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Chemical Analysis and Synthesis

Team

Ute Hofmann, PhD, chemist, head
Thomas Mürdter, PhD, chemst, deputy head
Georg Heinkele, chemical engineer
Claudia Eser, laboratory technician
Robert Karandi, laboratory technician
Frank Schönberger, laboratory technician
Sonja Seefried, laboratory technician, safety inspector
Monika Seiler, laboratory technician


Functions
Main focus of the department is quantitative, mass spectrometric analysis. Analytical methods for quantification have been developed for more than 100 different drugs and metabolites, being used primarily for pharmacokinetic studies and for in vitro investigations of enzyme kinetics and drug transport.

As part of a metabolomics project in the HepatoSys competence network (a funding initiative of the German Federal Ministry of Education and Research on systems biology of hepatocytes) intracellular and extracellular concentrations of endogenous metabolites in hepatocytes are determined. Liver-specific intermediates of glucose metabolism (glycolysis, gluconeogenesis, TCA cycle, pentose phosphate pathway), lipid metabolism (ketone bodies, bile acids, intermediates in cholesterol synthesis) and amino acid metabolism are quantitatively determined.

The main task of the synthesis section is the chemical synthesis of otherwise not available substances (mostly drugs and their metabolites and stable isotope-labeled compounds). These substances are needed in virtually every area: In the analysis as reference substances and internal standards, for conducting in vitro studies on metabolism and transport of drugs and stable isotope-labeled drugs for clinical trials.

Equipment

Mass spectrometers
• GC-MS (GC-MSD 5975C inert XL, Agilent)
• LC-MS (LC-MSD, Agilent)
• LC-MS-MS (Triple Quadrupol G6460A, Agilent)
• LC-MS-MS (HCT plus, Bruker)
• MALDI-TOF-(TOF)-MS (Ultraflex, Bruker)

HPLC-systems
• Gradient HPLC (Agilent 1200 with UV-dode array and fluorescence dtection)
• Several isocratic HPLCs with UV or fluorescence detection

Devices for sample preparation
Established quantitative methods...
Established quantitative methods for endogenous metabolites, mainly for cells and tissue samples

Glycolytic metabolites glucose, pyruvate, lactate, glucose 6-P, glucose 1-P, fructose 6-P, fructose 1,6-P2, 3-phosphoglycerate, phosphoenolpyruvate
Pentose phosphate pathway 6-phosphogluconate, ribulose 5-P, ribose 5-P
TCA cycle malate, fumarate, citrate, isocitrate, aconitate, 2-oxoglutarate
Amino acids and urea 20 proteinogenic amino acids, urea
Co-metabolites for detoxification UDP-glucuronic acid
Cholesterol biosynthesis and metabolites mevalonate, desmosterol, lathosterol, cholesterol, 4β-hydroxycholesterol
Bile acids glycocholate, taurocholate, glycochenodeoxycholate
Nucleotides (energy charge) ATP, ADP, AMP
Nucleosides deoxycytidine, methyldeoxycytidine
Nucleobases uracil, thymine and metabolites
Lipids about 25 individual triglycerides, present in liver
phosphatidylcholines, sphingomyelins
fatty acids
phosphatidylethanolamines (semiquantitative)
phosphatidylglycerols (semiquantitative)
phosphatidylserines (semiquantitative)
Established quantitative methods for drugs and drug metabolites (plasma, urine, cells, tissue, in vitro experiments)

Drug Metabolites
5-ASA Acetyl-5-ASA
5-fluorouracil  
amodiaquine desethyl amodiaquine
antipyrin all major metabolites
budesonide  
bupropion hydroxybupropion
caffeine paraxanthine
clomiphene 8 metabolites
cyclophosphamide
dextromethorphan dextrorphan, hydroxymorphinan, methoxymorphinan, glucuronides
digoxin
fexofenadine
ifosfamide
lansoprazole
MAP kinase inhibitors
mephenytoin nirvanol, 4-hydroxymephenytoin metformin
metoprolol α-hydroxymetoprolol
midazolam 1'-hydroxymidazolam, 4-hydroxymidazolam
nabumetone 5 metabolites
omeprazole 5-hydroxyomeprazole, omeprazole sulfone
opiates codeine, morphine, dihydrocodeine and desmethyl and glucuronide metabolites
phenacetine acetaminophen
piritramide
pridinol hydroxylated metabolites
propafenone 5-hydroxypropafenone, propafenone glucuronide, N-desalkylpropafenone
statins atorvastatin, lovastatin, simvastatin, pravastatin, rosuvastatin and metabolites
tamoxifen 30 metabolites
thiopurine drugs 6-thioguanine in plasma, all nucleotide metabolites in RBC
tolbutamide hydroxytolbutamide
tyrosine kinase inhibitors
verapamil all major metabolites