PEG thiazolidine-2-thione, a novel reagent for facile protein modification: Conjugation of bovine hemoglobin

Bioconjugate Chemistry

Volumn 7, Issue 6, 1996, Pages 638-641

  Greenwald, Richard B ^a   Pendri, Annapurna ^a   Martinez, Anthony ^a   Gilbert, Carl ^a   Bradley, Patricia ^a  

^a Enzon Incorporated   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

HEMOGLOBIN;

BOVINE HAEMOGLOBIN; CONDITION; HALF LIVES; KINETIC STUDY; PHYSICAL CHARACTERISTICS; PROTEIN MODIFICATIONS; SYNTHESISED; THIAZOLIDINES; THIONES;

MAMMALS;

EID: 0030294010     PISSN: 10431802     EISSN: None     Source Type: Journal    
DOI: 10.1021/bc960059o     Document Type: Article

References (23)

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2. Most poly(ethylene glycol) derivates employed for protein conjugation are terminated on one end of the polymer, usually with a methyl group. The IUPAC nomenclature for this general polymer is α-hydroxy-ω-methyl-poly(oxy-1,2-ethanediyl). In this paper we refer to this material simply as PEG.
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5. For recent comprehensive reviews of the chemical and physical properties of poly(ethylene glycol)-modified compounds see: (a) Harris, J. M. (1992) In Poly(Ethylene Glycol) Chemistry (J. M. Harris, Ed.) Chapter 1, Plenum Press, New York. (b) Delgado, C., Francis, G. E., Fisher, D. (1992) Crit. Rev. Ther. Drug Carrier Syst. 9, 249-304. (c) Harris, J. M. (1985) J. Macromol. Sci., Rev. Polym. Phys. Chem. C25, 325-373. (d) Nucci, M. L., Shorr, R., Abuchowski, A. (1991) Adv. Drug Delivery Rev. 6, 133-151. (e) Zalipsky, S. (1995) Functionalized Poly(ethylene glycol) for Preparation of Biologically Relevant Conjugates. Bioconjugate Chem. 6, 150-165.
6. For recent comprehensive reviews of the chemical and physical properties of poly(ethylene glycol)-modified compounds see: (a) Harris, J. M. (1992) In Poly(Ethylene Glycol) Chemistry (J. M. Harris, Ed.) Chapter 1, Plenum Press, New York. (b) Delgado, C., Francis, G. E., Fisher, D. (1992) Crit. Rev. Ther. Drug Carrier Syst. 9, 249-304. (c) Harris, J. M. (1985) J. Macromol. Sci., Rev. Polym. Phys. Chem. C25, 325-373. (d) Nucci, M. L., Shorr, R., Abuchowski, A. (1991) Adv. Drug Delivery Rev. 6, 133-151. (e) Zalipsky, S. (1995) Functionalized Poly(ethylene glycol) for Preparation of Biologically Relevant Conjugates. Bioconjugate Chem. 6, 150-165.
7. For recent comprehensive reviews of the chemical and physical properties of poly(ethylene glycol)-modified compounds see: (a) Harris, J. M. (1992) In Poly(Ethylene Glycol) Chemistry (J. M. Harris, Ed.) Chapter 1, Plenum Press, New York. (b) Delgado, C., Francis, G. E., Fisher, D. (1992) Crit. Rev. Ther. Drug Carrier Syst. 9, 249-304. (c) Harris, J. M. (1985) J. Macromol. Sci., Rev. Polym. Phys. Chem. C25, 325-373. (d) Nucci, M. L., Shorr, R., Abuchowski, A. (1991) Adv. Drug Delivery Rev. 6, 133-151. (e) Zalipsky, S. (1995) Functionalized Poly(ethylene glycol) for Preparation of Biologically Relevant Conjugates. Bioconjugate Chem. 6, 150-165.
8. For recent comprehensive reviews of the chemical and physical properties of poly(ethylene glycol)-modified compounds see: (a) Harris, J. M. (1992) In Poly(Ethylene Glycol) Chemistry (J. M. Harris, Ed.) Chapter 1, Plenum Press, New York. (b) Delgado, C., Francis, G. E., Fisher, D. (1992) Crit. Rev. Ther. Drug Carrier Syst. 9, 249-304. (c) Harris, J. M. (1985) J. Macromol. Sci., Rev. Polym. Phys. Chem. C25, 325-373. (d) Nucci, M. L., Shorr, R., Abuchowski, A. (1991) Adv. Drug Delivery Rev. 6, 133-151. (e) Zalipsky, S. (1995) Functionalized Poly(ethylene glycol) for Preparation of Biologically Relevant Conjugates. Bioconjugate Chem. 6, 150-165.
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15. Shearwater Polymers, Huntsville, AL, Jan 1996 catalog, p 46.
16. a of acetic acid = 4.76, while that of methoxyacetic acid is 3.48 (11).
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18. For short-hand notation we will refer to compound 6 as "T-PEG". Of passing interest is that T-PEG, when freshly prepared, has an odor reminiscent of the pudding, flan.
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22. Lee, C., Sai, P., and McDonald, D. (Enzon Inc.) Manuscript in preparation.
23. Gilbert, C., Nho, K., Johnson, M., Linberg, R., and Shorr, R. (1994) Hemoglobinuria in rats: A sensitive test of renal filtering and absorption of PEG-hemoglobin, a red blood cell substitute. Artif. Cells, Blood Substitutes, Immobilization Biotechnol. 22, 535-541.