Caroline Proulx

Late-Stage N-Alkylation of Azapeptides

ORGANIC LETTERS, 3.

On-resin C alpha-functionalization of N-arylglycinyl peptides with boronic acids

Young, H. A., & Proulx, C. (2022, May 19). ORGANIC & BIOMOLECULAR CHEMISTRY, Vol. 5.

Solid phase submonomer azapeptide synthesis

SYNTHETIC AND ENZYMATIC MODIFICATIONS OF THE PEPTIDE BACKBONE.

Submonomer synthesis of peptoids containing trans-inducing N-imino- and N-alkylamino-glycines

Davern, C. M., Lowe, B. D., Rosfi, A., Ison, E. A., & Proulx, C. (2021, May 10). CHEMICAL SCIENCE, Vol. 5.

Atheroprotective and atheroregressive potential of azapeptide derivatives of GHRP-6 as selective CD36 ligands in apolipoprotein E-deficient mice

ATHEROSCLEROSIS, 307, 52–62.

Catching up to nature's ribosomes

SCIENCE, Vol. 368, pp. 941–941.

N-Arylation of Amino Acid Esters to Expand Side Chain Diversity in Ketoxime Peptide Ligations

JOURNAL OF ORGANIC CHEMISTRY, 85(3), 1748–1755.

Peptide science: A "rule model" for new generations of peptidomimetics

[Review of ]. ACTA BIOMATERIALIA, 102, 35–74.

Synthesis and Biomedical Potential of Azapeptide Modulators of the Cluster of Differentiation 36 Receptor (CD36)

[Review of ]. BIOMEDICINES, 8(8).

Aerobic oxidation of N-aryl peptides for catalyst-free oxime ligations

Proulx, C. (2019, November). Presented at the Appalachian State University, Boone, NC.

Aerobic oxidation of N-phenylglycinyl peptides for catalyst-free oxime ligations

American Chemical Society (ACS) meeting. Presented at the American Chemical Society (ACS) meeting, Orlando, Florida.

Aza-Amino Acids Disrupt -Sheet Secondary Structures

MOLECULES, 24(10).

In situ oxidation of N-phenylglycinyl peptides for oxime bond formation at neutral pH

American Peptide Symposium 2019. Presented at the American Peptide Symposium, Monterey, CA.

Ketoxime peptide ligations: oxidative couplings of alkoxyamines to N-aryl peptides

CHEMICAL SCIENCE, 10(41), 9506–9512.

New strategies for Ketoxime peptide ligations

Boulder Peptide Symposium 2019. Presented at the Boulder Peptide Symposium 2019, Boulder, CO.

Oxime ligation via in situ oxidation of N-phenylglycinyl peptides

Proulx, C. (2019, April). Presented at the Seton Hall University, South Orange, NJ.

Adiponectin has a pivotal role in the cardioprotective effect of CP-3(iv), a selective CD36 azapeptide ligand, after transient coronary artery occlusion in mice

FASEB Journal, 32(2), 807–818.

Glycosylated Peptoid Nanosheets as a Multivalent Scaffold for Protein Recognition

ACS Nano, 12(3), 2455–2465.

Oxime ligation via in situ oxidation of N-phenylglycinyl peptides

Organic Letters, 20(9), 2564–2567.

Oxime ligation via in situ oxidation of N-phenylglycinyl peptides

Guthrie, Q. A., & Proulx, C. (2018, February 11). Presented at the Chemistry and Biology of Peptides Gordon Research Conference (GRC), Ventura, California.

Azapeptide synthesis methods for expanding side-chain diversity for biomedical applications

Accounts of Chemical Research, Vol. 50, pp. 1541–1556.

Design, Synthesis, Assembly, and Engineering of Peptoid Nanosheets

Accounts of Chemical Research, 49(3), 379–389.

Improved chemical and mechanical stability of peptoid nanosheets by photo-crosslinking the hydrophobic core

Chemical Communications, 52(26), 4753–4756.

Molecular Engineering of the Peptoid Nanosheet Hydrophobic Core

Langmuir, 32(45), 11946–11957.

On-resin N -terminal peptoid degradation: Toward mild sequencing conditions

Biopolymers, 106(5), 726–736.

Accelerated Submonomer Solid-Phase Synthesis of Peptoids Incorporating Multiple Substituted N-Aryl Glycine Monomers

The Journal of Organic Chemistry, 80(21), 10490–10497.

Molecular Engineering of the Peptoid Nanosheet Hydrophobic Core

Proulx, C., Yoo, S., Connolly, M. D., & Zuckermann, R. N. (2015, June). Presented at the Canadian Society for Chemistry (CSC) meeting, Ottawa, Ontario.

Peptoid nanosheets exhibit a new secondary-structure motif

Nature, 526(7573), 415–420.

Analysis of N-amino-imidazolin-2-one peptide turn mimic 4-position substituent effects on conformation by X-ray crystallography

Biopolymers, 102(1), 7–15.

Assembly and molecular order of two-dimensional peptoid nanosheets through the oil–water interface

Proceedings of the National Academy of Sciences, 111(37), 13284–13289.

Improvements in the Solid-Phase Synthesis of Peptoids Incorporating Weak Nucleophile Submonomers

Proulx, C., Yoo, S., & Zuckermann, R. N. (2014, June 1). Presented at the Canadian Society for Chemistry (CSC) meeting, Vancouver, British Columbia.

Influence of Backbone Flexibility on the Two-dimensional Assembly of Peptoid Nanosheets

Proulx, C., Yoo, S., Connolly, M. D., & Zuckermann, R. N. (2014, August 10). Presented at the American Chemical Society (ACS) meeting, San Francisco, California.

Molecular Engineering of the Peptoid Nanosheet Hydrophobic Core

Proulx, C., Su, J. K., Yoo, S., Olivier, G. K., Garcia, R. L., Connolly, M. D., … Zuckermann, R. N. (2014, August 25). Presented at the Annual User Meeting, Berkeley, California.

Multi-component Diversity-Oriented Synthesis of Aza-lysine-peptide Mimics

Zhang, J., Proulx, C., & Lubell, W. D. (2014, June 1). Presented at the Canadian Society for Chemistry (CSC) meeting, Vancouver, British Columbia.

Multicomponent Diversity-Oriented Synthesis of Aza-Lysine-Peptide Mimics

Organic Letters, 16(1), 298–301.

Precision Sequence Control in Bioinspired Peptoid Polymers

In ACS Symposium Series (pp. 35–53).

Structure-Determining Step in the Hierarchical Assembly of Peptoid Nanosheets

ACS Nano, 8(11), 11674–11684.

Azapeptide Analogues of the Growth Hormone Releasing Peptide 6 as Cluster of Differentiation 36 Receptor Ligands with Reduced Affinity for the Growth Hormone Secretagogue Receptor 1a

Journal of Medicinal Chemistry, 55(14), 6502–6511.

N-Amino-imidazolin-2-one Peptide Mimic Synthesis and Conformational Analysis

Organic Letters, 14(17), 4552–4555.

Peptidomimetics Comprising N-Amino Cyclic Urea Residues and Uses Thereof

(Provisional Patent No. US 61/655,682).

Synthesis of hydrazine and azapeptide derivatives by alkylation of carbazates and semicarbazones

Canadian Journal of Chemistry, 90(11), 985–993.

Azapeptides and their therapeutic potential

Future Medicinal Chemistry, 3(9), 1139–1164.

In search of azapeptide analogs of GHRP-6 with selective affinity for the CD36 vs GHS-R1a receptor: exploiting the reactivity of semicarbazones and aza-propargyl glycine in combinatorial azapeptide synthesis

Proulx, C., & Lubell, W. D. (2011, June 25). Poster presented at the American Peptide Symposium (APS), San Diego, California.

Modified peptide monolayer binding His-tagged biomolecules for small ligand screening with SPR biosensors

The Analyst, 136(15), 3142.

Structure–Activity Relationships of GHRP-6 Azapeptide Ligands of the CD36 Scavenger Receptor by Solid-Phase Submonomer Azapeptide Synthesis

Journal of the American Chemical Society, 133(32), 12493–12506.

Synthesis of [Azaphenylglycine4]- and [Aza-1-phenyl-2,3-triazole-3-alanine4] Growth Hormone Releasing Peptide-6 and Comparison of their Conformations with [AzaPhe4]GHRP-6

In M. Lebl (Ed.), Peptides: Building Bridges. Proceedings of the 22nd American Peptide Symposium (pp. 80–81). San Diego, CA: Prompt Scientific Publishing.

Synthesis of substituted imidazolinones via a cationic gold(I)-mediated intramolecular cyclization

Proulx, C., & Lubell, W. D. (2011, June 5). Poster presented at the Canadian Society for Chemistry, Montreal, Quebec.

Teaching haemoglobin to third graders

Proulx, C., & Lubell, W. D. (2011, June 5). Poster presented at the Canadian Society for Chemistry (CSC), Montreal, Quebec.

Tuning the selectivity of GHRP-6 towards the CD36 vs GHS-R1a receptor by exploiting the reactivity of semicarbazones and aza-propargyl glycine in combinatorial azapeptide synthesis

Proulx, C., & Lubell, W. D. (2011, June 5). Presented at the 94th Canadian Society of Chemistry Conference, Montréal, Québec.

Aza-1,2,3-triazole-3-alanine Synthesis via Copper-Catalyzed 1,3-Dipolar Cycloaddition on Aza-progargylglycine

The Journal of Organic Chemistry, 75(15), 5385–5387.

Copper-Catalyzed N-Arylation of Semicarbazones for the Synthesis of Aza-Arylglycine-Containing Aza-Peptides

Organic Letters, 12(13), 2916–2919.

Copper-catalyzed N-arylation of a semicarbazone building block for the parallel synthesis of aryl-azaglycine containing azapeptides

Proulx, C., & Lubell, W. D. (2010, May 29). Presented at the Canadian Society for Chemistry (CSC) meeting, Toronto, Ontario.

Copper-catalyzed N-arylation of semicarbazones for the synthesis of aza-arylglycine containing aza-peptides

Proulx, C., & Lubell, W. D. (2010, March 21). Poster presented at the American Chemical Society (ACS) meeting, San Francisco, California.

Solution-phase submonomer diversification of aza-dipeptide building blocks and their application in aza-peptide and aza-DKP synthesis

Journal of Peptide Science, 16(6), 284–296.

Aza-peptide analogs of GHRP-6 with selective receptor affinity for CD36 versus GHS-R1a”

Proulx, C., Boeglin, D., Chemtob, S., Ong, H., & Lubell, W. D. (2009, June 7). Aza-peptide analogs of GHRP-6 with selective receptor affinity for CD36 versus GHS-R1a.” Poster presented at the American Peptide Symposium (APS) meeting, Bloomington, Indiana.

Cu(I)-catalyzed N-arylation of semicarbazones for the synthesis of aryl-aza glycine containing azapeptides

Proulx, C., & Lubell, W. D. (2009, October 30). Poster presented at the Ontario Minisymposium in Synthetic and Bioorganic Chemistry (QOMSBOC) meeting, Québec.

Exploring Side-Chain Diversity by Submonomer Solid-Phase Aza-Peptide Synthesis

Organic Letters, 11(16), 3650–3653.

O-(3,4-Dihydro-4-oxo-1,2,3-benzotriazin-3-yl)-N,N,N’,N’-tetramethyluronium tetrafluoroborate

In L. A. Paquette (Ed.), Encyclopedia of Reagents for Organic Synthesis (2nd ed.). Hoboken, N.J.: John Wiley & Sons Ltd.

O-(6-Chloro-1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate

In L. A. Paquette (Ed.), Encyclopedia of Reagents for Organic Synthesis (2nd ed.). Chichester: John Wiley & Sons Ltd.

Solid-Phase Synthesis of Aza-Proline Analogs of GHRP-6

In M. Lebl (Ed.), Peptides: Breaking Away. Proceedings of the 21st American Peptide Symposium (pp. 56–57). San Diego, CA: Prompt Scientific Publishing.

Aza-peptide analogs of GHRP-6 with selective receptor affinity for CD36 versus GHS-R1a”

Proulx, C., Boeglin, D., Chemtob, S., Ong, H., & Lubell, W. D. (2008, August 17). Aza-peptide analogs of GHRP-6 with selective receptor affinity for CD36 versus GHS-R1a.” Poster presented at the American Chemical Society (ACS) meeting, Philadelphia, Pennsylvania.

Azapeptides as CD36 Binding Compounds

(Patent No. PCT/CA2008/001162).

Elucidation of structural and conformational requirements for GHRP-6 binding to the GHSR-1a and CD36 receptors using aza-peptides

Proulx, C., Boeglin, D., Chemtob, S., Ong, H., & Lubell, W. D. (2008, November). Poster presented at the Québec-Ontario Minisymposium on Bio-Organic and Synthetic Chemistry (QOMSBOC) meeting, Toronto, Ontario.