Analytical methods for the determination of anti-diuretic peptides in biological samples: Challenges and perspectives

Current Analytical Chemistry

Volumn 7, Issue 2, 2011, Pages 117-129

  Chen, Yun ^a   Liu, Yuan ^b  

^a NANJING MEDICAL UNIVERSITY   (China)

^b THE FIRST AFFILIATED HOSPITAL OF NANJING MEDICAL UNIVERSITY   (China)

Author keywords

Analytical methods; Anti diuretic peptides; Biological samples

Indexed keywords

ASSAYS; CAPILLARY ELECTROPHORESIS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY;

ANALYTICAL METHOD; ANTI-DIURETIC PEPTIDE; BIOLOGICAL SAMPLES; HIGH-PERFORMANCE LIQUID CHROMATOGRAPHY; UV FLUORESCENCE; WATER BALANCE;

PEPTIDES;

EID: 79952749721     PISSN: 15734110     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Review

References (84)

1. Meinders, A. E. Current concept of the role of antidiuretic hormone in osmoregulation and volume regulation in man. A review. Neth. J. Med., 1985, 28(10), 401-407.
2. Coleman, P. Antidiuretic hormone: physiology and pathophysiology--a review. J. Neurosurg. Nurs., 1979, 11(4), 199-204.
3. Hjalmas, K.; Bengtsson, B. Efficacy, safety, and dosing of desmopressin for nocturnal enuresis in Europe. Clin. Pediatr. (Phila), 1993, Spec No, 19-24.
4. Mimica, N.; Wegienka, L. C.; Forsham, P. H. Lypressin nasal spray. Usefulness in patients who manifest allergies to other antidiuretic hormone preparations. JAMA, 1968, 203(9), 802-803.
5. Torda, T. A.; Gonski, A.; Macdonald, T. R.; McCulloch, C. H. Ornipressin (POR. 8) for haemostatic infiltration in neurosurgery. Anaesth. Intensive Care, 1972, 1(2), 141-143.
6. Freeman, J. G.; Cobden, I.; Lishman, A. H.; Record, C. O. Controlled trial of terlipressin ('Glypressin') versus vasopressin in the early treatment of oesophageal varices. Lancet, 1982, 2(8289), 66-68.
7. Fitzsimmons, M. D.; Roberts, M. M.; Robinson, A. G. Control of posterior pituitary vasopressin content: implications for the regulation of the vasopressin gene. Endocrinology, 1994, 134(4), 1874-1878.
8. Ioannou, G.; Doust, J.; Rockey, D. C. Terlipressin for acute esophageal variceal hemorrhage. Cochrane Database Syst. Rev., 2003, (1), CD002147.
9. Nash, H. Treatment with new synthetic analogue of vasopressin in diabetes insipidus. Arch. Dis. Child., 1973, 48(12), 979-980.
10. Jost, K.; Brtnik, F.; Jost, K.; Lebl, M.; Brtnik, F. CRC Handbook of Neurohypophyseal Hormone Analogs. CRC Press, Inc.: FL, 1987; Vol. 2, pp. 97-125.
11. Lethagen, S. Desmopressin (DDAVP) and hemostasis. Ann. Hematol., 1994, 69(4), 173-180.
12. Kelleher, H. B.; Henderson, S. O. Severe hyponatremia due to desmopressin. J. Emerg. Med., 2006, 30(1), 45-47.
13. Rembratt, A.; Riis, A.; Norgaard, J. P. Desmopressin treatment in nocturia; an analysis of risk factors for hyponatremia. Neurourol. Urodyn., 2006, 25(2), 105-109.
14. The Swedish Medical Products Agency. Available at: http://www.lakemedels verket.se (Accessed Sep 16, 2010).
15. Medicines and Healthcare products Regulatory Agency. Available at: http:// www.mhra.gov.uk (Accessed Sep 16, 2010).
16. The Danish Medicines Agency. Available at: http://www.dkma.dk (Accessed Sep 16, 2010).
17. http://www.fda.gov/CDER/DRUG/InfoSheets/HCP/desmopressinHCP.htm (Accessed Sep 15, 2010).
18. d'Agay-Abensour, L.; Fjellestad-Paulsen, A.; Hoglund, P.; Ngo, Y.; Paulsen, O.; Rambaud, J. C. Absolute bioavailability of an aqueous solution of 1-deamino-8-D-arginine vasopressin from different regions of the gastrointestinal tract in man. Eur. J. Clin. Pharmacol., 1993, 44(5), 473-476.
19. Schmitz, T.; Huck, C. W.; Bernkop-Schnurch, A. Characterisation of the thiol-disulphide chemistry of desmopressin by LC, mu-LC, LC-ESI-MS and Maldi-Tof. Amino Acids, 2006, 30(1), 35-42.
20. Harris, A. S.; Hedner, P.; Vilhardt, H. Nasal administration of desmopressin by spray and drops. J. Pharm. Pharmacol., 1987, 39(11), 932-934.
21. Weingartner, H.; Gold, P.; Ballenger, J. C.; Smallberg, S. A.; Summers, R.; Rubinow, D. R.; Post, R. M.; Goodwin, F. K. Effects of vasopressin on human memory functions. Science, 1981, 211(4482), 601-603.
22. Nephew, B. C.; Bridges, R. S. Arginine vasopressin V1a receptor antagonist impairs maternal memory in rats. Physiol. Behav., 2008, 95(1-2), 182-186.
23. Goldsmith, S. R.; Gheorghiade, M. Vasopressin antagonism in heart failure. J. Am. Coll. Cardiol., 2005, 46(10), 1785-1791.
24. De Luca, L.; Orlandi, C.; Udelson, J. E.; Fedele, F.; Gheorghiade, M. Overview of vasopressin receptor antagonists in heart failure resulting in hospitalization. Am. J. Cardiol., 2005, 96(12A), 24L-33L.
25. Ljung, R. Use of desmopr essin and concomitant use of potentially interacting drugs in elderly patients in Sweden. Eur. J. Clin. Pharmacol., 2008, 64(4), 439-444.
26. Forsling, M. L. In: Posterior Pituitary; Baylis, P. H.; Padfield, P. L.; Eds.; Marcel Dekker: New York, 1985; Vol. 6, pp. 161-192.
27. Sturmer, E. Vasopressin, oxytocin and synthetic analogues: the use of bioassays. J. Pharm. Biomed. Anal., 1989, 7(2), 199-210.
28. Kam, P. C.; Williams, S.; Yoong, F. F. Vasopressin and terlipressin: pharmacology and its clinical relevance. Anaesthesia, 2004, 59(10), 993-1001.
29. Getie, M.; Neubert, R. H. LC-MS determination of desmopressin acetate in human skin samples. J. Pharm. Biomed. Anal., 2004, 35(4), 921-927.
30. Lam, K. S.; Wat, M. S.; Choi, K. L.; Ip, T. P.; Pang, R. W.; Kumana, C. R. Pharmacokinetics, pharmacodynamics, long-term efficacy and safety of oral 1-deamino-8-D-arginine vasopressin in adult patients with central diabetes insipidus. Br. J. Clin. Pharmacol., 1996, 42(3), 379-385.
31. Cool, D. R.; DeBrosse, D. Extraction of oxytocin and argininevasopressin from serum and plasma for radioimmunoassay and surface-enhanced laser desorption-ionization time-of-flight mass spectrometry. J. Chromatogr. B Analyt. Technol. Biomed. Life Sci., 2003, 792(2), 375-380.
32. Hortin, G. L.; Meilinger, B.; Drake, S. K. Size-selective extraction of peptides from urine for mass spectrometric analysis. Clin. Chem., 2004, 50(6), 1092-1095.
33. McLaughlin, T.; Krasinska, K.; Chien, A. S. Quantitative analysis of oxytocin and vasopressin by LC-MS/MS, ASMS, Denver, CO, 2008.
34. Yang, Y. Development and validation of a high-performance liquid chromatography-tandem mass spectrometric method for quantification of daunorubicin in rat plasma. Talanta, 2007, 71(2), 596-604.
35. Pieri, M.; Miraglia, N.; Gentile, A.; Polichetti, G.; Castiglia, L.; Federico, S.; Sabbatini, M.; Basile, V.; Tarantino, G.; Acampora, A.; Capone, D. Quantification of sirolimus and everolimus by immunoassay techniques: test specificity and cross-reactivity evaluation. Int. J. Immunopathol. Pharmacol., 2008, 21(3), 585-594.
36. Wheeler, M. J. Immunoassay techniques. Methods Mol. Biol., 2006, 324, 1-23.
37. Agerso, H.; Seiding Larsen, L.; Riis, A.; Lovgren, U.; Karlsson, M. O.; Senderovitz, T. Pharmacokinetics and renal excretion of desmopressin after intravenous administration to healthy subjects and renally impaired patients. Br. J. Clin. Pharmacol., 2004, 58(4), 352-358.
38. http://www.ab-direct.com/catalog/datasheet-2722-7459.html (Accessed Sep 15, 2010).
39. Ohlin, M.; Alkner, U. Development of an immunoassay for glypressin, an N-terminal extended vasopressin analogue. J. Immunoassay, 1988, 9(1), 19-36.
40. Schrell, U. Aqueous liquid desmopressin-CMC pharmaceutical composition. European Patent EP0381345, January 22, 1990.
41. http://www.phoenixbiotech.net/qcdata/RIK/protocol1-128.html (Accessed Sep 15, 2010).
42. Hashida, S.; Tanaka, K.; Yamamoto, N.; Uno, T.; Yamaguchi, K.; Ishikawa, E. Detection of one attomole of [Arg8]-vasopressin by novel noncompetitive enzyme immunoassay (hetero-two-site complex transfer enzyme immunoassay). J. Biochem., 1991, 110(4), 486-492.
43. Sadler, W. A.; Lynskey, C. P.; Dawson, K. P. A bivariate radioimmunoassay for arginine vasopressin and the synthetic antidiuretic agent 1-deamino-8-D-arginine vasopressin (desmopressin). Anal. Biochem., 1984, 143(2), 272-282.
44. Uno, T.; Uehara, K.; Motomatsu, K.; Ishikawa, E.; Kato, K. Enzyme immunoassay for arginine vasopressin. Experientia, 1982, 38(7), 786-787.
45. van Gijlswijk, R. P.; van Gijlswijk-Janssen, D. J.; Raap, A. K.; Daha, M. R.; Tanke, H. J. Enzyme-labelled antibody-avidin conjugates: new flexible and sensitive immunochemical reagents. J. Immunol. Methods, 1996, 189(1), 117-127.
46. Assay Design, Inc. http://www.assaydesigns.com/commerce/ccp1031-1033-arg8-vasopressin-eia-kit.html (Accessed Sep 16, 2010).
47. Cayman Chemical. Available at: http://www.caymanchem.com/app/template/Product.vm/catalog/583951/a/z (Accessed Nov 11, 2010).
48. Larsson, K.; Mellbrand, T.; Mornstam, B.; Roschester, J.; Skoldback, J.; Asplund, R.; Slashed, R. Desmopressin for nocturia, incontinence and enuresis. U. S. Patent 5985835, July 13, 1997.
49. Sutcliffe, N.; Corran, P. H. Comparison of selectivities of reversedphase high-performance liquid chromatography, capillary zone electrophoresis and micellar capillary electrophoresis in the separation of neurohypophyseal peptides and analogues. J. Chromatogr., 1993, 636(1), 95-103.
50. Suchánková, J.; Soukupová, K.; Tesarová, E.; Bosáková, Z.; Coufal, P. Separation and quantification of enkephalin and vasopressin related peptides in reversed-phase capillary liquid chromatography. Chromatographia, 2004, 60 (Suppl 1), S119-124.
51. Dudkiewicz-Wilczynska, J.; Snycerski, A.; Tautt, J. Determination of the content of desmopressin in pharmaceutical preparations by HPLC and validation of the method. Acta Pol. Pharm., 2002, 59(3), 163-168.
52. Jiskra, J.; Pacáková, P. R.; Tichá, M.; Tulík, K.; Barth, T. Use of capillary electrophoresis and high-performance liquid chromatography for monitoring of glycosylation of the peptides dalargin and desmopressin. J. Chromatogr. A, 1997, 761(1-2), 285-296.
53. Toro, I.; Sanz-Nebot, V.; Barbosa, J. Analysis of a peptide hormone mixture of therapeutic interest by liquid chromatography coupled to high-flow pneumatically assisted electrospray mass spectrometry. J. Chromatogr. A, 2000, 893(1), 95-106.
54. White, M. W. High-performance liquid chromatography of tyrosine- related peptides with electrochemical detection. J. Chromatogr., 1983, 262, 420-425.
55. Garvie, C. T.; Straub, K. M.; Lynn, R. K. Quantitative liquid chromatographic determination of disulfide-containing peptide analogues of vasopressin with dual Hg/Au electrochemical detection. J. Chromatogr., 1987, 413, 43-52.
56. LaRochelle, F. T. Jr.; North, W. G.; Stern, P. A new extraction of arginine vasopressin from blood: the use of octadecasilyl-silica. Pflugers Arch., 1980, 387(1), 79-81.
57. Solinova, V.; Kasicka, V.; Koval, D.; Barth, T.; Ciencialova, A.; Zakova, L. Analysis of synthetic derivatives of peptide hormones by capillary zone electrophoresis and micellar electrokinetic chromatography with ultraviolet-absorption and laser-induced fluorescence detection. J. Chromatogr. B Analyt. Technol. Biomed. Life Sci., 2004, 808(1), 75-82.
58. Ban, E.; Choi, O. K.; Chung, W. Y.; Park, C. S.; Yoo, E. A.; Chung, B. C.; Yoo, Y. S. Influence of buffer composition and sample pretreatment on efficiency separation for monitoring neuropeptides in plasma using capillary electrophoresis. Electrophoresis, 2001, 22(11), 2173-2178.
59. Gucek, M.; Gaspari, M.; Walhagen, K.; Vreeken, R. J.; Verheij, E. R.; van der Greef, J. Capillary electrochromatography/nanoelectrospray mass spectrometry for attomole characterization of peptides. Rapid Commun. Mass Spectrom., 2000, 14(16), 1448-1454.
60. Baeyens, W. R.; Van der Weken, G.; Vanden Bossche, Y.; van Overbeke, A.; Imal, K. Flow injection analysis of some nonapeptides derivatized with 4-fluoro-7-nitrobenzo-2,1,3-oxadiazole. Biomed. Chromatogr., 1997, 11(2), 109-110.
61. Han, K. Y.; Ban, E.; Yoo, Y. S. Analysis of vasopressin using capillary electrophoresis with laser-induced fluorescence detector based on competitive immunoassay. J. Chromatogr. A, 2003, 1013(1-2), 215-220.
62. Schaeper, J. P.; Sepaniak, M. J. Parameters affecting reproducibility in capillary electrophoresis. Electrophoresis, 2000, 21(7), 1421-1429.
63. Desai, M. J.; Armstrong, D. W. Analysis of native amino acid and peptide enantiomers by high-performance liquid chromatography/atmospheric pressure chemical ionization mass spectrometry. J. Mass Spectrom., 2004, 39(2), 177-187.
64. Ohnesorge, J.; Neususs, C.; Watzig, H. Quantitation in capillary electrophoresis-mass spectrometry. Electrophoresis, 2005, 26(21), 3973-3987.
65. Karas, M.; Bahr, U.; Dulcks, T. Nano-electrospray ionization mass spectrometry: addressing analytical problems beyond routine. Fresenius J. Anal. Chem., 2000, 366(6-7), 669-676.
66. http://www.sigmaaldrich.com/etc/medialib/docs/Sigma/Product_Information_Sheet/1/v9879pis.Par.0001. File.tmp/v9879pis.pdf (Accessed Nov 11, 2010).
67. Samskog, J.; Wetterhall, M.; Jacobsson, S.; Markides, K. Optimization of capillary electrophoresis conditions for coupling to a mass spectrometer via a sheathless interface. J. Mass Spectrom., 2000, 35(7), 919-924.
68. Gaspari, M.; Gucek, M.; Walhagen, K.; Vreeken, R. J.; Verheij, E. R.; Tjaden, U. R.; Van der Greef, J. Ion trap mass spectrometry as detector for capillary electrochromatography of peptides: Possibilities and limitations. J. Microcolumn Sep., 2001, 16(6), 243-249.
69. Musyimi, H. K.; Narcisse, D. A.; Zhang, X.; Stryjewski, W.; Soper, S. A.; Murray, K. K. Online CE-MALDI-TOF MS using a rotating ball interface. Anal. Chem., 2004, 76(19), 5968-5973.
70. Murao, N.; Ishigai, M.; Yasuno, H.; Shimonaka, Y.; Aso, Y. Simple and sensitive quantification of bioactive peptides in biological matrices using liquid chromatography/selected reaction monitoring mass spectrometry coupled with trichloroacetic acid clean-up. Rapid Commun. Mass Spectrom., 2007, 21(24), 4033-4038.
71. Shipkova, P.; Drexler, D. M.; Langish, R.; Smalley, J.; Salyan, M. E.; Sanders, M. Application of ion trap technology to liquid chromatography/mass spectrometry quantitation of large peptides. Rapid Commun. Mass Spectrom., 2008, 22(9), 1359-1366.
72. Daniel, Y. A.; Turner, C.; Haynes, R. M.; Hunt, B. J.; Dalton, R. N. Rapid and specific detection of clinically significant haemoglobinopathies using electrospray mass spectrometry-mass spectrometry. Br. J. Haematol., 2005, 130(4), 635-643.
73. Pepinsky, R. B.; Papayannopoulos, I. A.; Chow, E. P.; Krishna, N. K.; Craven, R. C.; Vogt, V. M. Differential proteolytic processing leads to multiple forms of the CA protein in avian sarcoma and leukemia viruses. J. Virol., 1995, 69(10), 6430-6438.
74. Schindler, P. A.; Van Dorsselaer, A.; Falick, A. M. Analysis of hydrophobic proteins and peptides by electrospray ionization mass spectrometry. Anal. Biochem., 1993, 213(2), 256-263.
75. Chen, Y.; Liu, Y.; Wang, C. Utilization of immonium product ions for the determination of peptides with intra-loops in biological matrices. Anal. Lett., 2009, 42(18), 3004-3017.
76. Mérette, S. A.; Smith, M. P.; van der Gugten, G.; Pinnawala, A.; Ostonal, S.; Nutley, B. P. Validation of a Liquid Chromatography Tandem Mass Spectrometry Method for the Determination of Desmopressin in Human Plasma, Land O'Lakes Bioanalytical Conference, Merrimac: WI, 2008.
77. Chen, Y.; Qiao, S.; Wang, X.; Liu, Y. An investigation into fragmentation of hEGF in triple quadrupole mass spectrometry and its quantitative application to human plasma. Int. J. Mass Spectrom., 2010, 295, 7-12.
78. Mormann, M.; Eble, J.; Schwoppe, C.; Mesters, R. M.; Berdel, W. E.; Peter-Katalinic, J.; Pohlentz, G. Fragmentation of intra-peptide and inter-peptide disulfide bonds of proteolytic peptides by nano-ESI collision-induced dissociation. Anal. Bioanal. Chem., 2008, 392(5), 831-838.
79. Gorman, J. J.; Wallis, T. P.; Pitt, J. J. Protein disulfide bond determination by mass spectrometry. Mass Spectrom. Rev., 2002, 21(3), 183-216.
80. Bredehoft, M.; Schanzer, W.; Thevis, M. Quantification of human insulin-like growth factor-1 and qualitative detection of its analogues in plasma using liquid chromatography/electrospray ionisa tion tandem mass spectrometry. Rapid Commun. Mass Spectrom., 2008, 22(4), 477-485.
81. http://www.matrixscience.com/help/fragmentation_help.html (Accessed Sep 16, 2010).
82. Rosner, W.; Auchus, R. J.; Azziz, R.; Sluss, P. M.; Raff, H. Position statement: Utility, limitations, and pitfalls in measuring testosterone: an Endocrine Society position statement. J. Clin. Endocrinol. Metab., 2007, 92(2), 405-413.
83. Marx, V. Watch peptide drugs grow up. Chem. Eng. News, 2005, 83(11), 17-24.
84. Bachem. http://shop.bachem.com/ep6sf/immunology-products/vasopressins/-d-arg-sup-8-sup-vasopressin-immunology-productshost-rabbit/4037016/prodS2197.html (Accessed Nov 11, 2010).