TY  - JOUR
A1  - Hüttl, Christine
A1  - Hettrich, Cornelia
A1  - Riedel, Melanie
A1  - Henklein, Petra
A1  - Rawel, Harshadrai Manilal
A1  - Bier, Frank Fabian
T1  - Development of Peptidyl Lysine Dendrons: 1,3-Dipolar Cycloaddition for Peptide Coupling and Antibody Recognition
JF  - Chemical biology & drug design
N2  - A straightforward synthesis strategy to multimerize a peptide mimotopes for antibody B13-DE1 recognition is described based on lysine dendrons as multivalent scaffolds. Lysine dendrons that possess N-terminal alkyne residues at the periphery were quantitative functionalized with azido peptides using click chemistry. The solid-phase peptide synthesis (SPPS) allows preparing the peptide dendron in high purity and establishing the possibility of automation. The presented peptide dendron is a promising candidate as multivalent ligand and was used for antibody B13-DE1 recognition. The binding affinity increases with higher dendron generation without loss of specificity. The analysis of biospecific interaction between the synthesized peptide dendron and the antibody was done via surface plasmon resonance (SPR) technique. The presented results show a promising tool for investigations of antigen-antibody reactions.
KW  - click chemistry
KW  - lysine dendron
KW  - peptide mimotopes
KW  - solid-phase peptide synthesis
KW  - surface plasmon resonance
Y1  - 2015
U6  - https://doi.org/10.1111/cbdd.12444
SN  - 1747-0277
SN  - 1747-0285
VL  - 85
IS  - 5
SP  - 565
EP  - 573
PB  - Wiley-Blackwell
CY  - Hoboken
ER  - 
TY  - JOUR
A1  - Schwarze, Thomas
A1  - Riemer, Janine
A1  - Eidner, Sascha
A1  - Holdt, Hans-Jürgen
T1  - A Highly K+-Selective Two-Photon Fluorescent Probe
JF  - Chemistry - a European journal
N2  - A highly K+-selective two-photon fluorescent probe for the in vitro monitoring of physiological K+ levels in the range of 1-100 mM is reported. The two-photon excited fluorescence (TPEF) probe shows a fluorescence enhancement (FE) by a factor of about three in the presence of 160 mM K+, independently of one-photon (OP, 430 nm) or two-photon (TP, 860 nm) excitation and comparable K+-induced FEs in the presence of competitive Na+ ions. The estimated dissociation constant (K-d) values in Na+-free solutions (K-d(OP)=(28 +/- 5) mM and K-d(TP)=(36 +/- 6) mM) and in combined K+/Na+ solutions (K-d(OP)=(38 +/- 8) mM and K-d(TP)=(46 +/- 25) mM) reflecting the high K+/Na+ selectivity of the fluorescent probe. The TP absorption cross-section (sigma(2PA)) of the TPEF probe+160 mMK(+) is 26 GM at 860 nm. Therefore, the TPEF probe is a suitable tool for the in vitro determination of K+.
KW  - click chemistry
KW  - fluorescence
KW  - fluorescent probes
KW  - potassium
KW  - two-photon
Y1  - 2015
U6  - https://doi.org/10.1002/chem.201501473
SN  - 0947-6539
SN  - 1521-3765
VL  - 21
IS  - 32
SP  - 11306
EP  - 11310
PB  - Wiley-VCH
CY  - Weinheim
ER  - 
TY  - JOUR
A1  - Wessig, Pablo
A1  - Budach, Dennis B.
A1  - Thünemann, Andreas F.
T1  - Dendrimers with Oligospiroketal (OSK) Building Blocks: Synthesis and Properties
JF  - Chemistry - a European journal
N2  - The development of novel dendrimers containing oligospiroketal (OSK) rods as building blocks is described. The linkage between the core unit (CU), branching units (BU), and OSK rods relies on the CuAAC reaction between terminal alkynes and azides. Two different strategies of dendrimer synthesis were investigated and it was found that the convergent approach is clearly superior to the divergent one. SAXS measurements and MD simulations indicate that the obtained dendrimer features a globular structure with very low density. Obviously, the OSK rods stabilize a rather loose mass-fractal structure.
KW  - click chemistry
KW  - dendrimers
KW  - molecular rods
KW  - oxygen heterocycles
KW  - SAXS
Y1  - 2015
U6  - https://doi.org/10.1002/chem.201501386
SN  - 0947-6539
SN  - 1521-3765
VL  - 21
IS  - 29
SP  - 10466
EP  - 10471
PB  - Wiley-VCH
CY  - Weinheim
ER  - 
TY  - JOUR
A1  - Wessig, Pablo
A1  - Merkel, Roswitha
A1  - Mueller, Peter
T1  - Articulated rods - a novel class of molecular rods based on oligospiroketals (OSK)
JF  - Beilstein journal of organic chemistry
N2  - We developed a new type of molecular rods consisting of two (or more) rigid units linked by a flexible joint. Consequently we called these constructs articulated rods (ARs). The syntheses of ARs were carried out by a flexible and modular approach providing access to a number of compounds with various functionalizations in terminal positions. First applications were presented with pyrene, cinnamoyl and anthracenyl labelled ARs.
KW  - articulated rods
KW  - click chemistry
KW  - molecular rods
KW  - oligospiroketals
KW  - pyrene excimer
Y1  - 2015
U6  - https://doi.org/10.3762/bjoc.11.11
SN  - 1860-5397
VL  - 11
SP  - 74
EP  - 84
PB  - Beilstein-Institut zur Förderung der Chemischen Wissenschaften
CY  - Frankfurt, Main
ER  -