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Pyropheophorbide a methyl ester Sale

(Synonyms: 焦脱镁叶绿酸Α甲酯,Pyropheophorbide-a methyl ester) 目录号 : GC49860

A photosensitizer

Pyropheophorbide a methyl ester Chemical Structure

Cas No.:6453-67-4

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5 mg
¥731.00
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10 mg
¥1,391.00
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25 mg
¥2,596.00
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产品描述

Pyropheophorbide a methyl ester is a photosensitizer and a derivative of chlorophyll a .1 It induces cell death in RIF-1 cells when used in combination with photodynamic therapy (PDT) at concentrations of 0.06 and 1 µM. Pyropheophorbide a methyl ester localizes to cell membranes and induces IL-1 receptor internalization and NF-κB activation following light exposure in HCT116 cells.2

1.Chen, Y., Zheng, X., Dobhal, M.P., et al.Methyl pyropheophorbide-a analogues: Potential fluorescent probes for the peripheral-type benzodiazepine receptor. Effect of central metal in photosensitizing efficacyJ. Med. Chem.48(11)3692-3695(2005) 2.Matroule, J.-Y., Bonizzi, G., MorliÈre, P., et al.Pyropheophorbide-a methyl ester-mediated photosensitization activates transcription factor NF-κB through the interleukin-1 receptor-dependent signaling pathwayJ. Biol. Chem.274(5)2988-3000(1999)

Chemical Properties

Cas No. 6453-67-4 SDF Download SDF
别名 焦脱镁叶绿酸Α甲酯,Pyropheophorbide-a methyl ester
Canonical SMILES O=C1CC(C2=C1C(C)=C(C=C3C(CC)=C(C)C(C=C4C(C=C)=C(C)C(N4)=C5)=N3)N2)=C6[C@@H](CCC(OC)=O)[C@H](C)C5=N6
分子式 C34H36N4O3 分子量 548.7
溶解度 Chloroform: slightly soluble,Methanol: slightly soluble when heated 储存条件 -20°C
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1 mg 5 mg 10 mg
1 mM 1.8225 mL 9.1124 mL 18.2249 mL
5 mM 0.3645 mL 1.8225 mL 3.645 mL
10 mM 0.1822 mL 0.9112 mL 1.8225 mL
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Research Update

Isolation of pyropheophorbide a from the leaves of Atalantia monophylla (ROXB.) CORR. (Rutaceae) as a possible antiviral active principle against herpes simplex virus type 2

Chem Pharm Bull (Tokyo) 1996 Jul;44(7):1415-7.PMID:8706147DOI:10.1248/cpb.44.1415.

Antiviral activity-guided isolation studies on the leaves of Atalantia monophylla (ROXB.) CORR. (Rutaceae) led to the identification of pyropheophorbide a (1), a simple chlorin derivative, from the chloroform extract (fr. B) as a possible antiviral active principle against herpes simplex virus type 2 (HSV-2). Pyropheophorbide a methyl ester (2) was also isolated from the hexane extract (fr. A).

Pheophorbide a Derivatives Exert Antiwrinkle Effects on UVB-Induced Skin Aging in Human Fibroblasts

Life (Basel) 2021 Feb 15;11(2):147.PMID:33671886DOI:10.3390/life11020147.

Pheophorbide a is a chlorophyll metabolic breakdown product. This study investigated the antiwrinkle effect of pheophorbide a (PA) and its derivatives, including pyropheophorbide a (PyroPA) and Pyropheophorbide a methyl ester (PyroPA-ME), on ultraviolet (UV) B-stimulated CCD-986sk fibroblasts. PA, PyroPA, and PyroPA-ME effectively suppressed reactive oxygen species accumulation in UVB-exposed CCD-986sk fibroblasts. All three pheophorbides also reduced UVB-induced matrix metalloproteinase (MMP)-1 secretion and mRNA expression of MMP-1, MMP-2, and MMP-9. Treatment with pheophorbides resulted in increased procollagen synthesis, and this required enhancement of procollagen type I C-peptide content and mRNA expression of collagen type I alpha 1 (COL1A1) and COL1A2 in CCD-986sk cells. These antiwrinkle effects were more potent with PA and PyroPA than with PyroPA-ME. Furthermore, PA and PyroPA suppressed UVB-induced phosphorylation of extracellular signal-regulated protein kinase and c-Jun N-terminal kinase but not p38. Moreover, all three pheophorbides inhibited NF-κB p65 phosphorylation. Therefore, these pheophorbides, especially PA and PyroPA, can be used as antiwrinkle agents, and PA- or PyroPA-rich natural resources can be used in functional cosmetics.