. 17 (March 1993): 3479–88. http://dx.doi.org/10.1016/s0040-4020(01)90208-x.

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7

Lindvall, Mika K., Kari Rissanen, Juha M. L. Hakala, and Ari M. P. Koskinen. "ChemInform Abstract: Novel γ-Turn Mimetics with a Reinforced Hydrogen Bond." ChemInform 31, no. 2 (June 11, 2010): no. http://dx.doi.org/10.1002/chin.200002160.

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8

Schmidt, Boris. "Racemic, Yet Diastereomerically Pure Azido Acids as Both γ-Turn and Inverse γ-Turn Mimetics for Solid-Phase Peptide Synthesis." Synlett 1998, no. 11 (November 1998): 1240–42. http://dx.doi.org/10.1055/s-1998-3143.

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9

Baek, Bong-hyeon, Myung-ryul Lee, Kwang-Yon Kim, Ung-In Cho, Doo Wan Boo, and Injae Shin. "Novel Consecutive β- and γ-Turn Mimetics Composed of α-Aminooxy Tripeptides." Organic Letters 5, no. 7 (April 2003): 971–74. http://dx.doi.org/10.1021/ol020233q.

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10

Sato, M., Jessie Y. H. Lee, Hiroshi Nakanishi, Michael E. Johnson, R. Alan Chrusciel, and Michael Kahn. "Design, synthesis and conformational analysis of γ-turn peptide mimetics of bradykinin." Biochemical and Biophysical Research Communications 187, no. 2 (September 1992): 999–1006. http://dx.doi.org/10.1016/0006-291x(92)91296-3.

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11

Ota, Yosuke, Shin Miyamura, Misaho Araki, Yukihiro Itoh, Shusuke Yasuda, Mitsuharu Masuda, Tomoyuki Taniguchi, et al. "Design, synthesis and evaluation of γ-turn mimetics as LSD1-selective inhibitors." Bioorganic & Medicinal Chemistry 26, no. 3 (February 2018): 775–85. http://dx.doi.org/10.1016/j.bmc.2017.12.045.

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12

CALLAHAN, J. F., K. A. NEWLANDER, J. L. BURGESS, D. S. EGGLESTON, A. NICHOLS, A. WONG, and W. F. HUFFMAN. "ChemInform Abstract: The Use of γ-Turn Mimetics to Define Peptide Secondary Structure." ChemInform 24, no. 34 (September 1, 2010): no. http://dx.doi.org/10.1002/chin.199334253.

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13

Chang, Wonsuk, Ralph T. Mosley, Shalini Bansal, Meg Keilman, Angela M. Lam, Phillip A. Furman, Michael J. Otto, and Michael J. Sofia. "Inhibition of hepatitis C virus NS5A by fluoro-olefin based γ-turn mimetics." Bioorganic & Medicinal Chemistry Letters 22, no. 8 (April 2012): 2938–42. http://dx.doi.org/10.1016/j.bmcl.2012.02.051.

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14

SCHMIDT, B., and C. KUEHN. "ChemInform Abstract: Racemic, Yet Diastereomerically Pure Azido Acids as Both γ-Turn and Inverse γ-Turn Mimetics for Solid-Phase Peptide Synthesis." ChemInform 30, no. 7 (June 17, 2010): no. http://dx.doi.org/10.1002/chin.199907109.

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15

Schumann, Frank, Annett Müller, Mario Koksch, Gerhard Müller, and Norbert Sewald. "Are β-Amino Acids γ-Turn Mimetics? Exploring A New Design Principle for Bioactive Cyclopeptides." Journal of the American Chemical Society 122, no. 48 (December 2000): 12009–10. http://dx.doi.org/10.1021/ja0016001.

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16

Brickmann, Kay, Peter Somfai, and Jan Kihlberg. "An approach to enantiomerically pure inverse γ-turn mimetics for use in solid-phase synthesis." Tetrahedron Letters 38, no. 20 (May 1997): 3651–54. http://dx.doi.org/10.1016/s0040-4039(97)00692-8.

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17

BRICKMANN, K., P. SOMFAI, and J. KIHLBERG. "ChemInform Abstract: An Approach to Enantiomerically Pure Inverse γ-Turn Mimetics for Use in Solid-Phase Synthesis." ChemInform 28, no. 34 (August 3, 2010): no. http://dx.doi.org/10.1002/chin.199734235.

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18

Hedenström, Mattias, Yuan, Kay Brickmann, Jolanta Carlsson, Kjell Ekholm, Birgitta Johansson, Eva Kreutz, Anders Nilsson, Ingmar Sethson, and Jan Kihlberg. "Conformations and Receptor Activity of Desmopressin Analogues, Which Contain γ-Turn Mimetics or a Ψ[CH2O] Isostere." Journal of Medicinal Chemistry 45, no. 12 (June 2002): 2501–11. http://dx.doi.org/10.1021/jm011073b.

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19

Schmidt, Boris, Susanna Lindman, Weimin Tong, Gunnar Lindeberg, Adolf Gogoll, Zhennan Lai, Madeleine Thörnwall, et al. "Design, Synthesis, and Biological Activities of Four Angiotensin II Receptor Ligands with γ-Turn Mimetics Replacing Amino Acid Residues 3−5." Journal of Medicinal Chemistry 40, no. 6 (March 1997): 903–19. http://dx.doi.org/10.1021/jm960553d.

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20

NEWLANDER, K. A., J. F. CALLAHAN, M. L. MOORE, T. A. JUN TOMASZEK, and W. F. HUFFMAN. "ChemInform Abstract: A Novel Constrained Reduced-Amide Inhibitor of HIV-1 Protease Derived from the Sequential Incorporation of γ-Turn Mimetics into a Model Substrate." ChemInform 25, no. 2 (August 19, 2010): no. http://dx.doi.org/10.1002/chin.199402261.

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21

Kocis, Petr, James B. Campbell, Richard B. Sparks, and Richard Wildonger. "ChemInform Abstract: A γ-Turn Mimetic Library: Development and Production." ChemInform 32, no. 32 (May 25, 2010): no. http://dx.doi.org/10.1002/chin.200132265.

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22

Lindman, Susanna, Gunnar Lindeberg, Fred Nyberg, Anders Karlén, and Anders Hallberg. "Comparison of three γ-turn mimetic scaffolds incorporated into angiotensin II." Bioorganic & Medicinal Chemistry 8, no. 9 (September 2000): 2375–83. http://dx.doi.org/10.1016/s0968-0896(00)00169-3.

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23

Belvisi, Laura, Cesare Gennari, Antonia Mielgo, Donatella Potenza, and Carlo Scolastico. "Conformational Preferences of Peptides Containing Reverse-Turn Mimetic Bicyclic Lactams: Inverse γ-Turns versus Type-II′ β-Turns – Insights into β-Hairpin Stability." European Journal of Organic Chemistry 1999, no. 2 (February 1999): 389–400. http://dx.doi.org/10.1002/(sici)1099-0690(199902)1999:2<389::aid-ejoc389>3.0.co;2-7.

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24

Curran, Timothy P., Nicole M. Chandler, Robert J. Kennedy, and Meghan T. Keaney. "N-α-benzoyl-cis-4-amino-L-proline: A γ-turn mimetic." Tetrahedron Letters 37, no. 12 (March 1996): 1933–36. http://dx.doi.org/10.1016/0040-4039(96)00307-3.

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25

Belvisi, Laura, Cesare Gennari, Antonia Mielgo, Donatella Potenza, and Carlo Scolastico. "ChemInform Abstract: Conformational Preferences of Peptides Containing Reverse-Turn Mimetic Bicyclic Lactams: Inverse γ-Turns versus Type-II′ β-Turns - Insights into β-Hairpin Stability." ChemInform 30, no. 23 (June 15, 2010): no. http://dx.doi.org/10.1002/chin.199923219.

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26

Avenoza, Alberto, Pedro J. Campos, Carlos Cativiela, Jesús M. Peregrina, and Miguel A. Rodríguez. "Ab initio calculations for N-methyl-1-(N′-acetylamino)-t-2-phenylcyclohexane-r-1-carboxamide: a γ-turn mimetic." Tetrahedron 55, no. 5 (January 1999): 1399–406. http://dx.doi.org/10.1016/s0040-4020(98)01112-0.

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27

Legrand, Baptiste, Loïc Mathieu, Aurélien Lebrun, Soahary Andriamanarivo, Vincent Lisowski, Nicolas Masurier, Séverine Zirah, Young Kee Kang, Jean Martinez, and Ludovic T. Maillard. "Thiazole-Based γ-Building Blocks as Reverse-Turn Mimetic to Design a Gramicidin S Analogue: Conformational and Biological Evaluation." Chemistry - A European Journal 20, no. 22 (March 25, 2014): 6713–20. http://dx.doi.org/10.1002/chem.201402190.

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28

Rosenström, Ulrika, Christian Sköld, Gunnar Lindeberg, Milad Botros, Fred Nyberg, Anders Karlén, and Anders Hallberg. "A Selective AT2Receptor Ligand with a γ-Turn-Like Mimetic Replacing the Amino Acid Residues 4−5 of Angiotensin II." Journal of Medicinal Chemistry 47, no. 4 (February 2004): 859–70. http://dx.doi.org/10.1021/jm030921v.

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29

Brickmann, Kay, ZhongQing Yuan, Ingmar Sethson, Peter Somfai, and Jan Kihlberg. "Synthesis of Conformationally Restricted Mimetics of γ-Turns and Incorporation into Desmopressin, an Analogue of the Peptide Hormone Vasopressin." Chemistry - A European Journal 5, no. 8 (July 22, 1999): 2241–53. http://dx.doi.org/10.1002/(sici)1521-3765(19990802)5:8<2241::aid-chem2241>3.0.co;2-l.

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30

Yuan, ZhongQing, David Blomberg, Ingmar Sethson, Kay Brickmann, Kjell Ekholm, Birgitta Johansson, Anders Nilsson, and Jan Kihlberg. "Synthesis and Pharmacological Evaluation of an Analogue of the Peptide Hormone Oxytocin That Contains a Mimetic of an Inverse γ-Turn." Journal of Medicinal Chemistry 45, no. 12 (June 2002): 2512–19. http://dx.doi.org/10.1021/jm0110744.

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31

Rosenström, Ulrika, Christian Sköld, Bianca Plouffe, Hélène Beaudry, Gunnar Lindeberg, Milad Botros, Fred Nyberg, et al. "New Selective AT2Receptor Ligands Encompassing a γ-Turn Mimetic Replacing the Amino Acid Residues 4−5 of Angiotensin II Act as Agonists." Journal of Medicinal Chemistry 48, no. 12 (June 2005): 4009–24. http://dx.doi.org/10.1021/jm0491492.

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32

Wipf, Peter. "Diversity-Oriented Synthesis of Peptidomimetics: How and Why." Diversity Oriented Synthesis 1, no. 1 (January 24, 2012). http://dx.doi.org/10.2478/dos-2012-0002.

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Abstract:
AbstractBased on oligopeptide sequences, structural diversity elements from side chain substitutions and backbone amide modifications are used for the preparation of bioactive peptide mimetics, including δ-amino-b,γ-alkenyl, δ-amino-b,γ-cyclopropyl, and γ-amino-a,b-cyclopropyl dipeptide isosteres. The hybrid molecule XJB-5-131 is composed of an alkene dipeptide isostere, a regular tripeptide sequence extracted from the cyclodecapeptide antibiotic gramicidin S (GS), and the free radical scavenger 4-AT. This agent is highly enriched in mitochondria, and, among other positive functions in cells and animal models, it has demonstrated efficacy in improving neurocognitive outcome after traumatic brain injury in rats. It slows down the aging phenotype in Ercc1 progeria models and reduces oxidative damage to mitochondrial DNA, enhancing neuronal survival and improving mitochondrial function in a mouse model of Huntington’s disease. The shortened alkene dipeptide isostere JP4-039 also folds into a b-turn secondary structure in the solid state and mediates several desired physiological and cell-protective effects, including radiation damage prevention and mitigation.
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