- Structurally Simple Benzyl-Type Photolabile Protecting Groups for Direct Release of Alcohols and Carboxylic Acids
-
Structurally simple benzyl-type photolabile protecting groups (PPGs) have been developed to release alcohols and carboxylic acids. Release of two substrates from one PPG chromophore has also been accomplished. (Chemical Equation Presented).
- Wang, Pengfei,Lu, Wenya,Devalankar, Dattatray A.,Ding, Zhenying
-
p. 2114 - 2117
(2015/05/13)
-
- The Allyl Group for Protection in Carbohydrate Chemistry. Part 19. The Coupling of Allyl 2,3-Di-O-methyl-4-O-(3,6-di-O-methyl-β-D-glucopyranosyl)-α-L-rhamnopyranoside to Bovine Serum Albumin. Preparation of a Diagnostic Reagent for Antibodies to the Major Glycolipid of Mycobacterium...
-
Epoxidation of allyl 4-O-(2,4-di-O-benzyl-3,6-di-O-methyl-β-D-glucopyranosyl)-2,3-di-O-methyl-α-L-rhamnopyranoside and subsequent alkaline hydrolysis of the epoxide and hydrogenolysis of the benzyl groups gave 2',3'-dihydroxypropyl 2,3-di-O-methyl-4-O-(3,6-di-O-methyl-β-D-glucopyranosyl)-α-L-rhamnopyranoside which was cleaved with sodium metaperiodate to give the corresponding formylmethyl glycoside.Two other routes to the latter compound, via allyl 2,3-di-O-methyl-4-O-(3,6-di-O-methyl-β-D-glucopyranosyl)-α-L-rhamnopyranoside, were also developed.The formylmethyl glycoside was coupled to bovine serum albumin using 'reductive amination' in the presence of sodium cyanoborohydride to give a glycoconjugate useful for the serodiagnosis of antibodies to the major glycolipid of Mycobacterium leprae in the sera of leprosy patients. 5',6'-Dihydroxyhexyl and 10',11'-dihydroxyundecyl 3,6-di-O-methyl-β-D-glucopyranosides were also prepared as intermediates for the synthesis of the 4-formylbutyl and 9-formylnonyl glucosides respectively which are also suitable for coupling to bovine serum albumin by the 'reductive amination' technique.
- Gigg, Jill,Gigg, Roy,Payne, Sheila,Conant, Robert
-
p. 1165 - 1170
(2007/10/02)
-