TY - JOUR T1 - Determination of the configuration of 3,6-anhydrogalactose and cyclizable alpha-galactose 6-sulfate units in red seaweed galactans. AU - Navarro,Diego A, AU - Stortz,Carlos A, PY - 2003/9/25/pubmed PY - 2004/7/3/medline PY - 2003/9/25/entrez SP - 2111 EP - 8 JF - Carbohydrate research JO - Carbohydr Res VL - 338 IS - 20 N2 - A combination of two reported procedures was used in order to determine the configuration of the 3,6-anhydrogalactose present in red seaweed polysaccharides. A mild hydrolysis (to cleave only 3,6-anhydrogalactosyl linkages) was followed by a reductive amination with a chiral amine. Then, the total hydrolysis proceeded, followed by a new step of reductive amination. In this way, using (S)-alpha-methylbenzylamine as the chiral amine, it was possible to separate and quantitate both enantiomers of 3,6-AnGal and its 2-O-methyl ether as their diastereomeric acetylated aminoalditols. On the other hand, using (S)-1-amino-2-propanol, even though the derivatives of both enantiomers of 3,6-AnGal are not separated, the mixture can be safely quantitated with respect to galactose. Furthermore, a one-pot technique was developed to carry out an alkaline treatment of the polysaccharides, followed by the double hydrolysis-reductive amination procedure, which is useful to determine the proportions of both enantiomers of 6-sulfated 4-linked galactose units in the native polysaccharides. The unexpected presence of small amounts of units of this type belonging to the D-series in a porphyran sample is revealed by this novel procedure. SN - 0008-6215 UR - https://www.unboundmedicine.com/medline/citation/14505879/Determination_of_the_configuration_of_36_anhydrogalactose_and_cyclizable_alpha_galactose_6_sulfate_units_in_red_seaweed_galactans_ DB - PRIME DP - Unbound Medicine ER -