Xiaohua PengXiaohua Peng

Assistant Professor

Office: Chemistry 641
Phone: 414-229-5221
e-mail: pengx@uwm.edu

Degree(s):

Ph.D., University of Osnabrueck

Research Description:

My research is interdisciplinary, focusing on nucleic acid chemistry and its applications in other fields including drug discovery, DNA diagnostics, and nanotechnology. A common thread in my research is in understanding the chemical reactivity and function of DNA. As the carrier of genetic information, understanding the chemistry of DNA is extremely important. Our group investigate the structural basis for carcinogenic and anticancer activity of DNA- and protein-modifying agents. Synthetic methodologies are developed to prepare structurally modified nucleosides and amino acids as potential antitumor, antiviral, and/or anticancer agents. We will use the tools of synthetic and physical organic chemistry, as well as biochemistry, and molecular biology for the mechanistic studies of their biological processes.

DNA Cross Link

Our studies on nucleic acids are divided into the following principal areas.

  • DNA-DNA and DNA-protein cross-linking by antitumor drugs and bifunctional carcinogens
  • Drug/nucleic acids interactions
  • The use of modified nucleosides, nucleotides, and oligonucleotides as potential therapeutic agents
  • Modified peptide nucleic acids and their applications for DNA/RNA detection and DNA nanotechnology

My research spans several fields utilizing knowledge and techniques from many areas of science, including organic and bioorganic chemistry, bioanalytical chemistry, medicinal chemistry, materials science, and biology.

Student Education:

Students in my group will receive broad training in synthetic organic, bioorganic, analytical and medicinal chemistry. They will learn techniques such as the synthesis, purification, and characterization of organic compounds, DNA and RNA synthesis, DNA foot-printing, ELISA-assay, enzyme methodology, gel electrophoresis, and HPLC purification.

Selected Publications:

X. Peng,*V. Gandhi. ROS-Activated Anticancer Prodrugs: A New Strategy for Tumor-Specific Damage. Therapeutic Delivery 2012, accepted.

F. Seela, S. Budow, X. Peng. Chemistry of 7-Deazapurine (Pyrrolo[2,3-d]pyrimidine) 2'-Deoxyribonucleosides and Derivatives. Current Organic Chemistry, 2012, 16, 161-223.

C. Sheng, Y. Wang, X. Peng.* ROS-Inducible DNA Cross-linking Agent as a New Anticancer Prodrug Building Block. Chem. Eur. J. 2012, 18, 3850-3854.

Y. Kuang, Balakrishnan, K.; Gandhi, V.; X. Peng. *Hydrogen Peroxide Inducible DNA Cross-Linking Agents: Targeted Anticancer Prodrugs. J. Am. Chem. Soc. 2011, 133, 19278-19231.

F. Seela, S. Budow, K. Xu, X. Peng, H. Eickmeier. Halogenated 7-deazapurine 2’-C-methylribonucleosides. Collect. Czech. Chem. Commun. 2011, 76, 1413-1431.

X. Peng,* H. Li, M. Seidman. A Template-Mediated Click–Click Reaction: PNA–DNA, PNA–PNA (or Peptide) Ligation, and Single Nucleotide Discrimination. Eur. J. Org. Chem. 2010, 4194–4197.

A. Fulop, X. Peng, M. M. Greenberg, A. Mokhir. A nucleic acid-directed, red light-induced chemical reaction. Chem. Comm. 2010, 46, 5659-5661.

X. Peng, Y. Pigli, P. A. Rice, and M. M. Greenberg. "Protein Binding has a Large Effect on Radical Mediated DNA Damage." J. Am. Chem. Soc. 2008, 130, 12890-12891.

D. Bastia, S. Zzaman, G. Krings, M. Saxena, X. Peng, and M. M. Greenberg. "Replication Termination Mechanism as Revealed by Tus-mediated Polar Arrest of a Sliding Helicase." Proc. Natl. Acad. Sci. USA 2008, 105, 12831-12836.

X. Peng, I. S. Hong, H. Li, M. M. Seidman, and M. M. Greenberg. "Interstrand Cross-link Formation in Duplex and Triplex DNA by Modified Pyrimidines." J. Am. Chem. Soc. 2008, 130, 10299-10306.

X. Peng, M. M. Greenberg. "Facile SNP Detection Using Bifunctional, Cross-Linking Oligonucleotide Probes." Nucleic Acids Res. 2008, 36, e31.

X. Peng, F. Seela. "An Efficient Synthesis of 7-Functionalized 7-Deazapurine β-D- or β-L-Ribonucleosides: Glycosylation of Pyrrolo[2,3-d]pyrimidines with 1-O-Acetyl-2,3,5-tri-O-benzoyl-D- or L-Ribofuranose." Nucleosides, Nucleotides and Nucleic Acids, 2007, 26, 603-606.

F. Seela,* X. Peng, H. Eickmeier, H. Reuter. "2'-Deoxy-2-fluorotubercidin. Acta Cryts.", 2007, C63, 096.

X. Peng, H. Li, F. Seela.* "pH-Dependent mismatch discrimination of oligonucleotide duplexes containing 2'-deoxytubercidin and 2- or 7-substituted derivatives: protonated base pairs formed between 7-deazapurines and cytosine." Nucleic Acids Res. 2006, 34, 5987-6000.

F. Seela,* X. Peng. "7-Functionalized 7-Deazapurine Ribonucleosides Related to 2-Aminoadenosine, Guanosine, and Xanthosine: Glycosylation of Pyrrolo[2,3-d]pyrimidines with 1-O-Acetyl-2,3,5-tri-O-benzoyl-β-D- ribofuranose." J. Org. Chem. 2006, 71, 81-90.

H. Li, X. Peng, P. Leonard, F. Seela. "Binding of Actinomycin C1 (D) and Actinomin to Base-modified Oligonucleotide Duplexes with Parallel Chain Orientation." Bioorg. Med. Chem. 2006, 14, 4089-4100.

F. Seela,* X. Peng. "Pyrrolo[2,3-d]pyrimidine ?-L-Nucleosides Containing the Nucleobases 7-Deazaadenine, 2-Amino-7-deazaadenine, 7-Deazaguanine, 7-Deazaiso- guanine, and 7-Deazaxanthine." Collect. Czech. Chem. Commun. 2006, 71, 956-977.

F. Seela,* X. Peng, H. Li. "Base-paring, Tautomerism, and Mismatch Discrimination of 7-Halogenated 7-Deaza-2'-deoxyisoguanosine: Oligonucleotide Duplexes with Parallel and Antiparallel Chain Orientation." J. Am. Chem. Soc. 2005, 127, 7739-7751.

F. Seela,* X. Peng. "Regioselective Syntheses of 7-Halogenated 7-Deazapurine Nucleosides Related to 2-Amino-7-deaza-2'-deoxyadenosine and 7-Deaza-2'-deoxyisoguanosine." Synthesis 2004, 1203-1210.

X. Peng, F. Seela.* "Halogenated 7-Deazapurine Nucleosides: Stereoselective Synthesis and Conformation of 2'-Deoxy-2'-fluoro-β-D-arabinonucleosides." Org. Biomol. Chem. 2004, 2, 2838-2846.

F. Seela,* X. Peng. "Regioselective Synthesis of Indazole N1- and N2-(β -D-Ribonucleosides)." Nucleosides, Nucleotides & Nucleic Acids 2004, 23, 227-237.

H. Li, X. Peng, F. Seela.* "Fluorescence Quenching of Parallel- stranded DNA Bound Ethidium Bromide: the Effect of 7-Deaza-2'-deoxyisoguanosine and 7-Halogenated derivatives." Bioorg. Med. Chem. Lett. 2004, 14, 6031-6034.

J. Liao, X. Peng, J. Zhang, K. Yu, X. Cui, J. Zhu, J. Deng. "Facile Resolution of RacemicTerbutaline and a Study of Molecular Recognition through Chiral Supramolecules Based on Enantiodifferentiating Self-assembly." Org. Biomol. Chem. 2003, 1, 1080-1085.