PMID- 25506191
OWN - NLM
STAT- PubMed-not-MEDLINE
LR  - 20200930
IS  - 1061-0278 (Print)
IS  - 1026-7816 (Linking)
VI  - 27
IP  - 1-2
DP  - 2015 Jan 1
TI  - Enantiopure Cryptophane-(129)Xe Nuclear Magnetic Resonance Biosensors Targeting 
      Carbonic Anhydrase.
PG  - 65-71
AB  - The (+) and (-) enantiomers for a cryptophane-7-bond-linker-benzenesulfonamide 
      biosensor (C7B) were synthesized and their chirality confirmed by electronic 
      circular dichroism (ECD) spectroscopy. Biosensor binding to carbonic anhydrase II 
      (CAII) was characterized for both enantiomers by hyperpolarized (hp) (129)Xe NMR 
      spectroscopy. Our previous study of the racemic (+/-) C7B biosensor-CAII complex 
      [Chambers, et al., J. Am. Chem. Soc. 2009, 131, 563-569], identified two "bound" 
      (129)Xe@C7B peaks by hp (129)Xe NMR (at 71 and 67 ppm, relative to "free" 
      biosensor at 64 ppm), which led to the initial hypothesis that (+) and (-) 
      enantiomers produce diastereomeric peaks when coordinated to Zn(2+) at the chiral 
      CAII active site. Unexpectedly, the single enantiomers complexed with CAII also 
      identified two "bound" (129)Xe@C7B peaks: (+) 72, 68 ppm and (-) 68, 67 ppm. 
      These results are consistent with X-ray crystallographic evidence for 
      benzenesulfonamide inhibitors occupying a second site near the CAII surface. As 
      illustrated by our studies of this model protein-ligand interaction, hp (129)Xe 
      NMR spectroscopy can be useful for identifying supramolecular assemblies in 
      solution.
FAU - Taratula, Olena
AU  - Taratula O
AD  - Department of Chemistry, University of Pennsylvania, 231 South 34 St., 
      Philadelphia, PA 19104.
FAU - Bai, Yubin
AU  - Bai Y
AD  - Department of Chemistry, University of Pennsylvania, 231 South 34 St., 
      Philadelphia, PA 19104.
FAU - D'Antonio, Edward L
AU  - D'Antonio EL
AD  - Department of Chemistry, University of Pennsylvania, 231 South 34 St., 
      Philadelphia, PA 19104.
FAU - Dmochowski, Ivan J
AU  - Dmochowski IJ
AD  - Department of Chemistry, University of Pennsylvania, 231 South 34 St., 
      Philadelphia, PA 19104.
LA  - eng
GR  - R01 GM097478/GM/NIGMS NIH HHS/United States
PT  - Journal Article
PL  - England
TA  - Supramol Chem
JT  - Supramolecular chemistry
JID - 9886626
PMC - PMC4260966
MID - NIHMS583944
OTO - NOTNLM
OT  - 129Xe NMR spectroscopy
OT  - hyperpolarization
OT  - xenon biosensing
EDAT- 2014/12/17 06:00
MHDA- 2014/12/17 06:01
PMCR- 2016/01/01
CRDT- 2014/12/16 06:00
PHST- 2014/12/16 06:00 [entrez]
PHST- 2014/12/17 06:00 [pubmed]
PHST- 2014/12/17 06:01 [medline]
PHST- 2016/01/01 00:00 [pmc-release]
AID - 10.1080/10610278.2014.906601 [doi]
PST - ppublish
SO  - Supramol Chem. 2015 Jan 1;27(1-2):65-71. doi: 10.1080/10610278.2014.906601.