Synthesis of the fragment GlcNAc-α(1→p→6)-GlcNAc of the cell wall polymer of staphylococcus lactis having repeating N-acetyl-D-glucosamine phosphate units
✍ Scribed by P Westerduin; G.H Veeneman; G.A van der Marel; J.H van Boom
- Book ID
- 104219528
- Publisher
- Elsevier Science
- Year
- 1986
- Tongue
- French
- Weight
- 263 KB
- Volume
- 27
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
The monofunctional phosphitylating reagents chloro-B-cyanoethyl-N,N-diisopropylamino-phosphoramidite
(2) and salicylchlorophosphite (5) have been applied towards the introduction of an a(1+6) interglycosidic phosphodiester bond between two properly-protected N-acetyl-D-glucosamine units. Evidence will be presented to show that ,4 gives a higher yield of the required dimer than 2. Previously, we prepared two fragments of microbial teichoic acids: the cell wall teichoic acid of Bacillus subtilus var. niger W.M. 1 and the lipo or membrane teichoic acid of Staphylococcus aureus'. The glycerol units in these polymers are specifically linked through phosphodiester bonds. The latter non-anomerically linkages could be easily introduced by applying well-established phosphotriester methods.