Abstract
Twenty years ago Kenso Soai et al. published their important paper “Asymmetric autocatalysis and amplification of enantiomeric excess of a chiral molecule” in Nature. Their findings launched a new chapter in the natural sciences. According to www.scholar.google.com data (downloaded on 15 May 2015) in the past 20 years 929 researchers have referred to this work in 594 scientific documents of which 557 were written in the Latin alphabet. In the present paper we illustrate and analyze the social structure determined by these 557 articles and books by the use of graph theoretical tools and analysis of social networks.
Similar content being viewed by others
References
K. Soai, T. Shibata, H. Morioka, K. Choji, Asymmetric autocatalysis and amplification of enantionmeric excess of a chiral molecule. Nature 378(6559), 767–768 (1995)
K. Soai, S. Niwa, H. Hori, Asymmetric self-catalytic reaction. Self-production of chiral 1-(3-pyridyl)alkanols as chiral self-catalysts in the enantioselective addition of dialkylzinc reagents to pyridine-3-carbaldehyde. J. Chem. Soc. Chem. Commun. 14, 982–983 (1990)
T. Shibata, H. Morioka, T. Hayase, K. Choji, K. Soai, Highly enantioselective catalytic asymmetric automultiplication of chiral pyrimidyl alcohol. J. Am. Chem. Soc. 118, 471–472 (1996)
K. Soai, T. Shibata, I. Sato, Enantioselective automultiplication of chiral molecules by asymmetric autocatalysis. Acc. Chem. Res. 33, 382–390 (2000)
K. Soai, Asymmetric autocatalysis, absolute asymmetric synthesis and origin of homochirality of biomolecules, in Progress in Biological Chirality, ed. by G. Palyi, C. Zucchi, L. Caglioti (Elsevier, Oxford, 2004), pp. 355–364
K. Soai, T. Kawasaki, Discovery of asymmetric autocatalysis with amplification of chirality and its implication in chiral homogeneity of biomolecules. Chirality 18, 469–478 (2006)
K. Soai, T. Kawasaki, Asymmetric autocatalysis of pyrimidyl alkanol. Top. Organomet. Chem. 44, 261–280 (2013)
K. Soai, T. Kawasaki, A. Matsumoto, Asymmetric autocatalysis of pyrimidyl alkanol and its application to the study on the origin of homochirality. Acc. Chem. Res. 47, 3643–3654 (2014)
G. Pályi, C. Zucchi, L. Caglioti (ed.), The Soai Reaction and Related Topic. Accad. Nazl. Sci. Lett. Arti—Artestampa, Modena, ISBN 978-88-6462-130-2 (2012)
T. Shibata, S. Yonekubo, K. Soai, Practically perfect asymmetric autocatalysis with (2-alkynyl-5-pyrimidyl)alkanols. Angew. Chem. Int. Ed. 38, 659–661 (1999)
T. Kawasaki et al., Chiral discrimination of cryptochiral saturated quaternary and tertiary hydrocarbons by asymmetric autocatalysis. J. Am. Chem. Soc. 128, 6032–6033 (2006)
K. Soai et al., d- and l-quartz-promoted highly enantioselective synthesis of a chiral organic compound. J. Am. Chem. Soc. 121, 11235–11236 (1999)
I. Sato, K. Kadowaki, K. Soai, Asymmetric synthesis of an organic compound with high enantiomeric excess induced by inorganic ionic sodium chlorate. Angew. Chem. Int. Ed. 39, 1510–1512 (2000)
T. Kawasaki, Y. Hakoda, H. Mineki, K. Suzuki, K. Soai, Generation of absolute controlled crystal chirality by the removal of crystal water from achiral crystal of nucleobase cytosine. J. Am. Chem. Soc. 132, 2874–2875 (2010)
H. Mineki, T. Hanasaki, A. Matsumoto, T. Kawasaki, K. Soai, Asymmetric autocatalysis initiated by achiral nucleic acid base adenine: implications on the origin of homochirality of biomolecules. Chem. Commun. 48, 10538–10540 (2012)
T. Kawasaki et al., Discrimination of cryptochirality in chiral isotactic polystyrene by asymmetric autocatalysis. Chem. Commun. 37, 5621–5623 (2009)
T. Kawasaki et al., Asymmetric autocatalysis triggered by carbon isotope (13C/12C) chirality. Science 324, 492–495 (2009)
T. Kawasaki et al., Asymmetric autocatalysis: triggered by chiral isotopomer arising from oxygen isotope substitution. Angew. Chem. Int. Ed. 50, 8131–8133 (2011)
I. Sato, D. Omiya, T. Saito, K. Soai, Highly enantoselective synthesis induced by chiral primary alcohols due to deuterium substitution. J. Am. Soc. 122, 11739–11740 (2000)
K. Soai, T. Shibata, Y. Kowata, Production of optically active pyrimidylalkyl alcohol by spontaneous asymmetric synthesis. Japan Kokai, Tokkyo Koho, JP 9-268179 (1997)
K. Soai et al., Asymmetric synthesis of pyrimidyl alkanol without adding chiral substances by the addition of diisopropylzinc to pyrimidine-5-carbaldehyde in conjunction with asymmetric autocatalysis. Tetrahedron Asymmetry 14, 185–188 (2003)
T. Kawasaki, K. Suzuki, M. Shimizu, K. Ishikawa, K. Soai, Spontaneous absolute asymmetric synthesis in the presence of achiral silica gel in conjunction with asymmetric autocatalysis. Chirality 18, 479–482 (2006)
www.scholar.google.com. Accessed 15 May 2015
http://igraph.org. Accessed 20 May 2015
P. Pons, M. Latapy, Computing communities in large networks using random walks. Lecture Notes in Computer Science 3733, 284–293 (2005)
F.G. Buono, D.G. Blackmond, Kinetic evidence for a terameric transition state in the asymmetric autocatalytic alkylation of pyrimidyl aldehydes. J. Am. Chem. Soc. 125, 8978–8979 (2003)
T. Gehring, M. Quaranta, B. Oddell, D.G. Blackmond, Observation of transient intermediate in Soai’s asymmetric autocatalysis: Insights from 1H NMR turnover in real time. J. Am. Chem. Soc 132, 15104–15107 (2012)
R. Noyori, S. Suga, M. Kitamura, Self and nonself recognition of chiral catalysts: the origin of nonlinear effects in the amino-alcohol catalyzed asymmetric addition of diorganozincs to aldehydes. Chem. Rec. 1, 85–100 (2001)
T. Ohkuma et al., Asymmetric activation of racemic ruthenium(II) complexes for enantioselective hydrogenation. J. Am. Chem. Soc. 120, 1086–1087 (1998)
K. Micskei, G. Rábai, E. Gál, L. Caglioti, G. Pályi, Oscillatory symmetry breaking in the Soai reaction. J. Phys. Chem. B 112, 9196–9200 (2008)
K. Micskei, T. Patonay, L. Caglioti, G. Pályi, Amino acid chirality for enantioselective syntheses. Chem. Biodivers. 7, 1660–1669 (2010)
G. Pályi, K. Micskei, L. Zékány, C. Zucchi, L. Caglioti, Racemates and the Soai reaction. Magyar Kém. Lapja 58, 218–223 (2005)
B. Barabás, L. Caglioti, K. Micskei, G. Pályi, Data-based stochastic approach to absolute asymmetric synthesis by autocatalysis. Bull. Chem. Soc. Jpn. 82, 1372–1375 (2009)
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Fülöp, O., Barabás, B. Impact of the Soai-autocatalysis on natural sciences. J Math Chem 54, 10–17 (2016). https://doi.org/10.1007/s10910-015-0573-8
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10910-015-0573-8