Open AccessIDENTIFICATION AND SEQUENCING BY NMR SPECTROSCOPY OF THE CARBOHYDRATE MOIETY IN A SAPONIN FROM Barringtonia asiatica
Author(s) -
Rymond J. Rumampuk
Publication year - 2010
Publication title -
indonesian journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.273
H-Index - 14
eISSN - 2460-1578
pISSN - 1411-9420
DOI - 10.22146/ijc.21936
Subject(s) - chemistry , heteronuclear molecule , trisaccharide , two dimensional nuclear magnetic resonance spectroscopy , glycosidic bond , anomer , stereochemistry , nuclear magnetic resonance spectroscopy , carbon 13 nmr , saponin , homonuclear molecule , molecule , organic chemistry , medicine , alternative medicine , pathology , enzyme
A trisaccharide chain in a saponin from the seeds of Barringtonia asiatica has been identified and sequenced as {[b-D-galactopyranosyl(1®3)- b-D-glucopyranosyl(1®2)]-b-D-glucuronopyranosyloxy} using a combination of homonuclear and heteronuclear correlation NMR spectroscopy. The 1H and 13C NMR signals of the sugar residues can be determined and distinguished from one other by use of the HMQC-TOCSY technique. Anomeric configurations were unambiguously assigned from the vicinal coupling constants 3JH-1,H-2 of the anomeric protons. Inter-glycosidic linkage assignments were elucidated using HMBC. Keyword: Barringtonia asiatica, carbohydrate, saponin, NMR