Determination of functional group distribution within rasta resins utilizing optical analysis

Journal of Combinatorial Chemistry

Volumn 3, Issue 1, 2001, Pages 1-5

  McAlpine, Shelli R ^a,b   Lindsley, Craig W ^a,c   Hodges, John C ^a   Leonard, Daniele M ^a   Filzen, G Fredrick ^a  

^a PFIZER INC   (United States)

^b SAN DIEGO STATE UNIVERSITY   (United States)

^c ELI LILLY AND COMPANY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0002351382     PISSN: 15204766     EISSN: None     Source Type: Journal    
DOI: 10.1021/cc000068a     Document Type: Article

References (9)

1. (a) Hodges, J. C.; Harikrishnan, L. S.; Ault-Justus, S. Preparation of Designer Resins via Living Free Radical Polymerization of Functional Monomers on Solid Support. J. Comb. Chem. 2000, 2, 80-88.
2. (b) Lindsley, C. W.; Hodges, J. C.; Filzen, G. F.; Watson, B. M.; Geyer, A. G. Rasta Silanes: New Silyl Resins with Novel Macromolecular Architecture via Living Free Radical Polymerization. J. Comb. Chem. 2000, 2, 550-559 and references therein.
3. McAlpine, S. R.; Schreiber, S. L. Visualizing Functional Group Distribution in Solid-Support Beads by Using Optical Analysis. Chem. Eur. J. 1999, 5, 3528-3532.
4. In all resins examined, similar data were obtained for multiple beads within each class.
5. (a) Sarin, V. K.; Kent, S. B. H.; Merrifield, R. B. Properties of Swollen Polymer Networks. Solvation and Swelling of Peptide-Containing Resins in Solid-Phase Peptide Synthesis. J. Am. Chem. Soc. 1980, 102, 5463-5470.
6. (b) Merrifield, R. B. The Role of the Support in Solid-Phase Peptide Synthesis. Br. Polym. J. 1984, 16, 173-178.
7. (c) Vaino, A. R.; Goodin, D. B.; Janda, K. D. Investigating Resins for Solid-Phase Organic Synthesis: The Relationship Between Swelling and Microenvironment as Probed by EPR and Fluorescence Spectroscopy. J. Comb. Chem. 2000, 2, 330-336.
8. Note: First, the cross section shown does not discuss the depth of the slice. The depth of the slice would dramatically alter the results of the autoradiography. Second, the resolution of autoradiography is typically lower than that for fluorescence, with the resolution ordinarily being much larger than 0.5 μm. It is not clear how the authors in ref 4a determined the resolution of their technique. This technique relies on the emission of photons, and these photons are captured in any direction from any position. Thus, the slice depth will vary the results dramatically, as will the saturation level of the photons, and therefore it is possible their observations are in fact consistent with our observations.
9. Hawker, C. J.; Barclay, G. G.; Orellana, A.; Dao, J.; Devonport, W. Initiating Systems for Nitroxide-Mediated "Living" Free Radical Polymerization: Synthesis and Evaluation. Macromolecules 1996, 29, 5245-5254.