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Glucose-dependent Insulinotropic Polypeptide (human) (trifluoroacetate salt)

(Synonyms: Gastric Inhibitory Peptide; GIP) 目录号 : GC92134

Glucose-dependent Insulinotropic Polypeptide (human) (trifluoroacetate salt)是一种内源性42个氨基酸的肽促胰岛素素激素,在葡萄糖反应中诱导胰岛素分泌。

Glucose-dependent Insulinotropic Polypeptide (human) (trifluoroacetate salt) Chemical Structure

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Description

Glucose-dependent Insulinotropic Polypeptide (GIP) (human) is an endogenous 42-amino acid peptide incretin hormone that induces insulin secretion in response to glucose.1 It belongs to the secretin/glucagon superfamily of peptides, which includes secretin, glucagon, glucagon-like peptide-1 (GLP-1, GLP-2), and pituitary adenylate cyclase-activating polypeptide (PACAP).2 GIP is a GIP receptor agonist that binds to rat recombinant GIP receptors expressed in CHO-K1 cells (IC50 = 3.2 nM) and increases cAMP accumulation (EC50 = 377 pM).3 It stimulates insulin secretion from BRIN-BD11 rat pancreatic β-cells when used at a concentration of 10 nM.4 GIP (1 pmol/min per 100 g) decreases blood glucose level and increases plasma insulin level in rats following glucose challenge.3 It also decreases plasma glucose level and increases insulin level in ob/ob mice following glucose challenge when administered at a dose of 25 nmol/kg.5

References:
[1]. Baggio, L.L., and Drucker, D.J.Biology of incretins: GLP-1 and GIPGastroenterology132(6)2131-2157(2007).
[2]. Vaudry, D., Falluel-Morel, A., Bourgault, S., et al.Pituitary adenylate cyclase-activating polypeptide and its receptors: 20 years after the discoveryPharmacol. Rev.61(3)283-357(2009).
[3]. Hinke, S.A., Manhart, S., Pamir, N., et al.Identification of a bioactive domain in the amino-terminus of glucose-dependent insulinotropic polypeptide (GIP)Biochim. Biophys. Acta1547(1)143-155(2001).
[4]. Kerr, B.D., Flatt, A.J., Flatt, P.R., et al.Characterization and biological actions of N-terminal truncated forms of glucose-dependent insulinotropic polypeptideBiochem. Biophys. Res. Commun.404(3)870-876(2011).
[5]. O'Harte, F.P., Hunter, K., Gault, V.A., et al.Antagonistic effects of two novel GIP analogs, (Hyp3)GIP and (Hyp3)GIPLys16PAL, on the biological actions of GIP and longer-term effects in diabetic ob/ob miceAm. J. Physiol. Endocrinol. Metab.292(6)E1674-E1682(2007).

化学性质

Cas No. SDF
别名 Gastric Inhibitory Peptide; GIP
化学名 L-tyrosyl-L-alanyl-L-α-glutamylglycyl-L-threonyl-L-phenylalanyl-L-isoleucyl-L-seryl-L-α-aspartyl-L-tyrosyl-L-seryl-L-isoleucyl-L-alanyl-L-methionyl-L-α-aspartyl-L-lysyl-L-isoleucyl-L-histidyl-L-glutaminyl-L-glutaminyl-L-α-aspartyl-L-phenylalanyl-L-valyl-L-asparaginyl-L-tryptophyl-L-leucyl-L-leucyl-L-alanyl-L-glutaminyl-L-lysylglycyl-L-lysyl-L-lysyl-L-asparaginyl-L-α-aspartyl-L-tryptophyl-L-lysyl-L-histidyl-L-asparaginyl-L-isoleucyl-L-threonyl-L-glutamine, trifluoroacetate salt
Canonical SMILES [H]N[C@H](C(N[C@H](C(N[C@@H](CCC(O)=O)C(NCC(N[C@]([C@@H](C)O)([H])C(N[C@H](C(N[C@]([C@H](CC)C)([H])C(N[C@@H](CO)C(N[C@H](C(N[C@H](C(N[C@@H](CO)C(N[C@]([C@H](CC)C)([H])C(N[C@H](C(N[C@H](C(N[C@H](C(N[C@@H](CCCCN)C(N[C@]([C@H](CC)C)([H])C(N[C@H](C(N[C@@H](CCC(N)=O)C(N[C@@H](CCC(N)=O)C(N[C@H](C(N[C@H](C(N[C@@H](C(C)C)C(N[C@@H](CC(N)=O)C(N[C@H](C(N[C@@H](CC(C)C)C(N[C@@H](CC(C)C)C(N[C@H](C(N[C@@H](CCC(N)=O)C(N[C@@H](CCCCN)C(NCC(N[C@@H](CCCCN)C(N[C@@H](CCCCN)C(N[C@@H](CC(N)=O)C(N[C@H](C(N[C@H](C(N[C@@H](CCCCN)C(N[C@H](C(N[C@@H](CC(N)=O)C(N[C@]([C@H](CC)C)([H])C(N[C@]([C@@H](C)O)([H])C(N[C@@H](CCC(N)=O)C(O)=O)=O)=O)=O)=O)CC1=CN=CN1)=O)=O)CC2=CNC3=C2C=CC=C3)=O)CC(O)=O)=O)=O)=O)=O)=O)=O)=O)C)=O)=O)=O)CC4=CNC5=C4C=CC=C5)=O)=O)=O)CC6=CC=CC=C6)=O)CC(O)=O)=O)=O)=O)CC7=CN=CN7)=O)=O)=O)CC(O)=O)=O)CCSC)=O)C)=O)=O)=O)CC8=CC=C(O)C=C8)=O)CC(O)=O)=O)=O)=O)CC9=CC=CC=C9)=O)=O)=O)=O)C)=O)CC%10=CC=C(O)C=C%10.FC(F)(C(O)=O)F
分子式 C226H338N60O66S ? XCF3COOH 分子量 4983.5
溶解度 Water: 1 mg/ml 储存条件 -20°C
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1 mM 0.2007 mL 1.0033 mL 2.0066 mL
5 mM 0.0401 mL 0.2007 mL 0.4013 mL
10 mM 0.0201 mL 0.1003 mL 0.2007 mL
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