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Merck
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重要文件

SML1218

Sigma-Aldrich

Pheophorbide-a

≥90% (HPLC)

同義詞:

pheophorbide a, (3S,4S,21R)-9-Ethenyl-14-ethyl-21-(methoxycarbonyl)-4,8,13,18-tetramethyl-20-oxo-3-phorbinepropanoic acid, Deacetyl-2-vinylbacteriopheophorbide, Pheophorbide a5

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About This Item

經驗公式(希爾表示法):
C35H36N4O5
CAS號碼:
分子量::
592.68
MDL號碼:
分類程式碼代碼:
12161501
PubChem物質ID:
暫時無法取得訂價和供貨情況

化驗

≥90% (HPLC)

形狀

powder

儲存條件

protect from light

顏色

blue, to dark brown to black

溶解度

DMSO: 0.5 mg/mL, clear (warmed)

儲存溫度

−20°C

SMILES 字串

O=C([C@@H]1C(OC)=O)C(C(N/2)=C1C([C@@H](CCC(O)=O)[C@@H]/3C)=NC3=C/4)=C(C)C2=C\C5=N/C(C(C)=C5CC)=C\C6=C(C=C)C(C)=C4N6

InChI

1S/C35H36N4O5/c1-8-19-15(3)22-12-24-17(5)21(10-11-28(40)41)32(38-24)30-31(35(43)44-7)34(42)29-18(6)25(39-33(29)30)14-27-20(9-2)16(4)23(37-27)13-26(19)36-22/h8,12-14,17,21,31,36,39H,1,9-11H2,2-7H3,(H,40,41)/b22-12-,23-13-,24-12-,25-14-,26-13-,27-14-,32-30-/t17-,21-,31+/m0/s1

InChI 密鑰

NSFSLUUZQIAOOX-QEWKCGBTSA-N

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應用

Pheophorbide-a has been used as a photosensitizer:
  • for the photodynamic therapy (PDT) in oral cancer cell lines[1]
  • to test its effect on inducing oxidative stress and death in L. amazonensis[2]
  • to test its effect on the viability of HeLa cells[3]

生化/生理作用

Pheophorbide-a, due to its photosensitizing effect, may serve as a promising bioactive compound to treat leishmaniasis.[2] It is a metabolite of chlorophyll and possesses immunostimulation functionality.[3] Pheophorbide-a is a photosensitizer for the photodynamic therapy. It is an ATP Binding Cassette Subfamily G Member 2 (ABCG2) transporter specific substrate. Overexpression of ATP-binding cassette (ABC) transporters in cancer cells is associated with the multidrug resistance phenotype.

其他說明

light sensitive

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable


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Dan Dan Xu et al.
Photodiagnosis and photodynamic therapy, 10(3), 278-287 (2013-09-03)
The introduction of photodynamic therapy (PDT) to the treatment of advanced prostate cancer can accomplish the eradication of local neoplasm and distant metastases with minimized damage to the adjacent structures. The evidence of PDT efficacy for androgen-refractory prostate cancer will
Rubén Ruiz-González et al.
Cancers, 9(2) (2017-02-22)
A combination of therapies to treat cancer malignancies is at the forefront of research with the aim to reduce drug doses (ultimately side effects) and diminish the possibility of resistance emergence given the multitarget strategy. With this goal in mind
Charles A Barnes et al.
Journal of agricultural and food chemistry, 60(42), 10456-10460 (2012-09-26)
Efflux pumps are vital bacterial components, and research has demonstrated that some plant compounds such as pheophorbide a (php) possess efflux pump inhibitor (EPI) activity. This study determined the quantity of php present in feces as an indicator of EPI
Hyo-Eun Yoon et al.
Oncology reports, 31(1), 137-144 (2013-11-21)
Pheophorbide a (Pa), a chlorophyll derivative, is a photosensitizer that can induce significant antitumor effects in several types of tumor cells. The present study investigated the mechanism of Pa-mediated photodynamic therapy (Pa-PDT) in the human skin cancer cell lines A431
Sook Moon et al.
Oncotarget, 8(21), 35184-35192 (2017-05-01)
MicroRNAs (miRNAs) regulate key biological processes, and their aberrant expression has been related to cancer development. Photodynamic therapy (PDT) has emerged as one of the most promising modalities for cancer treatment. However, the application of PDT has been limited to

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