N. Gourlaouen et al., SYNTHESIS OF PROTEIN CONJUGATES OF 2-CARBOXY-L-ARABINITOL 5-PHOSPHATEAND 2-CARBOXY-L-RIBITOL 5-PHOSPHATE, Journal of carbohydrate chemistry, 17(8), 1998, pp. 1219-1238
The synthesis of 5-O-[5-(pentanoic acid)]-phosphono-L-erythro-pent-2-u
lose 2 was successfully achieved by coupling benzyl 5-hydroxypentanoat
e 9b and 1-O-benzyl-L-erythro-pent-2-ulose ethane-1,2-diyl dithioaceta
l 13 with the enediol pyrophosphate 18. Compound 2 was coupled to carr
ier proteins, porcine thyroglobuline and bovine serum albumin and the
conjugates were treated with KCN to give conjugates of the hapten 1, d
esigned to raise catalytic antibodies.