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MedKoo Cat#: 208087 | Name: 2-Furoyl-LIGRLO-amide

Description:

WARNING: This product is for research use only, not for human or veterinary use.

2-Furoyl-LIGRLO-amide is a potent PAR2 receptor agonist.

Chemical Structure

2-Furoyl-LIGRLO-amide
2-Furoyl-LIGRLO-amide
CAS#729589-58-6

Theoretical Analysis

MedKoo Cat#: 208087

Name: 2-Furoyl-LIGRLO-amide

CAS#: 729589-58-6

Chemical Formula: C36H63N11O8

Exact Mass: 777.4861

Molecular Weight: 777.97

Elemental Analysis: C, 55.58; H, 8.16; N, 19.81; O, 16.45

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
2-Furoyl-LIGRLO-amide; 2FuroylLIGRLOamide; 2 Furoyl LIGRLO amide
IUPAC/Chemical Name
N-((4S,7S,10S,16S,19S)-1-amino-16-((S)-sec-butyl)-4-carbamoyl-10-(3-((diaminomethylene)amino)propyl)-7-isobutyl-21-methyl-6,9,12,15,18-pentaoxo-5,8,11,14,17-pentaazadocosan-19-yl)furan-2-carboxamide
InChi Key
OSKIRYSKGDEIOG-WTWMNNMUSA-N
InChi Code
InChI=1S/C36H63N11O8/c1-7-22(6)29(47-33(52)26(18-21(4)5)46-34(53)27-13-10-16-55-27)35(54)42-19-28(48)43-24(12-9-15-41-36(39)40)31(50)45-25(17-20(2)3)32(51)44-23(30(38)49)11-8-14-37/h10,13,16,20-26,29H,7-9,11-12,14-15,17-19,37H2,1-6H3,(H2,38,49)(H,42,54)(H,43,48)(H,44,51)(H,45,50)(H,46,53)(H,47,52)(H4,39,40,41)/t22-,23-,24-,25-,26-,29-/m0/s1
SMILES Code
CC(C)C[C@H](NC(C1=CC=CO1)=O)C(N[C@@H]([C@@H](C)CC)C(NCC(N[C@@H](CCCN=C(N)N)C(N[C@H](C(N[C@@H](CCCN)C(N)=O)=O)CC(C)C)=O)=O)=O)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 777.97 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1. Li YJ, Ao JP, Huang X, Lu HL, Fu HY, Song NN, Xu WX, Chen J. Involvement of PAR2 in platelet-derived growth factor receptor-α-positive cell proliferation in the colon of diabetic mice. Physiol Rep. 2021 Nov;9(21):e15099. doi: 10.14814/phy2.15099. PMID: 34755491; PMCID: PMC8578889. 2. Chen L, Gao B, Zhang Y, Lu H, Li X, Pan L, Yin L, Zhi X. PAR2 promotes M1 macrophage polarization and inflammation via FOXO1 pathway. J Cell Biochem. 2019 Jun;120(6):9799-9809. doi: 10.1002/jcb.28260. Epub 2018 Dec 14. PMID: 30552714. 3. Ando M, Matsumoto T, Kobayashi S, Iguchi M, Taguchi K, Kobayashi T. Impairment of Protease-Activated Receptor 2-Induced Relaxation of Aortas of Aged Spontaneously Hypertensive Rat. Biol Pharm Bull. 2018;41(5):815-819. doi: 10.1248/bpb.b17-00987. PMID: 29709920. 4. Ha HS, Lee SE, Lee HS, Kim GH, Yoon CJ, Han JS, Lee JY, Sohn UD. The signaling of protease-activated receptor-2 activating peptide-induced contraction in cat esophageal smooth muscle cells. Arch Pharm Res. 2017 Dec;40(12):1443-1454. doi: 10.1007/s12272-017-0975-1. Epub 2017 Nov 2. PMID: 29098568. 5. Wu J, Liu TT, Zhou YM, Qiu CY, Ren P, Jiao M, Hu WP. Sensitization of ASIC3 by proteinase-activated receptor 2 signaling contributes to acidosis-induced nociception. J Neuroinflammation. 2017 Jul 28;14(1):150. doi: 10.1186/s12974-017-0916-4. PMID: 28754162; PMCID: PMC5534107. 6. Mack K, Fischer MJM. Disrupting sensitization of TRPV4. Neuroscience. 2017 Jun 3;352:1-8. doi: 10.1016/j.neuroscience.2017.03.037. Epub 2017 Apr 1. PMID: 28372987. 7. Maruyama K, Kagota S, McGuire JJ, Wakuda H, Yoshikawa N, Nakamura K, Shinozuka K. Age-related changes to vascular protease-activated receptor 2 in metabolic syndrome: a relationship between oxidative stress, receptor expression, and endothelium-dependent vasodilation. Can J Physiol Pharmacol. 2017 Apr;95(4):356-364. doi: 10.1139/cjpp-2016-0298. Epub 2016 Oct 19. PMID: 28103056. 8. Ettelaie C, Collier ME, Featherby S, Greenman J, Maraveyas A. Oligoubiquitination of tissue factor on Lys255 promotes Ser253-dephosphorylation and terminates TF release. Biochim Biophys Acta. 2016 Nov;1863(11):2846-2857. doi: 10.1016/j.bbamcr.2016.09.005. Epub 2016 Sep 4. PMID: 27599717. 9. Mihara K, Ramachandran R, Saifeddine M, Hansen KK, Renaux B, Polley D, Gibson S, Vanderboor C, Hollenberg MD. Thrombin-Mediated Direct Activation of Proteinase-Activated Receptor-2: Another Target for Thrombin Signaling. Mol Pharmacol. 2016 May;89(5):606-14. doi: 10.1124/mol.115.102723. Epub 2016 Mar 8. PMID: 26957205. 11. Maruyama K, Kagota S, McGuire JJ, Wakuda H, Yoshikawa N, Nakamura K, Shinozuka K. Enhanced Nitric Oxide Synthase Activation via Protease-Activated Receptor 2 Is Involved in the Preserved Vasodilation in Aortas from Metabolic Syndrome Rats. J Vasc Res. 2015;52(4):232-43. doi: 10.1159/000442415. Epub 2016 Jan 14. PMID: 26760532. 12. Yang L, Ma Y, Han W, Li W, Cui L, Zhao X, Tian Y, Zhou Z, Wang W, Wang H. Proteinase-activated receptor 2 promotes cancer cell migration through RNA methylation-mediated repression of miR-125b. J Biol Chem. 2015 Oct 30;290(44):26627-37. doi: 10.1074/jbc.M115.667717. Epub 2015 Sep 9. PMID: 26354435; PMCID: PMC4646319. 13. Moss CR 2nd, Gilbert CA, Gabriel SA, Gu Q. Protease-activated receptor-2 inhibits BK channel activity in bronchopulmonary sensory neurons. Neurosci Lett. 2015 Mar 4;589:13-8. doi: 10.1016/j.neulet.2015.01.020. Epub 2015 Jan 8. PMID: 25578948. 14. Iablokov V, Hirota CL, Peplowski MA, Ramachandran R, Mihara K, Hollenberg MD, MacNaughton WK. Proteinase-activated receptor 2 (PAR2) decreases apoptosis in colonic epithelial cells. J Biol Chem. 2014 Dec 5;289(49):34366-77. doi: 10.1074/jbc.M114.610485. Epub 2014 Oct 20. PMID: 25331954; PMCID: PMC4256365. 15. Wu Y, Wang J, Zhou H, Yu X, Hu L, Meng F, Jiang S. Effects of calcium signaling on coagulation factor VIIa-induced proliferation and migration of the SW620 colon cancer cell line. Mol Med Rep. 2014 Dec;10(6):3021-6. doi: 10.3892/mmr.2014.2665. Epub 2014 Oct 15. PMID: 25323578. 16. Kagota S, Maruyama K, Wakuda H, McGuire JJ, Yoshikawa N, Nakamura K, Shinozuka K. Disturbance of vasodilation via protease-activated receptor 2 in SHRSP.Z-Lepr fa/IzmDmcr rats with metabolic syndrome. Vascul Pharmacol. 2014 Oct;63(1):46-54. doi: 10.1016/j.vph.2014.06.005. Epub 2014 Aug 7. PMID: 25109437. 17. Enjoji S, Ohama T, Sato K. Regulation of epithelial cell tight junctions by protease-activated receptor 2. J Vet Med Sci. 2014 Sep;76(9):1225-9. doi: 10.1292/jvms.14-0191. Epub 2014 May 30. PMID: 24881651; PMCID: PMC4197149. 18. Cattaruzza F, Amadesi S, Carlsson JF, Murphy JE, Lyo V, Kirkwood K, Cottrell GS, Bogyo M, Knecht W, Bunnett NW. Serine proteases and protease-activated receptor 2 mediate the proinflammatory and algesic actions of diverse stimulants. Br J Pharmacol. 2014 Aug;171(16):3814-26. doi: 10.1111/bph.12738. PMID: 24749982; PMCID: PMC4128045. 19. Chung H, Ramachandran R, Hollenberg MD, Muruve DA. Proteinase-activated receptor-2 transactivation of epidermal growth factor receptor and transforming growth factor-β receptor signaling pathways contributes to renal fibrosis. J Biol Chem. 2013 Dec 27;288(52):37319-31. doi: 10.1074/jbc.M113.492793. Epub 2013 Nov 19. PMID: 24253040; PMCID: PMC3873584. 20. Ma JN, Burstein ES. The protease activated receptor 2 (PAR2) polymorphic variant F240S constitutively activates PAR2 receptors and potentiates responses to small-molecule PAR2 agonists. J Pharmacol Exp Ther. 2013 Dec;347(3):697-704. doi: 10.1124/jpet.113.208744. Epub 2013 Sep 27. PMID: 24078870.

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