Antidiabetic potential of two novel fatty acid derivatised, N-terminally modified analogues of glucose-dependent insulinotropic polypeptide (GIP): N-AcGIP(LysPAL¹⁶) and N-AcGIP(LysPAL³⁷)

References

Agersø, H., Jensen, L.B., Elbrønd, B., Rolan, P., and Zdravkovic, M. (2002). The pharmacokinetics, pharmacodynamics, safety and tolerability of NN2211, a new long-acting GLP-1 derivative, in healthy man. Diabetologia45, 195–202.10.1007/s00125-001-0719-zSearch in Google Scholar

Ahren, B., Simonsson, E., Larsson, H., Landin-Olsson, M., Torgeirsson, H., Jansson, P.A., Sandqvist, M., Bavenholm, P., Efendic, S., Eriksson, J.W., Dickinson, S., and Holmes, D. (2002). Inhibition of dipeptidyl peptidase IV improves metabolic control over a 4-week study period in type 2 diabetes. Diabetes Care25, 869–875.10.2337/diacare.25.5.869Search in Google Scholar

Bailey, C.J. and Flatt, P.R. (1982). Influence of genetic background and age on the expression of the obese hyperglycaemic syndrome in Aston ob/ob mice. Int. J. Obesity6, 11–21.Search in Google Scholar

Brown, J.C. (1994). Enteroinsular axis. In: Gut Peptides: Biochemistry and Physiology, G.J. Dockray and J.H. Walsh, eds. (New York, USA: Raven Press), pp. 765–784.Search in Google Scholar

Burington, R.S. (1973). Handbook of Mathematical Tables and Formulae (New York, USA: McGraw-Hill).Search in Google Scholar

Creutzfeldt, W. (2001). The entero-insular axis in type 2 diabetes – incretins as therapeutic agents. Exp. Clin. Endocrinol. Diabetes109, 288–303.10.1055/s-2001-18589Search in Google Scholar

Drucker, D.J. (2003). Enhancing incretin action for the treatment of type 2 diabetes. Diabetes Care26, 2929–2940.10.2337/diacare.26.10.2929Search in Google Scholar

Ehses, J.A., Casilla, V.R., Doty, T., Pospisilik, J.A., Winter, K.D., Demuth, H.U., Pederson, R.A., and McIntosh, C.H. (2003). Glucose-dependent insulinotropic polypeptide promotes β-INS-1. Cell survival via cyclic adenosine monophosphate-mediated caspase-3 inhibition and regulation of p38 mitogen-activated protein kinase. Endocrinology144, 4433–4445.Search in Google Scholar

Flatt, P.R. and Bailey, C.J. (1981). Abnormal plasma glucose and insulin responses in heterozygous lean (ob/+). mice. Diabetologia20, 573–577.10.1007/BF00252768Search in Google Scholar

Gault, V.A., Parker, J.C., Harriott, P., Flatt, P.R., and O'Harte, F.P.M. (2002a). Evidence that the major degradation product of glucose-dependent insulinotropic polypeptide (GIP), GIP(3–42), is a GIP receptor antagonist in vivo. J. Endocrinol.175, 525–533.10.1677/joe.0.1750525Search in Google Scholar

Gault, V.A., Flatt, P.R., Bailey, C.J., Harriott, P., Greer, B., Mooney, M.H., and O'Harte, F.P.M. (2002b). Enhanced cAMP generation and insulin-releasing potency of two novel Tyr¹-modified enzyme-resistant forms of glucose-dependent insulinotropic polypeptide is associated with significant anti-hyperglycaemic activity in spontaneous obesity-diabetes. Biochem. J.367, 913–920.10.1042/bj20020319Search in Google Scholar

Gault, V.A., Irwin, N., Harriott, P., Flatt, P.R., and O'Harte, F.P.M. (2002c). DPP IV resistance and insulin releasing activity of a novel di-substituted analogue of glucose-dependent insulinotropic polypeptide, (Ser²–Asp¹³)GIP. Cell. Biol. Int.27, 41–46.10.1016/S1065-6995(02)00255-XSearch in Google Scholar

Gault, V.A., Harriott, P., Flatt, P.R., and O'Harte, F.P.M. (2002d). Cyclic AMP production and insulin releasing activity of synthetic fragment peptides of glucose-dependent insulinotropic polypeptide. Biosci. Rep.22, 523–528.10.1023/A:1022073819618Search in Google Scholar

Gault, V.A., Flatt, P.R., and O'Harte, F.P.M. (2003a). Glucose-dependent insulinotropic polypeptide analogues and their therapeutic potential for the treatment of obesity-diabetes. Biochem. Biophys. Res. Commun.308, 207–213.10.1016/S0006-291X(03)01361-5Search in Google Scholar

Gault, V.A., O'Harte, F.P.M., and Flatt, P.R. (2003b). Glucose-dependent insulinotropic polypeptide (GIP): anti-diabetic and anti-obesity potential?Neuropeptides37, 253–263.10.1016/j.npep.2003.09.002Search in Google Scholar

Gault, V.A., Flatt, P.R., Harriott, P., Mooney, M.H., Bailey, C.J., and O'Harte, F.P.M. (2003c). Improved biological activity of Gly²- and Ser²-substituted analogues of glucose-dependent insulinotropic polypeptide. J. Endocrinol.176, 133–141.10.1677/joe.0.1760133Search in Google Scholar

Green, B.D., Gault, V.A., Mooney, M.H., Irwin, N., Harriott, P., Greer, B., Bailey, C.J., O'Harte, F.P., and Flatt, P.R. (2004). Degradation, receptor binding, insulin secreting and anti-hyperglycaemic actions of palmitate-derivatised native and Ala⁸-substituted GLP-1 analogues. Biol. Chem.385, 169–177.Search in Google Scholar

Gremlich, S., Porret, A., Hani, E.H., Cherif, D., Vionnet, N., Froguel, P., and Thorens, B. (1995). Cloning, functional expression, and chromosomal localization of the human pancreatic islet glucose-dependent insulinotropic polypeptide receptor. Diabetes44, 1202–1208.10.2337/diab.44.10.1202Search in Google Scholar

Hinke, S.A., Manhart, S., Pamir, N., Demuth, H., Gelling, R., Pederson, R.A., and McIntosh, C.H. (2001). Identification of a bioactive domain in the amino-terminus of glucose-dependent insulinotropic polypeptide (GIP). Biochem. Biophys. Acta1547, 143–155.10.1016/S0167-4838(01)00181-9Search in Google Scholar

Hinke, S.A., Gelling, R.W., Pederson, R.A., Manhart, S., Nian, C., Demuth, H.U., and McIntosh, C.H. (2002). Dipeptidyl peptidase IV-resistant [d-Ala(2)] glucose-dependent insulinotropic polypeptide (GIP) improves glucose tolerance in normal and obese diabetic rats. Diabetes51, 652–661.10.2337/diabetes.51.3.652Search in Google Scholar PubMed

Holst, J.J. (2002). Gastric inhibitory polypeptide analogues: do they have a therapeutic role in diabetes mellitus similar to that of glucagon-like Peptide-1? BioDrugs16, 175–181.10.2165/00063030-200216030-00002Search in Google Scholar PubMed

Irwin, N., Gault, V.A., Green, B.D., Harriott, P., O'Harte, F.P.M., and Flatt, P. (2004). Long-acting Tyr¹-modified analogues of GIP with significantly improved antihyperglycaemic and insulinotropic properties. Diabetologia47 (Suppl. 1), A109.Search in Google Scholar

Jones, I.R., Owens, D.R., Moody, A.J., Luzio, S.D., Morris, T., and Hayes, T.M. (1987). The effects of glucose-dependent insulinotropic polypeptide infused at physiological concentrations in normal subjects and type 2 (non-insulin-dependent) diabetic patients on glucose tolerance and B-cell secretion. Diabetologia30, 707–712.10.1007/BF00296993Search in Google Scholar PubMed

Kieffer, T.J., McIntosh, C.H.S., and Pederson, R.A. (1995). Degradation of glucose-dependent insulinotropic polypeptide and truncated glucagon-like peptide 1 in vitro and in vivo by dipeptidyl peptidase IV. Endocrinology136, 3585–3596.10.1210/endo.136.8.7628397Search in Google Scholar PubMed

Kim, J.G., Baggio, L.L., Bridon, D.P., Castaigne, J.P., Robitaille, M.F., Jette, L., Benquet, C., and Drucker, D.J. (2003). Development and characterization of a glucagon-like peptide1-albumin conjugate: the ability to activate the glucagon-like peptide 1 receptor in vivo. Diabetes52, 751–759.10.2337/diabetes.52.3.751Search in Google Scholar PubMed

Knudsen, L.B., Nielsen, P.F., Huusfeldt, P.O., Johansen, N.L., Madsen, K., Pedersen, F.Z., Thogersen, H., Wilken, M., and Agersø, H. (2000). Potent derivatives of glucagon-like peptide-1 with pharmacokinetic properties suitable for once daily administration. J. Med. Chem.43, 1664–1669.10.1021/jm9909645Search in Google Scholar PubMed

Kurtzhals, P., Havelund, S., Jonassen, I., Kiehr, B., Larsen, U.D., Ribel, U., and Markussen, J. (1995). Albumin binding of insulins acylated with fatty acids: characterization of the ligand-protein interaction and correlation between binding affinity and timing of the insulin effect in vivo. Biochem. J.312, 725–731.10.1042/bj3120725Search in Google Scholar

Manhart, S., Hinke, S.A., McIntosh, C.H., Pederson, R.A., and Demuth, H.U. (2003). Structure-function analysis of a series of novel GIP analogues containing different helical length linkers. Biochemistry42, 3081–3088.10.1021/bi026868eSearch in Google Scholar

McClenaghan, N.H., Barnett, C.R., Ah-Sing, E., Abdel-Wahab, Y.H., O'Harte, F.P., Yoon, T.W., Swanston-Flatt, S.K., and Flatt, P.R. (1996). Characterization of a novel glucose-responsive insulin-secreting cell line, BRIN-BD11, produced by electrofusion. Diabetes45, 1132–1140.10.2337/diab.45.8.1132Search in Google Scholar

Meier, J.J., Nauck, M.A., Schmidt, W.E., and Gallwitz, B. (2002). Gastric inhibitory polypeptide: the neglected incretin revisited. Regul. Pept.107, 1–13.10.1016/S0167-0115(02)00039-3Search in Google Scholar

Meier, J.J., Goetze, O., Anstipp, J., Hagemann, D., Holst, J.J., Schmidt, W.E., Gallwitz, B., and Nauck, M.A. (2003). Gastric inhibitory polypeptide (GIP). does not inhibit gastric emptying in man. Am. J. Physiol. Endocrinol. Metab.286, 621–625.Search in Google Scholar

Meier, J.J., Nauck, M.A., Kranz, D., Holst, J.J., Deacon, C.F., Gaeckler, D., Schmidt, W.E., and Gallwitz, B. (2004a). Secretion, degradation, and elimination of glucagon-like peptide 1 and gastric inhibitory polypeptide in patients with chronic renal insufficiency and healthy control subjects. Diabetes53, 654–662.10.2337/diabetes.53.3.654Search in Google Scholar PubMed

Meier, J.J., Gallwitz, B., Kask, B., Deacon, C.F., Holst, J.J., Schmidt, W.E., and Nauck, M.A. (2004b). Stimulation of insulin secretion by intravenous bolus injection and continuous infusion of gastric inhibitory polypeptide in patients with type 2 diabetes and healthy control subjects. Diabetes53 (Suppl. 3), 220–224.10.2337/diabetes.53.suppl_3.S220Search in Google Scholar

Morgan, L.M. (1996). The metabolic role of GIP: physiology and pathology. Biochem. Soc. Trans.24, 585–591.10.1042/bst0240585Search in Google Scholar PubMed

Nauck, M.A., Heimesaat, M.M., Orskov, C., Holst, J.J., Ebert, R., and Creutzfeldt, W. (1993). Preserved incretin activity of glucagon-like peptide 1 [7–36 amide] but not of synthetic human gastric inhibitory polypeptide in patients with type-2 diabetes mellitus. J. Clin. Invest.91, 301–307.10.1172/JCI116186Search in Google Scholar PubMed PubMed Central

O'Harte, F.P.M., Mooney, M.H., and Flatt, P.R. (1999). NH₂-terminally modified gastric inhibitory polypeptide exhibits amino-peptidase resistance and enhanced antihyperglycemic activity. Diabetes48, 758–765.10.2337/diabetes.48.4.758Search in Google Scholar PubMed

O'Harte, F.P.M., Gault, V.A., Parker, J.C., Harriott, P., Mooney, M.H., Bailey, C.J., and Flatt, P.R. (2002). Improved stability, insulin-releasing activity and antidiabetic potential of two novel N-terminal analogues of glucose-dependent insulinotropic polypeptide: N-acetyl-GIP and Ac-GIP. Diabetologia45, 1281–1291.10.1007/s00125-002-0894-6Search in Google Scholar PubMed

Pospisilik, J.A., Martin, J., Doty, T., Ehses, J.A., Pamir, N., Lynn, F.C., Piteau, S., Demuth, H.U., McIntosh, C.H., and Pederson, R.A. (2003). Dipeptidyl peptidase IV inhibitor treatment stimulates beta-cell survival and islet neogenesis in streptozotocin-induced diabetic rats. Diabetes52, 741–750.10.2337/diabetes.52.3.741Search in Google Scholar

Stevens, J.F. (1971). Determination of glucose by an automatic analyser. Clin. Chem. Acta32, 199–201.10.1016/0009-8981(71)90332-9Search in Google Scholar

Trumper, A., Trumper, K., Trusheim, H., Arnold, R., Goke, B., and Horsch, D. (2001). Glucose-dependent insulinotropic polypeptide is a growth factor for β (INS-1) cells by pleiotropic signaling. Mol. Endocrinol.15, 1559–1570.10.1210/me.15.9.1559Search in Google Scholar

Trumper, A., Trumper, K., and Horsch, D. (2002). Mechanisms of mitogenic and anti-apoptotic signaling by glucose-dependent insulinotropic polypeptide in β (INS-1)-cells. J. Endocrinol.17, 233–246.10.1677/joe.0.1740233Search in Google Scholar

Wang, Y., Montrose-Rafizadeh, C., Adams, L., Raygada, M., Nadiv, O., and Egan, J.M. (1996). GIP regulates glucose transporters, hexokinases, and glucose-induced insulin secretion in RIN 1046-38 cells. Mol. Cell. Endocrinol.116, 81–87.10.1016/0303-7207(95)03701-2Search in Google Scholar

Yip, R.G. and Wolfe, M.M. (2000). GIP biology and fat metabolism. Life Sci.66, 91–103.Search in Google Scholar