Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

View All Documentation

F3681

Sigma-Aldrich

2-Furoyl-LIGRLO-amide trifluoroacetate salt

≥97% (HPLC)

Synonym(s):

2-Fly, 2-Furoyl-Leu-Ile-Gly-Arg-Leu-Orn-NH2 trifluoroacetate salt, 2-f-LIGRLO-NH2, 2-fAP, 2fLI, f-LIGRLO-NH2

Sign Into View Organizational & Contract Pricing

Select a Size

1 MG
$158.40

$158.40

List price$176.00Save 10%
Web-Only Promotion

Available to ship onApril 08, 2025Details

Request a Bulk Order
All Photos(1)

Select a Size

Change View
1 MG
$158.40

About This Item

Empirical Formula (Hill Notation):
C36H63N11O8 · xC2HF3O2
CAS Number:
729589-58-6
Molecular Weight:
777.95 (free base basis)
MDL number:
MFCD03821022
UNSPSC Code:
51111800
PubChem Substance ID:
329799702
NACRES:
NA.32

$158.40

List price$176.00Save 10%
Web-Only Promotion

Available to ship onApril 08, 2025Details

Request a Bulk Order

assay

≥97% (HPLC)

form

lyophilized powder

color

white

storage temp.

−20°C

SMILES string

Cc1cc(C)c2c(N)c(sc2n1)C(=O)NCc3ccc(Cl)cc3

InChI

1S/C17H16ClN3OS/c1-9-7-10(2)21-17-13(9)14(19)15(23-17)16(22)20-8-11-3-5-12(18)6-4-11/h3-7H,8,19H2,1-2H3,(H,20,22)

InChI key

FPRULFHDSFKYBV-UHFFFAOYSA-N

General description

2-Furoyl-LIGRLO-amide trifluoroacetate salt is a peptide that acts as a proteinase-activated receptor-2 (PAR2) agonist, and contains a furoyl group addition at its N-terminal.[1]

Application

2-Furoyl-LIGRLO-amide trifluoroacetate salt may be used as a protease-activated receptor 2 (PAR2) agonist in endothelial progenitor cells (EPCs)[2] and in transient receptor potential cation channel subfamily V member (TRPV4)-transfected HEK293t cells.[3]

Biochem/physiol Actions

2-Furoyl-LIGRLO-amide is a potent and selective protease-activated receptor 2 (PAR2) agonist.
2-Furoyl-LIGRLO-amide is a potent and selective protease-activated receptor 2 (PAR2) agonist. PAR-2 activation is associated with increases in cAMP and intracellular Ca(2+). Immunoblot analysis revealed increases in phosphorylation of epidermal growth factor (EGF) receptor (EGFR) tyrosine kinase, Src, Pyk2, cRaf, and ERK1/2 in response to PAR-2 activation. 2-Furoyl-LIGRLO-amide is nearly 100-fold more potent than SLIGRL-NH2 (Cat. No. S9317). 2-Furoyl-LIGRLO-amide caused both an endothelium-dependent relaxation and an endothelium-independent contraction. It produced delayed (6 hours later) facilitation of capsaicin-evoked visceral nociception, an effect being much more potent than SLIGRL-NH2. Such effects were mimicked by i.col. trypsin. 2-f-LIGRL-NH2, coadministered repeatedly with caerulein six times in total, abolished the caerulein-evoked abdominal hyperalgesia/allodynia in WT, but not PAR2-KO, mice. Repeated doses of 2-f-LIGRL-NH2 moderately attenuated the severity of caerulein-induced pancreatitis in WT animals. It induced a similar dose-dependent increase in Ca2 levels in the presence and absence of b-arrestins.
2-Furoyl-LIGRLO-amide trifluoroacetate salt is a highly potent agonist of proteinase-activated receptor-2 (PAR2).[1] In KNRK cells with high number of PAR2 receptors, this agonist causes elevation of intracellular Ca2+ levels. Studies on rat show that it causes the relaxation of aorta rings in an endothelium-dependent manner.[4]

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000345420
0000343824
116M4760V
035M4744V
113M4704V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Disrupting sensitization of TRPV4
Mack K and Fischer MJM
Neuroscience, 352, 1-8 (2017)
Tryptase promotes breast cancer angiogenesis through PAR-2 mediated endothelial progenitor cell activation
Qian N, et al.
Oncology Letters, 16(2), 1513-1520 (2018)
Morley D Hollenberg et al.
The Journal of pharmacology and experimental therapeutics, 326(2), 453-462 (2008-05-15)
The proteinase-activated receptor-2 (PAR2)-activating peptide with an N-terminal furoyl group modification, 2-furoyl-LIGRLO-NH2 (2fLI), was derivatized via its free ornithine amino group to yield [3H]propionyl-2fLI and Alexa Fluor 594-2fLI that were used as receptor probes for ligand binding assays and receptor
John J McGuire et al.
The Journal of pharmacology and experimental therapeutics, 309(3), 1124-1131 (2004-02-21)
A peptide corresponding to a proteinase-activated receptor 2 (PAR(2))-activating peptide with an N-terminal furoyl group modification, 2-furoyl-LIGRLO-NH(2), was assessed for PAR(2)-dependent and -independent biological activities. 2-Furoyl-LIGRLO-NH(2) was equally effective to and 10 to 25 times more potent than SLIGRLNH(2) for

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service