PhD Publications:

12.

Another Andre and Emre classic!  Fun fact, we started calling our derivatives “Norb” then the methyl version was “MeNorb” and this version was “PeNorb”.  Some in the lab still call it “PeNorb” to this day :P

Another Andre and Emre classic! Fun fact, we started calling our derivatives “Norb” then the methyl version was “MeNorb” and this version was “PeNorb”. Some in the lab still call it “PeNorb” to this day :P

 

Norbornadienes: Robust and Scalable Building Blocks for Cascade “Click” Coupling of High Molecular Weight Polymers
St. Amant, A. H.
,* Discekici, E. H.,* Bailey, S. J., Zayas, M. S., Song, J-A., Shankel, S. L., Nguyen, S. N., Bates., M. W., Anastasaki, A., Hawker, C. J., Read de Alaniz, J.
Journal of the American Chemical Society 2019, 141, 13619.
DOI: 10.1021/jacs.9b06328
*Equal contribution

11.

Here is the stable, non-stapling cyclopentadiene amino acid.  It’s easier to make and still conjugates pretty quick!

Here is the stable, non-stapling cyclopentadiene amino acid. It’s easier to make and still conjugates pretty quick!

 

A Reactive Antibody Platform for One-Step Production of Antibody–Drug Conjugates through a Diels–Alder Reaction with Maleimide
St. Amant, A. H.
,* Huang, F.,* Lin, J., Lemen, D., Chakiath, C., Mao, S., Fazenbaker, C., Zhong, H., Harper, J., Xu, W., Patel, N., Adams, L., Vijayakrishnan, B., Howard, P. W., Marelli, M., Wu, H., Gao, C., Read de Alaniz, J., Christie, R. J.
Bioconjugate Chemistry 2019, 30, 2340.
DOI: 10.1021/acs.bioconjchem.9b00436
*Equal contribution

10.

This is the paper I’m most proud of in my career!  Who would have thought that cyclopentadiene would be so stable in cells?  This gives us access to lightning-fast conjugation to maleimide or proximity-based stapling.

This is the paper I’m most proud of in my career! Who would have thought that cyclopentadiene would be so stable in cells? This gives us access to lightning-fast conjugation to maleimide or proximity-based stapling.

 

A Diene‐Containing Noncanonical Amino Acid Enables Dual Functionality in Proteins: Rapid Diels–Alder Reaction with Maleimide or Proximity‐Based Dimerization
St. Amant, A. H.
,* Huang, F.,* Lin, J., Rickert, K., Oganesyan, V., Lemen, D., Mao, S., Harper, J., Marelli, M., Wu, H., Gao, C., Read de Alaniz, J., Christie, R. J.
Angewandte Chemie International Edition, 2019, 585, 8489.
DOI: 10.1002/anie.201903494
*Equal contribution

9.

A normal-electron demand Diels–Alder to make antibody–drug conjugates. Why hasn't anyone done this before??

A normal-electron demand Diels–Alder to make antibody–drug conjugates. Why hasn't anyone done this before??

 

Tuning the Diels–Alder Reaction for Bioconjugation to Maleimide Drug-Linkers
St. Amant, A. H., Lemen, D., Florinas, S., Mao, S., Fazenbaker, C., Zhong, H., Wu, H., Gao, C., Christie, R. J., Read de Alaniz, J.
Bioconjugate Chemistry, 2018, 29, 2406.
DOI: 10.1021/acs.bioconjchem.8b00320

8.

Most people use  exo  or a mixture of  endo  and  exo . We simplify the synthesis of pure  endo  and take advantage of it's selective deprotection!

Most people use exo or a mixture of endo and exo. We simplify the synthesis of pure endo and take advantage of it's selective deprotection!

 

Endo and Exo Diels–Alder Adducts: Temperature Tunable Building Blocks for Efficient Polymer Modification
Discekici, E. H.,* St. Amant, A. H.,* Nguyen, N., Lee, I. H., Hawker, C. J., Read de Alaniz, J.
Journal of the American Chemical Society, 2018, 140, 5009.
DOI: 10.1021/jacs.8b01544
*Equal contribution

7.

Revisiting some 1970s thallium chemistry. My first paper in Javier's lab!

Revisiting some 1970s thallium chemistry. My first paper in Javier's lab!

 

Direct synthesis of anilines and nitrosobenzenes from phenols
St. Amant, A. H.
, Frazier, C. P., Newmeyer, B., Fruehauf, K. R., Read de Alaniz, J.
Organic and Biomolecular Chemistry 2016, 14, 5520.
DOI: 10.1039/C6OB00073H

6.

Javier's famous  aza -Piancatelli, now with hydroxylamines!

Javier's famous aza-Piancatelli, now with hydroxylamines!

Cascade rearrangement of furylcarbinols with hydroxylamines: practical access to densely functionalized cyclopentane derivatives
Veits, G. K., Wenz, D. R., Palmer, L. I., St. Amant, A. H., Hein, J. E., Read de Alaniz, J.
Organic and Biomolecular Chemistry 2015, 13, 8465.
DOI: 10.1039/C5OB00944H

Other Publications:

5.

I designed a probe that binds to calcium oxalate. Fun fact, I first pitched this idea to Hon cause kidney stones run in my family. Thanks mom!

I designed a probe that binds to calcium oxalate. Fun fact, I first pitched this idea to Hon cause kidney stones run in my family. Thanks mom!

Alternative Methods in Determining Calculi Composition: Petrographic Thin Sectioning of Calculi and Nanoscale Flow Cytometry Urinalysis
Gavin, C. T., Ali, S. N., Tailly, T., Olvera-Posada, D., Alenezi, H., Power, N. E., Hou, J. Q., St. Amant, A. H., Luyt, L. G., Wood, S., Wu, C., Razvi, H., Leong, H. S.
Scientific Reports 2016, 6, 19328.
DOI: 10.1038/srep19328

4.

I helped with the radiolabeling of the peptides on this project. The gallium generator is kept behind a "lead castle"!

I helped with the radiolabeling of the peptides on this project. The gallium generator is kept behind a "lead castle"!

Synthesis and Evaluation of Optical and PET GLP-1 Peptide Analogues for GLP-1R Imaging
Azad, B. B., Rota, V., Yu, L., McGirr, R., St. Amant, A. H., Lee, T. Y., Dhanvantari, S., Luyt, L. G.
Molecular Imaging, 2015, 14, 1 .
DOI: 10.2310/7290.2014.00057

3.

I synthesized an azide PNA monomer and did an on-resin click reaction to attach fluorophores and ligands.

I synthesized an azide PNA monomer and did an on-resin click reaction to attach fluorophores and ligands.

A Solid-Phase CuAAC Strategy for the Synthesis of PNA Containing Nucleobase Surrogates
St. Amant, A. H.
, Engbers, C., Hudson, R. H. E.
Artificial DNA: PNA & XNA 2013, 4, 4.
DOI: 10.4161/adna.23982

2.

Seley's "fleximers" are imidazoles, so to make 1,2,3-triazoles with click chemistry is a cute extension of this work. The "click" part needed refluxing THF so it's not always as easy as it sounds :P

Seley's "fleximers" are imidazoles, so to make 1,2,3-triazoles with click chemistry is a cute extension of this work. The "click" part needed refluxing THF so it's not always as easy as it sounds :P

Click fleximers: a modular approach to purine base-expanded ribonucleoside analogues
St. Amant, A. H., Bean, L. A., Hudson, R. H. E.
Organic & Biomolecular Chemistry 2012, 10, 6521.
DOI: 10.1039/C2OB25678A

1.

My first paper! The synthesis of 2-aminopurine was such a pain in the butt, but I learned so much!

My first paper! The synthesis of 2-aminopurine was such a pain in the butt, but I learned so much!

Synthesis and Oligomerization of Fmoc/Boc-Protected PNA Monomers of 2,6-Diaminopurine, 2-Aminopurine and Thymine
St. Amant, A. H.
and Hudson, R. H. E.
Organic and Biomolecular Chemistry 2012, 10, 876.
DOI: 10.1039/C1OB06582C


Patents

Leong, H. S., St. Amant, A., "Methods of Determining Urinary Calculi Composition.” U.S. Patent 15/871,750, filed January 15, 2018.

“ADC-related patent application not yet in public domain”, submitted May 2017.

Leong, H. S., Luyt, L., Biggs, C. N., St. Amant, A., Lewis, J. D., Minuk, L. “Method for Detecting and Monitoring Bone Loss.” U.S. Patent 20,160,041,190, issued February 11, 2016.

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