Chuang lang Zhan Associate Professor
Dr. ZHAN Chuanlang
Postal address: Institute of Chemistry, Chinese Academy of Sciences, Beiyijie No. 2, Zhongguancun, Beijing 100080, P. R. China
1987 B.S., Jilin University
1991 M.S., Jilin University
1997 Ph.D, Institute of Photographic Chemistry, CAS
20002002 Institute of Chemistry, CAS
Post-doc research fellow
2002 Institute of Chemistry, CAS
Associate Professor of Chemistry
During this period:
2004 Institut Européen de Chimie et Biologie (IECB) in France
Dr. Ivan Huc group
Chercheur-Associé (CNRS) research fellow
2005 University of Copenhagen, Denmark
Prof. Peter E. Nielsen group
Post-doc Research Fellow
Our research is interdisciplinary in Chemical Biology, Supramolecular Chemistry, Photochemistry, and Material Sciences. We are pursuing studies on the following areas:
(c)Self-assembled nanostructures and materials
(d)Novel molecules showing strong two-photon absorption
One of the key themes of our research is the concept of molecular design. The first thing of our works is to synthesize the designing molecules. Therefore, organic chemistry background is encouraged. We focus our molecular design on (i) novel foldamers or peptidomimetics that adopt -folding or helix-formations including -helix, single-helices, and double-helix, and so on, and further show biological activities; (ii), novel molecules or oligomers that can self-assemble through intermolecular interactions such as H-bonds, hydrophobicity, stacking, etc. and form into nanostructures with desired morphologies and functions; (iii) novel molecules that show interesting optical properties or high optical nonlinearities, especially strong two-photon or three-photon absorption.
1). Aromatic Foldamers
We focus our study of this part on pyridine-based foldamers by considerations of diverse properties of pyridine unit, for examples, the H-bonding acceptor of the pyridine nitrogen atom, coordination of the pyridine nitrogen atom, strong electron-accepting ability of the pyridine unit. We have develop a novel set of pyridine-imide oligomers (Figure 1). In which we introduce the imide groups as functional H-bonding units incorporated with pyridine together to develop pyridine-imide oligomers with highly compact and stable helical conformations. The imide-NH was found H-bonding with both adjacent pyridine nitrogens intramolecularly and then produce consecutive bends along the strand. The high compactness is contributed from both the intramolecular H-bonds and the structural characters of the imide itself.
(a) (b) (c)
(Chem. Commun. 2008, DOI:10.1039/<B800020D>)
1.Xiao Li, Chuanlang Zhan*, Yaobing Wang, Jiannian Yao,* Pyridine-Imide Oligomers, Chem. Commun. 2008, DOI:10.1039/<B800020D>.
2.Chuanlang Zhan, Jean-Michel Léger, Ivan Huc, Cross-Hybridization of pyridinedicarboxamide helical Strands and their N-oxides, Angew. Chem. Int. Ed. 2006, 45, 4625-4628.
3.Christel Dolain, Chuanlang Zhan, Jean-Michel Léger, Lee Daniels, Ivan Huc, Folding Directed N-Oxidation of Oligopyridine-Dicarboxamide Strands and Hybridization of Oxidized Oligomers, J. Am. Chem. Soc. 2005, 127(8); 2400-2401.
Secondary structures such as -helix, -sheet, turn are widely occurred in nature. Peptidomimetics containing natural peptide side-chains, while, non-natural backbone are important structure scaffolds to mimic b-sheet interactions/-helix formations and their dynamics. Also they show potential applications in controlling protein-protein interactions, or designing enzyme inhibitors, or drug discovery.
We considered introducing the urea or imide unitas conformational constraints to develop new b-mimetic backbones. We combine “retro-” and “urea” together into a peptidyl backbone to form a so called urea- or imide-dipeptidyl backbone. As we can see from chemical structures shown in Scheme 1, the urea- or imide-dipeptidyl backbone containing special structural features including (i) the urea or imide unit may provide one more H-bonding possibility than the amide and may enhance backbone H-bonding interactions. (ii) coexsistence of both observed and reversed directions in one backbone. (iii) structural symmetry (C2 symmetry) of the dipeptidyl backbone. (iv) relative oreientation of the two side-chains is different to that in the natural sequence.
We observed that both the urea- and imide-dipeptides all show much stronger H-bonds than the natural sequences. The urea-dipeptidyl motifs were further incorporated into natural peptide backbone. It has been observed that the hybrid peptides containg urea-dipeptidyl moiety show different solution behaviors and self-assembling properties.
1.Chuanlang Zhan*, Xiao Li, Y Jiannian Yao,* Urea- and Imide-Dipeptides As Novel -Mimetic Motifs with Strong H-Bonds, submitted.
2). Self-Assembling Nanohelices
Self-assembling molecules into nanostructures with desired morphology and functionality are important scaffolds in Supramolecular Chemistry and Materials. In this theme, we focus on the multi-H-bonding molecules that self-assemble into organic nanohelices and then template synthesis of inorganic nanohelices by transcribing the supramolecular helices into inorganic nanostructure levels.
Template synthesis of silver nanohelices
(Langmuir, 2003, 19(22), 9440-9445)
Self-assembled helical-spherical-nanotubes and template synthesis of silver nanotubes
(Chem. Commun. 2005, (4), 462 – 464 and Langmuir, 2006, 22(2), 775-779)
Solvent-induced switch of self-assembly of an L-glutamic acid derivative
(Chem. Commun. 2004, 1174-1175)
1.Peng Gao, Chuanlang Zhan, Minghua Liu, Controlled Synthesis of Double- and Multiwall Silver Nanotubes with Template Organogel from a Bolaamphiphile, Langmuir, 2006, 22(2), 775-779.
2.Chuanlang Zhan, Peng Gao, Minghua Liu, Self-Assembled Helical Spherical-Nanotubes from an L-Glutamic Acid Based Bolaamphiphilic Low-Molecular-Mass Organogelator, Chem. Commun. 2005, (4), 462 - 464.
3.Penglei Chen, Peng Gao, Chuanlang Zhan, Minghua Liu, Interfacial Langmuir –Blodgett Assembly of Straight and Parallel Aligned Nanoribbons, ChemPhysChem, 2005, 6, 1108 –1113.
4.Peng Gao, Chuanlang Zhan, Lizhu Liu, Yanbiao Zhou, Minghua Liu, Inter- and Intramolecular H-Bonds Induced Different Nanostructures from a Multi-H-Bonding (MHB) Amphiphile: Nanofibers and Nanodisks, Chem. Commun. 2004, 1174-1175.
5.Chuanlang Zhan, Jinben Wang, Jing Yuan, Haofei Gong, Yaohu Liu, Minghua Liu, Synthesis of Right- and Left-Handed Silver Nanohelices with a Racemic Gelator, Langmuir, 2003, 19(22), 9440-9445.
3）、Molecules showing strong two-photon absorption
Two-photon absorption (2PA) is an important nonlinear process under excitation of strong laser and show potential applications in optical limiting, optical data storage, 3-D optical image, etc. Designing molecules that show strong 2PA is still a challenge for chemists.
1.Chuanlang Zhan*, Yunjing Li, Dehua Li, Duoyuan Wang, Yuxin Nie, Multi-Photon Absorption and Optical Limiting from Six Stilbazolium Derivatives: Donor Influences, Opt. Mater. 2006, 28, 289-293.
2.Chuanlang Zhan, Dehua Li, Deqing Zhang, Wei Xu, Yuxin Nie, Daoben Zhu, The Excited-State Absorption and Third-Order Optical Nonlinearity from 1-Dodecanethiol Protected Gold Nanoparticles: Application for Optical Limiting, Opt. Mater. 2004, 26, 11-15.
3.Duoyuan Wang, Chuanlang Zhan, Yu Chen, Yunjing Li, Zhenzhong Lu, Yuxin Nie, Large Optical Power Limiting Induced by Three-Photon Absorption of Two Stilbazolium-Like Dyes, Chem. Phys. Lett. 2003, 369 (5-6), 621-626.
4.Chuanlang Zhan, Wei Xu, Deqing Zhang, Dehuan Li, Zhenzhong Lu, Yuxin Nie, Daoben Zhu, Z-Scan Investigation of Fifth-Order Optical Nonlinearity Induced by Saturable-Absorption from (TBA)2Ni(dmit)2: Application for optical limiting, J. Mater. Chem. 2002, 12, 2945-2948.
5.Chuanlang Zhan, Dehua Li, Deqing Zhang, Yunjing Li, Wei Xu, Duoyuan Wang, Zhenzhong Lu, Lizeng Zhao, Yuxin Nie, Daoben Zhu, The Third- and Fifth-Order Optical Nonlinearoties in a New Stilbazolium Derivetive, J. Opt. Soc. Am. B 2002, 19(3), 369-375.
6.Chuanlang Zhan, Dehua Li, Deqing Zhang, Yunjing Li, Tongxian Wang, Duoyuan Wang, Zhenzhong Lu, Lizeng Zhao, Yuxin Nie, Daoben Zhu, Three-Photon Absorption in Several Stilbazolium Derivatives: Application for Optical Limiting, Chem. Phys. Lett. 2002, 353(1-2), 138-142.
7.Chuanlang Zhan, Duoyuan Wang, Nonlinear Relation between Free/Reorganization Energies and Molecular First-Order Hyperpolarizabilities of Stilbazolium Derivatives, Chem. Phys. 2002, 284 (3), 593-600.
8.Chuanlang Zhan, Duoyuan Wang, Nonlinear Dependence of Solvent Polarity Effects on Twisted Intramolecular Charge-Transfer State and Linear Relation for Electronic Spectra in a Stilbazolium-Like Dye, J. Photochem. and Photobio. A 2002, 147(2), 93-101.
9.Cai-Ming Liu, De-Qing Zhang, Ying-Lin Song, Chuan-Lang Zhan, Yu-Liang Li, Dao-Ben Zhu, Synthesis, Crystal Structure and Third-Order Nonlinear Optical Behavior of a Novel Dimeric Mixed-Ligand Zinc(II) Complex of 1,3-Dithiole-2-thione-4,5-dithiolate, Eur. J. Inorg. Chem. 2002, 7, 1591-1594.
10.Chuanlang Zhan, Yunjing Li, Deqing Zhang, Dehua Li, Wei Xu, Duoyuan Wang, Zhenzhong Lu, Lizeng Zhao, Yuxin Nie, Daoben Zhu, The High Fifth-Order Nonlinearity in a New Stilbazolium Derivative: Trans-1-[p-(p-dimethylaminobenzy-azo)-benzyl]-2- (Nmethyl-4- pyridinium)-ethene Iodide, Chem. Phys. Lett. 2001, 347(4-6), 410-414.
11.W. F. Sun, C. M. Lawson, G. M. Gray, C. L. Zhan, D. Y. Wang, Degenerate Four-Wave Mixing and Z-Scan Measurements of Stilbazolium Derivatives, Appl. Phys. Lett. 2001, 78(13), 1817-1819.
12.Yunjing Li, Chuanlang Zhan, Li-Zeng Zhao, Duoyuan Wang, Zhenzhong Lu, Yuxin Nie. Two-Photon Absorption and Fluorescence of a Novel Compound: Trans-1,3,5-tri-(4-N,N- Dimethylaminobenylstyryl)- Acetylacetone, Chin. Phys. Lett. 2001, 18(2), 205-207.