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MedKoo Cat#: 464511 | Name: WKYMVm TFA
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Description:

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

WKYMVm is a synthetic peptide agonist of formyl peptide receptor 1 (FPR1) and FPR2, which was previously known as formyl peptide receptor-like 1 (FPRL1). It induces calcium mobilization in ETFR rat basophilic leukemia cells transfected with FPR1 or FPR2 when used at a concentration of 0.1 nM. WKYMVm stimulates chemotaxis of monocytes, dendritic cells, and natural killer (NK) cells, as well as induces superoxide production in monocytes and neutrophils, in vitro. In vivo, WKYMVm (8 mg/kg) reverses mucosal destruction, decreases in body weight, and colonic shortening in a mouse model of colitis induced by dextran sulfate (sodium salt) (DSS). Topical application of WKYMVm stimulates angiogenesis and accelerates re-epithelialization and granulation tissue formation in a rat model of diabetic cutaneous wounds.

Chemical Structure

WKYMVm TFA
WKYMVm TFA
CAS#unknown

Theoretical Analysis

MedKoo Cat#: 464511

Name: WKYMVm TFA

CAS#: unknown

Chemical Formula: C43H62F3N9O9S2

Exact Mass:

Molecular Weight: 970.14

Elemental Analysis: C, 53.24; H, 6.44; F, 5.87; N, 12.99; O, 14.84; S, 6.61

Price and Availability

Size Price Availability Quantity
5mg USD 750.00 2 Weeks
10mg USD 1,250.00 2 Weeks
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Related CAS #
No Data
Synonym
WKYMVm TFA; WKYMVm-TFA; Trp-Lys-Tyr-Met-Val-D-Met;
IUPAC/Chemical Name
(S)-6-amino-2-((S)-2-amino-3-(1H-indol-3-yl)propanamido)-N-((5R,8S,11S,14S)-5-carbamoyl-15-(4-hydroxyphenyl)-8-isopropyl-11-(2-(methylthio)ethyl)-7,10,13-trioxo-2-thia-6,9,12-triazapentadecan-14-yl)hexanamide 2,2,2-trifluoroacetate
InChi Key
MYVYQWVNXDVTBW-HQORXVKSSA-N
InChi Code
InChI=1S/C41H61N9O7S2.C2HF3O2/c1-24(2)35(41(57)46-31(36(44)52)16-19-58-3)50-39(55)33(17-20-59-4)48-40(56)34(21-25-12-14-27(51)15-13-25)49-38(54)32(11-7-8-18-42)47-37(53)29(43)22-26-23-45-30-10-6-5-9-28(26)30;3-2(4,5)1(6)7/h5-6,9-10,12-15,23-24,29,31-35,45,51H,7-8,11,16-22,42-43H2,1-4H3,(H2,44,52)(H,46,57)(H,47,53)(H,48,56)(H,49,54)(H,50,55);(H,6,7)/t29-,31+,32-,33-,34-,35-;/m0./s1
SMILES Code
OC1=CC=C(C[C@H](NC([C@@H](NC([C@H](CC2=CNC3=CC=CC=C23)N)=O)CCCCN)=O)C(N[C@H](C(N[C@H](C(N[C@H](CCSC)C(N)=O)=O)C(C)C)=O)CCSC)=O)C=C1.OC(C(F)(F)F)=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
Solvent mg/mL mM
Solubility
DMF 30.0 30.00
DMSO 30.0 30.00
Ethanol 30.0 30.00
Ethanol:PBS (pH 7.2) (1:4) 0.2 0.20
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 970.14 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: Jun JH, Park SY, Park S, Park HJ, Kim JY, Park GT, Bae SH, Kim JH, Kim GJ. Formyl Peptide Receptor 2 Alleviates Hepatic Fibrosis in Liver Cirrhosis by Vascular Remodeling. Int J Mol Sci. 2021 Feb 20;22(4):2107. doi: 10.3390/ijms22042107. PMID: 33672682; PMCID: PMC7924385. 2: Zhao W, Hu J, He Q. The effect of the WKYMVm peptide on promoting mBMSC secretion of exosomes to induce M2 macrophage polarization through the FPR2 pathway. J Orthop Surg Res. 2021 Mar 3;16(1):171. doi: 10.1186/s13018-021-02321-9. PMID: 33658070; PMCID: PMC7927268. 3: Ammendola R, Parisi M, Esposito G, Cattaneo F. Pro-Resolving FPR2 Agonists Regulate NADPH Oxidase-Dependent Phosphorylation of HSP27, OSR1, and MARCKS and Activation of the Respective Upstream Kinases. Antioxidants (Basel). 2021 Jan 19;10(1):134. doi: 10.3390/antiox10010134. PMID: 33477989; PMCID: PMC7835750. 4: Khajah MA, El-Hashim AZ, Orabi KY, Hawai S, Sary HG. Onion bulb extract can both reverse and prevent colitis in mice via inhibition of pro-inflammatory signaling molecules and neutrophil activity. PLoS One. 2020 Oct 23;15(10):e0233938. doi: 10.1371/journal.pone.0233938. PMID: 33095803; PMCID: PMC7584208. 5: Lee H, Lee J, Park Y, Kim JH, Eickelberg O, Yang SR. WKYMVm ameliorates acute lung injury via neutrophil antimicrobial peptide derived STAT1/IRF1 pathway. Biochem Biophys Res Commun. 2020 Dec 10;533(3):313-318. doi: 10.1016/j.bbrc.2020.09.036. Epub 2020 Sep 18. PMID: 32958247. 6: Zhang S, Gong H, Ge Y, Ye RD. Biased allosteric modulation of formyl peptide receptor 2 leads to distinct receptor conformational states for pro- and anti- inflammatory signaling. Pharmacol Res. 2020 Nov;161:105117. doi: 10.1016/j.phrs.2020.105117. Epub 2020 Aug 5. PMID: 32768626. 7: Hao L, Marshall AJ, Liu L. Bam32/DAPP1-Dependent Neutrophil Reactive Oxygen Species in WKYMVm-Induced Microvascular Hyperpermeability. Front Immunol. 2020 May 27;11:1028. doi: 10.3389/fimmu.2020.01028. PMID: 32536926; PMCID: PMC7267069. 8: Wang H, Peng X, Ge Y, Zhang S, Wang Z, Fan Y, Huang W, Qiu M, Ye RD. A Ganoderma-Derived Compound Exerts Inhibitory Effect Through Formyl Peptide Receptor 2. Front Pharmacol. 2020 Mar 24;11:337. doi: 10.3389/fphar.2020.00337. PMID: 32265709; PMCID: PMC7105723. 9: Ge Y, Zhang S, Wang J, Xia F, Wan JB, Lu J, Ye RD. Dual modulation of formyl peptide receptor 2 by aspirin-triggered lipoxin contributes to its anti- inflammatory activity. FASEB J. 2020 May;34(5):6920-6933. doi: 10.1096/fj.201903206R. Epub 2020 Apr 2. PMID: 32239559. 10: Chen T, Xiong M, Zong X, Ge Y, Zhang H, Wang M, Won Han G, Yi C, Ma L, Ye RD, Xu Y, Zhao Q, Wu B. Structural basis of ligand binding modes at the human formyl peptide receptor 2. Nat Commun. 2020 Mar 5;11(1):1208. doi: 10.1038/s41467-020-15009-1. PMID: 32139677; PMCID: PMC7058083. 11: Bae IH, Jeong MH, Park DS, Lim KS, Shim JW, Kim MK, Park JK. Mechanical and physio-biological properties of peptide-coated stent for re-endothelialization. Biomater Res. 2020 Jan 23;24:4. doi: 10.1186/s40824-020-0182-x. PMID: 31998531; PMCID: PMC6979279. 12: Li L, Liu W, Zhao Y, Ma P, Zha S, Chen P, Lu H, Jiang X, Wan S, Luo J, Dai Q, Hu J, Utomo YKS, Han X, Yang Z, Yang L, He Q. Dual-Peptide-Functionalized Nanofibrous Scaffolds Recruit Host Endothelial Progenitor Cells for Vasculogenesis to Repair Calvarial Defects. ACS Appl Mater Interfaces. 2020 Jan 22;12(3):3474-3493. doi: 10.1021/acsami.9b21434. Epub 2020 Jan 10. PMID: 31874023. 13: Hu J, Li X, Chen Y, Han X, Li L, Yang Z, Duan L, Lu H, He Q. The protective effect of WKYMVm peptide on inflammatory osteolysis through regulating NF-κB and CD9/gp130/STAT3 signalling pathway. J Cell Mol Med. 2020 Jan;24(2):1893-1905. doi: 10.1111/jcmm.14885. Epub 2019 Dec 14. PMID: 31837208; PMCID: PMC6991638. 14: Cattaneo F, Russo R, Castaldo M, Chambery A, Zollo C, Esposito G, Pedone PV, Ammendola R. Phosphoproteomic analysis sheds light on intracellular signaling cascades triggered by Formyl-Peptide Receptor 2. Sci Rep. 2019 Nov 29;9(1):17894. doi: 10.1038/s41598-019-54502-6. PMID: 31784636; PMCID: PMC6884478. 15: Park GT, Kwon YW, Lee TW, Kwon SG, Ko HC, Kim MB, Kim JH. Formyl Peptide Receptor 2 Activation Ameliorates Dermal Fibrosis and Inflammation in Bleomycin- Induced Scleroderma. Front Immunol. 2019 Sep 3;10:2095. doi: 10.3389/fimmu.2019.02095. PMID: 31552041; PMCID: PMC6733889. 16: Hao L, Lei X, Zhou H, Marshall AJ, Liu L. Critical role for PI3Kγ-dependent neutrophil reactive oxygen species in WKYMVm-induced microvascular hyperpermeability. J Leukoc Biol. 2019 Nov;106(5):1117-1127. doi: 10.1002/JLB.3A0518-184RR. Epub 2019 Jun 19. PMID: 31216371. 17: Lind S, Sundqvist M, Holmdahl R, Dahlgren C, Forsman H, Olofsson P. Functional and signaling characterization of the neutrophil FPR2 selective agonist Act-389949. Biochem Pharmacol. 2019 Aug;166:163-173. doi: 10.1016/j.bcp.2019.04.030. Epub 2019 May 11. PMID: 31085160. 18: Kim YE, Park WS, Ahn SY, Sung DK, Sung SI, Kim JH, Chang YS. WKYMVm hexapeptide, a strong formyl peptide receptor 2 agonist, attenuates hyperoxia- induced lung injuries in newborn mice. Sci Rep. 2019 May 2;9(1):6815. doi: 10.1038/s41598-019-43321-4. PMID: 31048743; PMCID: PMC6497690. 19: Vellaisamy K, Li G, Wang W, Leung CH, Ma DL. A long-lived peptide-conjugated iridium(iii) complex as a luminescent probe and inhibitor of the cell migration mediator, formyl peptide receptor 2. Chem Sci. 2018 Oct 1;9(43):8171-8177. doi: 10.1039/c8sc02733a. PMID: 30568767; PMCID: PMC6256120. 20: Graves N, Venu VP, Yipp BG, Petri B, Hirota S, Gilleard J, McKay DM, Lopes F. A Trypsin-Sensitive Proteoglycan from the Tapeworm Hymenolepis diminuta Inhibits Murine Neutrophil Chemotaxis in vitro by Suppressing p38 MAP Kinase Activation. J Innate Immun. 2019;11(2):136-149. doi: 10.1159/000492303. Epub 2018 Sep 11. PMID: 30205385; PMCID: PMC6738252.