Synthesis of reagents for the one step incorporation of hydrazide functionality onto the lysine residues of proteins, and their use as linkers for carbonyl containing molecules

Bioorganic and Medicinal Chemistry Letters

Volumn 6, Issue 13, 1996, Pages 1491-1496

  Scott, William L ^a   Cwi, Cynthia ^a  

^a ELI LILLY AND COMPANY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

DOXORUBICIN; HYDRAZIDE; MONOCLONAL ANTIBODY;

AMINO ACID SUBSTITUTION; ANTIBODY COMBINING SITE; ANTIGEN BINDING; ARTICLE; CONFORMATIONAL TRANSITION; DRUG CONFORMATION; DRUG PROTEIN BINDING; MOLECULAR INTERACTION;

EID: 0030576316     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(96)00265-X     Document Type: Article

References (7)

1. 1. Kaneko, T.; Willner, D.; Monkovic, I.; Knipe, J. O.; Braslawsky, G. R.; Greenfield, R. S.; Vyas, D. M. Bioconjugate Chem. 1991, 2, 133.
2. 2. King, T. P.; Zhao, S.W.; Lam, T. Biochemistry 1986, 25, 5774.
3. 3. Apelgren, L. D.; Bailey, D.L.; Briggs, S. L.; Barton, R. L.; Guttman-Carlisle, D.; Koppel, G. A.; Nichols, C. L.; Scott, W. L.; Lindstrom, T. D.; Baker, A. L.; Bumol, T. F. Bioconjugate Chem. 1993, 4, 121.
4. 4. Zara, J.; Pomato, N.; McCabe, R. P.; Bredehorst, R.; Vogel, C-W. Bioconjugate Chem. 1995, 6, 367.
5. 3 δ ppm): δ = 8.17 (s, 1H, NH), 6.80 (br s, 1H, NH), 6.73 (br s, 1H, NH), 3.73 (q, 2H), 2.96 (br s, 6H), 2.67 (s, 4H), 1.57 (s, 9H).
6. 3 δ ppm): δ = 9.38 (br s, 1H, NH), 7.78 (br s, 1H, NH), 6.82 (br s, 1H, NH), 6.57 (br s, 1H, NH), 3.79 (m, 2H), 3.04 (m, 2H), 2.96 (s, 4H), 1.60 (s, 9H), 1.58 (s, 9H).
7. 7. CC49 reacts with the high molecular weight mucin designated TAG72. The antibody was originally described by Muraro, R.; Kurokil, M.; Wunderlich, D.; Poole, D. J.; Colcher, D.; Thor, A.; Greiner, J. W.; Simpson, J. F.; Molinolo, A.; Noguchi, P.; Schlom. J. Cancer Res. 1988, 48, 4588.