Glucose reacts with 2'-deoxyguanosine under physiological conditions to give the diastereomeric purine substituted trihydroxy-a-amino hexanoic acids 4 as main products. Hydrolysis of 4 leads to the guanine derivatives 6 which have been synthesized by an independent route.
Reaction of 2′-Deoxyguanosine with Glyceraldehyde
✍ Scribed by Ochs, Stefan ;Severin, Theodor
- Publisher
- John Wiley and Sons
- Year
- 1994
- Tongue
- English
- Weight
- 277 KB
- Volume
- 1994
- Category
- Article
- ISSN
- 0947-3440
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✦ Synopsis
Abstract
Reaction of 2′‐deoxyguanosine with glyceraldehyde under physiological conditions leads to the formation of ammonium 2‐[9‐(2‐deoxy‐β‐D‐ribofuranosyl)‐6,9‐dihydro‐6‐oxo‐1__H__‐purin‐2‐ylamino]propionate (8). The same substance can be detected in 2′‐deoxyguanosine/glucose reaction mixtures as minor product. magnified image
📜 SIMILAR VOLUMES
The purine moiety of guanosine is known to react with epoxides and P-propiolactone at the 7-nitrogen (1, 2), with N-acetoxy-N-Z-fluorenylacetamide at the B-carbon (3); and reversibly with formaldehyde (4, 5, 6) at the amino group of the 2-position, and with 1,2-dicarbonyl