Hidrazino-derivat glutaminske kiseline za derivatizaciju karbonilnih spojeva

doctoral thesis

• Title (english): Glutamic acid-derived hydrazine reagent for derivatization of carbonyl compounds
• Author: Lidija Brkljačić
• Mentor: Ivanka Jerić (mentor)
• Committee member: Predrag Novak (predsjednik povjerenstva)
• Committee member: Nives Galić (član povjerenstva)
• Committee member: Ivanka Jerić (član povjerenstva)
• Granter: University of Zagreb; Faculty of Science; (Department of Chemistry); Zagreb
• Defense date and country: 2018-09-26, Croatia
• Scientific / art field, discipline and subdiscipline: NATURAL SCIENCES; Chemistry
• Universal decimal classification (UDC): 54 - Chemistry. Crystallography. Mineralogy

Abstract

U okviru provedenih istraživanja osmišljen je i pripravljen novi reagens za derivatizaciju karbonilnih spojeva, hidrazino-derivat glutaminske kiseline, koji je upotrebljen za određivanje karbonilnih spojeva LC-MS/MS metodom. Istraživanje je obuhvatilo i njegovu karakterizaciju spektroskopskim i spektrometrijskim metodama. Reakcijom hidrazino-derivata glutaminske kiseline i odabranih karbonilnih spojeva dobiveni su Glu-hidrazoni, koji su prema potrebi reducirani u Glu-hidrazide. Nastali produkti su izolirani te okarakterizirani spektroskopskim i spektrometrijskim metodama.
U doktorskom radu istražene su fragmentacijske reakcije nastalih hidrazona i hidrazida u MS/MS eksperimentima kako bi se identificirali specifični ioni produkti koji su upotrijebljeni za razvoj LC-MS/MS metode. Istraženi su i optimirani reakcijski uvjeti koji su osigurali kvantitativnost derivatizacijske reakcije.
Za usporedbu, sintetizirani su i okarakterizirani produkti odabranih karbonilnih spojeva s najčešće korištenim reagensom za derivatizaciju karbonilnih spojeva, 2,4 dinitrofenilhidrazinom.

Abstract (english)

The scope of the study included the design and preparation of a glutamic acid-related hydrazine reagent as new reagent for the derivatization of carbonyl compounds for LC-MS/MS analysis and its characterization by spectroscopic and spectrometric methods. Reaction of the glutamic acid-related hydrazine reagent and the selected carbonyls resulted in the corresponding Glu-hydrazones which were optionally reduced to Glu-hydrazides. The formed products were isolated and characterized by spectroscopic and spectrometric methods.
Fragmentation patterns of prepared hydrazones and hydrazides in MS/MS experiments were also investigated for the identification of “marker ions”, used for the development of LC-MS/MS method. The optimization of reaction conditions was performed to provide a quantitative derivatization.
For comparison purposes, products of selected carbonyls with the most exploited derivatization reagent 2,4-dinitrophenylhydrazine, were also synthesized and characterized.

• Keywords: derivatizacija karbonilnih spojeva; glutaminska kiselina; hidrazoni; hidrazidi; spektrometrija masa
• Keywords (english): derivatization of carbonyl compounds; glutamic acid; hydrazones; hydrazides; mass spectrometry
• Language: croatian
• URN:NBN: urn:nbn:hr:217:659583
• Study programme: Title: Doctoral study in chemistry; Study programme type: university; Study level: postgraduate; Academic / professional title: doktor/doktorica znanosti, područje prirodnih znanosti, polje kemija (doktor/doktorica znanosti, područje prirodnih znanosti, polje kemija)
• Type of resource: Text
• Extent: 108 str. ; 30 cm
• File origin: Born digital
• Access conditions: Open access
• Created on: 2018-11-27 13:34:49