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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
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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相关类别
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。
signalword
Warning
hcodes
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
Aggregation Behavior of Protoporphyrin IX in Aqueous Solutions: Clear Evidence of
Vesicle Formation
Vesicle Formation
Luigi Monsu Scolaro
The Journal of Physical Chemistry B, 106, 2453-2459 (2002)
Fluorescent cancer-selective alkylphosphocholine analogs for intraoperative glioma detection.
Swanson KI
Neurosurgery, 76(2), 115-123 (2015)
Takafumi Nakano et al.
PloS one, 13(6), e0198345-e0198345 (2018-06-02)
Porphyria cutanea tarda (PCT), the most common of the human porphyrias, arises from a deficiency of uroporphyrinogen decarboxylase. Studies have shown a high prevalence of hepatitis C virus (HCV) infection in patients with PCT. While these observations implicate HCV infection
Intrinsic fluorescence of protoporphyrin IX from blood samples can yield information on the growth of prostate tumours
de Oliveira Silva FR, et al.
Journal of Fluorescence, 20(6), 1159-1165 (2010)
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
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