Technical Abstract: Novel multi-hydroxylated primary fatty amides produced by direct amidation of 7,10-dihydroxy-8(E)-octadecenoic acid (DOD) and 7,10,12-trihydroxy-8(E)-octadecenoic acid (TOD) were characterized by GC-MS and NMR. The amidation reactions were catalyzed by immobilized Pseudozyma (Candida) antarctica lipase B (Novozym 435) in organic solvent with ammonium carbamate. The mass spectra of the products exhibited characteristic primary amide peaks at m/z 59 and m/z 72 that differed in peak intensities. The mass spectrum of the amidation product of DOD exhibited a base peak at m/z 72 and the m/z 59 peak, while present, was less prominent. In the spectrum of the TOD product, prominent m/z 59 and m/z 72 peaks were present, but the base peak was at m/z 75. Other peaks present in both spectra were consistent with cleavage next to the hydroxyl groups. The mass spectrum, together with proton and 13C NMR data, suggest that the products of lipase-catalyzed direct amidation of 7,10-dihydroxy-8(E)-octadecenoic acid and 7,10,12-trihydroxy-8(E)-octadecenoic acid are, 7,10-dihydroxy-8(E)-octadecenamide and 7,10,12-trihydroxy-8(E)-octadecamide acid, respectively. Amidation of multihydroxylated fatty acids has increased the melting point, but reduced the surface active property of the resulting primary amides.