38992-91-5Relevant articles and documents
Synthesis and properties of dodecyl trehaloside detergents for membrane protein studies
Tao, Houchao,Fu, Yu,Thompson, Aaron,Lee, Sung Chang,Mahoney, Nicholas,Stevens, Raymond C.,Zhang, Qinghai
, p. 11173 - 11181 (2012/10/08)
Sugar-based detergents, mostly derived from maltose or glucose, prevail in the extraction, solubilization, stabilization, and crystallization of membrane proteins. Inspired by the broad use of trehalose for protecting biological macromolecules and lipid b
Synthesis of mirror coryno cord factors
Baer, Hans H.,Shen, Yaping,Wu, Xinfu
, p. 117 - 130 (2007/10/02)
A protected bis-heptosiduronic acid, (2,3,4-tri-O-benzyl-6-deoxy-α-D-gluco-heptopyranosyluronic acid) 2,3,4-tri-O-benzyl-6-deoxy-α-D-gluco-heptopyranosiduronic acid, was synthesized by the iron carbonyl method of chain elongation, starting from 2,3,4,2',3',4'-hexa-O-benzyl-6,6'-di-O-tosyl-α,α-trehalose.Its dimethyl ester was also prepared by acid-catalyzed methanolysis of its diamide, previously obtained by another route.Mitsunobu esterification of the diacid with (racemic) (2RS,3SR)- and (2RS,3RS)-3-O-benzylcorynomycolyl alcohols, obtained by reduction of synthetic, 3-O-benzylated methyl C32-corynomycolates with lithium aluminum hydride, furnished the corresponding diesters in high yields.Hydrogenolytic debenzylation of the products led to "mirror" coryno cord factors.
Chemical synthesis and biological activities of 6,6'-di-O-mycoloyl-beta,beta- and -alpha,beta-trehalose.
Azuma,Sakurai,Ishida,Kitajima,Yamazaki
, p. 47 - 53 (2007/10/02)
6,6'Di-O-mycoloyl-beta,beta-trehalose (beta,beta-TDM) and 6,6'-di-O-mycoloyl-alpha,beta-trehalose (alpha,beta-TDM) were synthesized and their toxicity and ability to activate peritoneal macrophages in situ were examined in mice, in comparison with 6,6'-di