PMID: 9539732May 16, 1998Paper

Sequence-specific polypeptoids: a diverse family of heteropolymers with stable secondary structure

Proceedings of the National Academy of Sciences of the United States of America
Kent KirshenbaumR N Zuckermann

Abstract

We have synthesized and characterized a family of structured oligo-N-substituted-glycines (peptoids) up to 36 residues in length by using an efficient solid-phase protocol to incorporate chemically diverse side chains in a sequence-specific fashion. We investigated polypeptoids containing side chains with a chiral center adjacent to the main chain nitrogen. Some of these sequences have stable secondary structure, despite the achirality of the polymer backbone and its lack of hydrogen bond donors. In both aqueous and organic solvents, peptoid oligomers as short as five residues give rise to CD spectra that strongly resemble those of peptide alpha-helices. Differential scanning calorimetry and CD measurements show that polypeptoid secondary structure is highly stable and that unfolding is reversible and cooperative. Thermodynamic parameters obtained for unfolding are similar to those obtained for the alpha-helix to coil transitions of peptides. This class of biomimetic polymers may enable the design of self-assembling macromolecules with novel structures and functions.

References

Oct 15, 1992·Proceedings of the National Academy of Sciences of the United States of America·R J SimonC K Marlowe
Apr 1, 1991·Proceedings of the National Academy of Sciences of the United States of America·J M ScholtzD W Bolen
Oct 20, 1990·Journal of Molecular Biology·E K BradleyI D Kuntz
Apr 1, 1995·Protein Science : a Publication of the Protein Society·K A DillH S Chan
Sep 3, 1993·Science·C Y ChoP G Schultz
Jun 1, 1996·Biopolymers·K Moehle, H J Hofmann
Jan 1, 1996·Methods in Enzymology·G M FigliozziR N Zuckermann
Sep 20, 1997·Science·J C NelsonP G Wolynes
Jan 1, 1997·Folding & Design·P ArmandF E Cohen
May 16, 1998·Proceedings of the National Academy of Sciences of the United States of America·P ArmandE K Bradley
Aug 15, 1957·Proceedings of the National Academy of Sciences of the United States of America·W MoffittJ G Kirkwood

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Citations

Nov 7, 2001·Chemistry : a European Journal·B Gong
Jan 20, 2005·Electrophoresis·Robert J MeagherGary W Slater
Mar 29, 2012·Amino Acids·Gianluca MartelliClaudia Tomasini
Aug 17, 1999·Current Opinion in Structural Biology·K KirshenbaumK A Dill
Dec 22, 1999·Current Opinion in Chemical Biology·A E Barron, R N Zuckermann
Dec 22, 1999·Current Opinion in Chemical Biology·K D StigersJ S Nowick
Sep 11, 2012·ACS Combinatorial Science·Bani Kanta Sarma, Thomas Kodadek
Feb 2, 2006·Journal of the American Chemical Society·Kai HuangIshwar Radhakrishnan
Jun 4, 2011·Journal of the American Chemical Society·Bishwajit PaulKent Kirshenbaum
Jan 25, 2013·Journal of the American Chemical Society·Jonas S LaursenChristian A Olsen
Aug 8, 2013·Journal of the American Chemical Society·Hyun Ok HamPhillip B Messersmith
Jul 4, 2008·Journal of the American Chemical Society·Byoung-Chul LeeRonald N Zuckermann
May 8, 2010·Journal of the American Chemical Society·Scott J ShandlerWilliam F DeGrado
Oct 29, 2009·Journal of the American Chemical Society·Benjamin C GorskeHelen E Blackwell
May 21, 2010·Journal of the American Chemical Society·Michelle T DohmAnnelise E Barron
Sep 21, 2013·The Journal of Organic Chemistry·Benjamin C GorskeAdam M Childs
Mar 25, 2009·The Journal of Organic Chemistry·Reshma JagasiaM G Finn
May 12, 2010·The Journal of Physical Chemistry. B·Guillem Revilla-LópezCarlos Alemán
Jun 1, 2013·ACS Nano·Jing Sun, Ronald N Zuckermann
Apr 9, 2005·Organic Letters·Benjamin C GorskeHelen E Blackwell
Jan 26, 2012·Organic Letters·Bishwajit PaulKent Kirshenbaum
Sep 6, 2011·Chemical Communications : Chem Comm·Bani Kanta SarmaThomas Kodadek
Feb 22, 2008·Proceedings of the National Academy of Sciences of the United States of America·Nathaniel P ChongsiriwatanaAnnelise E Barron
Aug 12, 2009·Proceedings of the National Academy of Sciences of the United States of America·Galia MaayanKent Kirshenbaum
Aug 22, 2012·Proceedings of the National Academy of Sciences of the United States of America·Glenn L ButterfossVincent A Voelz
Nov 22, 2012·Proceedings of the National Academy of Sciences of the United States of America·Mia L HuangMichael D Ward
May 16, 1998·Proceedings of the National Academy of Sciences of the United States of America·P ArmandE K Bradley
Oct 20, 2010·Antimicrobial Agents and Chemotherapy·Nathaniel P ChongsiriwatanaAnnelise E Barron
Mar 23, 2011·Antimicrobial Agents and Chemotherapy·Rinki KapoorAnnelise E Barron
Apr 6, 2011·Antimicrobial Agents and Chemotherapy·Rinki KapoorAnnelise E Barron
Apr 16, 2008·Annual Review of Biochemistry·Rhiju Das, David Baker
May 23, 2014·Journal of the American Society for Mass Spectrometry·Bogdan BogdanovJianhua Ren

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