High O2 affinity hemoglobin-based oxygen carriers synthesized via polymerization of hemoglobin with ring-opened 2-chloroethyl-β-D- fructopyranoside and 1-o-octyl-β-D-glucopyranoside

Biotechnology and Bioengineering

Volumn 97, Issue 3, 2007, Pages 462-472

  Dimino, Michael L ^a   Palmer, Andre F ^b  

^a University of Notre Dame   (United States)

^b Ohio State University   (United States)

Author keywords

Acellular HBOC; Artificial blood substitute; Hemorrhagic shock; High affinity oxygen carrier; Polymerized hemoglobin; Ring opened monopyranoside

Indexed keywords

ACELLULAR HBOC; ARTIFICIAL BLOOD SUBSTITUTE; HEMORRHAGIC SHOCK; HIGH-AFFINITY OXYGEN CARRIER; POLYMERIZED HEMOGLOBIN; RING-OPENED MONOPYRANOSIDE;

BIOSYNTHESIS; CROSSLINKING; HEMOGLOBIN; MOLECULAR WEIGHT; POLYMERIZATION; TISSUE CULTURE;

OXYGEN;

1 2 OCTYL BETA DEXTRO GLUCOPYRANOSIDE; 2 CHLOROETHYL BETA DEXTRO FRUCTOPYRANOSIDE; HEMOGLOBIN; METHEMOGLOBIN; PYRANOSIDE; UNCLASSIFIED DRUG; 2 CHLOROETHYL FRUCTOPYRANOSIDE; 2-CHLOROETHYL FRUCTOPYRANOSIDE; CROSS LINKING REAGENT; DRUG DERIVATIVE; FRUCTOSE; GLUCOSIDE; OCTYL BETA GLUCOSIDE; OCTYL-BETA-D-GLUCOSIDE; OXYGEN; POLYMER; POLYMERIZED BOVINE HEMOGLOBIN;

ARTICLE; BINDING AFFINITY; CROSS LINKING; MOLECULAR WEIGHT; OXYGEN AFFINITY; OXYGENATION; POLYACRYLAMIDE GEL ELECTROPHORESIS; POLYMERIZATION; RING OPENING; VASOCONSTRICTION; ANIMAL; CATTLE; CHEMISTRY; METABOLISM; SYNTHESIS;

BOVINAE;

ANIMALS; CATTLE; CROSS-LINKING REAGENTS; FRUCTOSE; GLUCOSIDES; HEMOGLOBINS; OXYGEN; POLYMERS;

EID: 34249794235     PISSN: 00063592     EISSN: 10970290     Source Type: Journal    
DOI: 10.1002/bit.21277     Document Type: Article

References (56)

1. Aalmo KM, Painter TJ. 1981. Periodate-oxidation of methyl glycopyranosides - Rate coefficients and relative stabilities of intermediate hemiacetals. Carbohydr Res 89(1):73-82.
2. Arifin DR, Palmer AF. 2003. Determination of size distribution and encapsulation efficiency of liposome-encapsulated hemoglobin blood substitutes using asymmetric flow field-flow fractionation coupled with multi-angle static light scattering. Biotechnol Prog 19(6):1798-1811.
3. Arifin DR, Palmer AF. 2005a. Physical properties and stability mechanisms of poly(ethylene glycol) conjugated liposome encapsulated hemoglobin dispersions. Artif Cells Blood Substit Immobil Biotechnol 33(2):137-162.
4. Arifin DR, Palmer AF. 2005b. Polymersome encapsulated hemoglobin: A novel type of oxygen carrier. Biomacromolecules 6(4):2172-2181.
5. Arifin DR, Palmer AF. 2005c. Stability of liposome encapsulated hemoglobin dispersions. Artif Cells Blood Substit Immobil Biotechnol 33(2): 113-136.
6. Bonsen P, Laver MB, Morris KC, Alza Corporation assignee 1975 February 27. 1975. Novel polymerized, cross-linked, stromal-free hemoglobin. United States patent 4,001,200.
7. Boylston M, Beer D. 2002. Methemoglobinemia: A case study. Crit Care Nurse 22(4):50-55.
8. Cabrales P, Sakai H, Tsai AG, Takeoka S, Tsuchida E, Intaglietta M. 2005. Oxygen transport by low and normal oxygen affinity hemoglobin vesicles in extreme hemodilution. Am J Physiol Heart Circ Physiol 288(4):H1885-H1892.
9. Da-Silva SS, Sajan IS, Underwood JP III. 2003. Congenital methemoglobinemia: A rare cause of cyanosis in the newborn - A case report. Pediatrics 112(2):e158-e161.
10. DeLand EC. 1994. Adair equation: Rederiving oxygenation parameters. Methods Enzymol 232:632-655.
11. Dinkelmann S, Northoff H. 2002. Artificial oxygen carriers - A critical analysis. Infusion Therapy Transfusion Med (Infusionstherapie Und Transfusionsmedizin) 29(3):167-174.
12. + on the oxygen binding properties of glutaraldehyde-polymerized bovine hemoglobin-based blood substitutes. Biotechnol Prog 20(5):1543-1549.
13. Eike JH, Palmer AF. 2004b. Effect of glutaraldehyde concentration on the physical properties of polymerized hemoglobin-based oxygen carriers. Biotechnol Prog 20(4):1225-1232.
14. Eike JH, Palmer AF. 2004c. Effect of NaBH4 concentration and reaction time on physical properties of glutaraldehyde-polymerized hemoglobin. Biotechnol Prog 20(3):946-952.
15. Eike JH, Palmer AF. 2004d. Oxidized mono-, di-, tri-, and polysaccharides as potential hemoglobin cross-linking reagents for the synthesis of high oxygen affinity artificial blood substitutes. Biotechnol Prog 20(3):953-962.
16. Faivre B, Menu P, Labrude P, Vigneron C. 1998. Hemoglobin autooxidation/oxidation mechanisms and methemoglobin prevention or reduction processes in the bloodstream. Literature review and outline of autooxidation reaction. Artif Cells Blood Substit Immobil Biotechnol 26(1):17-26.
17. Fitzpatrick CM, Savage SA, Kerby JD, Clouse WD, Kashyap VS. 2004. Resuscitation with a blood substitute causes vasoconstriction without nitric oxide scavenging in a model of arterial hemorrhage. J Am Coll Surg 199(5):693-701.
18. Fournier RL. 1999a. Physical properties of the body fluids and the cell membrane. In: Fournier RL, editor. Basic transport phenomena in biomedical engineering. Philadelphia, PA: Taylor & Francis. p 1-21.
19. Fournier RL. 1999b. Solute transport in biological systems. In: Fournier RL, editor. Basic transport phenomena in biomedical engineering. Philadelphia, PA: Taylor & Francis. p 23-60.
20. Guarnone R, Centenara E, Barosi G. 1995. Performance characteristics of Hemox-Analyzer for assessment of the hemoglobin dissociation curve. Haematologica 80(5):426-430.
21. Haney CR, Buehler PW, Gulati A. 2000. Purification and chemical modifications of hemoglobin in developing hemoglobin based oxygen carriers. Adv Drug Deliv Rev 40(3):153-169.
22. Hawk PB. 1965. Blood analysis. In: Oser BL, editor. Hawk's physiological chemistry. 14th edition. New York City: Blakiston Division. p 1090-1099.
23. Hayashi A, Suzuki T, Shin M. 1973. An enzymic reduction system for metmyoglobin and methemoglobin, and its application to functional studies of oxygen carriers. Biochim Biophys Acta 310(2):309-316.
24. Hill RJ, Konigsberg W. 1962. The structure of human hemoglobin. IV. The chymotryptic digestion of the alpha chain of human hemoglobin. J Biol Chem 237:3151-3156.
25. Hsia J-C. assignee. 1989. Pasteurizable, freeze-driable hemoglobin-based blood substitute. United States patent 4,857,636, August 15.
26. International Committee for Standardization in Haematology. 1978. Recommendations for reference method for haemoglobinometry in human blood (ICSH standard EP 6/2: 1977) and specifications for international haemiglobincyanide reference preparation (ICSH standard EP 6/3: 1977). J Clin Pathol 31(2):139-143.
27. Johnson PC, Richmond K, Shonat RD, Toth A, Pal M, Tischler ME, Lynch RM. 1995. Oxygen delivery regulation: Implications for blood substitutes. In: Winslow RM, Vandegriff KD, Intaglietta M, editors. Blood substitutes: Physiological basis of efficacy. Boston: Birkhèauser. p 175-186.
28. Kajita A, Noguchi K, Shukuya R. 1970. A simple non-enzymatic method to regenerate oxyhemoglobin from methemoglobin. Biochem Biophys Res Commun 39(6):1199-1204.
29. Kavdia M, Pittman RN, Popel AS. 2002. Theoretical analysis of effects of blood substitute affinity and cooperativity on organ oxygen transport. J Appl Physiol 93(6):2122-2128.
30. Kim HW, Greenburg AG. 2004. Artificial oxygen carriers as red blood cell substitutes: A selected review and current status. Artif Organs 28(9):813-828.
31. Kreuzer F. 1970. Facilitated diffusion of oxygen and its possible significance; a review. Respir Physiol 9(1):1-30.
32. Laemmli UK. 1970. Cleavage of structural proteins during the assembly of the head of bacteriophage T4. Nature 227(5259):680-685.
33. Lawn RM, Efstratiadis A, O'Connell C, Maniatis T. 1980. The nucleotide sequence of the human beta-globin gene. Cell 21(3):647-651.
34. Linberg R, Conover CD, Shum KL, Shorr RGL. 1998. Hemoglobin based oxygen carriers: How much methemoglobin is too much? Artif Cells Blood Substit Immobil Biotechnol 26(2):133-148.
35. Lu X, Xu Y, Zheng C, Zhang G, Su Z. 2006. Ethylene glycol diglycidyl ether as a protein cross-linker: A case study for cross-linking of hemoglobin. J Chem Technol Biotechnol 81(5):767-775.
36. McCarthy MR, Vandegriff KD, Winslow RM. 2001. The role of facilitated diffusion in oxygen transport by cell-free hemoglobins: Implications for the design of hemoglobin-based oxygen carriers. Biophys Chem 92(1-2):103-117.
37. Ornstein L, Davis B. 1964. Disc electropheresis. Ann NY Acad Sci 121:321-349.
38. Patton JN, Palmer AF. 2005. Engineering temperature-sensitive hydrogel nanoparticles entrapping hemoglobin as a novel type of oxygen carrier. Biomacromolecules 6(4):2204-2212.
39. Patton JN, Palmer AF. 2006. Physical properties of hemoglobin- poly(acrylamide) hydrogel-based oxygen carriers: Effect of reaction pH. Langmuir 22(5):2212-2221.
40. Rebel A, Ulatowski JA, Joung K, Bucci E, Traystman RJ, Koehler RC. 2002. Regional cerebral blood flow in cats with cross-linked hemoglobin transfusion during focal cerebral ischemia. Am J Physiol Heart Circ Physiol 282(3):H832-H841.
41. Reid TJ. 2003. Hb-based oxygen carriers: Are we there yet? Transfusion 43(2):280-287.
42. Riess JG. 2001. Oxygen carriers ("blood substitutes") - Raison d'etre, chemistry, and some physiology. Chem Rev 101(9):2797-2920.
43. Schimenti JC, Duncan CH. 1984. Ruminant globin gene structures suggest an evolutionary role for Alu-type repeats. Nucleic Acids Res 12(3):1641-1655.
44. Schroeder WA, Shelton JR, Shelton JB, Robberson B, Babin DR. 1967. Amino acid sequence of the alpha-chain of bovine fetal hemoglobin. Arch Biochem Biophys 120(1):1-14.
45. Sehgal LR, Gould SA, Rosen AL, Sehgal HL, Moss GS. 1984. Polymerized pyridoxylated hemoglobin: A red cell substitute with normal oxygen capacity. Surgery 95(4):433-438.
46. Stowell CP. 2002. Hemoglobin-based oxygen carriers. Curr Opin Hematol 9(6):537-543.
47. Tomoda A, Tsuji A, Matsukawa S, Takeshita M, Yoneyama Y. 1978. Mechanism of methemoglobin reduction by ascorbic acid under anaerobic conditions. J Biol Chem 253(20):7240-7243.
48. Tsai AG, Vandegriff KD, Intaglietta M, Winslow RM. 2003. Targeted O2 delivery by low-P50 hemoglobin: A new basis for O2 therapeutics. Am J Physiol Heart Circ Physiol 285(4):H1411-H1419.
49. Van Kampen EJ, Zijlstra WG. 1961. Standardization of hemoglobinometry. II. The hemiglobincyanide method. Clin Chim Acta 6:538-544.
50. Vandegriff KD, Medina F, Marini MA, Winslow RM. 1989. Equilibrium oxygen binding to human-hemoglobin cross-linked between the alpha-chains by bis(3, 5-dibromosalicyl) fumarate. J Biol Chem 264(30): 17824-17833.
51. Vandegriff KD, Malavalli A, Wooldridge J, Lohman L, Winslow RM. 2003. MP4, a new nonvasoactive PEG-Hb conjugate. Transfusion 43(4)509-516.
52. Vestling CS. 1942. The reduction of methemoglobin by ascorbic acid. J Biol Chem 149:439-446.
53. Voet D, Voet JG, Pratt CW. 2002. Protein function. In: Voet D, Voet JG, Pratt CW, editors. Fundamentals of biochemistry. New York, NY: John Wiley & Sons, Inc. p 161-194.
54. Winslow RM. 2003. Current status of blood substitute research: Towards a new paradigm. J Intern Med 253(5):508-517.
55. Zimm B. 1948a. Apparatus and methods for measurement and interpretation of the angular variation of light scattered; preliminary results on polystyrene solutions. J Chem Phys 16:1099-1116.
56. Zimm B. 1948b. The scattering of light and the radial distribution function of high polymer solutions. J Chem Phys 16:1093-1099.