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133514-43-9,MFCD02179664
Catalog No.:AA00ILML

133514-43-9 | Exendin (9-39)

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1mg
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  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00ILML
Chemical Name:
Exendin (9-39)
CAS Number:
133514-43-9
Molecular Formula:
C149H234N40O47S
Molecular Weight:
3369.7571
MDL Number:
MFCD02179664
SMILES:
NCCCC[C@@H](C(=O)N[C@H](C(=O)NCC(=O)NCC(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)N[C@H](C(=O)NCC(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N1CCC[C@H]1C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)N)CO)C)CO)CO)CC(=O)N)NC(=O)[C@@H](NC(=O)[C@H](Cc1c[nH]c2c1cccc2)NC(=O)[C@@H](NC(=O)[C@H]([C@H](CC)C)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](C(C)C)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](CC(=O)O)N)CC(C)C)CO)CCCCN)CCC(=O)N)CCSC)CCC(=O)O)CCC(=O)O)CCC(=O)O)C)CCCNC(=N)N)CC(C)C)Cc1ccccc1)CCC(=O)O)CC(C)C
Properties
Computed Properties
 
Complexity:
8000  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
29  
Heavy Atom Count:
237  
Hydrogen Bond Acceptor Count:
52  
Hydrogen Bond Donor Count:
45  
Rotatable Bond Count:
109  
XLogP3:
-16.7  

Literature

Title: Intestinal DGAT1 deficiency reduces postprandial triglyceride and retinyl ester excursions by inhibiting chylomicron secretion and delaying gastric emptying.

Journal: Journal of lipid research 20121101

Title: Glucagon-like peptide-1(1-37) can enhance blood glucose homeostasis in mice.

Journal: Regulatory peptides 20121010

Title: Postconditioning with curaglutide, a novel GLP-1 analog, protects against heart ischemia-reperfusion injury in an isolated rat heart.

Journal: Regulatory peptides 20121010

Title: Glucagon-like peptide 1 receptor plays an essential role in geniposide attenuating lipotoxicity-induced β-cell apoptosis.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20121001

Title: GLP-1 receptor antagonist exendin-(9-39) elevates fasting blood glucose levels in congenital hyperinsulinism owing to inactivating mutations in the ATP-sensitive K+ channel.

Journal: Diabetes 20121001

Title: The role of endogenous incretin secretion as amplifier of glucose-stimulated insulin secretion in healthy subjects and patients with type 2 diabetes.

Journal: Diabetes 20120901

Title: Is endogenous GLP-1 the only important enhancer of glucose-induced insulin secretion in type 2 diabetes?

Journal: Diabetes 20120901

Title: Receptor identification and physiological characterisation of glucagon-like peptide-2 in the rat heart.

Journal: Nutrition, metabolism, and cardiovascular diseases : NMCD 20120601

Title: Roux-en-Y gastric bypass in rats increases sucrose taste-related motivated behavior independent of pharmacological GLP-1-receptor modulation.

Journal: American journal of physiology. Regulatory, integrative and comparative physiology 20120315

Title: Self-inducible secretion of glucagon-like peptide-1 (GLP-1) that allows MIN6 cells to maintain insulin secretion and insure cell survival.

Journal: Molecular and cellular endocrinology 20120226

Title: Synthesis and evaluation of [18F]exendin (9-39) as a potential biomarker to measure pancreatic β-cell mass.

Journal: Nuclear medicine and biology 20120201

Title: Glucagon-like peptide-1 modulates neurally evoked mucosal chloride secretion in guinea pig small intestine in vitro.

Journal: American journal of physiology. Gastrointestinal and liver physiology 20120201

Title: Pancreatic GLP-1 receptor activation is sufficient for incretin control of glucose metabolism in mice.

Journal: The Journal of clinical investigation 20120103

Title: Glucagon-like peptides 1 and 2 and vasoactive intestinal peptide are neuroprotective on cultured and mast cell co-cultured rat myenteric neurons.

Journal: BMC gastroenterology 20120101

Title: The common hepatic branch of the vagus is not required to mediate the glycemic and food intake suppressive effects of glucagon-like-peptide-1.

Journal: American journal of physiology. Regulatory, integrative and comparative physiology 20111101

Title: Glucagon-like peptide 1 receptors in nucleus accumbens affect food intake.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20111012

Title: A physiological role of glucagon-like peptide-1 receptors in the central nervous system of Suncus murinus (house musk shrew).

Journal: European journal of pharmacology 20111001

Title: Native incretins prevent the development of atherosclerotic lesions in apolipoprotein E knockout mice.

Journal: Diabetologia 20111001

Title: Foetal proglucagon processing in relation to adult appetite control: lessons from a transplantable rat glucagonoma with severe anorexia.

Journal: Diabetes, obesity & metabolism 20111001

Title: Both stimulation of GLP-1 receptors and inhibition of glycogenolysis additively contribute to a protective effect of oral miglitol against ischaemia-reperfusion injury in rabbits.

Journal: British journal of pharmacology 20110901

Title: Peripheral and central GLP-1 receptor populations mediate the anorectic effects of peripherally administered GLP-1 receptor agonists, liraglutide and exendin-4.

Journal: Endocrinology 20110801

Title: DPP4 deficiency preserves cardiac function via GLP-1 signaling in rats subjected to myocardial ischemia/reperfusion.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 20110801

Title: Endogenously released GLP-1 is not sufficient to alter postprandial glucose regulation in the dog.

Journal: Endocrine 20110601

Title: Antidiabetic actions of endogenous and exogenous GLP-1 in type 1 diabetic patients with and without residual β-cell function.

Journal: Diabetes 20110501

Title: Involvement of endogenous glucagon-like peptide-1 in regulation of gastric motility and pancreatic endocrine secretion.

Journal: Scandinavian journal of gastroenterology 20110401

Title: Hyperphagia and increased fat accumulation in two models of chronic CNS glucagon-like peptide-1 loss of function.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20110309

Title: Metformin regulates the incretin receptor axis via a pathway dependent on peroxisome proliferator-activated receptor-α in mice.

Journal: Diabetologia 20110201

Title: New aspects of an old drug: metformin as a glucagon-like peptide 1 (GLP-1) enhancer and sensitiser.

Journal: Diabetologia 20110201

Title: Endogenous GLP-1 regulates postprandial glycemia in humans: relative contributions of insulin, glucagon, and gastric emptying.

Journal: The Journal of clinical endocrinology and metabolism 20110101

Title: Glucagon-like peptide-1 enhances cardiac L-type Ca2+ currents via activation of the cAMP-dependent protein kinase A pathway.

Journal: Cardiovascular diabetology 20110101

Title: Glucagon receptor antagonist-mediated improvements in glycemic control are dependent on functional pancreatic GLP-1 receptor.

Journal: American journal of physiology. Endocrinology and metabolism 20101001

Title: Peripheral motor action of glucagon-like peptide-1 through enteric neuronal receptors.

Journal: Neurogastroenterology and motility : the official journal of the European Gastrointestinal Motility Society 20100601

Title: Glucagon-like peptide (GLP)-1(9-36)amide-mediated cytoprotection is blocked by exendin(9-39) yet does not require the known GLP-1 receptor.

Journal: Endocrinology 20100401

Title: Endogenous glucagon-like peptide-1 slows gastric emptying in healthy subjects, attenuating postprandial glycemia.

Journal: The Journal of clinical endocrinology and metabolism 20100101

Title: Glucagon-like peptide-1 protects mesenteric endothelium from injury during inflammation.

Journal: Peptides 20090901

Title: Hypothalamic injection of oxyntomodulin suppresses circulating ghrelin-like immunoreactivity.

Journal: Endocrinology 20090801

Title: GLP-1 regulates gastroduodenal motility involving cholinergic pathways.

Journal: Neurogastroenterology and motility : the official journal of the European Gastrointestinal Motility Society 20090601

Title: Hindbrain cocaine- and amphetamine-regulated transcript induces hypothermia mediated by GLP-1 receptors.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20090527

Title: Reappraisal of the intravenous glucose tolerance index for a simple assessment of insulin sensitivity in mice.

Journal: American journal of physiology. Regulatory, integrative and comparative physiology 20090501

Title: [A novel cell model targeted on GLP-1 receptor for application to anti-diabetic candidates screening].

Journal: Yao xue xue bao = Acta pharmaceutica Sinica 20090301

Title: Peripheral GLP-1 gastroprotection against ethanol: the role of exendin, NO, CGRP, prostaglandins and blood flow.

Journal: Regulatory peptides 20090108

Title: Regulation of islet hormone release and gastric emptying by endogenous glucagon-like peptide 1 after glucose ingestion.

Journal: The Journal of clinical endocrinology and metabolism 20081201

Title: GLP-1 and related peptides cause concentration-dependent relaxation of rat aorta through a pathway involving KATP and cAMP.

Journal: Archives of biochemistry and biophysics 20081015

Title: Brain glucagon-like peptide 1 signaling controls the onset of high-fat diet-induced insulin resistance and reduces energy expenditure.

Journal: Endocrinology 20081001

Title: Exendin-(9-39) corrects fasting hypoglycemia in SUR-1-/- mice by lowering cAMP in pancreatic beta-cells and inhibiting insulin secretion.

Journal: The Journal of biological chemistry 20080919

Title: Exenatide can reduce glucose independent of islet hormones or gastric emptying.

Journal: American journal of physiology. Endocrinology and metabolism 20080801

Title: GLP-1 (9-36) amide, cleavage product of GLP-1 (7-36) amide, is a glucoregulatory peptide.

Journal: Obesity (Silver Spring, Md.) 20080701

Title: Glucagon-like peptide-1 modulates synaptic transmission to identified pancreas-projecting vagal motoneurons.

Journal: Peptides 20071101

Title: Central effects of glucagon-like peptide-1 on cold-restraint stress-induced gastric mucosal lesions.

Journal: The Turkish journal of gastroenterology : the official journal of Turkish Society of Gastroenterology 20070901

Title: Effects of antidiabetic drugs on dipeptidyl peptidase IV activity: nateglinide is an inhibitor of DPP IV and augments the antidiabetic activity of glucagon-like peptide-1.

Journal: European journal of pharmacology 20070730

Title: Mediators of glucagon-like peptide 2-induced blood flow: responses in different vascular sites.

Journal: Regulatory peptides 20070705

Title: Action of GLP-1 (7-36) amide and exendin-4 on Suncus murinus (house musk shrew) isolated ileum.

Journal: European journal of pharmacology 20070702

Title: Glucagon-like peptide-1 excites pancreas-projecting preganglionic vagal motoneurons.

Journal: American journal of physiology. Gastrointestinal and liver physiology 20070601

Title: The action of GLP-1 and exendins upon glucose transport in normal human adipocytes, and on kinase activity as compared to morbidly obese patients.

Journal: International journal of molecular medicine 20070601

Title: Metabolic effects of sub-chronic ablation of the incretin receptors by daily administration of (Pro3)GIP and exendin(9-39)amide in obese diabetic (ob/ob) mice.

Journal: Biological chemistry 20070201

Title: Dual-acting peptide with prolonged glucagon-like peptide-1 receptor agonist and glucagon receptor antagonist activity for the treatment of type 2 diabetes.

Journal: The Journal of endocrinology 20070201

Title: Glucagon like peptide-1 accelerates colonic transit via central CRF and peripheral vagal pathways in conscious rats.

Journal: Autonomic neuroscience : basic & clinical 20070130

Title: Endogenous glucagon-like peptide 1 controls endocrine pancreatic secretion and antro-pyloro-duodenal motility in humans.

Journal: Gut 20060201

Title: Brain glucagon-like peptide-1 increases insulin secretion and muscle insulin resistance to favor hepatic glycogen storage.

Journal: The Journal of clinical investigation 20051201

Title: GLP-1 signalling and effects on glucose metabolism in myocytes from type 2 diabetic patients.

Journal: International journal of molecular medicine 20051001

Title: Effects of glucagon-like peptide-1 and exendins on kinase activity, glucose transport and lipid metabolism in adipocytes from normal and type-2 diabetic rats.

Journal: Journal of molecular endocrinology 20050801

Title: Intravenous infusion of glucagon-like peptide-1 potently inhibits food intake, sham feeding, and gastric emptying in rats.

Journal: American journal of physiology. Regulatory, integrative and comparative physiology 20050601

Title: Chronic treatment with exendin(9-39)amide indicates a minor role for endogenous glucagon-like peptide-1 in metabolic abnormalities of obesity-related diabetes in ob/ob mice.

Journal: The Journal of endocrinology 20050501

Title: Contraction induced by glicentin on smooth muscle cells from the human colon is abolished by exendin (9-39).

Journal: Neurogastroenterology and motility : the official journal of the European Gastrointestinal Motility Society 20050401

Title: Pancreatic beta-cells expressing GLP-1 are resistant to the toxic effects of immunosuppressive drugs.

Journal: Journal of molecular endocrinology 20050401

Title: Effect of GLP-1 on glucose transport and its cell signalling in human myocytes.

Journal: Regulatory peptides 20050330

Title: Glucagon-like peptide-1 relaxes rat conduit arteries via an endothelium-independent mechanism.

Journal: Regulatory peptides 20050215

Title: Glucagon-like peptide 1 excites hypocretin/orexin neurons by direct and indirect mechanisms: implications for viscera-mediated arousal.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20040915

Title: Lys9 for Glu9 substitution in glucagon-like peptide-1(7-36)amide confers dipeptidylpeptidase IV resistance with cellular and metabolic actions similar to those of established antagonists glucagon-like peptide-1(9-36)amide and exendin (9-39).

Journal: Metabolism: clinical and experimental 20040201

Title: The positive charge at Lys-288 of the glucagon-like peptide-1 (GLP-1) receptor is important for binding the N-terminus of peptide agonists.

Journal: FEBS letters 20031023

Title: Effects of prolonged exendin-4 administration on entero-insular axis of normal and streptozotocin-induced diabetic rats.

Journal: International journal of molecular medicine 20030601

Title: Effects of the novel (Pro3)GIP antagonist and exendin(9-39)amide on GIP- and GLP-1-induced cyclic AMP generation, insulin secretion and postprandial insulin release in obese diabetic (ob/ob) mice: evidence that GIP is the major physiological incretin.

Journal: Diabetologia 20030201

Title: Local, exendin-(9-39)-insensitive, site of action of GLP-1 in canine ileum.

Journal: American journal of physiology. Gastrointestinal and liver physiology 20020901

Title: Glucagon-like peptide-1 (GLP-1) and glucose metabolism in human myocytes.

Journal: The Journal of endocrinology 20020601

Title: Effects of intracerebroventricular injection of glucagon like peptide-1 and its related peptides on serotonin metabolism and on levels of amino acids in the rat hypothalamus.

Journal: Brain research 20020301

Title: Assessment of the role of interstitial glucagon in the acute glucose secretory responsiveness of in situ pancreatic beta-cells.

Journal: Diabetes 20020301

Title: Resistance of succinic acid dimethyl ester insulinotropic action to exendin (9-39) amide.

Journal: Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme 20020101

Title: Glucose competence of the hepatoportal vein sensor requires the presence of an activated glucagon-like peptide-1 receptor.

Journal: Diabetes 20010801

Title: Suppression by exendin(9-39)amide of glucagon-like peptide-1 insulinotropic action in rats infused with dimethyl ester of succinic acid.

Journal: Endocrine 20010801

Title: Neuropeptide regulation of feeding in catfish, Ictalurus punctatus: a role for glucagon-like peptide-1 (GLP-1)?

Journal: Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology 20010601

Title: Calabria AC, et al. GLP-1 receptor antagonist exendin-(9-39) elevates fasting blood glucose levels in congenital owing to inactivating mutations in the ATP-sensitive K+ channel. Diabetes. 2012 Oct;61(10):2585-91.

Title: De León DD, et al. Exendin-(9-39) corrects fasting hypoglycemia in SUR-1-/- mice by lowering cAMP in pancreatic beta-cells and inhibiting secretion. J Biol Chem. 2008 Sep 19;283(38):25786-93.

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Tags:133514-43-9 Molecular Formula|133514-43-9 MDL|133514-43-9 SMILES|133514-43-9 Exendin (9-39)