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SUMMARY:Expanding the Scopes of Synthetics Organic and Polymer Chemistries
 . Utilization of the inherent stereochemcial and functional diversities of
  natural products
DTSTART:20161010T131500
DTEND:20161010T141500
DTSTAMP:20260916T052754Z
UID:796967c9e6b8bbd307560de0c3aac2755c243a4f6e420824e36f3790
CATEGORIES:Conferences - Seminars
DESCRIPTION:Prof. Karen Wooley\, Texas A&M University - USA\nA primary int
 erest in the Wooley laboratory is the production of functional polymers fr
 om renewable sources that are capable of reverting to those natural produc
 ts once their purpose has been served. The inherent stereochemical and fun
 ctional diversities of natural products provide opportunities to expand th
 e scopes and complexities of polymer materials\, by utilizing fundamental 
 synthetic organic chemistry approaches. This presentation will highlight s
 ynthetic strategies for the development of polymer materials\, which can b
 e produced by relatively simple approaches from complex polyhydroxyl natur
 al products and can be made to exhibit a range of properties\, based upon 
 the monomeric building blocks and\, typically\, carbonate or phosphoester 
 linkages. In one direction\, polyhydroxyl natural products as the monomeri
 c building blocks are combined with carbonates\, found in common engineeri
 ng materials\, as the linkages\, for which hydrolytic degradation is expec
 ted to produce the polyhydroxyl compound plus carbon dioxide. Five classes
  of natural monomers\, D-glucose\,1 quinic acid\,2 ferulic acid\,3 isosorb
 ide4 and quercetin\, are being evaluated for the construction of polycarbo
 nates. The polyhydroxyl natural product monomers provide reactive hydroxyl
  groups for establishment of the polycarbonate backbones and their rigid c
 yclic core units together with the polar\, hydrogen-bonding hydroxyl group
 s in the resulting polycarbonates are expected to lead to strong and tough
  materials for engineering\, biomedical and other applications\, where the
  combined properties and degradation potential can be utilized. In a secon
 d direction\, phosphoester linkages are utilized\, again borrowing from Na
 ture\, in the use of phosphoesters commonly found in biological macromolec
 ules\, such as DNA or RNA. Polyphosphoester-based block copolymers5 that c
 an be produced rapidly and then undergo multiple chemical transformations 
 and direct assembly in water into functional nanomaterials are serving as 
 a platform for several directions toward their development as biomedical d
 evices for the treatment of lung infections6 and osteosarcoma lung metasta
 ses.7 If time allows\, recent developments toward the preparation of funct
 ional polypeptides and their assemblies8 will also be described. As this w
 ork is in progress\, it is expected that the physical\, mechanical\, supra
 molecular assembly and stability properties will be tuned by the chemical 
 compositions and structures\, controlled by the advancement of synthetic m
 ethodologies by which to prepare such materials.\n1 Mikami\, K.\; Lonnecke
 r\, A. T.\; Gustafson\, T. P.\; Zinnel\, N. F.\; Pai\, P.-J.\; Russell\, D
 . H.\; Wooley\, K. L. “Polycarbonates Derived from Glucose via an Organo
 catalytic Approach”\, J. Am. Chem. Soc.\, 2013\, 135(18)\, 6826-6829.\n2
  Besset\, C. J.\; Lonnecker\, A. T.\; Streff\, J. M.\; Wooley\, K. L. “P
 olycarbonates from the Polyhydroxy Natural Product Quinic Acid”\, Biomac
 romolecules\, 2011\, 12(7)\, 2512-2517.\n3 (a) Noel\, A.\; Borguet\, Y. P.
 \; Raymond\, J. E.\; Wooley\, K. L. “Poly(carbonate-amide)s derived from
  bio-based resources: Poly(ferulic acid-co-tyrosine)”\, Macromolecules\,
  2014\, 47\, 2974-2983. (b) Noel\, A.\; Borguet\, Y. P.\; Raymond\, J. E.\
 ; Wooley\, K. L. “Poly(ferulic acid-co-tyrosine): Effect of the regioche
 mistry on the photophysical and physical properties\, en route to biomedic
 al applications”\, Macromolecules\, 2014\, 47(20)\, 7109-7117\n4 Kristuf
 ek\, T. S.\; Kristufek\, S. L.\; Link\, L. A.\; Weems\, A. C.\; Lonnecker\
 , A. T.\; Raymond\, J. E.\; Maitland\, D. J.\; Wooley\, K. L. “Rapidly-c
 ured Isosorbide Natural Product-based Cross-linked Polycarbonate Elastomer
 s”\, Polym. Chem.\, 2016\, 7\, 2639-2644.\n5 (a) Zhang\, S.\; Zou\, J.\;
  Zhang\, F.\; Elsabahy\, M.\; Felder\, S.\; Zhu\, J.\; Pochan\, D. J.\; Wo
 oley\, K. L. “Rapid and versatile construction of diverse and functional
  nanostructures derived from a polyphosphoester-based biomimetic block cop
 olymer system”\, J. Am. Chem. Soc.\, 2012\, 134(44)\, 18467-18474. (b) E
 lsabahy\, M.\; Zhang\, S.\; Zhang\, F.\; Deng\, Z. J.\; Lim\, Y. H.\; Wang
 \, H.\; Parsamian\, P.\; Hammond\, P. T.\; Wooley\, K. L. “Surface Charg
 es and Shell Crosslinks Each Play Significant Roles in Mediating Degradati
 on\, Biofouling\, Cytotoxicity and Immunotoxicity for Polyphosphoester-bas
 ed Nanoparticles”\, Scientific Reports\, 2013\, 3 : 3313\, 1-10. (c) Zou
 \, J.\; Zhang\, F.\; Zhang\, S.\; Pollack\, S. F.\; Elsabahy\, M.\; Fan\, 
 J.\; Wooley\, K. L. “Poly(ethylene oxide)-block-polyphosphoester-graft-p
 aclitaxel Conjugates with Acid-labile Linkages as a pH-Sensitive and Funct
 ional Nanoscopic Platform for Paclitaxel Delivery”\, Adv. Healthcare Mat
 er.\, 2013\, early view\, DOI: 10.1002/adhm.201300235.\n6 (a) Lim\, Y. H.\
 ; Tiemann\, K. M.\; Heo\, G. S.\; Wagers\, P. O.\; Rezenom\, Y. H.\; Zhang
 \, S.\; Zhang\, F.\; Youngs\, W. J.\; Hunstad\, D. A.\; Wooley\, K. L. “
 Preparation and in vitro Antimicrobial Activity of Silver-bearing Degradab
 le Polymeric Nanoparticles of Polyphosphoester-block-Poly(L-lactide)”\, 
 ACS Nano\, 2015\, 9(2)\, 1995-2008. (b) Zhang\, F.\; Smolen\, J. A.\; Zhan
 g\, S.\; Li\, R.\; Shah\, P. N.\; Cho\, S.\; Wang\, H.\; Raymond\, J. E.\;
  Cannon\, C. L.\; Wooley\, K. L. “Degradable polyphosphoester-based silv
 er-loaded nanoparticles as therapeutics for bacterial lung infections”\,
  Nanoscale\, 2015\, 7\, 2265-2270.\n7 Zhang\, F.\; Zhang\, S.\; Pollack\, 
 S. F.\; Li\, R.\; Gonzalez\, A. M.\; Fan\, J.\; Zou\, J.\; Leininger\, S. 
 E.\; Pavia-Sanders\, A.\; Johnson\, R.\; Nelson\, L. D.\; Raymond\, J. E.\
 ; Elsabahy\, M.\; Hughes\, D. M. P.\; Lenox\, M. W.\; Gustafson\, T. P.\; 
 Wooley\, K. L. “Improving Paclitaxel Delivery: In vitro and in vivo char
 acterization of PEGylated polyphosphoester-based nanocarriers”\, J. Am. 
 Chem. Soc.\, 2015\, 137\, 2056-2066.\n8 (a) Fan\, J.\; Zou\, J.\; He\, X.\
 ; Zhang\, F.\; Zhang\, S.\; Raymond\, J. E.\; Wooley\, K. L. “Tunable me
 chano-responsive organogels by ring-opening copolymerizations of N-carboxy
 anhydrides”\, Chem. Sci.\, 2014\, 5\, 141-150. (b) He\, X.\; Fan\, J.\; 
 Zhang\, F.\; Li\, R.\; Pollack\, K. A.\; Raymond\, J. E.\; Zou\, J.\; Wool
 ey\, K. L. “Multi-responsive Hydrogels Derived from the Self-assembly of
  Tethered Allyl-functionalized Racemic Oligopeptides”\, J. Mater. Chem. 
 B\, 2014\, 2(46)\, 8123-8130. (c) He\, X.\; Fan\, J.\; Zou\, J.\; Wooley\,
  K. L. “Reversible Photo-patterning of Soft Conductive Materials via Spa
 tially-defined Supramolecular Assembly”\, Chem. Commun.\, 2016\, 52\, 84
 55-8458.\n\nBio: Karen L. Wooley is the W. T. Doherty-Welch Chair in Chemi
 stry and a University Distinguished Professor at Texas A&M University\, wh
 ere she holds appointments in the Departments of Chemistry\, Chemical Engi
 neering and Materials Science & Engineering. She also serves as Director o
 f the Laboratory for Synthetic-Biologic Interactions. Research interests i
 nclude the synthesis and characterization of degradable polymers derived f
 rom natural products\, unique macromolecular architectures and complex pol
 ymer assemblies\, and the design and development of well-defined nanostruc
 tured materials. The development of novel synthetic strategies\, fundament
 al study of physicochemical and mechanical properties\, and investigation 
 of the functional performance of her materials in the diagnosis and treatm
 ent of disease\, as non-toxic anti-biofouling or anti-icing coatings\, as 
 materials for microelectronics device applications\, and as pollutant reme
 diation systems are particular foci of her research activities. Her academ
 ic training included undergraduate study at Oregon State University (B.S.\
 , 1988) and graduate study under the direction of Professor Jean M. J. Fr
 échet at Cornell University (Ph.D.\, 1993). She began an academic career 
 as an Assistant Professor of Chemistry at Washington University in St. Lou
 is\, Missouri\, was promoted in 1999 to Full Professor with tenure\, was i
 nstalled as a James S. McDonnell Distinguished University Professor in Art
 s & Sciences in 2006\, and in 2009\, Karen relocated to Texas A&M Universi
 ty. Recent awards include the American Chemical Society Award in Polymer C
 hemistry (2014)\, Royal Society of Chemistry Centenary Prize (2014)\, Fell
 ow of the Royal Society of Chemistry (2014)\, Honorary Fellow of the Chine
 se Chemical Society (2014)\, Oesper Award (2015)\, Fellow of the American 
 Academy of Arts and Sciences (2015)\, and both Distinguished Research and 
 Teaching Achievement Awards from the Texas A&M University Association of F
 ormer Students (2016). Karen currently serves as an Associate Editor for t
 he Journal of the American Chemical Society\, among many other advisory ro
 les within the broader scientific community.
LOCATION:MXF 1 https://plan.epfl.ch/?room==MXF%201
STATUS:CONFIRMED
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