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Ferroprotoporphyrin Sale

(Synonyms: 羟高铁血红素) 目录号 : GC49230

An iron-containing cofactor

Ferroprotoporphyrin Chemical Structure

Cas No.:14875-96-8

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25 mg
¥1,890.00
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50 mg
¥2,880.00
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100 mg
¥4,320.00
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250 mg
¥14,178.00
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产品描述

Ferroprotoporphyrin is an iron-containing cofactor.1,2 It is involved in several biological processes such as the transport or storage of oxygen by hemoglobin or myoglobin, respectively, electron transfer by cytochrome b5, and oxidation of xenobiotics or endogenous substrates by cytochrome P450s (CYPs).

1.Shimizu, T., Lengalova, A., MartÍnek, V., et al.Heme: Emergent roles of heme in signal transduction, functional regulation and as catalytic centresChem. Soc. Rev.48(24)5624-5657(2019) 2.Schneider, S., Marles-Wright, J., Sharp, K.H., et al.Diversity and conservation of interactions for binding heme in b-type heme proteinsNat. Prod. Rep.24(3)621-630(2007)

Chemical Properties

Cas No. 14875-96-8 SDF
别名 羟高铁血红素
Canonical SMILES [O-]C(CCC(C1=CC(C(CCC([O-])=O)=C2C)=[N](C2=C3)[Fe+2]4([N-]5C3=C6C)[N-]1C7=CC(C(C=C)=C8C)=[N]4C8=CC5=C6C=C)=C7C)=O.[H+].[H+]
分子式 C34H30FeN4O4·2H 分子量 616.5
溶解度 10 mg/mL in Water (ultrasonic and adjust pH to 10 with 1M NaOH);  < 1 mg/mL in DMSO (insoluble or slightly soluble) 储存条件 Store at -20°C,protect from light
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1 mg 5 mg 10 mg
1 mM 1.6221 mL 8.1103 mL 16.2206 mL
5 mM 0.3244 mL 1.6221 mL 3.2441 mL
10 mM 0.1622 mL 0.811 mL 1.6221 mL
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Research Update

Correlation of antimalarial activity of artemisinin derivatives with binding affinity with Ferroprotoporphyrin IX

J Med Chem 1997 Feb 28;40(5):633-8.PMID:9057849DOI:10.1021/jm960767v.

The antimalarial activity of a number of artemisinin derivatives, both newly synthesized and currently used as drugs, against Plasmodium falciparum in culture shows a correlation with their affinity of binding with Ferroprotoporphyrin IX, as measured from the spectral change of the latter. The new C-16-functionalized artemisinin derivatives were obtained through a novel one-pot synthesis of artemisitene (2) from naturally abundant artemisinin (1), followed by Michael addition with nucleophiles. The correlation points to the biological significance of the interaction of these derivatives with Ferroprotoporphyrin IX and may provide a basis for primary screening of peroxidic antimalarials of similar structures.

Novel ferrocenic artemisinin derivatives: synthesis, in vitro antimalarial activity and affinity of binding with Ferroprotoporphyrin IX

Bioorg Med Chem 2000 Dec;8(12):2739-45.PMID:11131165DOI:10.1016/s0968-0896(00)00206-6.

Following our search for novel compounds with high antimalarial activity, a series of artemisinin (QHS) derivatives containing a ferrocenic nucleus was prepared and tested in vitro against Plasmodium falciparum strains. Two new metallocenic derivatives (1 and 3) were found as potent as QHS. All compounds showed a capacity to bind with Ferroprotoporphyrin IX. A decrease in the Soret band absorbance of Ferroprotoporphyrin IX, resulting from the addition of different drugs concentrations, was shown. The association stoichiometry of compounds to Ferroprotoporphyrin IX appears to be 1:2 at equilibrium, with an intermediate 1:1 complexation. These results appear to strengthen the role of adducts between artemisinin derivatives and heme in generation of artemisinin radicals. Such interaction of artemisinin ferrocenyl derivatives with Ferroprotoporphyrin IX and its biological significance could form a basis in future drug development.

Haem in the gut. Part II. Faecal excretion of haem and haem-derived porphyrins and their detection

J Gastroenterol Hepatol 1990 Mar-Apr;5(2):194-203.PMID:2103398DOI:10.1111/j.1440-1746.1990.tb01824.x.

Only a fraction of haem (Ferroprotoporphyrin) finding its way into the gut lumen is absorbed; the major portion enters the colon. There, unabsorbed haem, together with any haem of haemoproteins shed directly into the colonic lumen as haemoglobin or other haemoproteins, are converted by bacteria to a range of haem-derived porphyrins (HDP) lacking iron. This conversion is a slow and incomplete process and the amount converted in this way depends on colonic transit rate, site of bleeding and amount of luminal haem. As a consequence, faeces contain variable proportions of haem and HDP. The guaiac and tetramethylbenzidine tests give a qualitative index of faecal blood; they depend on the pseudoperoxidase activity of intact haem and cannot detect HDP. These tests perform better for large bowel bleeding than for more proximal bleeding. The fluorimetric HemoQuant assay quantitates both haem and HDP; it performs well for both proximal and distal bleeding. Neither type of test can allow for intestinal absorption of haem or HDP. Quantitation of gastrointestinal bleeding derived from measurement of faecally excreted haem and HDP is, therefore, likely to underestimate haem delivered into the gut lumen. In a given clinical situation, the choice of a haem-dependent occult blood test must take into account the possibility of colonic conversion of haem to HDP and the possible value of quantitation as opposed to qualitative detection.