James S. Nowick

Professor, Chemistry
School of Physical Sciences

PH.D., Massachusetts Institute of Technology, 1990


A.B., 1985, Columbia University

Phone: (949) 824-6091
Fax: (949) 824-9920
Email: jsnowick@uci.edu

University of California, Irvine
4126 Natural Sciences 1
Mail Code: 2025
Irvine, CA 92697

picture of James S. Nowick

Research
Interests
Organic and Bioorganic Chemistry, Chemical Biology
   
URLs http://tinyurl.com/jsnowick/
   
http://www.chem.uci.edu/~jsnowick/groupweb/
   
Academic
Distinctions
•American Chemical Society (ACS) Fellow
•American Association for the Advancement of Science (AAAS) Fellow
•NOGLSTP Scientist of the Year Award
•UCI School of Physical Sciences Award for Outstanding Contributions to Undergraduate Education
•American Chemical Society Arthur C. Cope Scholar Award
•UCI Chancellor's Award for Excellence in Undergraduate Research
•Alfred P. Sloan Research Fellowship
•Camille Dreyfus Teacher-Scholar Award
•Presidential Faculty Fellow
•UCI Award for Outstanding Faculty Contribution to Undergraduate Research
•Arnold and Mabel Beckman Foundation Young Investigator
•National Science Foundation Young Investigator
•American Cancer Society Junior Faculty Research Award
•Camille and Henry Dreyfus Foundation Distinguished New Faculty Award
•National Science Foundation Postdoctoral Fellow
•American Chemical Society Division of Organic Chemistry Graduate Fellow
•National Science Foundation Graduate Fellow
   
Appointments Postdoctoral Fellow, M. I. T.

Joined UCI faculty in 1991
   
Research
Abstract

Research in the Nowick group involves the design, synthesis, and structural evaluation of molecules that are inspired by proteins. My students and I are developing unnatural building blocks that can be used alone or combined with natural amino acids to make synthetic molecules that mimic some of the structures and interactions of proteins. Students in my group learn state-of-the-art techniques for the synthesis of small molecules and peptides and also learn to study molecular structure, conformation, and interactions using modern spectroscopic, crystallographic, and molecular modeling methods.


Macrocyclic beta-sheet containing unnatural template and turn groups Hao (red) and delta-linked ornithine (blue).


We are especially interested in the structures and interactions of beta-sheets, which are important in Alzheimer's and other neurodegenerative diseases. By designing, synthesizing, and studying molecules that mimic the structures of supramolecular assemblies of peptides and proteins associated with these diseases, we are getting insights into the structures of the aggregates that may ultimately be critical to understanding and ultimately treating these devastating and intractable diseases.



X-ray crystallographic structures of a trimer (left) and a porelike assembly of peptides (right) associated with Alzheimer's disease.


Chemical synthesis, NMR spectroscopy, X-ray crystallography, and molecular modeling are our primary tools for asking how and why peptides and proteins interact and how we can manipulate these interactions. Our studies typically involve designing and synthesizing new molecules that we envision will interact through specific hydrogen-bonding, hydrophobic, and other non-covalent forces and then refining our understanding by studying their folding, supramolecular interactions, and biological properties. Being able to visualize at atomic resolution how the molecules fit together and how they interact with other molecules provides our laboratory with a unique window into diseases involving protein aggregation that may lead to the design of new drugs to treat Alzheimer's and other neurodegenerative diseases.


Students in the Nowick group partake fully of the rich environment of mentorship and training provided by our research laboratory. Graduate students participate in hypothesis generation, data collection, data analysis, and communication through oral and written presentation. I meet with students individually each Monday to discuss his or her results and plans for subsequent experiments. Additional scheduled and ad-hoc meetings occur throughout the week. When students are writing papers for publication, I work closely with them, providing guidance and feedback in the writing process. My group and I meet collectively on Tuesday evenings during our weekly group meetings. Our group meetings consist of three formats: research, literature, and workshop. In our research group meetings students present and discuss their results orally with slides and get feedback and discussion that leads to ideas for future experiments. In our literature group meetings we discuss important publications from the current literature, with each student making slide presentations on articles. In our workshop group meetings we focus on developing skills in topics such as organic reaction mechanisms, molecular modeling, and X-ray crystallography. Through this program of research training, continuing education, and mentorship, students acquire the skills to become successful independent scientists.



Nowick Group Website

Other Affiliations
Chao Family Comprehensive Cancer Center (UCI)
Institute for Genomics and Bioinformatics (UCI)

Links to Course Web Pages
Chem 52A. Majors Organic Chemistry. Fall 1998
Chem 160. Advanced Organic Synthesis Laboratory. Winter 1999 (Password Required)
Chem 227. Molecular Modeling for Organic Chemists. Spring 1999 (Password Required)
Chem 52 A. Majors Organic Chemistry. Fall 1999
Chem 160. Advanced Organic Synthesis Laboratory. Winter 2000 (Password Required)
Chem 125. Advanced Organic Chemistry. Fall 2000
Chem 160. Advanced Organic Synthesis Laboratory. Winter 2001 (Password Required)
Chem 125. Advanced Organic Chemistry. Summer 2001
Chem 160. Advanced Organic Synthesis Laboratory. Winter 2002 (Password Required)
Chem 125. Advanced Organic Chemistry. Summer 2002
Chem 203. Organic Spectroscopy. Fall 2002
Chem 227. Molecular Modeling for Organic Chemists. Spring 2003 (Password Required)
Chem H52A. Honors Organic Chemistry. Fall 2003
Chem 203. Organic Spectroscopy. Winter 2004
Chem H52A. Honors Organic Chemistry. Fall 2004
Chem 203. Organic Spectroscopy. Winter 2005 (Password Required)
Chem 51A. Organic Chemistry. Fall 2005
Chem 203. Organic Spectroscopy. Winter 2006 (Password Required)
Chem 203. Organic Spectroscopy. Winter 2007 (Password Required)
Freshman Seminar. Winter 2007
Chem 203. Organic Spectroscopy. Winter 2008 (Password Required)
Chem 51A. Organic Chemistry. Fall 2008
Chem 160. Advanced Organic Synthesis Laboratory. Spring 2009 (Password Required)
Chem 51A. Organic Chemistry. Fall 2009
Chem 160. Advanced Organic Synthesis Laboratory. Spring 2010 (Password Required)
Chem H52A. Honors Organic Chemistry. Fall 2010
Chem 203. Organic Spectroscopy. Winter 2011 (Password Required)
Chem 160. Advanced Organic Synthesis Laboratory. Spring 2011 (Password Required)
Chem 203. Organic Spectroscopy. Fall 2011 (Password Required)
Chem 51C. Organic Chemistry. Spring 2012
Chem 203. Organic Spectroscopy. Fall 2012 (Password Required)
Chem 51C. Organic Chemistry. Spring 2013
Chem 203. Organic Spectroscopy. Fall 2013 (Password Required)
Chem 51C. Organic Chemistry. Spring 2014
Chem 203. Organic Spectroscopy. Fall 2014 (Password Required)
Chem 51C. Organic Chemistry. Spring 2015
Chem 203. Organic Spectroscopy. Fall 2015 (Password Required)
Chem 125. Advanced Organic Chemistry. Spring 2016


Course Video Lectures on YouTube
Chem 203. Organic Spectroscopy
Chem 125. Advanced Organic Chemistry
Chem 51A. Organic Chemistry
Chem 51B. Organic Chemistry (Professor David Van Vranken)
Chem 51C. Organic Chemistry
Links to other OpenChemistry Lecture Videos


Scholarly Websites
Organic Spectroscopy Problems
PeptideLinks.net


Link to The UCI Chemistry Outreach Program Web Page

   
Publications (Selected Publications)

"Assembly of Peptides Derived from β-Sheet Regions of β-Amyloid" Truex, N. L.; Nowick, J. S. J. Am. Chem. Soc 2016, 138, ASAP. DOI: 10.1021/jacs.6b06000
   
  "Coassembly of Peptides Derived from β-Sheet Regions of β-Amyloid" Truex, N. L.; Nowick, J. S. J. Am. Chem. Soc 2016, 138, ASAP. DOI: 10.1021/jacs.6b06001
   
  "Square Channels Formed by a Peptide Derived from Transthyretin" Yoo, S.; Kreutzer, A. G.; Truex, N. L.; Nowick, J. S. Chem. Sci. 2016, 7, in press. DOI: 10.1039/c6sc01927g
   
  "Elucidation of the Teixobactin Pharmacophore " Yang, H.; Chen, K. H.; Nowick, J. S. ACS Chem. Biol. 2016, 11, 1823–1826.
   
  "X-ray Crystallographic Structures of a Trimer, Dodecamer, and Annular Pore Formed by an Aβ17–36 β-Hairpin " Kreutzer, A. G.; Hamza, I. L.; Spencer, R. K.; Nowick, J. S. J. Am. Chem. Soc. 2016, 138, 4634-4642.
   
  "X-ray Crystallographic Structure of Oligomers Formed by a Toxic β-Hairpin Derived from α-Synuclein: Trimers and Higher-Order Oligomers " Spencer, R. K.; Kreutzer, A. G.; Salveson, P. J.; Li, H.; Nowick, J. S. J. Am. Chem. Soc. 2016, 138, 4458-4467.
   
  "X-ray Crystallographic Structures of Oligomers of Peptides Derived from β2-Microglobulin" Spencer, R. K.; Kreutzer, A. G.; Salveson, P. J.; Li, H.; Nowick, J. S. J. Am. Chem. Soc. 2015, 137, 6304–6311.
   
  "A Newcomer's Guide to Peptide Crystallography" Spencer, R.; Nowick, J. S. Israel J. Chem 2015, 55, 698–710.
   
  "A Fibril-like Assembly of Oligomers of a Peptide Derived from β-Amyloid" Pham, J. D.; Spencer, R.; Chen, K. H.; Nowick, J. S. J. Am. Chem. Soc. 2014, 136, 12682-12690.
   
  "X-ray Crystallographic Structures of Trimers and Higher-Order Oligomeric Assemblies of a Peptide Derived from Aß17–36" Spencer, R.; Li, H.; Nowick, J. S. J. Am. Chem. Soc. 2014, 136, 5595-5598.
   
  "Polymorphism of Oligomers of a Peptide from β-Amyloid" Pham, J. D.; Demeler, B.; Nowick, J. S. J. Am. Chem. Soc. 2014, 136, 5432-5442. Spotlight in JACS "Finding the Solution: The Structure of Soluble Amyloid Oligomers"
   
  "Mechanism of IAPP Amyloid Fibril Formation Involves an Intermediate with a Transient β-Sheet" Buchanan, L. E.; Dunkelberger, E. B.; Tran, H. Q.; Cheng, P.-N.; Chiu, C.-C.; Cao, P.; Raleigh, D. P.; de Pablo, J. J.; Nowick, J. S.; Zanni, M. T. Proc. Natl. Acad. Sci. U. S. A. 2013, 110, 19285-19290.
   
  "Structures of Oligomers of a Peptide from β-Amyloid" Pham, J. D.; Chim, N.; Goulding, C. W.; Nowick, J. S. J. Am. Chem. Soc. 2013, 135, 12460-12467.
   
  "Recipe for ß-Sheets: Foldamers Containing Amyloidogenic Peptide Sequences" Spencer, R.; Chen, K. H.; Manuel, G.; Nowick, J. S. Eur. J. Org. Chem. 2013, 3523-3528.
   
  "A Hydrophobic Surface is Essential to Inhibit the Aggregation of a Tau-Protein-Derived Hexapeptide" Zheng, J.; Baghkhanian, A. M.; Nowick, J. S. J. Am. Chem. Soc. 2013, 135, 6846-6852.
   
  "The Supramolecular Chemistry of β-Sheets" Cheng, P.-N.; Pham, J. D.; Nowick, J. S. J. Am. Chem. Soc. 2013, 135, 5477–5492.
   
  "Amyloid β-Sheet Mimics that Antagonize Protein Aggregation and Reduce Amyloid Toxicity" Cheng, P.-N.; Liu, C.; Zhao, M.; Eisenberg, D.; Nowick, J. S. Nature Chemistry 2012, 4, 927-933.
   
  "Out-of-Register β-Sheets Suggest a Pathway to Toxic Amyloid Aggregates" Liu, C.; Zhao, M.; Jiang, L.; Cheng, P.-N.; Park, J.; Sawaya,. M. R.; Pensalfini, A.; Gou, D.; Berk, A. J.; Glabe, C. G.; Nowick, J. S.; Eisenberg, D. Proc. Natl. Acad. Sci. U. S. A. 2012, 109, 20913-20918.
   
  "Heterodivalent Linked Macrocyclic β-Sheets with Enhanced Activity against Aβ Aggregation: Two Sites are Better than One." Cheng, P.-N.; Spencer, R.; Woods, R. J.; Glabe, C. G.; Nowick, J. S. J. Am. Chem. Soc. 2012, 133, 14179-14184.
   
  "Giant Macrolactams Based on β-Sheet Peptides" Cheng, P.-N.; Nowick, J. S. J. Org. Chem. 2011, 76, 3166-3173.
   
  "Characteristics of Amyloid-Related Oligomers Revealed by Crystal Structures of Macrocyclic β-Sheet Mimics" Liu, C.; Sawaya, M. R.; Cheng, P.-N.; Zheng, J.; Nowick, J. S.; Eisenberg, D. J. Am. Chem. Soc. 2011, 133, 6736-6744.
   
  "Macrocyclic β-Sheet Peptides that Inhibit the Aggregation of a Tau-Protein-Derived Hexapeptide" Zheng, J.; Liu, C.; Sawaya, M. R.; Vadla, B.; Khan, S.; Woods, R. J.; Eisenberg, D.; Goux, W. J.; Nowick, J. S. J. Am. Chem. Soc. 2011, 133, 3144-3157.
   
  "X-ray Crystallographic Structure of an Artificial β-Sheet Dimer" Khakshoor, O.; Lin, A. J.; Korman, T. P.; Sawaya, M. R.; Tsai, S.-C.; Eisenberg, D.; Nowick, J. S. J. Am. Chem. Soc. 2010, 132, 11622-11628.
   
  "Nanometer-Scale Water-Soluble Macrocycles from Nanometer-Sized Amino Acids" Gothard, C. M.; Nowick, J. S. J. Org. Chem. 2010, 75 1822-1830.
   
  "Use of Disulfide “Staples” To Stabilize β-Sheet Quaternary Structure" Khakshoor, O.; Nowick, J. S. Org. Lett. 2009, 11, 3000-3003.
   
  "A New Artificial β-Sheet that Dimerizes through Parallel β-Sheet Interactions" Levin, S.; Nowick, J. S. Org. Lett. 2009, 11, 1003-1006.
   
  "Exploring β-Sheet Structure and Interactions with Chemical Model Systems" Nowick, J. S. Acc. Chem. Res. 2008, 41, 1319-1330.
   
  "Functionalized Analogues of an Unnatural Amino Acid that Mimics a Tripeptide β-Strand" Khasanova, T. V.; Khakshoor, O.; Nowick, J. S. Org. Lett. 2008, 10, 5293-5296.
   
  "An Artificial β-Sheet That Dimerizes through Parallel β-Sheet Interactions" Levin, S.; Nowick, J. S. J. Am. Chem. Soc. 2007, 129, 13043-13048.
   
  "Nanometer-Sized Amino Acids for the Synthesis of Nanometer-Scale Water-Soluble Molecular Rods of Precise Length" Gothard, C. M.; Rao, N. A.; Nowick, J. S. J. Am. Chem. Soc. 2007, 129, 7272-7273.
   
  "Macrocyclic β-Sheet Peptides that Mimic Protein Quaternary Structure through Intermolecular β-Sheet Interactions" Khakshoor, O.; Demeler, B.; Nowick, J. S. J. Am. Chem. Soc. 2007, 129, 5558-5569.
   
  "Cyclic Modular β-Sheets" Woods, R. J.; Brower, J. O.; Castellanos, E.; Hashemzadeh, M.; Khakshoor, O.; Russu, W. A.; Nowick, J. S. J. Am. Chem. Soc. 2007, 129, 2548-2558.
   
  "A New Class of Macrocyclic Receptors from iota-Peptides" Kang, S.-W. Gothard, C. M.; Maitra, S.; Atia-tul-Wahab; Nowick, J. S. J. Am. Chem. Soc. 2007, 129, 1486-1487.
   
  "What I Have Learned by Using Chemical Model Systems to Study Biomolecular Structure and Interactions" Nowick, J. S. Org. Biomol. Chem. 2006, 4, 3869-3885.
   
  "The Absence of Favorable Aromatic Interactions between β-Sheet Peptides" Chung, D. M.; Dou, Y.; Baldi, P.; Nowick, J. S. J. Am. Chem. Soc. 2005, 127, 9998-9999.
   
  "Enantioselective Molecular Recognition between β-Sheets" Chung, D. M.; Nowick, J. S. J. Am. Chem. Soc. 2004, 126, 3062-3063.
   
  "DSA: A New Internal Standard for NMR Studies in Aqueous Solution", Nowick, J. S.; Khakshoor, O.; Hashemzadeh, M.; Brower, J. O. Org. Lett. 2003, 5, 3511-3513.
   
  "Sequence-Selective Molecular Recognition Between β-Sheets", Nowick, J. S.; Chung, D. M. Angew. Chem., Int. Ed. Engl. 2003, 42, 1765-1768.
   
  "A Ribozyme with Michaelase Activity: Synthesis of the Substrate Precursors" Eisenführ, A.; Arora, P. S.; Sengle, G.; Takaoka, L. R.; Nowick J. S.; Famulok, M. Bioorg. Med. Chem. 2003, 11, 235-249.
   
  "A New Turn Structure for the Formation of β-Hairpins in Peptides", Nowick, J. S.; Brower, J. O. J. Am. Chem. Soc. 2003, 125, 876-877.
   
  "Methylglyoxal Synthetase, enol-Pyruvaldehde, Glutathione, and the Glyoxalase System" Rose, I. A.; Nowick, J. S. J. Am. Chem. Soc. 2002, 124, 13047-13052.
   
  "An Unnatural Amino Acid that Induces β-Sheet Folding and Interaction in Peptides", Nowick, J. S.; Lam, K. S.; Khasanova, T. V.; Kemnitzer, W. E.; Maitra, S.; Mee, H. T.; Liu, R. J. Am. Chem. Soc. 2002, 124, 4972-4973.
   
  "Three-Stranded Mixed Artificial β-Sheets" Nowick, J. S.; Smith, E. M.; Ziller, J. W.; Shaka, A. J. Tetrahedron 2002, 58, 727-739.
   
  "A Triply Templated Artificial β-Sheet", Nowick, J. S.; Cary, J. M.; Tsai, J. H. J. Am. Chem. Soc. 2001, 123, 5176-5180.
   
  "Novel RNA Catalysts for the Michael Reaction" Sengle, G.; Eisenführ, A.; Arora, P. S.; Nowick, J. S.; Famulok, M. Chemistry & Biology 2001, 8, 459-473.
   
  "An Unnatural Amino Acid that Mimics a Tripeptide β-Strand and Forms β-Sheetlike Hydrogen-Bonded Dimers", Nowick, J. S.; Chung, D. M.; Maitra, K.; Maitra, S.; Stigers, K. D.; Sun, Y. J. Am. Chem. Soc. 2000, 122, 7654-7661.
   
  "Fmoc*: A More Soluble Analogue of the 9-Fluorenylmethoxycarbonyl Protecting Group", Stigers, K. D.; Koutroulis, M. R.; Chung, D. M.; Nowick, J. S. J. Org. Chem. 2000, 65, 3858-3860.
   
  "β-Sheet Interactions Between Proteins", Maitra, S.; Nowick, J. S. In: The Amide Linkage: Structural Significance in Chemistry, Biochemistry, and Materials Science; Greenberg, A.; Breneman C. M.; Liebman, J. F., Eds.; Wiley: New York, 2000; Chapter 15.
   
  "A Chemical Model of a Protein β-Sheet Dimer", Nowick, J. S.; Tsai, J. H.; Bui, Q.-C. D.; Maitra, S. J. Am. Chem. Soc. 1999, 121, 8409-8410.
   
  "Chemical Models of Protein β-Sheets", Nowick, J. S. Acc. Chem. Res. 1999, 32, 287-296.
   
  "An Efficient Synthesis of N,N'-Linked Oligoureas" Wilson, M. E.; Nowick, J. S. Tetrahedron Lett. 1998, 39, 6613-6616.
   
  "The Propensities of Amino Acids to Form Parallel β-Sheets", Nowick, J. S.; Insaf, S. J. Am. Chem. Soc. 1997, 119, 10903-10908.
   
  "Solid-Phase Synthesis of Artificial β-Sheets", Holmes, D. L.; Smith, E. M.; Nowick, J. S. J. Am. Chem. Soc. 1997, 119, 7665-7669.
   
  "An Extended β-Strand Mimic for a Larger Artificial β-Sheet", Nowick, J. S.; Pairish, M.; Lee, I. Q.; Holmes, D. L.; Ziller, J. W. J. Am. Chem. Soc. 1997, 119, 5413-5424.
   
  "Synthesis of Peptide Isocyanates and Isothiocyanates", Nowick, J. S.; Holmes, D. L.; Noronha, G.; Smith, E. M.; Nguyen, T. M.; Huang, S.-L. J. Org. Chem. 1996 , 61, 3929-3934. Addendum: J. Org. Chem. 1998, 63, 9144.
   
  "A Coordinated Chemistry Outreach Program that Reaches Thousands of High School Students", Waldman, A. S.; Schechinger, L.; Nowick, J. S. J. Chem. Educ. 1996, 73, 762-764.
   
  "An Artificial β-Sheet Comprising a Molecular Scaffold, a β-Strand Mimic, and a Peptide Strand", Nowick, J. S.; Holmes, D. L.; Mackin, G.; Noronha, G.; Shaka, A. J.; Smith, E. M. J. Am. Chem. Soc. 1996, 118, 2764-2765.
   
  "Triurea Derivatives of Diethylenetriamine as Potential Templates for the Formation of Artificial β-Sheets", Nowick, J. S.; Mahrus, S.; Smith, E. M.; Ziller, J. W. J. Am. Chem. Soc. 1996, 118, 1066-1072.
   
  "Molecular Scaffolds 3. An Artificial Parallel β-Sheet", Nowick, J. S.; Smith, E. M.; Noronha, G. J. Org. Chem. 1995, 60, 7386-7387.
   
   
Link to this profile http://www.faculty.uci.edu/profile.cfm?faculty_id=2043
   
Last updated 10/18/2016