Synonym
Fe-TMPyP; Fe TMPyP; FeTMPyP;
IUPAC/Chemical Name
[[4,4′,4′′,4′′′-(21H,23H-porphine-5,10,15,20-tetrayl-κN21,κN22,κN23,κN24)tetrakis[1-methylpyridiniumato]](2-)]-Iron(5+), pentachloride
InChi Key
YFVSQZUYMGLAPN-UHFFFAOYSA-I
InChi Code
InChI=1S/C44H36N8.5ClH.Fe/c1-49-21-13-29(14-22-49)41-33-5-7-35(45-33)42(30-15-23-50(2)24-16-30)37-9-11-39(47-37)44(32-19-27-52(4)28-20-32)40-12-10-38(48-40)43(36-8-6-34(41)46-36)31-17-25-51(3)26-18-31;;;;;;/h5-28H,1-4H3;5*1H;/q+2;;;;;;+3/p-5
SMILES Code
C[N+]1=CC=C(C2=C3[N-]4[Fe+3]5([N-]6C7=CC=C6C(C8=CC=[N+](C)C=C8)=C9C=CC(C(C%10=CC=[N+](C)C=C%10)=C4C=C3)=[N]95)[N]%11=C2C=CC%11=C7C%12=CC=[N+](C)C=C%12)C=C1.[Cl-].[Cl-].[Cl-].[Cl-].[Cl-]
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
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
909.92
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.
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: Gupta AN, Neupane K, Rezajooei N, Cortez LM, Sim VL, Woodside MT. Pharmacological chaperone reshapes the energy landscape for folding and aggregation of the prion protein. Nat Commun. 2016 Jun 27;7:12058. doi: 10.1038/ncomms12058. PubMed PMID: 27346148; PubMed Central PMCID: PMC4931252.
2: Gao L, Chen X, Peng T, Yang D, Wang Q, Lv Z, Shen J. Caveolin-1 protects against hepatic ischemia/reperfusion injury through ameliorating peroxynitrite-mediated cell death. Free Radic Biol Med. 2016 Jun;95:209-15. doi: 10.1016/j.freeradbiomed.2016.03.023. Epub 2016 Mar 25. PubMed PMID: 27021966.
3: Imaizumi N, Kwang Lee K, Zhang C, Boelsterli UA. Mechanisms of cell death pathway activation following drug-induced inhibition of mitochondrial complex I. Redox Biol. 2015;4:279-88. doi: 10.1016/j.redox.2015.01.005. Epub 2015 Jan 16. PubMed PMID: 25625582; PubMed Central PMCID: PMC4315936.
4: Lee KK, Boelsterli UA. Bypassing the compromised mitochondrial electron transport with methylene blue alleviates efavirenz/isoniazid-induced oxidant stress and mitochondria-mediated cell death in mouse hepatocytes. Redox Biol. 2014;2:599-609. doi: 10.1016/j.redox.2014.03.003. Epub 2014 Mar 13. PubMed PMID: 25460728; PubMed Central PMCID: PMC4297936.
5: Tomaszewska A, Mourgues S, Guga P, Nawrot B, Pratviel G. A single nuclease-resistant linkage in DNA as a versatile tool for the characterization of DNA lesions: application to the guanine oxidative lesion "G+34" generated by metalloporphyrin/KHSO(5) reagent. Chem Res Toxicol. 2012 Nov 19;25(11):2505-12. doi: 10.1021/tx300319y. Epub 2012 Oct 12. PubMed PMID: 23025551.
6: LoGuidice A, Boelsterli UA. Acetaminophen overdose-induced liver injury in mice is mediated by peroxynitrite independently of the cyclophilin D-regulated permeability transition. Hepatology. 2011 Sep 2;54(3):969-78. doi: 10.1002/hep.24464. Epub 2011 Jul 27. PubMed PMID: 21626531.
7: Jensen MP, Riley DP. Peroxynitrite decomposition activity of iron porphyrin complexes. Inorg Chem. 2002 Sep 9;41(18):4788-97. PubMed PMID: 12206706.
8: Miyoshi S, Kamei T, Ota Y, Masunaga C, Izuhara Y, Tomochika K, Shinoda S, Yamamoto S. Specificity of a heme-assimilating system of Vibrio vulnificus to synthetic heme compounds. FEMS Microbiol Lett. 2002 Feb 19;208(1):77-81. PubMed PMID: 11934497.
9: Kang JL, Lee K, Castranova V. Nitric oxide up-regulates DNA-binding activity of nuclear factor-kappaB in macrophages stimulated with silica and inflammatory stimulants. Mol Cell Biochem. 2000 Dec;215(1-2):1-9. PubMed PMID: 11204443.
10: Ci YX, Wang F. Studies on catalytic fluorescence formation with peroxidase-like metallotetrakis(N-methylpyridiniumyl) porphyrins. Talanta. 1990 Dec;37(12):1133-6. PubMed PMID: 18965084.