A convenient preparative synthesis of 1-D-6-O-(2-amino-2deoxy-α-D-glycopyranosyl)-chiro-inositol 1-phosphate (III) and -1,2-cyclic phosphate (IV) using D-chiro-inositol as starting material is reported.
Synthesis and investigation of the possible insulin-like activity of 1d-4-O- and 1d-6-O-(2-amino-2-deoxy-α-d-glucopyranosyl) myo-inositol 1-phosphate and 1d-6-O-(2-amino-2-deoxy-α-d-glucopyranosyl) myo-inositol 1,2-(cyclic phosphate)
✍ Scribed by Amparo Zapata; Yolanda León; Jose M. Mato; Isabel Varela-Nieto; Soledad Penadés; Manuel Martín-Lomas
- Publisher
- Elsevier Science
- Year
- 1994
- Tongue
- English
- Weight
- 791 KB
- Volume
- 264
- Category
- Article
- ISSN
- 0008-6215
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✦ Synopsis
The synthesis of the glycosyl-mya-inositol l-phosphates 1 and 2 and of the glycosyl-myoinositol 1,2-(cyclic phosphate) 3, starting from previously synthesized intermediates, is reported.
Compound 3 was found to display proliferative effects on the early developing inner ear of chick embryo.
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Treatment of benzyl 2-acetamido-2-deoxy-alpha-D-galactopyranoside with 4-methoxybenzaldehyde dimethyl acetal in N,N-dimethylformamide in the presence of 4-toluenesulfonic acid afforded the 4,6-O-(4-methoxybenzylidene) acetal, which was glycosylated with 2,3,4,6-tetra-O-acetyl-alpha-D-galactopyranosy
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O-alpha-D-Mannopyranosyl-(1----6)-O-beta-D-mannopyranosyl-(1----4)-O-(2- acetamido-2-deoxy-beta-D-glucopyranosyl)-(1----4)-2-acetamido-2-deoxy- D-glucopyranose was isolated from bovine or ovine mannosidosis urine. After peracetylation, treatment with trimethylsilyl trifluoromethanesulfonate gave a h