Volume 14

January-March 2022​

NMR and mass characterization of crisose - A novel tetrasaccharide from goat milk​

Pushpraj Singh

Abstract:
Milk is a gift of nature to mankind that is necessary for the nutrition, growth, and development of newborn infants. Besides the other regular constituents it has oligosaccharides in it which are indigestible by the infant yet are consumed by the microbial populations in the developing intestine. These oligosaccharides are believed to facilitate enrichment of a healthy infant gastrointestinal micro biota, often associated with bifidobacteria. Goat milk is a rich source of oligosaccharides that have enormous biological activities such as anti-bacterial, immunological, anti-inflammatory, hypoallergenic, and therapeutic properties. It is used against tuberculosis in folk medicine and helps in the enhancement of platelet count during dengue fever. Goat milk oligosaccharides have anti-inflammatory properties and are involved in the repairing process after a dextran sodium sulphate-induced colitis. Keeping in mind the biological importance of goat milk and the role of oligosaccharides, in the present studies, goat milk was analyzed for its oligosaccharide content which led to the isolation of a novel tetrasaccharide, Crisose, C28H48O21N2. The structure of the isolated oligosaccharide was elucidated by chemical transformation, chemical degradation, 1H, 13C, 2D-NMR (COSY, TOCSY, HMBC and HSQC) and mass spectrometry as under. The geometry of compound Crisose was optimized by B3LYP method and 6-31 G ‎‎(d,p) basis set.‎

Keywords: Carbohydrates, Oligosaccharides, Tetrasaccharide, Goat Milk, NMR, Crisos.