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Title: SYNTHESIS OF ACARBOSE TRANSFER BY BACILLUS STEAROTHERMOPHILUS MALTOGENIC AMYLASE WITH SIMMONDSIN

Author
item BAEK, JIN - SEOUL NATL UNIV
item KIM, HYE - SEOUL NATL UNIV
item YOO, SEUNG - SEOUL NATL UNIV
item CHEONG, TAE - SEOUL NATL UNIV
item KIM, MYO - SEOUL NATL UNIV
item LEE, SOO - KONKUK UNIV
item Abbott Dr, Thomas
item SONG, HYUN - SEOUL NATL UNIV
item RHYU, MEE - SEOUL NATL UNIV
item PARK, KWAN - SEOUL NATL UNIV

Submitted to: Industrial Crops and Products
Publication Type: Peer Reviewed Journal
Publication Acceptance Date: 5/12/2000
Publication Date: N/A
Citation: N/A

Interpretive Summary: Jojoba is a new crop in the U.S. which has a good market for its oil but no value for the rest of the seed after the oil is removed. A process to produce simmondsin, a natural hunger preventing ingredient in jojoba seed, was patented recently by ARS. Now, the natural hunger fighting agent was combined with a fake sugar that prevents digestion of starches to sugar. In this one molecule, mice that are genetically diabetic and obese had reduced food intake of 20% and reduced blood sugar of 40% or more compared to the same mice without the new molecule. The new molecule has the potential to treat obesity and hyperglycemia with one medicine while providing a valuable new product from jojoba seed meal.

Technical Abstract: Simmondsin, a material related to food intake inhibition from jojoba (Simmondsia chinensis), was transglycosylated by Bacillus stearothermophilus maltogenic amylase (BSMA) reaction with acarbose to synthesize an antiobese compound with hypoglycemic activity. Ten percent each of acarbose and simmondsin were mixed and incubated with BSMA at 55 C. Glycosylation products of simmondsin were observed by TLC and HPIC. The major transfer product was purified by using Biogel P-2 column. The structure was determined by MALDI-TOF/MS and 13c-NMR. The major transglycosylation product was pseudotrisaccharide (PTS)-simmondsin, in which PTS was attached by an a-(1-6) glycosidic linkage to simmondsin. The administration of transglycosylated simmondsin with acarbose (200 mg/kg/day for 6 days) significantly reduced the food intake by 74%, comparable to 62% simmondsin vs. control in ob/ob mice. The transfer product (10 mg/kg) significantly suppressed the postprandial blood glucose response to starch (2g/kg) by 68%, comparable to 60% of acarbose in Zucker fa/fa rats. The results indicated that the transfer products would be effective agents in lowering both food intake and blood glucose.