Total synthesis and proof of structure of a human breast tumor (globo-H) antigen

Journal of the American Chemical Society

Volumn 118, Issue 46, 1996, Pages 11488-11500

  Park, Tae Kyo ^a   Kim, In Jong ^a   Hu, Shuanghua ^a   Bilodeau, Mark T ^a   Randolph, John T ^a   Kwon, Ohyun ^a,b   Danishefsky, Samuel J ^a,b  

^a MEMORIAL SLOAN KETTERING CANCER CENTER   (United States)

^b Havemeyer Hall ^*  (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIGEN;

ARTICLE; BREAST CANCER; HUMAN; IN VITRO STUDY; PROTEIN STRUCTURE; PROTEIN SYNTHESIS;

EID: 0029959536     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja962048b     Document Type: Article

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47. Three characteristic a anomeric protons were observed through proton NMR: δ 5.19 (1H, d, J = 3.8 Hz), 5.11 (1H, d, J = 3.6 Hz), and 5.01 (1H, d, J = 3.6 Hz). This fact shows that the C-D glycosidic linkage is α.
48. (31 ) Only the chemical shifts and coupling constants of anomeric protons were reported for the natural MBr-1 antigen (1) (see ref 7). Characterisitc anomeric protons of MBr-1 antigen (1) were observed at 4.95 (1H, br s), 4.81 (1H, d, J = 3.7 Hz), 4.48 (1H, d, J = 8.4 Hz), 4.44 (1H, d, J = 8.1 Hz), 4.25 (1H, d, J= 7.6 Hz), 4.16 (1H, d, J = 7.8 Hz) and is in complete agreement with reported data.
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