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171436-38-7,MFCD03093421
Catalog No.:AA00AOGX

171436-38-7 | H-SER-LEU-ILE-GLY-ARG-LEU-NH2

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1mg
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5mg
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10mg
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00AOGX
Chemical Name:
H-SER-LEU-ILE-GLY-ARG-LEU-NH2
CAS Number:
171436-38-7
Molecular Formula:
C29H56N10O7
Molecular Weight:
656.8177
MDL Number:
MFCD03093421
SMILES:
CC[C@@H]([C@@H](C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N)CC(C)C)CCCNC(=N)N)NC(=O)[C@@H](NC(=O)[C@H](CO)N)CC(C)C)C
Properties
Computed Properties
 
Complexity:
1050  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
6  
Heavy Atom Count:
46  
Hydrogen Bond Acceptor Count:
9  
Hydrogen Bond Donor Count:
10  
Rotatable Bond Count:
22  
XLogP3:
-1.3  

Literature

Title: Acidosis counteracts itch tachyphylaxis to consecutive pruritogen exposure dependent on acid-sensing ion channel 3.

Journal: Molecular pain 20170101

Title: PAR2 Modulators Derived from GB88.

Journal: ACS medicinal chemistry letters 20161208

Title: Spinal Functions of B-Type Natriuretic Peptide, Gastrin-Releasing Peptide, and Their Cognate Receptors for Regulating Itch in Mice.

Journal: The Journal of pharmacology and experimental therapeutics 20160301

Title: ASIC3 Mediates Itch Sensation in Response to Coincident Stimulation by Acid and Nonproton Ligand.

Journal: Cell reports 20151013

Title: Proteinase-activated receptor 2 blockade impairs CCL11- or allergen-induced eosinophil recruitment in experimental pleurisy.

Journal: European journal of pharmacology 20141005

Title: Mouse model of touch-evoked itch (alloknesis).

Journal: The Journal of investigative dermatology 20120701

Title: Role of transient receptor potential vanilloid 4 in rat joint inflammation.

Journal: Arthritis and rheumatism 20120601

Title: Allergic sensitization enhances anion current responsiveness of murine trachea to PAR-2 activation.

Journal: Pflugers Archiv : European journal of physiology 20120301

Title: Antagonism of protease-activated receptor 2 protects against experimental colitis.

Journal: The Journal of pharmacology and experimental therapeutics 20120201

Title: Enhanced responses of lumbar superficial dorsal horn neurons to intradermal PAR-2 agonist but not histamine in a mouse hindpaw dry skin itch model.

Journal: Journal of neurophysiology 20110601

Title: Modulation of semaphorin 3A expression by calcium concentration and histamine in human keratinocytes and fibroblasts.

Journal: Journal of dermatological science 20110201

Title: Macelignan inhibits melanosome transfer mediated by protease-activated receptor-2 in keratinocytes.

Journal: Biological & pharmaceutical bulletin 20110101

Title: The proteinase/proteinase-activated receptor-2/transient receptor potential vanilloid-1 cascade impacts pancreatic pain in mice.

Journal: Life sciences 20101120

Title: Enhanced scratching evoked by PAR-2 agonist and 5-HT but not histamine in a mouse model of chronic dry skin itch.

Journal: Pain 20101101

Title: Facial injections of pruritogens and algogens excite partly overlapping populations of primary and second-order trigeminal neurons in mice.

Journal: Journal of neurophysiology 20101101

Title: PAR(2) and temporomandibular joint inflammation in the rat.

Journal: Journal of dental research 20101001

Title: Activation of PAR-2 elicits NO-dependent and CGRP-independent dilation of the dural artery.

Journal: Headache 20100601

Title: Thrombin and trypsin directly activate vagal C-fibres in mouse lung via protease-activated receptor-1.

Journal: The Journal of physiology 20100401

Title: Proteinase-activated receptor-2 (PAR2) and mouse osteoblasts: regulation of cell function and lack of specificity of PAR2-activating peptides.

Journal: Clinical and experimental pharmacology & physiology 20100301

Title: Regulation of acid signaling in rat pulmonary sensory neurons by protease-activated receptor-2.

Journal: American journal of physiology. Lung cellular and molecular physiology 20100301

Title: Insulin modulates protease-activated receptor 2 signaling: implications for the innate immune response.

Journal: Journal of immunology (Baltimore, Md. : 1950) 20100301

Title: The role of kinin B1 and B2 receptors in the scratching behaviour induced by proteinase-activated receptor-2 agonists in mice.

Journal: British journal of pharmacology 20100201

Title: Upregulation of proteinase-activated receptor-2 and increased response to trypsin in endothelial cells after exposure to oxidative stress in rat aortas.

Journal: Journal of vascular research 20100101

Title: Excitation of mouse superficial dorsal horn neurons by histamine and/or PAR-2 agonist: potential role in itch.

Journal: Journal of neurophysiology 20091001

Title: Induction of leukotriene B(4) and prostaglandin E(2) release from keratinocytes by protease-activated receptor-2-activating peptide in ICR mice.

Journal: International immunopharmacology 20091001

Title: Mechanisms underlying enhanced vasorelaxant response to protease-activated receptor 2-activating peptide in type 2 diabetic Goto-Kakizaki rat mesenteric artery.

Journal: Peptides 20090901

Title: Involvement of capsaicin-sensitive afferent nerves in the proteinase-activated receptor 2-mediated vasodilatation in the rat dura mater.

Journal: Neuroscience 20090707

Title: Scratching behavior and Fos expression in superficial dorsal horn elicited by protease-activated receptor agonists and other itch mediators in mice.

Journal: The Journal of pharmacology and experimental therapeutics 20090601

Title: Protease-activated receptor-2 stimulates intestinal epithelial chloride transport through activation of PLC and selective PKC isoforms.

Journal: American journal of physiology. Gastrointestinal and liver physiology 20090601

Title: Activation of superficial dorsal horn neurons in the mouse by a PAR-2 agonist and 5-HT: potential role in itch.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20090520

Title: Involvement of Tryptase and Proteinase-Activated Receptor-2 in Spontaneous Itch-Associated Response in Mice With Atopy-like Dermatitis.

Journal: Journal of pharmacological sciences 20090301

Title: Mast cells reduce survival of myenteric neurons in culture.

Journal: Neuropharmacology 20090201

Title: Activation of proteinase-activated receptors induces itch-associated response through histamine-dependent and -independent pathways in mice.

Journal: Journal of pharmacological sciences 20081101

Title: Discovery of potent and selective small-molecule PAR-2 agonists.

Journal: Journal of medicinal chemistry 20080925

Title: LIGR, a protease-activated receptor-2-derived peptide, enhances skin pigmentation without inducing inflammatory processes.

Journal: Pigment cell & melanoma research 20080401

Title: Intrathecal administration of proteinase-activated receptor-2 agonists produces hyperalgesia by exciting the cell bodies of primary sensory neurons.

Journal: The Journal of pharmacology and experimental therapeutics 20080101

Title: Protease-activated receptor-1 (PAR1) and PAR2 but not PAR4 mediate relaxations in lower esophageal sphincter.

Journal: Regulatory peptides 20070705

Title: Agonists of protease-activated receptors 1 and 2 stimulate electrolyte secretion from mouse gallbladder.

Journal: American journal of physiology. Gastrointestinal and liver physiology 20070701

Title: Rapid modulation of micro-opioid receptor signaling in primary sensory neurons.

Journal: The Journal of pharmacology and experimental therapeutics 20070601

Title: Mechanisms of protease-activated receptor 2-evoked hyperexcitability of nociceptive neurons innervating the mouse colon.

Journal: The Journal of physiology 20070501

Title: PAR-2 agonists activate trigeminal nociceptors and induce functional competence in the delta opioid receptor.

Journal: Pain 20061101

Title: The C-terminus of murine S100A9 protein inhibits hyperalgesia induced by the agonist peptide of protease-activated receptor 2 (PAR2).

Journal: British journal of pharmacology 20061001

Title: Agonist of proteinase-activated receptor 2 increases painful behavior produced by alpha, beta-methylene adenosine 5'-triphosphate.

Journal: Neuroreport 20060821

Title: Colonic hyperalgesia triggered by proteinase-activated receptor-2 in mice: involvement of endogenous bradykinin.

Journal: Neuroscience letters 20060710

Title: Protective effect of proteinase-activated receptor 2 activation on motility impairment and tissue damage induced by intestinal ischemia/reperfusion in rodents.

Journal: The American journal of pathology 20060701

Title: Impairment of PAR-2-mediated relaxation system in colonic smooth muscle after intestinal inflammation.

Journal: British journal of pharmacology 20060501

Title: Scratching behavior in mice induced by the proteinase-activated receptor-2 agonist, SLIGRL-NH2.

Journal: European journal of pharmacology 20060120

Title: Evidence that protease-activated receptor-2 mediates trypsin-induced reversal of stellation in cultured rat astrocytes.

Journal: Neuroscience research 20060101

Title: Calcium dependence of proteinase-activated receptor 2 and cholecystokinin-mediated amylase secretion from pancreatic acini.

Journal: American journal of physiology. Gastrointestinal and liver physiology 20051001

Title: Inhibitors of prostaglandin transport and metabolism augment protease-activated receptor-2-mediated increases in prostaglandin E2 levels and smooth muscle relaxation in mouse isolated trachea.

Journal: The Journal of pharmacology and experimental therapeutics 20050901

Title: Protection against acute pancreatitis by activation of protease-activated receptor-2.

Journal: American journal of physiology. Gastrointestinal and liver physiology 20050201

Title: Proteinase-activated receptor-2 (PAR2) agonist causes periodontitis in rats.

Journal: Journal of dental research 20050201

Title: Redundant signaling mechanisms contribute to the vasodilatory response of the afferent arteriole to proteinase-activated receptor-2.

Journal: American journal of physiology. Renal physiology 20050101

Title: Protease-activated receptor-2 (PAR-2)-related peptides induce tear secretion in rats: involvement of PAR-2 and non-PAR-2 mechanisms.

Journal: The Journal of pharmacology and experimental therapeutics 20050101

Title: Proteinase-activated receptor 2 activation modulates guinea-pig mesenteric lymphatic vessel pacemaker potential and contractile activity.

Journal: The Journal of physiology 20041015

Title: Proteinase-activated receptor-2-mediated relaxation in mouse tracheal and bronchial smooth muscle: signal transduction mechanisms and distinct agonist sensitivity.

Journal: The Journal of pharmacology and experimental therapeutics 20041001

Title: Activation of trigeminal nociceptive neurons by parotid PAR-2 activation in rats.

Journal: Neuroreport 20040719

Title: Potent and metabolically stable agonists for protease-activated receptor-2: evaluation of activity in multiple assay systems in vitro and in vivo.

Journal: The Journal of pharmacology and experimental therapeutics 20040601

Title: Distinct roles for protease-activated receptors 1 and 2 in vasomotor modulation in rat superior mesenteric artery.

Journal: Cardiovascular research 20040301

Title: Modulation of capsaicin-evoked visceral pain and referred hyperalgesia by protease-activated receptors 1 and 2.

Journal: Journal of pharmacological sciences 20040301

Title: Basal nitric oxide modulates vascular effects of a peptide activating protease-activated receptor 2.

Journal: Cardiovascular research 20031101

Title: Involvement of EDHF in the hypotension and increased gastric mucosal blood flow caused by PAR-2 activation in rats.

Journal: British journal of pharmacology 20030901

Title: Colitis induced by proteinase-activated receptor-2 agonists is mediated by a neurogenic mechanism.

Journal: Canadian journal of physiology and pharmacology 20030901

Title: Bidirectional regulation of renal hemodynamics by activation of PAR1 and PAR2 in isolated perfused rat kidney.

Journal: American journal of physiology. Renal physiology 20030701

Title: Mast cell tryptase and proteinase-activated receptor 2 induce hyperexcitability of guinea-pig submucosal neurons.

Journal: The Journal of physiology 20030301

Title: Selective tryptic cleavage at the tethered ligand site of the amino terminal domain of proteinase-activated receptor-2 in intact cells.

Journal: The Journal of pharmacology and experimental therapeutics 20030301

Title: Glycosylation of human proteinase-activated receptor-2 (hPAR2): role in cell surface expression and signalling.

Journal: The Biochemical journal 20021201

Title: Proteinase-activated receptor-2 (PAR2): vascular effects of a PAR2-derived activating peptide via a receptor different than PAR2.

Journal: The Journal of pharmacology and experimental therapeutics 20021201

Title: Restricted ability of human mast cell tryptase to activate proteinase-activated receptor-2 in rat aorta.

Journal: Canadian journal of physiology and pharmacology 20021001

Title: Protease-activated receptor-2 stimulates angiogenesis and accelerates hemodynamic recovery in a mouse model of hindlimb ischemia.

Journal: Circulation research 20020823

Title: Suppression by protease-activated receptor-2 activation of gastric acid secretion in rats.

Journal: European journal of pharmacology 20020628

Title: Protease-activated receptor-2-mediated Ca2+ signaling in guinea pig tracheal epithelial cells.

Journal: Life sciences 20020621

Title: The PAR-1-activating peptide attenuates carrageenan-induced hyperalgesia in rats.

Journal: Peptides 20020601

Title: PAR-2 elicits afferent arteriolar vasodilation by NO-dependent and NO-independent actions.

Journal: American journal of physiology. Renal physiology 20020501

Title: Proteinases and proteinase-activated receptor 2: a possible role to promote visceral hyperalgesia in rats.

Journal: Gastroenterology 20020401

Title: Specific expression of spinal Fos after PAR-2 stimulation in mast cell-depleted rats.

Journal: Neuroreport 20020325

Title: Protease-activated receptor-2 (PAR-2) in the rat gastric mucosa: immunolocalization and facilitation of pepsin/pepsinogen secretion.

Journal: British journal of pharmacology 20020301

Title: Basolateral PAR-2 receptors mediate KCl secretion and inhibition of Na+ absorption in the mouse distal colon.

Journal: The Journal of physiology 20020215

Title: Minimal structural requirements for agonist activity of PAR-2 activating peptides.

Journal: Bioorganic & medicinal chemistry letters 20020107

Title: Multiple mechanisms of vascular smooth muscle relaxation by the activation of proteinase-activated receptor 2 in mouse mesenteric arterioles.

Journal: British journal of pharmacology 20020101

Title: Functional effects of protease-activated receptor-2 stimulation on human airway smooth muscle.

Journal: American journal of physiology. Lung cellular and molecular physiology 20011201

Title: Agonists of proteinase-activated receptor 2 excite guinea pig ileal myenteric neurons.

Journal: European journal of pharmacology 20011123

Title: Proteinase-activated receptor 2 is an anti-inflammatory signal for colonic lamina propria lymphocytes in a mouse model of colitis.

Journal: Proceedings of the National Academy of Sciences of the United States of America 20011120

Title: Lipopolysaccharide-induced subsensitivity of protease-activated receptor-2 in the mouse salivary glands in vivo.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 20010901

Title: In vivo evidence that protease-activated receptors 1 and 2 modulate gastrointestinal transit in the mouse.

Journal: British journal of pharmacology 20010801

Title: Protease-activated receptor-2-mediated inhibition of ion transport in human bronchial epithelial cells.

Journal: American journal of physiology. Cell physiology 20010601

Title: The protease-activated receptor-2 agonist induces gastric mucus secretion and mucosal cytoprotection.

Journal: The Journal of clinical investigation 20010601

Title: Peripheral PAR-2 triggers thermal hyperalgesia and nociceptive responses in rats.

Journal: Neuroreport 20010326

Title: Activation of protease-activated receptor-2 (PAR-2) triggers mucin secretion in the rat sublingual gland.

Journal: Biochemical and biophysical research communications 20000402

Title: Akiyama T, et al. Behavioral model of itch, alloknesis, pain and allodynia in the lower hindlimb and correlativeresponses of lumbar dorsal horn neurons in the mouse. Neuroscience. 2014 Apr 25;266:38-46.

Title: Li Y, et al. Perivascular adipose tissue-derived relaxing factors: release by peptide agonists via proteinase-activated receptor-2 (PAR2) and non-PAR2 mechanisms. Br J Pharmacol. 2011 Dec;164(8):1990-2002.

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Tags:171436-38-7 Molecular Formula|171436-38-7 MDL|171436-38-7 SMILES|171436-38-7 H-SER-LEU-ILE-GLY-ARG-LEU-NH2