Factors affecting the dissolution and degradation of oriental mustard-derived sinigrin and allyl isothiocyanate in aqueous media.
Sinigrin, the predominant glucosinolate in the oriental mustard Brassica juncea, is mainly degraded upon the enzymatic action of myrosinase under normal conditions to give allyl isothiocyanate (AITC) in an aqueous media. Because AITC is considered to be the principal nematicidal ingredient in B. juncea, its stability in aqueous media is an important issue in achieving efficient nematode control. Pure sinigrin and AITC were found to be relatively stable in buffered water in the pH range of 5.00-7.00 but less stable at pH 9.00. Both sinigrin and AITC were more stable in soil water (supernatant of a 1:1 water/air-dried soil mixture) than in buffered water at the same pH range of 5.00-9.00. Sinigrin dissolved from the mustard bran or ground seed into water very quickly and was degraded by codissolved myrosinase to AITC. The AITC that formed from the degradation of sinigrin was found to be more stable in the soil water than in the buffered water. Buffer capacity was considered to be one of the factors that contributed to the stabilization of AITC in the soil water, but other unknown factors from both bran or seed and soil may also have contributed to the stabilization.
Tsao
R
R
Southern Crop Protection and Food Research Centre, Agriculture and Agri-Food Canada, 4902 Victoria Avenue North, Box 6000, Vineland Station, Ontario L0R 2E0, Canada. caor@em.agr.ca
Yu
Q
Q
Friesen
I
I
Potter
J
J
Chiba
M
M
D005961:Glucosinolates / Q000737:chemistry*; D006868:Hydrolysis; D017879:Isothiocyanates / Q000737:chemistry*; D012995:Solubility; D012996:Solutions; D014867:Water / Q000737:chemistry
D005961:Glucosinolates; D017879:Isothiocyanates; D012996:Solutions; D014867:Water; C010330:sinigrin; C004471:allyl isothiocyanate