메뉴 건너뛰기




Volumn 3, Issue 11, 2011, Pages 856-861

Chiral information harvesting in dendritic metallopeptides

Author keywords

[No Author keywords available]

Indexed keywords

2,2' BIPYRIDINE; COORDINATION COMPOUND; DENDRIMER; LIGAND; METAL; OLIGOPEPTIDE;

EID: 80155155922     PISSN: 17554330     EISSN: 17554349     Source Type: Journal    
DOI: 10.1038/nchem.1146     Document Type: Article
Times cited : (102)

References (48)
  • 1
    • 17044438297 scopus 로고    scopus 로고
    • Simultaneous encapsulation: Molecules held at close range
    • Rebek, J. Jr Simultaneous encapsulation: Molecules held at close range. Angew. Chem. Int. Ed. 44, 2068-2078 (2005).
    • (2005) Angew. Chem. Int. Ed. , vol.44 , pp. 2068-2078
    • Rebek, Jr.J.1
  • 3
    • 19744365669 scopus 로고    scopus 로고
    • Coordination assemblies from a Pd(II)-cornered square complex
    • Fujita, M., Tominaga, M., Hori, A. & Therrien, B. Coordination assemblies from a Pd(II)-cornered square complex. Acc. Chem. Res. 38, 369-378 (2005)
    • (2005) Acc. Chem. Res. , vol.38 , pp. 369-378
    • Fujita, M.1    Tominaga, M.2    Hori, A.3    Therrien, B.4
  • 6
    • 0035498334 scopus 로고    scopus 로고
    • Let's twist again'-double-stranded, triple-stranded, and circular helicates
    • Albrecht, M. 'Let's twist again'-double-stranded, triple-stranded, and circular helicates. Chem. Rev. 101, 3457-3497 (2001).
    • (2001) Chem. Rev. , vol.101 , pp. 3457-3497
    • Albrecht, M.1
  • 7
    • 36849046820 scopus 로고    scopus 로고
    • Amplification of chirality in dynamic supramolecular aggregates
    • Palmans, A. R. A. & Meijer, E. W. Amplification of chirality in dynamic supramolecular aggregates. Angew. Chem. Int. Ed. 46, 8948-8968 (2007).
    • (2007) Angew. Chem. Int. Ed. , vol.46 , pp. 8948-8968
    • Palmans, A.R.A.1    Meijer, E.W.2
  • 8
    • 45849091911 scopus 로고    scopus 로고
    • Control of dynamic helicity at the macro- and supramolecular level
    • Pijper, D. & Feringa, B. L. Control of dynamic helicity at the macro- and supramolecular level. Soft Matter 4, 1349-1372 (2008).
    • (2008) Soft Matter , vol.4 , pp. 1349-1372
    • Pijper, D.1    Feringa, B.L.2
  • 9
    • 3843115605 scopus 로고    scopus 로고
    • Transition-metalmediated rational design and self-assembly of chiral, nanoscale supramolecular polyhedra with unique T symmetry
    • Stang, P. J., Olenyuk, B., Muddiman, D. C. & Smith R. D. Transition-metalmediated rational design and self-assembly of chiral, nanoscale supramolecular polyhedra with unique T symmetry. Organometallics 16, 3094-3096 (1997).
    • (1997) Organometallics , vol.16 , pp. 3094-3096
    • Stang, P.J.1    Olenyuk, B.2    Muddiman, D.C.3    Smith, R.D.4
  • 10
    • 84981752477 scopus 로고
    • Zur kenntnis des asymmetrischen kobaltatoms.I
    • Werner, A. Zur kenntnis des asymmetrischen kobaltatoms. I. Chem. Ber. 44, 1887-1898 (1911).
    • (1911) Chem. Ber. , vol.44 , pp. 1887-1898
    • Werner, A.1
  • 11
    • 0033084006 scopus 로고    scopus 로고
    • Predetermined chirality at metal center
    • Knof, U. & von Zelewsky, A. Predetermined chirality at metal center. Angew. Chem. Int. Ed. 38, 302-322 (1999).
    • (1999) Angew. Chem. Int. Ed. , vol.38 , pp. 302-322
    • Knof, U.1    Von Zelewsky, A.2
  • 13
    • 0035928683 scopus 로고    scopus 로고
    • Diastereospecific synthesis of amino acid substituted 2,2'-bipyridyl complexes
    • Telfer, S. G., Bernardinelli, G. & Williams, A. F. Diastereospecific synthesis of amino acid substituted 2,2'-bipyridyl complexes. Chem. Commun. 1498-1499 (2001).
    • (2001) Chem. Commun. , pp. 1498-1499
    • Telfer, S.G.1    Bernardinelli, G.2    Williams, A.F.3
  • 14
    • 0034731013 scopus 로고    scopus 로고
    • Induction of one-handed helical screw sense in achiral peptide through the domino effect based on interacting its N-terminal amino group with chiral carboxylic acid
    • Inai, Y. et al. Induction of one-handed helical screw sense in achiral peptide through the domino effect based on interacting its N-terminal amino group with chiral carboxylic acid. J. Am. Chem. Soc. 122, 11731-17732 (2000).
    • (2000) J. Am. Chem. Soc. , vol.122 , pp. 11731-17732
    • Inai, Y.1
  • 15
    • 0037139498 scopus 로고    scopus 로고
    • Noncovalent domino effect on helical screw sense of chiral peptides possessing C-terminal chiral residue
    • Inai, Y. et al. Noncovalent domino effect on helical screw sense of chiral peptides possessing C-terminal chiral residue. J. Am. Chem. Soc. 124, 2466-2473 (2002).
    • (2002) J. Am. Chem. Soc. , vol.124 , pp. 2466-2473
    • Inai, Y.1
  • 16
    • 51949098937 scopus 로고    scopus 로고
    • Chain-terminus triggered chiral memory in an optically inactive 310-helical peptide
    • Ousaka, N., Inai, Y. & Kuroda, R. Chain-terminus triggered chiral memory in an optically inactive 310-helical peptide. J. Am. Chem. Soc. 130, 12266-12267 (2008).
    • (2008) J. Am. Chem. Soc. , vol.130 , pp. 12266-12267
    • Ousaka, N.1    Inai, Y.2    Kuroda, R.3
  • 17
    • 64349116529 scopus 로고    scopus 로고
    • Transfer of noncovalent chiral information along an optically inactive helical peptide chain: Allosteric control of asymmetry of the Cterminal site by external molecule that binds to the N-terminal site
    • Ousaka, N. & Inai, Y. Transfer of noncovalent chiral information along an optically inactive helical peptide chain: Allosteric control of asymmetry of the Cterminal site by external molecule that binds to the N-terminal site. J. Org. Chem. 74, 1429-1439 (2009).
    • (2009) J. Org. Chem. , vol.74 , pp. 1429-1439
    • Ousaka, N.1    Inai, Y.2
  • 18
    • 34547590051 scopus 로고    scopus 로고
    • Control of helix sense in protein-mimicking backbone by the noncovalent chiral effect
    • Inai, Y., Komori, H. & Ousaka, N. Control of helix sense in protein-mimicking backbone by the noncovalent chiral effect. Chem. Rec. 7, 191-202 (2007).
    • (2007) Chem. Rec. , vol.7 , pp. 191-202
    • Inai, Y.1    Komori, H.2    Ousaka, N.3
  • 19
    • 5644229529 scopus 로고    scopus 로고
    • Induced axial chirality in the biphenyl core of the Ca-tetrasubstituted a-amino acid residue Bip and subsequent propagation of chirality in (Bip)n/Val oligopeptides
    • Mazaleyrat, J.-P. et al. Induced axial chirality in the biphenyl core of the Ca-tetrasubstituted a-amino acid residue Bip and subsequent propagation of chirality in (Bip)n/Val oligopeptides. J. Am. Chem. Soc. 126, 12874-12879 (2004).
    • (2004) J. Am. Chem. Soc. , vol.126 , pp. 12874-12879
    • Mazaleyrat, J.-P.1
  • 20
    • 7244228083 scopus 로고    scopus 로고
    • Ultra-remote stereocontrol by conformational communication of information along a carbon chain
    • Clayden, J., Lund, A., Vallverdú, L. & Helliwell, M. Ultra-remote stereocontrol by conformational communication of information along a carbon chain. Nature 431, 966-971 (2004).
    • (2004) Nature , vol.431 , pp. 966-971
    • Clayden, J.1    Lund, A.2    Vallverdú, L.3    Helliwell, M.4
  • 21
    • 70349925664 scopus 로고    scopus 로고
    • Quantifying enδ-to-end conformational communication of chirality through an achiral peptide chain
    • Clayden, J., Castellanos, A., Solà, J. & Morris, G. A. Quantifying enδ-to-end conformational communication of chirality through an achiral peptide chain. Angew. Chem. Int. Ed. 48, 5962-5965 (2009).
    • (2009) Angew. Chem. Int. Ed. , vol.48 , pp. 5962-5965
    • Clayden, J.1    Castellanos, A.2    Solà, J.3    Morris, G.A.4
  • 23
    • 61349093028 scopus 로고    scopus 로고
    • Transmission of stereochemical information over nanometre distances in chemical reactions
    • Clayden, J. Transmission of stereochemical information over nanometre distances in chemical reactions. Chem. Soc. Rev. 38, 817-829 (2009).
    • (2009) Chem. Soc. Rev. , vol.38 , pp. 817-829
    • Clayden, J.1
  • 24
    • 0027151618 scopus 로고
    • Asymmetric polymerization of isocyanates with optically active anionic initiators
    • Okamoto, Y., Matsuda, M., Nakano, T. & Yashima, E. Asymmetric polymerization of isocyanates with optically active anionic initiators. Polym. J. 25, 391-396 (1993).
    • (1993) Polym. J. , vol.25 , pp. 391-396
    • Okamoto, Y.1    Matsuda, M.2    Nakano, T.3    Yashima, E.4
  • 25
    • 34250832094 scopus 로고    scopus 로고
    • Molecular transmission: Controlling the twist sense of a helical polymer with a single light-driven molecular motor
    • Pijper, D. & Feringa, B. L. Molecular transmission: Controlling the twist sense of a helical polymer with a single light-driven molecular motor. Angew. Chem. Int. Ed. 46, 3693-3696 (2007).
    • (2007) Angew. Chem. Int. Ed. , vol.46 , pp. 3693-3696
    • Pijper, D.1    Feringa, B.L.2
  • 26
    • 25144474487 scopus 로고    scopus 로고
    • Chiral induction in quinoline-derived oligoamide foldamers: Assignment of helical handedness and role of steric effects
    • Dolain, C., Jiang, H., Leger, J.-M., Guionneau, P. & Huc, I. Chiral induction in quinoline-derived oligoamide foldamers: Assignment of helical handedness and role of steric effects. J. Am. Chem. Soc. 127, 12943-12951 (2005).
    • (2005) J. Am. Chem. Soc. , vol.127 , pp. 12943-12951
    • Dolain, C.1    Jiang, H.2    Leger, J.-M.3    Guionneau, P.4    Huc, I.5
  • 27
    • 60849087361 scopus 로고    scopus 로고
    • Induction of one-handed helical oligo( p-benzamide)s by domino effect based on planar-axial-helical chirality relay
    • Kamikawa, K. et al. Induction of one-handed helical oligo( p-benzamide)s by domino effect based on planar-axial-helical chirality relay. Chem. Commun. 1201-1203 (2009).
    • (2009) Chem. Commun. , pp. 1201-1203
    • Kamikawa, K.1
  • 28
    • 0025345233 scopus 로고
    • Structural characteristics of a-helical peptide molecules containing Aib residues
    • Karle, I. L. & Balaram, P. Structural characteristics of a-helical peptide molecules containing Aib residues. Biochemistry 29, 6747-6756 (1990).
    • (1990) Biochemistry , vol.29 , pp. 6747-6756
    • Karle, I.L.1    Balaram, P.2
  • 30
    • 0000049313 scopus 로고
    • Stereochemically constrained peptides. Theoretical and experimental studies on the conformations of peptides containing 1-aminocyclohexanecarboxylic acid
    • Paul, P. K. C. et al. Stereochemically constrained peptides. Theoretical and experimental studies on the conformations of peptides containing 1-aminocyclohexanecarboxylic acid. J. Am. Chem. Soc. 108, 6363-6370 (1986).
    • (1986) J. Am. Chem. Soc. , vol.108 , pp. 6363-6370
    • Paul, P.K.C.1
  • 31
    • 0003080761 scopus 로고    scopus 로고
    • Linear oligopeptides. Part 406. Helical screw sense of peptide molecules: The pentapeptide system (Aib)4/L-Val[L-(aMe)Val] in solution
    • Pengo, B. et al. Linear oligopeptides. Part 406. Helical screw sense of peptide molecules: The pentapeptide system (Aib)4/L-Val[L-(aMe)Val] in solution. J. Chem. Soc. Perkin Trans. 2, 1651-1657 (1998).
    • (1998) J. Chem. Soc. Perkin Trans. , vol.2 , pp. 1651-1657
    • Pengo, B.1
  • 32
    • 0034648801 scopus 로고    scopus 로고
    • Helical self-assembled polymers from cooperative stacking of hydrogen-bonded pairs
    • Hirschberg, J. H. K. K. et al. Helical self-assembled polymers from cooperative stacking of hydrogen-bonded pairs. Nature 407, 167-170 (2000).
    • (2000) Nature , vol.407 , pp. 167-170
    • Hirschberg, J.H.K.K.1
  • 33
    • 6744266061 scopus 로고
    • A helical polymer with a cooperative response to chiral information
    • Green, M. M. et al. A helical polymer with a cooperative response to chiral information. Science 268, 1860-1866 (1995).
    • (1995) Science , vol.268 , pp. 1860-1866
    • Green, M.M.1
  • 34
    • 73249140329 scopus 로고    scopus 로고
    • Helical polymers: Synthesis structures, and functions
    • Yashima, E., Maeda, K., Iida, H., Furusho, Y. & Nagai, K. Helical polymers: Synthesis, structures, and functions. Chem. Rev. 109, 6102-6211 (2009).
    • (2009) Chem. Rev. , vol.109 , pp. 6102-6211
    • Yashima, E.1    Maeda, K.2    Iida, H.3    Furusho, Y.4    Nagai, K.5
  • 36
    • 0035534162 scopus 로고    scopus 로고
    • Optically active polysilylenes: State-of-the-art chiroptical polymers
    • Fujiki, M. Optically active polysilylenes: State-of-the-art chiroptical polymers. Macromol. Rapid Commun. 22, 539-563 (2001).
    • (2001) Macromol. Rapid Commun. , vol.22 , pp. 539-563
    • Fujiki, M.1
  • 37
    • 12744272404 scopus 로고    scopus 로고
    • Controlling the amplification of chirality in hydrogen-bonded assemblies
    • Mateos-Timoneda, M. A., Crego-Calama, M. & Reinhoudt, D. N. Controlling the amplification of chirality in hydrogen-bonded assemblies. Supramol. Chem. 17, 67-79 (2005).
    • (2005) Supramol. Chem. , vol.17 , pp. 67-79
    • Mateos-Timoneda, M.A.1    Crego-Calama, M.2    Reinhoudt, D.N.3
  • 38
    • 34447261388 scopus 로고    scopus 로고
    • Helical chirality in dendronized polyarylacetylenes
    • Rudick, J. G. & Percec, V. Helical chirality in dendronized polyarylacetylenes. New J. Chem. 31, 1083-1096 (2007).
    • (2007) New J. Chem. , vol.31 , pp. 1083-1096
    • Rudick, J.G.1    Percec, V.2
  • 39
    • 0032178282 scopus 로고    scopus 로고
    • Charge-transfer excited state properties of chiral transition metal coordination compounds studied by chiroptical spectroscopy
    • Ziegler, M. & von Zelewsky, A. Charge-transfer excited state properties of chiral transition metal coordination compounds studied by chiroptical spectroscopy. Coord. Chem. Rev. 177, 257-300 (1998).
    • (1998) Coord. Chem. Rev. , vol.177 , pp. 257-300
    • Ziegler, M.1    Von Zelewsky, A.2
  • 40
    • 0035958463 scopus 로고    scopus 로고
    • Induction of diastereoselectivity in Fe(II) tris(amino acid-bipyridine) complexes
    • Ahn, D.-R., Kim, T. W. & Hong, J.-I. Induction of diastereoselectivity in Fe(II) tris(amino acid-bipyridine) complexes. J. Org. Chem. 66, 5008-5011 (2001).
    • (2001) J. Org. Chem. , vol.66 , pp. 5008-5011
    • Ahn, D.-R.1    Kim, T.W.2    Hong, J.-I.3
  • 41
    • 4043162705 scopus 로고    scopus 로고
    • Chiral induction in a ribose-decorated metallostar through intrinsic and interionic diastereomeric interactions
    • Constable, E. C., Frantz, R., Housecroft, C. E., Lacour, J. & Mahmood, A. Chiral induction in a ribose-decorated metallostar through intrinsic and interionic diastereomeric interactions. Inorg. Chem. 43, 4817-4819 (2004).
    • (2004) Inorg. Chem. , vol.43 , pp. 4817-4819
    • Constable, E.C.1    Frantz, R.2    Housecroft, C.E.3    Lacour, J.4    Mahmood, A.5
  • 42
    • 33644765049 scopus 로고    scopus 로고
    • Stereoselectivity in the formation of tris-diimine complexes of Fe(II), Ru(II), and Os(II) with a C2-symmetric chiral derivative of 2,2'-bipyridine
    • Drahoňovský, D. et al. Stereoselectivity in the formation of tris-diimine complexes of Fe(II), Ru(II), and Os(II) with a C2-symmetric chiral derivative of 2,2'-bipyridine. Dalton Trans. 1444-1454 (2006).
    • (2006) Dalton Trans. , pp. 1444-1454
    • Drahoňovský, D.1
  • 43
    • 0015513701 scopus 로고
    • Proton magnetic resonance line broadening produced by association with a nitroxide radical in studies of amide and peptide conformation
    • Kopple, K. D. & Schamper, T. J. Proton magnetic resonance line broadening produced by association with a nitroxide radical in studies of amide and peptide conformation. J. Am. Chem. Soc. 94, 3644-3646 (1972).
    • (1972) J. Am. Chem. Soc. , vol.94 , pp. 3644-3646
    • Kopple, K.D.1    Schamper, T.J.2
  • 44
    • 0028262457 scopus 로고
    • The p-bromobenzamido chromophore as a circular dichroic probe for the assignment of the screw sense of helical peptides
    • Toniolo, C., Formaggio, F., Crisma, M., Schoemaker, H. S. & Kamphuis, J. The p-bromobenzamido chromophore as a circular dichroic probe for the assignment of the screw sense of helical peptides. Tetrahedron Asymm. 5, 507-510 (1994).
    • (1994) Tetrahedron Asymm. , vol.5 , pp. 507-510
    • Toniolo, C.1    Formaggio, F.2    Crisma, M.3    Schoemaker, H.S.4    Kamphuis, J.5
  • 46
    • 0035819616 scopus 로고    scopus 로고
    • Anion selective properties of ruthenium (II) tris(5,5'-diamide-2,2'- bipyridine) receptors dictated by solvent and amide substituent
    • Uppadine, L. H., Drew, M. G. B. & Beer, P. D. Anion selective properties of ruthenium(II) tris(5,5'-diamide-2,2'-bipyridine) receptors dictated by solvent and amide substituent. Chem. Commun. 291-292 (2001).
    • (2001) Chem. Commun. , pp. 291-292
    • Uppadine, L.H.1    Drew, M.G.B.2    Beer, P.D.3
  • 47
    • 0038006011 scopus 로고    scopus 로고
    • Mechanism for the noncovalent domino effect: New paradigm for the chiral role of the N-terminal segment in a 310-helix
    • Inai, Y., Ousaka, N. & Okabe, T. Mechanism for the noncovalent domino effect: New paradigm for the chiral role of the N-terminal segment in a 310-helix. J. Am. Chem. Soc. 125, 8151-8162 (2003).
    • (2003) J. Am. Chem. Soc. , vol.125 , pp. 8151-8162
    • Inai, Y.1    Ousaka, N.2    Okabe, T.3
  • 48
    • 33748728148 scopus 로고    scopus 로고
    • Studies on the conformation of Boc-protected (S)-(+)-isovaline homopeptide methyl esters in the solid state and in solution
    • Jaun, B. et al. Studies on the conformation of Boc-protected (S)-(+)-isovaline homopeptide methyl esters in the solid state and in solution. Liebigs Ann. Recueil 1697-1710 (1997).
    • (1997) Liebigs Ann. Recueil , pp. 1697-1710
    • Jaun, B.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.