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Pregled bibliografske jedinice broj: 938528

The transformation from 2°‐amine to 3°‐amine of cyclam ring alters the fragmentation patterns of 1‐tosylcytosine‐cyclam conjugates


Kobetić, Renata; Ključarić, Valentina; Saftić, Dijana; Matić, Josipa; Ban, Željka; Kazazić, Snježana; Žinić, Biserka
The transformation from 2°‐amine to 3°‐amine of cyclam ring alters the fragmentation patterns of 1‐tosylcytosine‐cyclam conjugates // Journal of mass spectrometry, 53 (2018), 655-664 doi:10.1002/jms.4197 (međunarodna recenzija, članak, znanstveni)


CROSBI ID: 938528 Za ispravke kontaktirajte CROSBI podršku putem web obrasca

Naslov
The transformation from 2°‐amine to 3°‐amine of cyclam ring alters the fragmentation patterns of 1‐tosylcytosine‐cyclam conjugates

Autori
Kobetić, Renata ; Ključarić, Valentina ; Saftić, Dijana ; Matić, Josipa ; Ban, Željka ; Kazazić, Snježana ; Žinić, Biserka

Izvornik
Journal of mass spectrometry (1076-5174) 53 (2018); 655-664

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
Cu2+ and Zn2+ complexes, cyclam conjugate, ESI‐MS, fragmentation reactions, N‐1‐ tosylcytosine ring stability

Sažetak
The novel N‐1‐sulfonylcytosine‐cyclam conjugates 1 and 2 conjugates are ionized by electrospray ionization mass spectrometry (ESI MS) in positive and negative modes (ES+ and ES−) as singly protonated/deprotonated species or as singly or doubly charged metal complexes. Their structure and fragmentation behavior is examined by collision induced experiments. It was observed that the structure of the conjugate dictated the mode of the ionization: 1 was analyzed in ES− mode while 2 in positive mode. Complexation with metal ions did not have the influence on the ionization mode. Zn2+ and Cu2+ complexes with ligand 1 followed the similar fragmentation pattern in negative ionization mode. The transformation from 2°‐amine to 1 to 3°‐amine of cyclam ring in 2 leads to the different fragmentation patterns due to the modification of the protonation priority which changed the fragmentation channels within the conjugate itself. Cu2+ ions formed complexes practically immediately, and the priority had the cyclam portion of the ligand 2. The structure of the formed Zn2+ complexes with ligand 2 depended on the number of 3° amines within the cyclam portion of the conjugate and the ratio of the metal:ligand used. The cleavage of the cyclam ring of metal complexes is driven by the formation of the fragment that suited the coordinating demand of the metal ions and the collision energy applied. Finally, it was shown that the structure of the cyclam conjugate dictates the fragmentation reactions and not the metal ions.

Izvorni jezik
Engleski

Znanstvena područja
Kemija



POVEZANOST RADA


Projekti:
HRZZ-IP-2013-11-1477 - Višenamjensko očitavanje DNA/RNA sekundarne strukture molekularnim kemijskim senzorima (DNA/RNA-MolSense) (Piantanida, Ivo, HRZZ - 2013-11) ( POIROT)

Ustanove:
Institut "Ruđer Bošković", Zagreb

Citiraj ovu publikaciju

Kobetić, Renata; Ključarić, Valentina; Saftić, Dijana; Matić, Josipa; Ban, Željka; Kazazić, Snježana; Žinić, Biserka
The transformation from 2°‐amine to 3°‐amine of cyclam ring alters the fragmentation patterns of 1‐tosylcytosine‐cyclam conjugates // Journal of mass spectrometry, 53 (2018), 655-664 doi:10.1002/jms.4197 (međunarodna recenzija, članak, znanstveni)
Kobetić, R., Ključarić, V., Saftić, D., Matić, J., Ban, Ž., Kazazić, S. & Žinić, B. (2018) The transformation from 2°‐amine to 3°‐amine of cyclam ring alters the fragmentation patterns of 1‐tosylcytosine‐cyclam conjugates. Journal of mass spectrometry, 53, 655-664 doi:10.1002/jms.4197.
@article{article, year = {2018}, pages = {655-664}, DOI = {10.1002/jms.4197}, keywords = {Cu2+ and Zn2+ complexes, cyclam conjugate, ESI‐MS, fragmentation reactions, N‐1‐ tosylcytosine ring stability}, journal = {Journal of mass spectrometry}, doi = {10.1002/jms.4197}, volume = {53}, issn = {1076-5174}, title = {The transformation from 2°‐amine to 3°‐amine of cyclam ring alters the fragmentation patterns of 1‐tosylcytosine‐cyclam conjugates}, keyword = {Cu2+ and Zn2+ complexes, cyclam conjugate, ESI‐MS, fragmentation reactions, N‐1‐ tosylcytosine ring stability} }
@article{article, year = {2018}, pages = {655-664}, DOI = {10.1002/jms.4197}, keywords = {Cu2+ and Zn2+ complexes, cyclam conjugate, ESI‐MS, fragmentation reactions, N‐1‐ tosylcytosine ring stability}, journal = {Journal of mass spectrometry}, doi = {10.1002/jms.4197}, volume = {53}, issn = {1076-5174}, title = {The transformation from 2°‐amine to 3°‐amine of cyclam ring alters the fragmentation patterns of 1‐tosylcytosine‐cyclam conjugates}, keyword = {Cu2+ and Zn2+ complexes, cyclam conjugate, ESI‐MS, fragmentation reactions, N‐1‐ tosylcytosine ring stability} }

Časopis indeksira:


  • Current Contents Connect (CCC)
  • Web of Science Core Collection (WoSCC)
    • Science Citation Index Expanded (SCI-EXP)
    • SCI-EXP, SSCI i/ili A&HCI
  • Scopus
  • MEDLINE


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