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Volumn 42, Issue 8, 2009, Pages 1128-1140

Racemic β-sheets as templates of relevance to the origin of homochirality of peptides: Lessons from crystal chemistry

Author keywords

[No Author keywords available]

Indexed keywords

PEPTIDE;

EID: 68949194729     PISSN: 00014842     EISSN: None     Source Type: Journal    
DOI: 10.1021/ar900033k     Document Type: Article
Times cited : (65)

References (57)
  • 1
    • 68949188180 scopus 로고    scopus 로고
    • Fundamental Questions: An Interview with Albert Eschenmoser. The Scripps Research Institute News & Views, 2008, 8, Issue 13, April 21.
    • Fundamental Questions: An Interview with Albert Eschenmoser. The Scripps Research Institute News & Views, 2008, Vol. 8, Issue 13, April 21.
  • 2
    • 0023159799 scopus 로고
    • Racemlzation and the Origin of Optically Active Organic Compounds in Living Organisms
    • Bada, J. L.; Miller, S. L. Racemlzation and the Origin of Optically Active Organic Compounds in Living Organisms. Biosystems 1987, 20, 21-26.
    • (1987) Biosystems , vol.20 , pp. 21-26
    • Bada, J.L.1    Miller, S.L.2
  • 3
    • 0005266629 scopus 로고    scopus 로고
    • On One Hand But Not The Other. The Challenge of the Origin and Survival of Homochirality in Prebiotic Chemistry
    • Keinan, E, Schecter, I, Eds, Wiley-VCH: Weinhelm, and references cited therein
    • Franck, P.; Bonner, W. A.; Zare, R. N. On One Hand But Not The Other. The Challenge of the Origin and Survival of Homochirality in Prebiotic Chemistry. In Chemistry for the 21st Century, Keinan, E., Schecter, I., Eds.; Wiley-VCH: Weinhelm, 2000; pp 175-208 and references cited therein.
    • (2000) Chemistry for the 21st Century , pp. 175-208
    • Franck, P.1    Bonner, W.A.2    Zare, R.N.3
  • 4
    • 33748862641 scopus 로고    scopus 로고
    • Stochastic "Mirror Symmetry Breaking" via Self-Assembly, Reactivity and Amplification of Chirality: Relevance to Abiotic Conditions
    • Prebiotic chemistry: from simple amphiphiles to protocol models, Walde, P, Ed, Springer-Verlag: Berlin
    • Weissbuch, I.; Leiserowitz, L.; Lahav, M. Stochastic "Mirror Symmetry Breaking" via Self-Assembly, Reactivity and Amplification of Chirality: Relevance to Abiotic Conditions. In Prebiotic chemistry: from simple amphiphiles to protocol models, Walde, P., Ed.; Topics in Current Chemistry; Vol. 259; Springer-Verlag: Berlin, 2005; pp 123-165.
    • (2005) Topics in Current Chemistry , vol.259 , pp. 123-165
    • Weissbuch, I.1    Leiserowitz, L.2    Lahav, M.3
  • 5
    • 61349166211 scopus 로고    scopus 로고
    • Asymmetric Autocatalysis with Amplification of Chirality
    • Soai. K.: Kawasaki, T. Asymmetric Autocatalysis with Amplification of Chirality. Top. Curr. Chem. 2008, 284,1-33.
    • (2008) Top. Curr. Chem , vol.284 , pp. 1-33
    • Soai, K.1    Kawasaki, T.2
  • 7
    • 0029958175 scopus 로고    scopus 로고
    • Mirror Symmetry Breaking at the Molecular Level
    • Avetisov, V.; Goldanski, V. Mirror Symmetry Breaking at the Molecular Level. Proc. Natl. Acad. Sci. U.S.A. 1996, 93, 11435-11442.
    • (1996) Proc. Natl. Acad. Sci. U.S.A , vol.93 , pp. 11435-11442
    • Avetisov, V.1    Goldanski, V.2
  • 8
    • 1842399980 scopus 로고
    • The Origin of Optical Activity
    • Wald, G. The Origin of Optical Activity. Ann. N.Y. Acad. Sci. 1957, 69, 352-368.
    • (1957) Ann. N.Y. Acad. Sci , vol.69 , pp. 352-368
    • Wald, G.1
  • 9
    • 0019760554 scopus 로고    scopus 로고
    • Blair, N. E.; Bonner, W. A. A Model for the Enantiomeric Enrichment of Polypeptides on the Primitive Earth. Origins Life 1981, 11 331-335.
    • Blair, N. E.; Bonner, W. A. A Model for the Enantiomeric Enrichment of Polypeptides on the Primitive Earth. Origins Life 1981, 11 331-335.
  • 10
    • 6744266061 scopus 로고    scopus 로고
    • Green, M. M.; Peterson, N. C.; Sato, T.; Teramoto, A; Cook R.; Lifson, S. A Helical Polymer with a Cooperative Response to Chiral Information. Science 1995, 268, 1860.
    • Green, M. M.; Peterson, N. C.; Sato, T.; Teramoto, A; Cook R.; Lifson, S. A Helical Polymer with a Cooperative Response to Chiral Information. Science 1995, 268, 1860.
  • 11
    • 0019546705 scopus 로고
    • Enantiomer Enrichment in Early Peptides
    • Brack A.; Spach, G. Enantiomer Enrichment in Early Peptides. Origins Life 1981, 11, 135-142.
    • (1981) Origins Life , vol.11 , pp. 135-142
    • Brack, A.1    Spach, G.2
  • 12
    • 34249708490 scopus 로고    scopus 로고
    • From Interstellar Amino Acids to Prebiotic Catalytic Peptides: A Review
    • Brack A. From Interstellar Amino Acids to Prebiotic Catalytic Peptides: A Review. Chem. Biodiversity 2007, 4, 665-679.
    • (2007) Chem. Biodiversity , vol.4 , pp. 665-679
    • Brack, A.1
  • 13
    • 0000741667 scopus 로고
    • Racemic Origins of the Stereochemically Homogeneous Biosphere. Biased Stereoselectivities in the Formation of Oligomeric Peptides
    • Goldberg, S. I.; Crosby, J. M.; Iusem, N. D.; Younes, U. E. Racemic Origins of the Stereochemically Homogeneous Biosphere. Biased Stereoselectivities in the Formation of Oligomeric Peptides. J. Am. Chem. Soc. 1987, 109, 823-830.
    • (1987) J. Am. Chem. Soc , vol.109 , pp. 823-830
    • Goldberg, S.I.1    Crosby, J.M.2    Iusem, N.D.3    Younes, U.E.4
  • 14
    • 0035050335 scopus 로고    scopus 로고
    • Stereoselectivity in the Oligomerization of Racemic Tryptophan N-Carboxyanhydride (NCA-Trp) as Determined by Isotope Labeling and Mass Spectrometry
    • Blocher, M.; Hitz, T.; Luisi, P. L. Stereoselectivity in the Oligomerization of Racemic Tryptophan N-Carboxyanhydride (NCA-Trp) as Determined by Isotope Labeling and Mass Spectrometry. Helv. Chim. Acta 2001, 84, 842-847.
    • (2001) Helv. Chim. Acta , vol.84 , pp. 842-847
    • Blocher, M.1    Hitz, T.2    Luisi, P.L.3
  • 15
    • 0035836822 scopus 로고    scopus 로고
    • Hitz, T.; Blocher, M.; Walde, P.; Luisi, P. L Stereoselectivity Aspects in the Condensation of Racemic NCA-Amino acids In the Presence and Absence of Liposomes. Macromolecules 2001, 34, 2443-2449.
    • Hitz, T.; Blocher, M.; Walde, P.; Luisi, P. L Stereoselectivity Aspects in the Condensation of Racemic NCA-Amino acids In the Presence and Absence of Liposomes. Macromolecules 2001, 34, 2443-2449.
  • 16
    • 33845558781 scopus 로고
    • Asymmetric Synthesis via Reactions in Chiral Crystals
    • Green, B. S.; Lahav, M.; Rablnovich, D. Asymmetric Synthesis via Reactions in Chiral Crystals. Acc. Chem. Res. 1979, 12, 191-197.
    • (1979) Acc. Chem. Res , vol.12 , pp. 191-197
    • Green, B.S.1    Lahav, M.2    Rablnovich, D.3
  • 17
    • 33845279136 scopus 로고
    • Total Asymmetric Transformations at Interfaces with Centrosymmetric Crystals: Role of Hydrophobic and Kinetic Effects In the Crystallization of the System Glycine/α-Amino Acids
    • Weissbuch, I.; Addadi, L.; Leiserowitz, L; Lahav, M. Total Asymmetric Transformations at Interfaces with Centrosymmetric Crystals: Role of Hydrophobic and Kinetic Effects In the Crystallization of the System Glycine/α-Amino Acids. J. Am. Chem. Soc. 1988, 110,561-567.
    • (1988) J. Am. Chem. Soc , vol.110 , pp. 561-567
    • Weissbuch, I.1    Addadi, L.2    Leiserowitz, L.3    Lahav, M.4
  • 18
    • 0035354582 scopus 로고    scopus 로고
    • Kuzmenko, I.; Rapaport, H.; Kjaer, K; Als-Nielscn, J.; Weissbuch, I.; Lahav, M.; Lciscrowilz, L Design and Characterization of Crysralinc Thin Film Architectures at the Air-Liquid Interface: Simplicity to Complexity. Chem. Rev. 2001, 101, 1659-1696.
    • Kuzmenko, I.; Rapaport, H.; Kjaer, K; Als-Nielscn, J.; Weissbuch, I.; Lahav, M.; Lciscrowilz, L Design and Characterization of Crysralinc Thin Film Architectures at the Air-Liquid Interface: Simplicity to Complexity. Chem. Rev. 2001, 101, 1659-1696.
  • 20
    • 34447566111 scopus 로고    scopus 로고
    • Homochiral Oligopeptides via Surface Recognition and Enantiomeric Cross Impediment in the Polymerization of Racernic Phenylalanine N-Carboxyanhydride Crystals Suspended In Water
    • Ncry, G. J.; Eliash, R.; Bolbach, G.; Weissbuch, I.; Lahav, M. Homochiral Oligopeptides via Surface Recognition and Enantiomeric Cross Impediment in the Polymerization of Racernic Phenylalanine N-Carboxyanhydride Crystals Suspended In Water. Chirality 2007, 19, 612-624.
    • (2007) Chirality , vol.19 , pp. 612-624
    • Ncry, G.J.1    Eliash, R.2    Bolbach, G.3    Weissbuch, I.4    Lahav, M.5
  • 22
    • 57149130562 scopus 로고    scopus 로고
    • Racemic β-Shccts as Templates for the Generation of Homochiral (lsotactic) Peptides from Aqueous Solutions of Racemic Valine and Leucine N-carboxyanhydrides; Relevance to Biochirogenesis
    • Rubinstein, I.; Clodic, G.; Bolbach, G.; Weissbuch, I.; Lahav, M. Racemic β-Shccts as Templates for the Generation of Homochiral (lsotactic) Peptides from Aqueous Solutions of Racemic Valine and Leucine N-carboxyanhydrides; Relevance to Biochirogenesis. Chem-Eur. J. 2008, 14, 10999-11009.
    • (2008) Chem-Eur. J , vol.14 , pp. 10999-11009
    • Rubinstein, I.1    Clodic, G.2    Bolbach, G.3    Weissbuch, I.4    Lahav, M.5
  • 23
    • 46949086071 scopus 로고    scopus 로고
    • lllos, R. A.; Bisogno, F. R.; Clodic, G.; Bolbach, G.; Weissbuch, I.; Lahav, M. Oligopeptides and Co-Peptides of Homochiral Sequence via β-sheets, from Mixtures of Racemic α-Amino Acids, In a One-Pot Reaction in Water; Relevance to Biochirogenesis. J. Am. Chem. Soc. 2008, 130, 8651-8659.
    • lllos, R. A.; Bisogno, F. R.; Clodic, G.; Bolbach, G.; Weissbuch, I.; Lahav, M. Oligopeptides and Co-Peptides of Homochiral Sequence via β-sheets, from Mixtures of Racemic α-Amino Acids, In a One-Pot Reaction in Water; Relevance to Biochirogenesis. J. Am. Chem. Soc. 2008, 130, 8651-8659.
  • 24
    • 0037036724 scopus 로고    scopus 로고
    • Oligopeptides with Homochiral Sequences Generated from Racemic Precursors that Spontaneously Separate into Enantiomorphous Two-Dimensional Crystalline Domains on Water Surface
    • Weissbuch, I.; Bolbach, G.; Zepik, H.; Shavit, E.; Tang, M.; Frey, J.; Jensen, T.R.; Kjaer, K.; Leiserowitz, L.; Lahav, M. Oligopeptides with Homochiral Sequences Generated from Racemic Precursors that Spontaneously Separate into Enantiomorphous Two-Dimensional Crystalline Domains on Water Surface. J. Am. Chem. Soc. 2002, 124, 9093-9104.
    • (2002) J. Am. Chem. Soc , vol.124 , pp. 9093-9104
    • Weissbuch, I.1    Bolbach, G.2    Zepik, H.3    Shavit, E.4    Tang, M.5    Frey, J.6    Jensen, T.R.7    Kjaer, K.8    Leiserowitz, L.9    Lahav, M.10
  • 25
    • 0038669338 scopus 로고    scopus 로고
    • Homochiral Oligopeptides Via Chiral Amplification Within Two-Dimensional Crystalline Self-Assemblies at the Air-Water Interface; Relevance toBiomolecular Handedness
    • Weissbuch, I.; Zepik H.; Bolbach, G.; Shavit, E.; Tang, M.; Jensen, T. R.; Kjaer, K.; Leiserowitz, L.; Lahav, M. Homochiral Oligopeptides Via Chiral Amplification Within Two-Dimensional Crystalline Self-Assemblies at the Air-Water Interface; Relevance toBiomolecular Handedness. Chem.-Eur. J. 2003, 9, 1782-1794.
    • (2003) Chem.-Eur. J , vol.9 , pp. 1782-1794
    • Weissbuch, I.1    Zepik, H.2    Bolbach, G.3    Shavit, E.4    Tang, M.5    Jensen, T.R.6    Kjaer, K.7    Leiserowitz, L.8    Lahav, M.9
  • 26
    • 0346752024 scopus 로고    scopus 로고
    • Amphiphilic Homochiral Oligopeptides Generated via Phase Separation of NonRaccmic α-Amlno Acid Derivatives and Lattice-Controlled Polycondensation in a Phospholipid Environment
    • Rubinstein, I.; Bolbach, G.; Weygand, M. J.; Kjaer, K.; Weissbuch, I.; Lahav, M. Amphiphilic Homochiral Oligopeptides Generated via Phase Separation of NonRaccmic α-Amlno Acid Derivatives and Lattice-Controlled Polycondensation in a Phospholipid Environment. Helv. Chim. Acta 2003, 86,3851-3866.
    • (2003) Helv. Chim. Acta , vol.86 , pp. 3851-3866
    • Rubinstein, I.1    Bolbach, G.2    Weygand, M.J.3    Kjaer, K.4    Weissbuch, I.5    Lahav, M.6
  • 27
    • 28044447409 scopus 로고    scopus 로고
    • Homochiral Oligopeptides Generated via an Asymmetric Induction in Racemic 2D Crystallites at the Air-Water Interface; The System Ethyl/thio-ethyl Esters of Long-Chain Amphiphilic α-Amino Acids
    • Rubinstein, I.; Kjaer, K.; Weissbuch, I.; Lahav, M. Homochiral Oligopeptides Generated via an Asymmetric Induction in Racemic 2D Crystallites at the Air-Water Interface; The System Ethyl/thio-ethyl Esters of Long-Chain Amphiphilic α-Amino Acids. Chem. Commun. 2005, 5432-5434.
    • (2005) Chem. Commun , pp. 5432-5434
    • Rubinstein, I.1    Kjaer, K.2    Weissbuch, I.3    Lahav, M.4
  • 28
    • 0347382351 scopus 로고    scopus 로고
    • Crystalline Phase Separation of Racemic and Nonracemic Zwitterionic α-Amino Acid Amphiphiles in a Phospholipid Environment at the Air/Water Interface: A Grazinglncidence X-Ray Diffraction Study
    • Weissbuch, I.; Rubinstein, I.; Weygand, M. J.; Kjaer, K.; Leiserowitz, L; Lahav, M. Crystalline Phase Separation of Racemic and Nonracemic Zwitterionic α-Amino Acid Amphiphiles in a Phospholipid Environment at the Air/Water Interface: A Grazinglncidence X-Ray Diffraction Study. Helv. Chim. Acta 2003, 86, 3867-3874.
    • (2003) Helv. Chim. Acta , vol.86 , pp. 3867-3874
    • Weissbuch, I.1    Rubinstein, I.2    Weygand, M.J.3    Kjaer, K.4    Leiserowitz, L.5    Lahav, M.6
  • 29
    • 0034310742 scopus 로고    scopus 로고
    • Spontaneous Formation of Polypeptides in the Interfacial Thin Films of Amphiphilic Amino Acid Esters: Acceleration of the Polycondensation and Control of The Structure of Resultant Polymers
    • Fukuda, K.; Shibasaki, Y.; Nakahara, H.; Liu, M. Spontaneous Formation of Polypeptides in the Interfacial Thin Films of Amphiphilic Amino Acid Esters: Acceleration of the Polycondensation and Control of The Structure of Resultant Polymers. Adv. Colloid Interface Sci 2000, 87,113-145.
    • (2000) Adv. Colloid Interface Sci , vol.87 , pp. 113-145
    • Fukuda, K.1    Shibasaki, Y.2    Nakahara, H.3    Liu, M.4
  • 30
    • 2942705972 scopus 로고    scopus 로고
    • Structure and Reactivity in Langmuir films of Amphiphilic Alkyl and Thio-alkyl and Thio-alkyl Esters of α-amino Acids at the Air/Water Interface
    • Eliash, R.; Weissbuch, I.; Weygand, M. J.; Kjaer, K.; Leiserowitz, L.; Lahav, M. Structure and Reactivity in Langmuir films of Amphiphilic Alkyl and Thio-alkyl and Thio-alkyl Esters of α-amino Acids at the Air/Water Interface. J. Phys. Chem. B2004, 108, 7228-7240.
    • (2004) J. Phys. Chem. B , vol.108 , pp. 7228-7240
    • Eliash, R.1    Weissbuch, I.2    Weygand, M.J.3    Kjaer, K.4    Leiserowitz, L.5    Lahav, M.6
  • 31
    • 0038583868 scopus 로고    scopus 로고
    • Generation of Oligopeptides of Homochiral Sequence via Topochemlcal Reactions within Racemic Crystals of Phenylalanine-N-Carboxyanhydride
    • Nory, J. G.; Bolbach, G.; Weissbuch, I.; Lahav, M. Generation of Oligopeptides of Homochiral Sequence via Topochemlcal Reactions within Racemic Crystals of Phenylalanine-N-Carboxyanhydride. Angew. Chem., Int. Ed. 2003, 42, 2157-2161.
    • (2003) Angew. Chem., Int. Ed , vol.42 , pp. 2157-2161
    • Nory, J.G.1    Bolbach, G.2    Weissbuch, I.3    Lahav, M.4
  • 32
    • 18744416035 scopus 로고    scopus 로고
    • Homochiral Oligopeptides Generated by Induced "Mirror Symmetry Breaking" Lattice-Controlled Polymerizations in Racemic Crystals of Phenylalanine N-Carboxyanhydride
    • Nery, J. G.; Bolbach, G.; Weissbuch, I.; Lahav, M. Homochiral Oligopeptides Generated by Induced "Mirror Symmetry Breaking" Lattice-Controlled Polymerizations in Racemic Crystals of Phenylalanine N-Carboxyanhydride. Chem.-Eur. J. 2005, 11, 3039-3048.
    • (2005) Chem.-Eur. J , vol.11 , pp. 3039-3048
    • Nery, J.G.1    Bolbach, G.2    Weissbuch, I.3    Lahav, M.4
  • 33
    • 38049186939 scopus 로고    scopus 로고
    • Homochiral Oligopeptides via a Lattice-Controlled Polymerization in Racemic Crystals of Valine N-Carboxyanhldride Suspended In Aqueous Solutions
    • Eliash, R.; Nery, J. G.; Rubinstein, I.; Clodic, G.; Bolbach, G.; Weissbuch, I.; Lahav, M. Homochiral Oligopeptides via a Lattice-Controlled Polymerization in Racemic Crystals of Valine N-Carboxyanhldride Suspended In Aqueous Solutions. Chem.-Eur. J. 2007, 13, 10140-10151.
    • (2007) Chem.-Eur. J , vol.13 , pp. 10140-10151
    • Eliash, R.1    Nery, J.G.2    Rubinstein, I.3    Clodic, G.4    Bolbach, G.5    Weissbuch, I.6    Lahav, M.7
  • 34
    • 0018985782 scopus 로고
    • Polymerization of N-Carboxy-Amlno Acid Anhydrides In the Solid State. I. Polymerizability of the Various α-Amino Acids NCAs in the Solid State
    • Kanazawa, H.; Kawai, T. Polymerization of N-Carboxy-Amlno Acid Anhydrides In the Solid State. I. Polymerizability of the Various α-Amino Acids NCAs in the Solid State. J. Polym. Sci 1980, 18, 629.
    • (1980) J. Polym. Sci , vol.18 , pp. 629
    • Kanazawa, H.1    Kawai, T.2
  • 35
    • 0029704821 scopus 로고    scopus 로고
    • Polymerization of N-Carboxy Anhydrides of L- and DLValine, and L- and DL- Phenylalanine in the Solid State
    • Kanazawa, H.; Ohashi, Y. Polymerization of N-Carboxy Anhydrides of L- and DLValine, and L- and DL- Phenylalanine in the Solid State. Mol. Cryst. liq. Cryst. 1996, 277, 45-54.
    • (1996) Mol. Cryst. liq. Cryst , vol.277 , pp. 45-54
    • Kanazawa, H.1    Ohashi, Y.2
  • 36
    • 68949185089 scopus 로고    scopus 로고
    • Fragmentation of Na Cationized Homochiral and Heterochiral Oligopeptides: Study of the Fragmentation Extension and Sequence Information
    • in press
    • Clodic, G.; Weissbuch, I.; Lahav, M.; Bolbach, G. Fragmentation of Na Cationized Homochiral and Heterochiral Oligopeptides: Study of the Fragmentation Extension and Sequence Information. J. Am. Soc. Mass Spectrom. 2009, in press.
    • (2009) J. Am. Soc. Mass Spectrom
    • Clodic, G.1    Weissbuch, I.2    Lahav, M.3    Bolbach, G.4
  • 37
    • 0001402095 scopus 로고
    • Two Rippled-Sheet Configurations of Polypeptide Chains, and a Note about Pleated Sheets
    • Pauling, L.; Corey, R. B. Two Rippled-Sheet Configurations of Polypeptide Chains, and a Note about Pleated Sheets. Proc. Natl. Acad. Sci. U.S.A. 1953, 39, 253-256.
    • (1953) Proc. Natl. Acad. Sci. U.S.A , vol.39 , pp. 253-256
    • Pauling, L.1    Corey, R.B.2
  • 39
    • 0033082076 scopus 로고    scopus 로고
    • Dimorphism of Polyglycine I: Structural Models for Crystal Modifications
    • and references cited therein
    • Kajava, A. V. Dimorphism of Polyglycine I: Structural Models for Crystal Modifications. Acta Crystallogr. 1999, D55, 436-442, and references cited therein.
    • (1999) Acta Crystallogr , vol.D55 , pp. 436-442
    • Kajava, A.V.1
  • 40
    • 68949185088 scopus 로고    scopus 로고
    • Note that preferred formation of homochiral β-sheet dimers was observed by NMR studies of homochiral vs heterochiral pairing of β-strands in chloroform solutions
    • Note that preferred formation of homochiral β-sheet dimers was observed by NMR studies of homochiral vs heterochiral pairing of β-strands in chloroform solutions.
  • 41
    • 1642388486 scopus 로고    scopus 로고
    • Enantioselective Molecular Recognition between β Sheets
    • Chung, D. M.; Nowick, J. S. Enantioselective Molecular Recognition between β Sheets. J. Am. Chem. Soc. 2004, 126, 3062-3063.
    • (2004) J. Am. Chem. Soc , vol.126 , pp. 3062-3063
    • Chung, D.M.1    Nowick, J.S.2
  • 42
    • 0017169409 scopus 로고
    • N-Carbonyldiimidazole-lnduced Peptide Formation In Aqueous Solution
    • Ehler, K. W.; Orgel, L. E. N, N-Carbonyldiimidazole-lnduced Peptide Formation In Aqueous Solution. Biochim. Biophys. Acta 1976, 434, 233-243.
    • (1976) Biochim. Biophys. Acta , vol.434 , pp. 233-243
    • Ehler, K.W.1    Orgel, L.E.N.2
  • 43
    • 0004912137 scopus 로고
    • Reactions of Carbamylimldazoles with Nucleophiles-an Example of an Intramolecular Acyl Transfer Reaction
    • Ehler, K. W. Reactions of Carbamylimldazoles with Nucleophiles-an Example of an Intramolecular Acyl Transfer Reaction. J. Org. Chem. 1976, 41, 3041-3042.
    • (1976) J. Org. Chem , vol.41 , pp. 3041-3042
    • Ehler, K.W.1
  • 44
    • 34548247588 scopus 로고    scopus 로고
    • Sequence Selection during Copolymerization
    • Wattis, J. A.; Coveney, P. V. Sequence Selection during Copolymerization. J. Phys. Chem. B 2007, 111, 9546-9562.
    • (2007) J. Phys. Chem. B , vol.111 , pp. 9546-9562
    • Wattis, J.A.1    Coveney, P.V.2
  • 45
    • 26944470325 scopus 로고    scopus 로고
    • Aqueous Synthesis of Peptide Thioesters from Amino Acids and a Thiol using 1,1 '-carbonyldiimldazole
    • Weber, A. L. Aqueous Synthesis of Peptide Thioesters from Amino Acids and a Thiol using 1,1 '-carbonyldiimldazole. Origins Life Evol. Biospheres 2005, 35, 421-427.
    • (2005) Origins Life Evol. Biospheres , vol.35 , pp. 421-427
    • Weber, A.L.1
  • 46
    • 68949180432 scopus 로고    scopus 로고
    • lllos, R. A.; Bolbach, G.; Weissbuch, I.; Lahav, M. Thioesters of α-Amino-Acids as Initiators and Monomers In the Polymerization of Racemic Activated Hydrophobic α-Amino Acids; Relevance to Biochirogenesis. Manuscript in preparation.
    • lllos, R. A.; Bolbach, G.; Weissbuch, I.; Lahav, M. Thioesters of α-Amino-Acids as Initiators and Monomers In the Polymerization of Racemic Activated Hydrophobic α-Amino Acids; Relevance to Biochirogenesis. Manuscript in preparation.
  • 48
    • 18844447629 scopus 로고    scopus 로고
    • Prebiotic Polymerization of Amino Acid Thioesters on Mineral Surfaces
    • Nakashima, S, Brack S. M, A, Windley, B. F, Eds, Universal Academy Press, Inc, Tokyo, Japan
    • Bertrand, M.; Bure, C.; Fleury, F.; Brack, A. Prebiotic Polymerization of Amino Acid Thioesters on Mineral Surfaces. In Geochemistry and the Origin of Life, Nakashima, S., Brack S. M., A., Windley, B. F., Eds.; Universal Academy Press, Inc.: Tokyo, Japan, 2001; pp 51-60.
    • (2001) Geochemistry and the Origin of Life , pp. 51-60
    • Bertrand, M.1    Bure, C.2    Fleury, F.3    Brack, A.4
  • 49
    • 0032104301 scopus 로고    scopus 로고
    • Weber, A. L Prebiotic Amino Acid Synthesis: Thiol-dependent Amino Acid Synthesis from Formose Substrates (Formaldehyde and Glycolaldehyde) and Ammonia. Origins Life Evol. Biospheres 1998, 28, 259-270.
    • Weber, A. L Prebiotic Amino Acid Synthesis: Thiol-dependent Amino Acid Synthesis from Formose Substrates (Formaldehyde and Glycolaldehyde) and Ammonia. Origins Life Evol. Biospheres 1998, 28, 259-270.
  • 50
    • 33745038851 scopus 로고    scopus 로고
    • From the Prebiotic Synthesis of a-Amino Acids Towards a Primitive Translation Apparatus for the Synthesis of Peptides
    • Pascal, R.; Boiteau, L.; Commeyras, A. From the Prebiotic Synthesis of a-Amino Acids Towards a Primitive Translation Apparatus for the Synthesis of Peptides. Top. Curr. Chem. 2005, 259, 69-122.
    • (2005) Top. Curr. Chem , vol.259 , pp. 69-122
    • Pascal, R.1    Boiteau, L.2    Commeyras, A.3
  • 53
    • 33745263964 scopus 로고    scopus 로고
    • Building Complex Glycopeptides:Development of a Cystelne-Free Native Chemical Ligation Protocol
    • Wu, B.; Chen, J.; Warren, J. D.; Chen, G.; Hua, Z.; Danishefsky, S. Building Complex Glycopeptides:Development of a Cystelne-Free Native Chemical Ligation Protocol. Angew. Chem., Int. Ed. 2006, 45, 4116-4125.
    • (2006) Angew. Chem., Int. Ed , vol.45 , pp. 4116-4125
    • Wu, B.1    Chen, J.2    Warren, J.D.3    Chen, G.4    Hua, Z.5    Danishefsky, S.6
  • 55
    • 0030621130 scopus 로고    scopus 로고
    • Enantiomeric Excesses in Meteoritic Amino Adds
    • Cronin, J. R.; Pizzarcllo, S. Enantiomeric Excesses in Meteoritic Amino Adds. Science 1997, 275, 951-955.
    • (1997) Science , vol.275 , pp. 951-955
    • Cronin, J.R.1    Pizzarcllo, S.2
  • 56
    • 1242329428 scopus 로고    scopus 로고
    • Prebiotic Amino Acids as Asymmetric Catalysts
    • Pizzarello, S.; Weber, A. L. Prebiotic Amino Acids as Asymmetric Catalysts. Science 2004, 303, 1151.
    • (2004) Science , vol.303 , pp. 1151
    • Pizzarello, S.1    Weber, A.L.2
  • 57
    • 48849087244 scopus 로고    scopus 로고
    • Enantioselective Synthesis and Enantiomeric Amplification of Amino Acids under Prebiotic Conditions
    • Levine, M.; Kenesky, C. S.; Mazori, D.; Brcslow, R. Enantioselective Synthesis and Enantiomeric Amplification of Amino Acids under Prebiotic Conditions. Org. Lett. 2008, 10, 2433-2436.
    • (2008) Org. Lett , vol.10 , pp. 2433-2436
    • Levine, M.1    Kenesky, C.S.2    Mazori, D.3    Brcslow, R.4


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