کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
1388704 | 1500872 | 2013 | 8 صفحه PDF | دانلود رایگان |
• Preparation of protected forms of glucose 1-thiophosphate.
• Isomerization from an O-linked to S-linked glucosyl thiophosphate.
• Preparation of glucose 1-thiophosphonate.
• Enzymatic conversion of glucose 1-thiophosphonate by thymidylyltransferase.
Synthetic methods were investigated for the preparation of O and S-glucosyl thiophosphates and glucosyl 1C-thiophosphonate. Four protected glucosyl thiophosphate compounds were synthesized and characterized as precursors to glucose 1-thiophosphate. The effect of various reaction conditions and the nature of the carbohydrate and thiophosphate protecting groups and how they impact both the yields and α/β diastereoselectivity of the glucosyl thiophosphate products were explored. A novel isomerization from an O-linked to S-linked glucosyl thiophosphate was observed. α-d-Glucose-1C-thiophosphonate was synthesized and evaluated as a substrate for the thymidylyltransferase, Cps2L. Tandem mass spectrometric analysis determined the position of sulfur in the sugar nucleotide product.
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Journal: Carbohydrate Research - Volume 379, 20 September 2013, Pages 43–50