Phosphatidyl Inositol 2 to 3. A 4-mL aqueous suspension was prepared consisting of deoxycholate (12 mg, 0.03 mmol), bovine s e m albumin (18 mg), CaSOl (5 mM), and pH 6.5 borate buffer (100 mM). This suspension was added with sonication and stirring to a dried sample of soybean phosphatidyl inositol 2 (40 mg, .049mmol). Rhizopus arrhizus lipase (one million units, Sigma) was then added, and the reaction was stirred at room temperature. After 2 h the reaction was quenched by the addition of 4 mL of 50% MeOH. The resulting solution was loaded onto an open RPC-18 column (5 mL of Baker octadecyl, 40 micron) and eluted with a stepwise MeOH/water gradient. The desired crude 3 (25 mg) eluted in the 70-75% MeOH fractions.3 to Lysofungin 1. Crude 3 was dissolved in 2.5 mL of 50 mM TAPS buffer (pH 8.5) with stirring at room temperature. The reaction w a~ monitored by HPLC (Dupont Zorbax 25cm column, UV absorbance at 205 nm, 67% 10 mM potassium phosphate (pH 6.5) 33% acetonitrile, 1 mL/min, retention times 11.2 min for 3 and 14.2 min for 1). After 18 h the reaction was applied to an open RPC-18 column (5 mL of Baker Octadecyl, 40 pm) and eluted with a MeOH/ water gradient. The desired 1 (15 mg) eluted with 80% MeOH and upon lyophilization from water was obtained aa a white solid. 'H-NMR (CD30D): 0.92 (t, J = 6 Hz, 3 H), 1.28-1.42 (m, 14 H), 1.56-1.68 (m, 2 H), 2.07 (dd, J = 7 and 6 Hz, 4 H), 2.45 (t, J = 8 Hz, 2 H), 2.78 (t, J = 6 Hz, 2 H), 3.20 (t, J = 9 Hz, 2 H), 3.38 (dd, J = 3 and 8 Hz, 1 H), 3.63 (t, J = 10 Hz, 1 H), 3.77 (t, J = 9 Hz, 1 H), 3.92 (ddd, J = 3, 7, and 10 Hz, 1 H), 3.98 (dd, J = 2 and 7 Hz, 2 H), 4.06-4.12 (m, 1 H), 4.15 (dd, J = 4 and 8 Hz, 1 H), 4.21 (t, J = 3 Hz, 1 H), 5.3-5.4 (m, 4 H). FAB-MS (negative ion) indicated a MW of 596 (observed (M -H) at m / z 595).Fungicidal Biology. Saccharomyces cereuisiae MY1117, a presumed wild-type, diploid strain of unknown genotype was obtained from the Merck culture collection and maintained on YEPD (1% yeast extract, 2% peptone, 2% glucose, and 1.5% agar) slants at 40 "C. To determine the effects of lysofungin on cell viability, cultures in early stationary phase were diluted to approximately 1 X lo5 cells/mL in sterile saline, aliquoted into tubes containing the appropriate drug, and incubated at 30 OC. Samples were removed periodically, diluted in sterile saline, and plated on SDA (Sabouraud's Dextrose Agar, Difco). Colonies were enumerated after 36-48 h of incubation at 30 OC. The limit of detection of the assay waa 20 CFU/mL. The rapidly growing field of catalytic antibodies has become an effective approach to catalyst design.' Since the active site of a catalytic antibody is induced by the designed hapten, the substrate specificity and stereoselectivity of antibody catalysis are therefore expected to be (19) Tohda, Y.; Sonogashira, K.; Hagihara, N. Synthesis 1977, 777. 0022-3263/92/ 1957-4756$03.00/0 (1) Lemer, R.P.; Benkovic, S. J.; Schultz, P. G. Science 1991,252,659 and references cited therein.