geoscience.net logo
+ Resolve Article
+ Follow Us
Follow on FacebookFollow on Facebook
Follow on TwitterFollow on Twitter

+ Translate
+ Subscribe to Site Feed
GeoScience Most Shared ContentMost Shared Content

Thiophosphate and thiophosphonate analogues of glucose-1-phosphate: synthesis and enzymatic activity with a thymidylyltransferase


, : Thiophosphate and thiophosphonate analogues of glucose-1-phosphate: synthesis and enzymatic activity with a thymidylyltransferase. Carbohydrate Research 379: 43-50

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.

US$19.90

PMID: 23872276

DOI: 10.1016/j.carres.2013.06.007


Other references

Enoch, H.G.; Fleming, P.J.; Strittmatter, P., 1977: Cytochrome b 5 and cytochrome b 5 reductase phospho lipid vesicles inter vesicle protein transfer and orientation factors in protein protein interactions. NADH-cytochrome b5 reductase [steer liver] readily binds to preformed phospholipid vesicles either below or above the phase transition temperature of the lipid and in the absence of detergents. The isolated vesicles are free of unbound reductase,...

Bakst, M.R.; Donoghue, A.M.; Yoho, D.E.; Moyle, J.R.; Whipple, S.M.; Camp, M.J.; Liu, G.Q.; Bramwell, R.K., 2010: Comparisons of sperm storage tubule distribution and number in 4 strains of mature broiler breeders and in turkey hens before and after the onset of photostimulation. The biological basis of sustained fertility in broiler and turkey hens is their capacity to store sperm in the oviductal sperm storage tubules (SST) located in the uterovaginal junction. The objectives of this study were to determine if the number...

Ghobadi, M.; Gerdes, A.; Brey, G.P.; Hoefer, H.E.; Keller, J., 2010: In-situ radiogenic isotope analysis and geochronology of accessory phases in alkaline complexes; Kaiserstuhl-Hegau Complex Germany as an example. Acta Mineralogica-Petrographica. Abstract Series 6: 569

Sidor, William E.Jr, 2002: Endoscopic stabilization device and method of use. An endoscopic stabilization device is provided. The device includes first and second support elements positioned opposite each other, a plurality of linkages, each linkage including a first end portion attached to the first support element and a s...

Thomas, A.B.; Moore, J.A.; Hilbelink, D.R.; Muffly, K.E., 1997: The effects of steroid hormones on the ovariectomized female rat heart with induced hypertrophy via an aortocaval fistula. FASEB Journal 11(3): A280

Azuma, H.; Nishimura, K.; Nakamoto, T.; Miyata, K.; Hira, T., 1967: Pre- and post-operative electrolyte metabolism in the aged. Nihon Rinsho. Japanese Journal of Clinical Medicine 25(11): 2651-2653

Ledingham, I.M.; Tehrani, M.A., 1975: Diagnosis, clinical course and treatment of acute dermal gangrene. Twenty patients with acute dermal gangrene following surgery, trauma or sepsis are described. In 12 the skin became gangrenous secondary to a necrotizing process affecting the subdermal fascia, and in 8 the condition arose primarily in the skin. I...

Guo, Y-Ping.; Li, D-Ying.; Li, G-Ting., 2012: Poly[[bis{μ2-N2,N6-bis[(pyridin-3-yl)methyl]pyridine-2,6-dicarboxamide}dichloridonickel(II)] N,N-dimethylformamide tetrasolvate. In the title compound, {[NiCl(2)(C(19)H(17)N(5)O(2))(2)]·4C(3)H(7)NO}(n), the Ni(II) atom is located on an inversion centre and is in a six-coordinated octahedral geometry, formed by four pyridine N atoms from four N(2),N(6)-bis[(pyridin-3-yl)met...

Travassos, H., 1948: Note on the Mabuya from the Fernando de Noronha Island (Squamata, Scincidae). Revista Brasileira de Biologia 8(2): 201-208

Burnell, G.H., 1922: Hymenolepis diminuta in human hosts. Medical Journal of Australia, 9 I 236-237