The DOI matches its Crossref record; 18 of the 18 references it cites were found in a registry or an index.
Solid Phase Synthesis of Polyamides Containing Imidazole and Pyrrole Amino Acids
Abstract
The solid phase synthesis of sequence specific DNA binding polyamides containing N -methylimidazole (Im) and N -methylpyrrole (Py) amino acids is described. Two monomer building blocks, Boc-Py-OBt ester and Boc-Im acid, are prepared on a 50 g scale without column chromatography. Using commercially available Boc-β-alanine-Pam resin, cycling protocols were optimized to afford high stepwise coupling yields (>99%). Deprotection by aminolysis affords up to 100 mg quantities of polyamide. Solid phase methodology increases both the number and complexity of minor groove binding polyamides which can be synthesized and analyzed with regard to DNA binding affinity and sequence specificity. The solid phase synthesis of a representative eight-residue polyamide is reported.
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Citations
Cites
Solid Phase Peptide Synthesis. I. The Synthesis of a Tetrapeptide
Merrifield, R. B. (1963) · Journal of the American Chemical Society · doi:10.1021/ja00897a025 · Cited by 7,647
Sequence-Specific Cleavage of Double Helical DNA by Triple Helix Formation
Moser, H. E., & Dervan, P. B. (1987) · Science · doi:10.1126/science.3118463 · Cited by 1,284
Self-citationZuckermann, R. N., Kerr, J. M., Kent, S. B. H., & Moos, W. H. (1992) · Journal of the American Chemical Society · doi:10.1021/ja00052a076 · Cited by 1,277
Quantitative monitoring of solid-phase peptide synthesis by the ninhydrin reaction
Sarin, V. K., Kent, S. B. H., Tam, J. P., & Merrifield, R. B. (1981) · Analytical Biochemistry · doi:10.1016/0003-2697(81)90704-1 · Cited by 1,065
SCHNölzer, M., ALEWOOD, P., JONES, A., ALEWOOD, D., & KENT, S. B. H. (1992) · International Journal of Peptide and Protein Research · doi:10.1111/j.1399-3011.1992.tb00291.x · Cited by 1,049
Peptoids: a modular approach to drug discovery.
Simon, R. J., Kania, R. S., Zuckermann, R. N., Huebner, V. D., Jewell, D. A., Banville, S., Ng, S., Wang, L., Rosenberg, S., & Marlowe, C. K. (1992) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.89.20.9367 · Cited by 953
Sequence‐Specific Recognition and Modification of Double‐Helical DNA by Oligonucleotides
Thuong, N. T., & Hélène, C. (1993) · Angewandte Chemie International Edition in English · doi:10.1002/anie.199306661 · Cited by 623
CHEMICAL SYNTHESIS OF PEPTIDES AND PROTEINS
Kent, S. B. H. (1988) · Annual Review of Biochemistry · doi:10.1146/annurev.bi.57.070188.004521 · Cited by 518
A general and expedient method for the solid-phase synthesis of 1,4-benzodiazepine derivatives
Bunin, B. A., & Ellman, J. A. (1992) · Journal of the American Chemical Society · doi:10.1021/ja00053a067 · Cited by 443
Milton, R. C. D., Milton, S. C. F., & Kent, S. B. H. (1992) · Science · doi:10.1126/science.1604320 · Cited by 425
2‐Chlorotrityl chloride resin: Studies on anchoring of Fmoc‐amino acids and peptide cleavage
CHATZI, K. B. O., GATOS, D., & STAVROPOULOS, G. (1991) · International Journal of Peptide and Protein Research · doi:10.1111/j.1399-3011.1991.tb00769.x · Cited by 407
Structural characterization of a 2:1 distamycin A.d(CGCAAATTGGC) complex by two-dimensional NMR.
Pelton, J. G., & Wemmer, D. E. (1989) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.86.15.5723 · Cited by 393
[15] Chemical synthesis of deoxyoligonucleotides by the phosphoramidite method
Caruthers, M. H., Barone, A. D., Beaucage, S. L., Dodds, D. R., Fisher, E. F., McBride, L. J., Matteucci, M., Stabinsky, Z., & Tang, J.-Y. (1987) · Methods in Enzymology · doi:10.1016/0076-6879(87)54081-2 · Cited by 344
Mitchell, A. R., Kent, S. B. H., Engelhard, M., & Merrifield, R. B. (1978) · The Journal of Organic Chemistry · doi:10.1021/jo00408a022 · Cited by 326
Chemical synthesis of DNA and DNA analogs
Caruthers, M. H. (1991) · Accounts of Chemical Research · doi:10.1021/ar00009a005 · Cited by 279
Binding modes of distamycin A with d(CGCAAATTTGCG)2 determined by two-dimensional NMR
Pelton, J. G., & Wemmer, D. E. (1990) · Journal of the American Chemical Society · doi:10.1021/ja00160a016 · Cited by 219
Wade, W. S., Mrksich, M., & Dervan, P. B. (1992) · Journal of the American Chemical Society · doi:10.1021/ja00049a006 · Cited by 218
Self-citationMrksich, M., Wade, W. S., Dwyer, T. J., Geierstanger, B. H., Wemmer, D. E., & Dervan, P. B. (1992) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.89.16.7586 · Cited by 184
Self-citation
Cited by
1,10-Phenanthroline: A versatile building block for the construction of ligands for various purposes
Bencini, A., & Lippolis, V. (2010) · Coordination Chemistry Reviews · doi:10.1016/j.ccr.2010.04.008 · Cited by 615
DNA minor-groove recognition by small molecules (up to 2000)
Neidle, S. (2001) · Natural Product Reports · doi:10.1039/a705982e · Cited by 494
Imidazole- and imidazolium-containing polymers for biology and material science applications
Anderson, E. B., & Long, T. E. (2010) · Polymer · doi:10.1016/j.polymer.2010.02.006 · Cited by 407
Bailly, C., & Chaires, J. B. (1998) · Bioconjugate Chemistry · doi:10.1021/bc980008m · Cited by 254
Metadata
- Authors
- Baird, E. E., & Dervan, P. B.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 1996-01-01
- Volume
- 118
- Issue
- 26
- Pages
- 6141-6146
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W2005611394
- Cited by
- 360
- References
- 18
- FWCI
- 7.30
- Type
- journal article
- Language
- en
- Open access
- closed
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