A synthetic hydroxy acid that shows tubular-shaped structure in solid-state and lonophoric activity in phospholipid bilayers

Organic Letters

Volumn 2, Issue 9, 2000, Pages 1185-1188

  Pérez, Cirilo ^a   Espínola, Carmen G ^b   Foces Foces, Concepción ^c   Núñez Coello, Pedro ^d   Carrasco, Héctor ^b   Martín, Julio D ^b  

^a CSIC   (Spain)

^b INSTITUTO DE INVESTIGACIONES QUÍMICAS   (Spain)

^c INSTITUTO DE QUÍMICA FÍSICA ROCASOLANO   (Spain)

^d UNIVERSIDAD DE LA LAGUNA   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0041702590     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol005534j     Document Type: Article

References (28)

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8. Similar effects may also be in control of the spherical hexameric assembly of resorcinarenes through 60 H-bonds: MacGillivray, L. R.; Atwood, J. L. Nature 1997, 389, 469-472.
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10. Compound 1b was synthesized by condensing the dilithium salt of 3-methylenecyclohexanecarboxylic acid with 3-pentanone, following the synthetic sequence reported for compound 1a (ref 4).
11. max = 65° and I > 2σ(I) criterion) for 262 variables. Crystallographic data (excluding the structure factor tables) for the structure reported in this paper has been deposited with the Cambridge Crystallographic Data Center as supplementary publication no. CCDC 119462. Copies of the data can be obtained free of charge on application to The Director, CCDC, 12 Union Road, Cambridge CB2 1EZ, UK (Fax: Int. +-(1223) 336 033; e-mail: deposit@ccdc.cam.ac.uk. (a) Cosier, J.; Glazer, J. A. M. J. Appl. Crystallogr. 1986, 19, 105. (b) Altomare, A.; Cascarano, G.; Giacovazzo, C.; Guagliardi, A.; Moliterni, A. G. G.; Burla, M. C.; Polidori, G.; Camalli, M.; Spagna, R. SIR97 a package for crystal structure solution by direct methods and refinement. University of Bari (Italy), 1997. (c) Zachariasen, W. H. Acta Crystallogr. 1967, 23, 558. (d) Hall, S. R.; Flack, H. D.; Stewart, J. M. XTAL3.2 Eds.; Univs. of Western Australia: Perth Australia, 1992. (e) International Tables for X-ray Crystallography, Kynoch Press: Birmingham, England, 1974; Vol. IV.
12. Attempts to obtain a hydrate structure of compound 1a failed.
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14. Compounds 1c-f were synthesized by condensing the dilithium salt of 3-methylenecyclohexanecarboxylic, respectively, with: 4-heptanone, bicyclo[3.3.1]nonan-9-one, 2-adamantanone, and tetrahydro-4H-pyran-4-one, following the synthetic sequence reported for compound 1a (ref 4).
15. Though perfect and single, these crystals measured only a few tens of microns along one edge.
16. To be published.
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