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190383-13-2

190383-13-2 Structure

190383-13-2 Structure
IdentificationBack Directory
[Name]

H-SER-LEU-ILE-GLY-LYS-VAL-NH2
[CAS]

190383-13-2
[Synonyms]

SLIGKV-NH2
Par-2 Ago
SLIGKVAMIDE
PAR-2 AGONIST AMIDE
PAR2 activating peptide
PAR-2 (1-6) AMIDE (HUMAN)
SER-LEU-ILE-GLY-LYS-VAL-NH2
SER-LEU-ILE-GLY-LYS-VAL-AMIDE
H-SER-LEU-ILE-GLY-LYS-VAL-NH2
H-SER-LEU-ILE-GLY-LYS-VAL-NH2 USP/EP/BP
PAR-2 AGONIST PEPTIDE (SLIGKV) AMIDE, HUMAN
PROTEASE-ACTIVATED RECEPTOR-2 AGONIST, AMIDE
THROMBIN RECEPTOR-LIKE 1 (1-6) AMIDE (HUMAN)
Protease-Activated Receptor-2, amide (SLIGKV-NH2)
Ser-Leu-Ile-Gly-Lys-Val-amide >=95% (HPLC), solid
PROTEINASE ACTIVATED RECEPTOR 2 (1-6) AMIDE (HUMAN)
Protease-activated receptor 2 (PAR2) agonist(SLIGKV-NH2)
L-Valinamide, L-seryl-L-leucyl-L-isoleucylglycyl-L-lysyl-
COAGULATION FACTOR II RECEPTOR-LIKE 1 (1-6) AMIDE (HUMAN)
Protease - Activated Receptor - 2, PAR - 2 Agonist, amide
PROTEINASE ACTIVATED RECEPTOR 2 AGONIST PEPTIDE SLIGKV AMIDE, HUMAN
ThroMbin Receptor-Like 1 (1-6) aMide (huMan), SLIGKVaMide, Proteinase Activated Receptor 2 (1-6) aMide (huMan), Coagulation Factor II Receptor-Like 1 (1-6) aMide (huMan)
[Molecular Formula]

C28H54N8O7
[MDL Number]

MFCD02259590
[MOL File]

190383-13-2.mol
[Molecular Weight]

614.78
Chemical PropertiesBack Directory
[Boiling point ]

1030.3±65.0 °C(Predicted)
[density ]

1.161±0.06 g/cm3(Predicted)
[storage temp. ]

-20°C
[solubility ]

≥13.48 mg/mL in EtOH with gentle warming and ultrasonic; ≥62.9 mg/mL in DMSO; ≥66.2 mg/mL in H2O
[form ]

solid
[pka]

12.04±0.10(Predicted)
[color ]

White to off-white
[Water Solubility ]

Soluble to 1 mg/ml in water
[Sequence]

H-Ser-Leu-Ile-Gly-Lys-Val-NH2
[InChIKey]

HOWDUIVVWDUEED-WAUHAFJUSA-N
[SMILES]

CC[C@H](C)[C@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](N)CO)C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N[C@@H](C(C)C)C(N)=O
Safety DataBack Directory
[Safety Statements ]

22-24/25
[WGK Germany ]

3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

SLIGKV-NH2 is a PAR2 agonist.
[Definition]

ChEBI: Ser-Leu-Ile-Gly-Lys-Val-Amide is an oligopeptide.
[Biological Activity]

sligkv-nh2 serves as a protease-activated receptor 2 (par2) agonist. pars are a group of g-protein-coupled receptors existing in several cell types. up to date, four par members including par1 to 4 have been identified, cloned and designated. par2 is expressed in the respiratory and gastrointestinal tracts. it is suggested that the activation of par2 is closely correlated with inflammatory evens in various cells and tissues. par2 has also been identified to induce protease activation and therefore result in systemic hypotension. [1]
[Biochem/physiol Actions]

Proteinase-activated receptor (PAR-2) is a member of proteolytically cleaved receptors. It is activated by a synthetic peptide (SLIGKV), that is exposed after trypsin cleavage of the amino terminus. PAR-2 stimulates an increase in cytosolic Ca2+ ion concentration.
[in vitro]

it was reported that sligkv-nh2 (the par2 activating peptide), by inducing express of par2, could slightly enhanced mucin secretion by human bronchial epithelial cells in vitro. according to this study, compared to cells treated with a control peptide with reversed amino acid sequence, exposure of cells to sligkv-nh2 for 30 mins resulted in a weak but statistically significant increase in mucin secretion at concentrations of 100 and 1000m. in addition, sligkv-nh2 was demonstrated to accelerate cell cycle progression and stimulate the growth of hepg2 cells. [1, 2]
[in vivo]

the ability of par2 agonists to induce contractile responses was investigated in vivo. it was found that mouse par2 activating (sligrl-nh2) and human par2 activating (sligkv-nh2) peptides triggered a concentration-dependent contractile response in guinea-pig gallbladder. [3]
[IC 50]

a protease-activated receptor 2 (par2) agonist with an ic50 of 10.4 m.
[storage]

Store at -20°C
[References]

[1] lin kw, park j, crews al, li yh, adler kb. protease-activated receptor-2 (par-2) is a weak enhancer of mucin secretion by human bronchial epithelial cells in vitro. int j biochem cell b. 2008. 40: 137988.
[2]xie l, zheng y, li x, zhao jy, chen xy, chen l, zhou j, hai o and li f. enhanced proliferation of human hepatoma cells by par-2 agonists via the erk/ap-1 pathway. oncol rep. 2012.28: 1665-72.
[3] tognetto m, trevisani m, maggiore b, navarra g, turini a, guerrini r, bunnett nw, geppetti p and harrison s. evidence that par-1 and par-2 mediate prostanoid-dependent contraction in isolated guinea-pig gallbladder. br.j.pharmacol. 2000.131: 689-94.
[4] robin j, kharbanda r, mclean p, campbell r, vallance p. protease-activated receptor 2–mediated vasodilatation in humans in vivo, role of nitric oxide and prostanoids. circulation. 2003;107:954-959.
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