Carbohydrate Research p. 291 - 306 (1992)
Update date:2022-08-16
Topics:
Holme, Kevin R.
Hall, Laurance D.
Allyl glycosides of 8 simple sugars have been prepared and characterized, including 1H-and 13C-NMR assignments.Formylmethyl glycosides, obtained by reductive ozonolysis of the allyl glycosides, have been reductively N-alkylated to chitosan with typical yields of 80percent.The glycosides of α- and β-D-glucopyranose, α- and β-D-galactopyranose, 2-acetamido-2-deoxy-α- and β-D-glucopyranose, β-D-glucuronic acid, and β-lactose have been incorporated by this method.The degree of substitution (d.s.) of the products was controlled by varying the molar ratio of glycoside to free amine groups of chitosan by between 0.5 and 3.0.Derivatives of degree of substitution >0.3 were typically water soluble, and compounds of higher d.s. generally gave less-viscous aqueous solutions.Assignment of 13C-NMR chemical shifts verified the structure of these derivatives.The linewidths of the branch resonances (5-100 Hz) provided qualitative information about the relationship between d.s. and branch mobility.The resonances of high-d.s. products were narrower and more intense than analogous low-d.s. derivatives.The chitosan resonances of the backbone were generally broader (50-200 Hz) and less intense, and as a result were difficult to assign fully.
View MoreShantou Baokang Pharmaceutical Co., Ltd.
Contact:+86-754-88873487
Address:5/F B Block Huangshan Bldg Huangshan Rd Shantou
Melone Pharmaceutical Co., ltd
Contact:+86-411 82593920, 82593631
Address:No 232, JInma Roda, Development Zone, Dalian, China
FREEBARQUE DEVELOPMENT GROUP LIMITED
Contact:+86(0)10-5109 5335 or 5109 5345
Address:Room602,Block1-B,LINGDI OFFICE,NO.13 BEIYUAN ROAD
Shijiazhuang Frontierchem Co., Ltd.
Contact:+86-311-89271196
Address:4-4-202 No.15 Biandian Street,Shijiazhuang
ChangZhou XiaQing Chemical Co., Ltd.
Contact:+86-519-88721665
Address:3# Hengluo Road, Henglin Town, Changzhou City, Jiangsu Province,China
Doi:10.1016/0040-4020(96)00800-9
(1996)Doi:10.1016/S0031-9422(00)00433-7
(2001)Doi:10.1021/ja00822a044
(1974)Doi:10.1055/s-1999-2816
(1999)Doi:10.1016/0022-328X(89)80119-6
(1989)Doi:10.1002/ejic.201600985
(2017)