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Merck
CN

P8293

原卟啉 IX

From Porcine, ≥95%, guanylyl cyclase activator, powder

别名:

3,7,12,17-四甲基-8,13-二乙烯基-2,18-卟吩二丙酸, Kammerer’s卟啉, 蛋壳卟啉

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关于此项目

经验公式(希尔记法):
C34H34N4O4
化学文摘社编号:
分子量:
562.66
NACRES:
NA.32
PubChem Substance ID:
UNSPSC Code:
41106305
EC Number:
209-033-7
MDL number:
Beilstein/REAXYS Number:
380795
Form:
powder
Assay:
≥95%
Solubility:
DMF: methanol (1:1): soluble-10 mg/mL, dark red-brown
Biological source:
Porcine
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产品名称

原卟啉 IX, ≥95%

InChI

1S/C34H34N4O4/c1-7-21-17(3)25-13-26-19(5)23(9-11-33(39)40)31(37-26)16-32-24(10-12-34(41)42)20(6)28(38-32)15-30-22(8-2)18(4)27(36-30)14-29(21)35-25/h7-8,13-16,35,38H,1-2,9-12H2,3-6H3,(H,39,40)(H,41,42)/b25-13-,26-13-,27-14-,28-15-,29-14-,30-15-,31-16-,32-16-

InChI key

KSFOVUSSGSKXFI-UJJXFSCMSA-N

SMILES string

Cc1c(CCC(O)=O)c2cc3[nH]c(cc4nc(cc5[nH]c(cc1n2)c(C)c5C=C)c(C)c4C=C)c(C)c3CCC(O)=O

biological source

Porcine

assay

≥95%

form

powder

solubility

DMF: methanol (1:1): soluble-10 mg/mL, dark red-brown

fluorescence

λex 402 nm; λem 625 nm (bound to HRP)
λex 409 nm; λem 633 nm

storage temp.

2-8°C

Quality Level

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General description

原卟啉IX使血红素呈红色,是血液中的主要卟啉。在存在原卟啉原IX氧化酶的条件下,其由原卟啉原IX合成。
原卟啉IX属于卟啉家族,是一类四吡咯。它是氯高铁血红素的无铁形式,并且天然具有两亲性质。它是生物合成途径中血红素的前体。

Application

原卟啉IX已被用于:
  • 作为原卟啉测定的标准品
  • 荧光光谱分析中
  • 处理细胞培养中的细胞以研究血红素介导的铁转运蛋白1的转录
可激活可溶性鸟苷酸环化酶。

Biochem/physiol Actions

原卟啉IX可以穿透人体红细胞并帮助它们释放氧气。它可与肌红蛋白和血红蛋白形成复合物。它可用作癌症光动力疗法的光敏剂。
原卟啉IX在肿瘤细胞之中存在代谢异常,因此含量水平相对于正常细胞有所升高。

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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分析证书(COA)

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Agata Szade et al.
EMBO molecular medicine, 11(12), e09571-e09571 (2019-11-12)
Granulocyte colony-stimulating factor (G-CSF) is used in clinical practice to mobilize cells from the bone marrow to the blood; however, it is not always effective. We show that cobalt protoporphyrin IX (CoPP) increases plasma concentrations of G-CSF, IL-6, and MCP-1
Heme controls ferroportin1 (FPN1) transcription involving Bach1, Nrf2 and a MARE/ARE sequence motif at position -7007 of the FPN1 promoter.
Marro S
Haematologica, 95(8), 1261-1268 (2010)
Phototoxic damage to sebaceous glands and hair follicles of mice after systemic administration of 5-aminolevulinic acid correlates with localized protoporphyrin IX fluorescence.
Divaris DX
The American Journal of Pathology, 136(4), 891-897 (1990)
J Flemmig et al.
Free radical research, 50(12), 1386-1395 (2016-10-26)
Excessive release of hemoglobin from red blood cells markedly disturbs the health status of patients due to cytotoxic effects of free hemoglobin and heme. The latter component is able to initiate novel hemolytic events in unperturbed red blood cells. We
Ki Mo Kim et al.
Environmental toxicology and pharmacology, 48, 85-93 (2016-10-23)
Coniferaldehyde (CA) exerts anti-inflammatory properties by inducing heme oxygenase-1 (HO-1). To define the regulation mechanism by which CA induces a cytoprotective function and HO-1 expression, the up-stream regulations involved in the activation of nuclear transcription factor-erythroid 2-related factor (Nrf)-2/HO-1 pathway

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