TC and H NMR studies of PQQ and selected derivatives. [Pyrroloquinoline quinone]
The ortho-quinone structure of pyrroloquinoline quinone (PQQ) is famous for its reactivity with nucleophilic species of carbon, nitrogen, and oxygen(Duine et. al. 1987). In fact, the crystal structure of PQQ was solved in the form of the C-5 acetone adduct(Salisbury et. al 1979). The propensity of the ortho-quinone to accept nucleophiles is the chemical basis of the function of PQQ at enzyme active sites. The present study focuses on the NMR of PQQ and various derivatives formed with oxygen and nitrogen nucleophiles. Our goals are to assign the H, TC, and VN NMR spectra and to rigorously confirm the structures of the adducts. Once the NMR data of the relevant adducts are well defined, we will use TC and VN labeled substrates to probe the active sites of PQQ containing enzymes. 7 refs., 2 figs., 1 tab.
- Research Organization:
- Los Alamos National Laboratory (LANL), Los Alamos, NM (United States)
- DOE Contract Number:
- W-7405-ENG-36
- OSTI ID:
- 6521804
- Report Number(s):
- LA-UR-88-3539; CONF-8809195-1; ON: DE89003616
- Resource Relation:
- Conference: 1. international symposium on PQQ and quinoproteins, Delft, Netherlands, 5 Sep 1988; Other Information: Portions of this document are illegible in microfiche products
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
36 MATERIALS SCIENCE
59 BASIC BIOLOGICAL SCIENCES
QUINONES
STRUCTURAL CHEMICAL ANALYSIS
CARBON 13
CHEMICAL REACTION YIELD
CHEMICAL REACTIONS
CHEMICAL SHIFT
CRYSTAL STRUCTURE
DERIVATIZATION
ENZYMES
HYDROGEN 1
NMR SPECTRA
NUCLEAR MAGNETIC RESONANCE
AROMATICS
CARBON ISOTOPES
EVEN-ODD NUCLEI
HYDROGEN ISOTOPES
ISOTOPES
LIGHT NUCLEI
MAGNETIC RESONANCE
NUCLEI
ODD-EVEN NUCLEI
ORGANIC COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
RESONANCE
SPECTRA
STABLE ISOTOPES
YIELDS
400700* - Radiochemistry & Nuclear Chemistry
360602 - Other Materials- Structure & Phase Studies
550700 - Microbiology