PMID- 31867830
OWN - NLM
STAT- MEDLINE
DCOM- 20201211
LR  - 20201214
IS  - 1439-7641 (Electronic)
IS  - 1439-4235 (Print)
IS  - 1439-4235 (Linking)
VI  - 21
IP  - 7
DP  - 2020 Apr 2
TI  - Localizing Binding Sites on Bioconjugated Hydrogen-Bonded Organic Semiconductors 
      at the Nanoscale.
PG  - 659-666
LID - 10.1002/cphc.201901064 [doi]
AB  - Hydrogen-bonded organic semiconductors are extraordinarily stable organic solids 
      forming stable, large crystallites with the ability to preserve favorable 
      electrical properties upon bioconjugation. Lately, tremendous efforts have been 
      made to use these bioconjugated semiconductors as platforms for stable 
      multifunctional bioelectronics devices, yet the detailed characterization of 
      bio-active binding sites (orientation, density, etc.) at the nanoscale has not 
      been achieved yet. The presented work investigates the bioconjugation of 
      epindolidione and quinacridone, two representative semiconductors, with respect 
      to their exposed amine-functionalities. Relying on the biotin-avidin lock-and-key 
      system and applying the atomic force microscopy (AFM) derivative topography and 
      recognition (TREC) imaging, we used activated biotin to flag crystal-faces with 
      exposed amine functional groups. Contrary to previous studies, biotin bonds were 
      found to be stable towards removal by autolysis. The resolution strength and 
      clear recognition capability makes TREC-AFM a valuable tool in the investigation 
      of bio-conjugated, hydrogen-bonded semiconductors.
CI  - (c) 2019 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA.
FAU - Koehler, Melanie
AU  - Koehler M
AUID- ORCID: 0000-0003-3042-1749
AD  - Institute of Biophysics, Johannes Kepler University Linz, 4020, Linz, Austria.
AD  - Louvain Institute of Biomolecular Science and Technology (LIBST), Universite 
      Catholique de Louvain, 1348, Louvain-la-Neuve, Belgium.
FAU - Farka, Dominik
AU  - Farka D
AD  - Linz Institute for Organic Solar Cells (LIOS), Physical Chemistry, Johannes 
      Kepler University Linz, 4040, Linz, Austria.
AD  - Institute of Solid State Physics, Johannes Kepler University Linz, 4040, Linz, 
      Austria.
FAU - Yumusak, Cigdem
AU  - Yumusak C
AD  - Linz Institute for Organic Solar Cells (LIOS), Physical Chemistry, Johannes 
      Kepler University Linz, 4040, Linz, Austria.
FAU - Serdar Sariciftci, Niyazi
AU  - Serdar Sariciftci N
AD  - Linz Institute for Organic Solar Cells (LIOS), Physical Chemistry, Johannes 
      Kepler University Linz, 4040, Linz, Austria.
FAU - Hinterdorfer, Peter
AU  - Hinterdorfer P
AUID- ORCID: 0000-0003-2583-1305
AD  - Institute of Biophysics, Johannes Kepler University Linz, 4020, Linz, Austria.
LA  - eng
GR  - P 25357-B20/Austrian Science Foundation, FWF/International
GR  - J 4052/Schrodinger Postdoctoral fellowship/International
GR  - Z222-N19/Wittgenstein Prize/International
GR  - FFGP13540004 3D-OFET/Austrian Research Promotion Agency, FFG/International
PT  - Journal Article
PT  - Research Support, Non-U.S. Gov't
DEP - 20200207
PL  - Germany
TA  - Chemphyschem
JT  - Chemphyschem : a European journal of chemical physics and physical chemistry
JID - 100954211
RN  - 0 (Heterocyclic Compounds, 4 or More Rings)
RN  - 11P487375P (quinacridone)
RN  - 7YNJ3PO35Z (Hydrogen)
SB  - IM
MH  - Binding Sites
MH  - Heterocyclic Compounds, 4 or More Rings/*chemistry
MH  - Hydrogen/*chemistry
MH  - Microscopy, Atomic Force
MH  - Molecular Structure
MH  - Particle Size
MH  - Semiconductors
MH  - Surface Properties
PMC - PMC7187352
OTO - NOTNLM
OT  - TREC-AFM
OT  - epindolidione
OT  - hydrogen-bonds
OT  - organic semiconductors
OT  - quinacridone
EDAT- 2019/12/24 06:00
MHDA- 2020/12/15 06:00
PMCR- 2020/04/28
CRDT- 2019/12/24 06:00
PHST- 2019/11/05 00:00 [received]
PHST- 2019/12/19 00:00 [revised]
PHST- 2019/12/24 06:00 [pubmed]
PHST- 2020/12/15 06:00 [medline]
PHST- 2019/12/24 06:00 [entrez]
PHST- 2020/04/28 00:00 [pmc-release]
AID - CPHC201901064 [pii]
AID - 10.1002/cphc.201901064 [doi]
PST - ppublish
SO  - Chemphyschem. 2020 Apr 2;21(7):659-666. doi: 10.1002/cphc.201901064. Epub 2020 
      Feb 7.