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IARC MONOGRAPHS ON THE EVALUATION OF CARCINOGENIC ...

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Aflatoxin G 2<br />

Chem. Abstr. Services Reg. No.: 7241-98-7<br />

Chem. Abstr. Name: (7aR,10aS)-3,4,7a,9,10,10a-Hexahydro-5-methoxy-1H,12Hfuro[3′,2′:4,5]furo[2,3-h]pyrano[3,4-c][l]benzopyran-1,12-dione<br />

(9CI)<br />

Synonyms: Dihydroaflatoxin G 1; 3,4,7aα,9,10,10aα-hexahydro-5-methoxy-1H,12Hfuro[3′,2′:4,5]furo[2,3-h]pyrano[3,4-c][l]benzopyran-1,12-dione;<br />

(7aR-cis)-3,4,7a,9,<br />

10,10a-hexahydro-5-methoxy-1H,12H-furo[3′,2′:4,5]-furo[2,3-h]pyrano[3,4-c][l]benzopyran-1,12-dione<br />

Aflatoxin M 1<br />

Chem. Abstr. Services Reg. No.: 6795-23-9<br />

Chem. Abstr. Name: (6aR,9aR)-2,3,6a,9a-Tetrahydro-9a-hydroxy-4-methoxycyclopenta[c]furo[3′,2′:4,5]furo[2,3-h][l]benzopyran-1,11-dione<br />

(9CI)<br />

Synonym: 4-Hydroxyaflatoxin B 1; (6aR-cis)-2,3,6a,9a-tetrahydro-9a-hydroxy-4methoxycyclopenta[c]furo[3′,2′:4,5]furo[2,3-h][l]benzopyran-1,11-dione<br />

1.1.2 Chemical and physical properties of aflatoxins (from Castegnaro et al.,<br />

1980, 1991; O’Neil et al., 2001, unless otherwise stated)<br />

(a) Description: Colourless to pale-yellow crystals. Intensely fluorescent in<br />

ultraviolet light, emitting blue (aflatoxins B 1 and B 2) or green (aflatoxin G 1) and<br />

green–blue (aflatoxin G 2) fluorescence, from which the designations B and G<br />

were derived, or blue–violet fluorescence (aflatoxin M 1)<br />

(b) Melting-points: see Table 1.<br />

(c) Absorption spectroscopy: see Table 1.<br />

(d) Solubility: Very slightly soluble in water (10–30 μg/mL); insoluble in non-polar<br />

solvents; freely soluble in moderately polar organic solvents (e.g., chloroform<br />

and methanol) and especially in dimethyl sulfoxide (Cole & Cox, 1981)<br />

(e) Stability: Unstable to ultraviolet light in the presence of oxygen, to extremes of<br />

pH (< 3, > 10) and to oxidizing agents<br />

(f) Reactivity: The lactone ring is susceptible to alkaline hydrolysis. Aflatoxins are<br />

also degraded by reaction with ammonia or sodium hypochlorite.<br />

1.1.3 Analysis<br />

AFLATOXINS 173<br />

Methods for determining aflatoxins in agricultural commodities and food products<br />

have been verified by AOAC International (<strong>IARC</strong>, 1993; AOAC International, 2000;<br />

Stroka et al., 2001) and by various international committees (ISO, 1998; EN, 1999a,b;<br />

ISO, 2001), as shown in Table 2. The methods have greatly improved in recent years<br />

with the commercial availability of multifunctional columns and immunoaffinity

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