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Unique Aggregation of Sterigmatocystin in Water Yields Strong and Specific Circular Dichroism Response Allowing Highly Sensitive and Selective Monitoring of Bio-Relevant Interactions

Jakšić, Daniela; Šegvić Klarić, Maja; Crnolatac, Ivo; Šijaković Vujičić, Nataša; Smrečki, Vilko; Górecki, Marcin; Pescitelli, Gennaro; Piantanida, Ivo (2019) Unique Aggregation of Sterigmatocystin in Water Yields Strong and Specific Circular Dichroism Response Allowing Highly Sensitive and Selective Monitoring of Bio-Relevant Interactions. Marine Drugs, 17 (11). ISSN 1660-3397

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Abstract

We demonstrated the hitherto unknown property of the mycotoxin sterigmatocystin(STC) to provide homogeneous solutions in aqueous medium by forming a unique aggregate type(not formed by analogous aflatoxins), characterized by exceptionally strong circular dichroism(CD) bands in the 300–400 nm range. Results showed that these CD bands do not originate from intrinsic STC chirality but are a specific property of a peculiar aggregation process similar to psi-DNA CD response. Transmission electron microscopy (TEM) experiments revealed a fine fiber network resembling a supramolecular gel structure with helical fibers. Thermodynamic studies of aggregates by di erential scanning calorimetry (DSC) revealed high reversibility of the dominant aggregation process. We demonstrated that the novel STC psi-CD band at 345 nm could be applied at biorelevant conditions (100 nanomolar concentration) and even in marine-salt content conditions for specific and quantitative monitoring of STC. Also, we showed that STC strongly non-covalently interacts with ds-DNA with likely toxic effects, thus contrary to the previous belief requiring prior enzyme epoxidation.

Item Type: Article
Uncontrolled Keywords: toxins ; Aspergilli ; sterigmatocystin monitoring in water ; chiral aggregation ; non-covalent DNA binding
Subjects: NATURAL SCIENCES > Chemistry
Divisions: Division of Organic Chemistry and Biochemistry
NMR Center
Projects:
Project titleProject leaderProject codeProject type
Višenamjensko očitavanje DNA / RNA sekundarne strukture molekularnim kemijskim senzorima-DNA/RNA-MolSenseIvo PiantanidaIP-2013-11-1477HRZZ
UNSPECIFIEDUNSPECIFIEDHAMAG-BICRO PoC6_11_71UNSPECIFIED
Depositing User: Sofija Konjević
Date Deposited: 06 Dec 2019 15:22
Last Modified: 06 Dec 2019 15:22
URI: http://fulir.irb.hr/id/eprint/5236
DOI: 10.3390/md17110629

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