Tin-mediated phosphorylation: Synthesis and selectin binding of a phospho Lewis a analog

Tetrahedron Letters

Volumn 37, Issue 12, 1996, Pages 1953-1956

  Manning, David D ^a   Bertozzi, Carolyn R ^b   Rosen, Steven D ^b   Kiessling, Laura L ^a  

^a UNIVERSITY OF WISCONSIN MADISON   (United States)

^b UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

SELECTIN; TRISACCHARIDE;

ARTICLE; BINDING AFFINITY; BLOOD GROUP LEWIS SYSTEM; CARBOHYDRATE SYNTHESIS; DRUG STRUCTURE; NUCLEAR MAGNETIC RESONANCE; PHOSPHORYLATION; PROTEIN BINDING; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0029970672     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)00177-3     Document Type: Article

References (17)

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10. A previous study demonstrated that tin-mediated phosphorylation of a free nucleoside led to a mixture of phosphate isomers upon isolation. Wagner, D.; Verheyden, I. P. H.; Moffat, J. G. J. Org. Chem. 1974, 39, 24
11. 2O activation was expected to afford the 6′-O-phosphotriester. Kawana, M.; Kuzuhara, H. Bull. Chem. Soc. Jpn. 1984, 57, 3317.
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13. 18P].
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15. 2O). Concentration afforded 8(12 mg,0.019 mmol) in 57% over two steps.
16. 2 buffer. For further details see: Bertozzi, C. R.; Fukuda, S.; Rosen, S. D. Biochemistry 1995, 34, 14271
17. Green, P. J.; Yuen, C.T.; Chiles, R. A.; Chai, W.; Miyasaka, M.; Lemoine, R.; Lubineau, A.; Smith, B.; Ueno, H.; Nicolaou, K. C.; Feizi, T. Glycobiology 1995, 5, 29.