A chondroitin sulfate small molecule that stimulates neuronal growth

被引:136
作者
Tully, SE [1 ]
Mabon, R [1 ]
Gama, CI [1 ]
Tsai, SM [1 ]
Liu, XW [1 ]
Hsieh-Wilson, LC [1 ]
机构
[1] CALTECH, Dept Chem & Chem Engn, Pasadena, CA 91125 USA
关键词
D O I
10.1021/ja0484045
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Chondroitin sulfate glycosaminoglycans are sulfated polysaccharides involved in cell division, neuronal development, and spinal cord injury. Here, we report the synthesis and identification of a chondroitin sulfate tetrasaccharide that stimulates the growth and differentiation of neurons. These studies represent the first, direct investigations into the structure-activity relationships of chondroitin sulfate using homogeneous synthetic molecules and define a tetrasaccharide as a minimal motif required for activity. Copyright © 2004 American Chemical Society.
引用
收藏
页码:7736 / 7737
页数:2
相关论文
共 19 条
[1]   Chondroitinase ABC promotes functional recovery after spinal cord injury [J].
Bradbury, EJ ;
Moon, LDF ;
Popat, RJ ;
King, VR ;
Bennett, GS ;
Patel, PN ;
Fawcett, JW ;
McMahon, SB .
NATURE, 2002, 416 (6881) :636-640
[2]   CHONDROITIN SULFATE AS A REGULATOR OF NEURONAL PATTERNING IN THE RETINA [J].
BRITTIS, PA ;
CANNING, DR ;
SILVER, J .
SCIENCE, 1992, 255 (5045) :733-736
[3]  
CLINGMANAL, 1964, J ORG CHEM, V29, P1782
[4]   2-DEOXY-2-TRICHLOROACETAMIDO-D-GLUCOPYRANOSE DERIVATIVES IN OLIGOSACCHARIDE SYNTHESIS - FROM HYALURONIC-ACID TO CHONDROITIN 4-SULFATE TRISACCHARIDES [J].
COUTANT, C ;
JACQUINET, JC .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1995, (12) :1573-1581
[5]  
Dou CL, 1995, J NEUROSCI, V15, P8053
[6]   Synthetic carbohydrate derivatives as low sulfated heparin mimetics [J].
Driguez, PA ;
Lederman, I ;
Strassel, JM ;
Herbert, JM ;
Petitou, M .
JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (26) :9512-9520
[7]   Inhibitors and promoters of thalamic neuron adhesion and outgrowth in embryonic neocortex: Functional association with chondroitin sulfate [J].
Emerling, DE ;
Lander, AD .
NEURON, 1996, 17 (06) :1089-1100
[8]   REGIOSELECTIVE REDUCTIVE RING-OPENING OF 4-METHOXYBENZYLIDENE ACETALS OF HEXOPYRANOSIDES - ACCESS TO A NOVEL PROTECTING-GROUP STRATEGY .1. [J].
JOHANSSON, R ;
SAMUELSSON, B .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1984, (10) :2371-2374
[9]   AZIDONITRATION OF TRI-O-ACETYL-D-GALACTAL [J].
LEMIEUX, RU ;
RATCLIFFE, RM .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1979, 57 (10) :1244-1251
[10]   SYNTHESES OF HEPARIN - LIKE PENTAMERS CONTAINING OPENED URONIC-ACID MOIETIES [J].
LUCAS, H ;
BASTEN, JEM ;
VANDINTHER, TG ;
MEULEMAN, DG ;
VANAELST, SF ;
VANBOECKEL, CAA .
TETRAHEDRON, 1990, 46 (24) :8207-8228