Basic Description

Synonyms	protoporphyrin IX \| protoporphyrin \| 553-12-8 \| Ooporphyrin \| Protoporpyrin IX \| Porphyrinogen IX \| Protoporphyrin IX disodium \| Kammerer's prophyrin \| ppIX \| H2ppIX \| Kammerer's porphyrin \| MLS001074731 \| 3-[18-(2-carboxyethyl)-8,13-bis(ethenyl)-3,7,12,17-tetramethyl-22,23-dihy
Specifications & Purity	10mM in DMSO
Storage Temp	Protected from light,Store at -80°C
Shipped In	Ice chest + Ice pads
Product Description	Protoporphyrin-9 is the key porphyrin in animal and plant cells, presenting a precursor scaffold for heme sites and other metal domains contained in metalloproteins. Iron is introduced to the porphyrin to generate heme, the primary oxygen-binding moiety found in proteins. Protoporphyrin-9 as heme is incorporated into hemoglobin, catalase, peroxidase, and certain cytochrome enzymes. Introduction of magnesium into Protoporphyrin-9 and subsequent transformations generates chlorophyll, the main light energy-gathering pigment in plants necessary for photosynthesis. Protoporphyrin-9 is also demonstrated to activate guanylate cyclase, indicating that cellular levels of Protoporphyrin-9 and heme may serve to regulate guanylate cyclase activity and tissue cyclic GMP levels. λex 402 nm, 409 nm λem 625 nm, 633 nm Activates soluble guanylyl cyclase. The precursor to heme sites and chlorophyll

Names and Identifiers

IUPAC Name	3-[18-(2-carboxyethyl)-8,13-bis(ethenyl)-3,7,12,17-tetramethyl-22,23-dihydroporphyrin-2-yl]propanoic acid
INCHI	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/h7-8,13-16,35-36H,1-2,9-12H2,3-6H3,(H,39,40)(H,41,42)
InChi Key	ZCFFYALKHPIRKJ-UHFFFAOYSA-N
Canonical SMILES	CC1=C(C2=CC3=NC(=CC4=NC(=CC5=C(C(=C(N5)C=C1N2)C=C)C)C(=C4CCC(=O)O)C)C(=C3C)CCC(=O)O)C=C
Isomeric SMILES	CC1=C(C2=CC3=NC(=CC4=NC(=CC5=C(C(=C(N5)C=C1N2)C=C)C)C(=C4CCC(=O)O)C)C(=C3C)CCC(=O)O)C=C
WGK Germany	3
PubChem CID	4971
Molecular Weight	562.66
Beilstein	380795

Certificates

Certificate of Analysis(COA)

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Chemical and Physical Properties

Sensitivity	Light sensitive.

Safety and Hazards(GHS)

Pictogram(s)	GHS07
Signal	Warning
Hazard Statements	H315:Causes skin irritation H319:Causes serious eye irritation H335:May cause respiratory irritation
Precautionary Statements	P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P271:Use only outdoors or in a well-ventilated area. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P362+P364:Take off contaminated clothing and wash it before reuse. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P337+P317:If eye irritation persists: Get medical help. P332+P317:If skin irritation occurs: Get medical help. P319:Get medical help if you feel unwell.
WGK Germany	3

Citations of This Product

1. Yun Liu, Qian Lan, Jinxiu Liu, Yaxin Shi, Quanxin Wu, Qian Wang, Shuang Yang, Fan Cheng. (2023) Phenylboronic acid-functionalized BSA@CuS@PpIX nanoparticles for enhanced antibacterial photodynamic/photothermal therapy. JOURNAL OF DRUG DELIVERY SCIENCE AND TECHNOLOGY, 88 (104965). [PMID:14701739]
2. Lu Li, Meng Kou, Yongda Wang, Feng Qin, Hua Zhao, Zhiguo Zhang. (2023) Experimental Verification of the Accuracy of Oxygen-Varying Correlated Fluorescence for Determining the Quenching Constant KSV. JOURNAL OF PHYSICAL CHEMISTRY B, 127 (36): (7730–7734). [PMID:37651835]
3. Yongda Wang, Zheng Hu, Jia Li, Yunhan Zhao, Meng Kou, Feng Qin, Zhiguo Zhang. (2023) Highly sensitive measurement method for photosensitizers based on dual-excitation laser modulation technique. SENSORS AND ACTUATORS B-CHEMICAL, 388 (133855). [PMID:]
4. Jiawen Han, Yaru Ding, Xujuan Lv, Yuwei Zhang, Daoqing Fan. (2023) Integration of G-Quadruplex and Pyrene as a Simple and Efficient Ratiometric Fluorescent Platform That Programmed by Contrary Logic Pair for Highly Sensitive and Selective Coralyne (COR) Detection. Biosensors-Basel, 13 (4): (489). [PMID:37185564]
5. Jie An, Xinyi He, Huizhu Ma, Yanglei Li, Yayuan Li, Xinyu Zhang, Qizhi Shuai, YinMeng Wang, Wen Liu, Weihua Li, Hongliang Wang, Zhifang Wu, Sijin Li. (2023) Radionuclide labeled nanocarrier for imaging guided combined radionuclide, sonodynamic, and photothermal therapy of pancreatic tumours. JOURNAL OF COLLOID AND INTERFACE SCIENCE, 642 (789). [PMID:37043937]
6. Xiaoying Wang, Tao Gao, Jin Zhu, Shipeng Long, Songyan Zhao, Li Yuan, Zhaoxia Wang. (2023) Fabrication of Channeled and Three-Dimensional Electrodes for the Integrated Capture and Detection of Invasive Circulating Tumor Cells during Hematogenous Metastasis. ANALYTICAL CHEMISTRY, 95 (4): (2496–2503). [PMID:36639744]
7. Kang Song, Guobo Chen, Zongyan He, Jing Shen, Jing Ping, Yuhao Li, Lulu Zheng, Yuqing Miao, Dawei Zhang. (2023) Protoporphyrin-sensitized degradable bismuth nanoformulations for enhanced sonodynamic oncotherapy. Acta Biomaterialia, 158 (637). [PMID:36621634]
8. Yan-Li Ji, Kai Zhang, Jin-Lin Wang, Zhuang-Zhuang Liu, Xin Wen, Cong-Jie Gao. (2023) Preparation of a triazine porous organic polymer thin film by nanoparticle-polymer reticulation for high-efficient molecule/ion separation. Journal of Materials Chemistry A, 11 (4): (1829-1840). [PMID:]
9. Jiahao Shi, Zhengnan Lu, Yan Pan, Yang Sheng, Yixin Sun, Linhong Deng, Mark Bradley, Le Zhou, Rong Zhang. (2022) Synthesis of water-soluble protoporphyrin IX polymers and their photodynamic application. JOURNAL OF APPLIED POLYMER SCIENCE, 140 (7): (e53485). [PMID:]
10. Xijuan Chao, Dezhi Yao, Chuxuan Chen, Chengfei Zhang. (2023) An efficient human serum albumin-assisted fluorescence approach for hemin detection. Environmental Technology & Innovation, 29 (102969). [PMID:]
11. Xiaoxiao Qi, Huan Li, Bohan Wang, Jiali Meng, Xu Wang, Weiwei Sun, Baoliang Pan. (2023) Identification of guanine and hematin as arrestment pheromones of poultry red mites, Dermanyssus gallinae (Acari: Dermanyssidae) and their application in mite control. VETERINARY PARASITOLOGY, 313 (109843). [PMID:36446218]
12. Liu Wang, Fang He, Xueyun Chen, Kaiyu He, Linlin Bai, Qiang Wang, Fang Zhang, Xiahong Xu. (2022) A CRISPR/Cas12a-based label-free fluorescent method for visual signal output. SENSORS AND ACTUATORS B-CHEMICAL, 370 (132368). [PMID:]
13. Ling Li, Huan Li, Lin Shi, Lili Shi, Tao Li. (2022) Tin Porphyrin-Based Nanozymes with Unprecedented Superoxide Dismutase-Mimicking Activities. LANGMUIR, 38 (23): (7272–7279). [PMID:35638128]
14. Tianfeng Wang, Jianfei Dong. (2022) Modeling the Spectral Sensitivity of Singlet Oxygen Induced by Photochemical Reactions in Cells. IEEE PHOTONICS TECHNOLOGY LETTERS, 34 (12): (661-664). [PMID:]
15. Lingsen Zeng, Guiyun Xu, Caiyun Jiang, Junying Li, Jiangxia Zheng. (2022) Research Note: Lab* color space for prediction of eggshell pigment content in differently colored eggs. POULTRY SCIENCE, 101 (101942). [PMID:35679636]
16. An Jing, Tang Shanliang, Hong Gaobo, Chen Wenlong, Chen Miaomiao, Song Jitao, Li Zhiliang, Peng Xiaojun, Song Fengling, Zheng Wen-Heng. (2022) An unexpected strategy to alleviate hypoxia limitation of photodynamic therapy by biotinylation of photosensitizers. Nature Communications, 13 (1): (1-10). [PMID:35469028]
17. Chengyan Zhao, Qiusheng Song, Lin Zhu, Haihong Ma. (2022) Preparation, stimuli-response performance of HPC-PMAA/PpIX nanogels and their application in photodynamic therapy. JOURNAL OF BIOMATERIALS SCIENCE-POLYMER EDITION, [PMID:34586977]
18. Weikai Chen, Chenxi Zhang, Dagui Chen, Yinghua Li, Shunli Wu, Can Xu, Li Su, Qin Zhang. (2022) Tumor redox microenvironment modulating composite hydrogels for enhanced sonodynamic therapy of colorectal cancer. Journal of Materials Chemistry B, 10 (12): (1960-1968). [PMID:35195150]
19. Ruomeng Li, Xue Gong, Chen Hong, Hong Wang, Yingying Chen, Kaiyue Tan, Xiaoqing Liu, Fuan Wang. (2021) An efficient photochemotherapy nanoplatform based on the endogenous biosynthesis of photosensitizer in macrophage-derived extracellular vesicles. BIOMATERIALS, 279 (121234). [PMID:34736152]
20. Hong Cheng,Jing-Hao Fan,Lin-Ping Zhao,Gui-Ling Fan,Rong-Rong Zheng,Xiao-Zhong Qiu,Xi-Yong Yu,Shi-Ying Li,Xian-Zheng Zhang. (2019-05-12) Chimeric peptide engineered exosomes for dual-stage light guided plasma membrane and nucleus targeted photodynamic therapy.. Biomaterials, 211 (14-24). [PMID:31078049]
21. Hong Cheng,Gui-Ling Fan,Jing-Hao Fan,Ping Yuan,Fu-An Deng,Xiao-Zhong Qiu,Xi-Yong Yu,Shi-Ying Li. (2019-09-22) Epigenetics-inspired photosensitizer modification for plasma membrane-targeted photodynamic tumor therapy.. Biomaterials, 224 (119497-119497). [PMID:31541935]

References

1. Yun Liu, Qian Lan, Jinxiu Liu, Yaxin Shi, Quanxin Wu, Qian Wang, Shuang Yang, Fan Cheng. (2023) Phenylboronic acid-functionalized BSA@CuS@PpIX nanoparticles for enhanced antibacterial photodynamic/photothermal therapy. JOURNAL OF DRUG DELIVERY SCIENCE AND TECHNOLOGY, 88 (104965). [PMID:14701739]
2. Lu Li, Meng Kou, Yongda Wang, Feng Qin, Hua Zhao, Zhiguo Zhang. (2023) Experimental Verification of the Accuracy of Oxygen-Varying Correlated Fluorescence for Determining the Quenching Constant KSV. JOURNAL OF PHYSICAL CHEMISTRY B, 127 (36): (7730–7734). [PMID:37651835]
3. Yongda Wang, Zheng Hu, Jia Li, Yunhan Zhao, Meng Kou, Feng Qin, Zhiguo Zhang. (2023) Highly sensitive measurement method for photosensitizers based on dual-excitation laser modulation technique. SENSORS AND ACTUATORS B-CHEMICAL, 388 (133855). [PMID:]
4. Jiawen Han, Yaru Ding, Xujuan Lv, Yuwei Zhang, Daoqing Fan. (2023) Integration of G-Quadruplex and Pyrene as a Simple and Efficient Ratiometric Fluorescent Platform That Programmed by Contrary Logic Pair for Highly Sensitive and Selective Coralyne (COR) Detection. Biosensors-Basel, 13 (4): (489). [PMID:37185564]
5. Jie An, Xinyi He, Huizhu Ma, Yanglei Li, Yayuan Li, Xinyu Zhang, Qizhi Shuai, YinMeng Wang, Wen Liu, Weihua Li, Hongliang Wang, Zhifang Wu, Sijin Li. (2023) Radionuclide labeled nanocarrier for imaging guided combined radionuclide, sonodynamic, and photothermal therapy of pancreatic tumours. JOURNAL OF COLLOID AND INTERFACE SCIENCE, 642 (789). [PMID:37043937]
6. Xiaoying Wang, Tao Gao, Jin Zhu, Shipeng Long, Songyan Zhao, Li Yuan, Zhaoxia Wang. (2023) Fabrication of Channeled and Three-Dimensional Electrodes for the Integrated Capture and Detection of Invasive Circulating Tumor Cells during Hematogenous Metastasis. ANALYTICAL CHEMISTRY, 95 (4): (2496–2503). [PMID:36639744]
7. Kang Song, Guobo Chen, Zongyan He, Jing Shen, Jing Ping, Yuhao Li, Lulu Zheng, Yuqing Miao, Dawei Zhang. (2023) Protoporphyrin-sensitized degradable bismuth nanoformulations for enhanced sonodynamic oncotherapy. Acta Biomaterialia, 158 (637). [PMID:36621634]
8. Yan-Li Ji, Kai Zhang, Jin-Lin Wang, Zhuang-Zhuang Liu, Xin Wen, Cong-Jie Gao. (2023) Preparation of a triazine porous organic polymer thin film by nanoparticle-polymer reticulation for high-efficient molecule/ion separation. Journal of Materials Chemistry A, 11 (4): (1829-1840). [PMID:]
9. Jiahao Shi, Zhengnan Lu, Yan Pan, Yang Sheng, Yixin Sun, Linhong Deng, Mark Bradley, Le Zhou, Rong Zhang. (2022) Synthesis of water-soluble protoporphyrin IX polymers and their photodynamic application. JOURNAL OF APPLIED POLYMER SCIENCE, 140 (7): (e53485). [PMID:]
10. Xijuan Chao, Dezhi Yao, Chuxuan Chen, Chengfei Zhang. (2023) An efficient human serum albumin-assisted fluorescence approach for hemin detection. Environmental Technology & Innovation, 29 (102969). [PMID:]
11. Xiaoxiao Qi, Huan Li, Bohan Wang, Jiali Meng, Xu Wang, Weiwei Sun, Baoliang Pan. (2023) Identification of guanine and hematin as arrestment pheromones of poultry red mites, Dermanyssus gallinae (Acari: Dermanyssidae) and their application in mite control. VETERINARY PARASITOLOGY, 313 (109843). [PMID:36446218]
12. Liu Wang, Fang He, Xueyun Chen, Kaiyu He, Linlin Bai, Qiang Wang, Fang Zhang, Xiahong Xu. (2022) A CRISPR/Cas12a-based label-free fluorescent method for visual signal output. SENSORS AND ACTUATORS B-CHEMICAL, 370 (132368). [PMID:]
13. Ling Li, Huan Li, Lin Shi, Lili Shi, Tao Li. (2022) Tin Porphyrin-Based Nanozymes with Unprecedented Superoxide Dismutase-Mimicking Activities. LANGMUIR, 38 (23): (7272–7279). [PMID:35638128]
14. Tianfeng Wang, Jianfei Dong. (2022) Modeling the Spectral Sensitivity of Singlet Oxygen Induced by Photochemical Reactions in Cells. IEEE PHOTONICS TECHNOLOGY LETTERS, 34 (12): (661-664). [PMID:]
15. Lingsen Zeng, Guiyun Xu, Caiyun Jiang, Junying Li, Jiangxia Zheng. (2022) Research Note: Lab* color space for prediction of eggshell pigment content in differently colored eggs. POULTRY SCIENCE, 101 (101942). [PMID:35679636]
16. An Jing, Tang Shanliang, Hong Gaobo, Chen Wenlong, Chen Miaomiao, Song Jitao, Li Zhiliang, Peng Xiaojun, Song Fengling, Zheng Wen-Heng. (2022) An unexpected strategy to alleviate hypoxia limitation of photodynamic therapy by biotinylation of photosensitizers. Nature Communications, 13 (1): (1-10). [PMID:35469028]
17. Chengyan Zhao, Qiusheng Song, Lin Zhu, Haihong Ma. (2022) Preparation, stimuli-response performance of HPC-PMAA/PpIX nanogels and their application in photodynamic therapy. JOURNAL OF BIOMATERIALS SCIENCE-POLYMER EDITION, [PMID:34586977]
18. Weikai Chen, Chenxi Zhang, Dagui Chen, Yinghua Li, Shunli Wu, Can Xu, Li Su, Qin Zhang. (2022) Tumor redox microenvironment modulating composite hydrogels for enhanced sonodynamic therapy of colorectal cancer. Journal of Materials Chemistry B, 10 (12): (1960-1968). [PMID:35195150]
19. Ruomeng Li, Xue Gong, Chen Hong, Hong Wang, Yingying Chen, Kaiyue Tan, Xiaoqing Liu, Fuan Wang. (2021) An efficient photochemotherapy nanoplatform based on the endogenous biosynthesis of photosensitizer in macrophage-derived extracellular vesicles. BIOMATERIALS, 279 (121234). [PMID:34736152]
20. Hong Cheng,Jing-Hao Fan,Lin-Ping Zhao,Gui-Ling Fan,Rong-Rong Zheng,Xiao-Zhong Qiu,Xi-Yong Yu,Shi-Ying Li,Xian-Zheng Zhang. (2019-05-12) Chimeric peptide engineered exosomes for dual-stage light guided plasma membrane and nucleus targeted photodynamic therapy.. Biomaterials, 211 (14-24). [PMID:31078049]
21. Hong Cheng,Gui-Ling Fan,Jing-Hao Fan,Ping Yuan,Fu-An Deng,Xiao-Zhong Qiu,Xi-Yong Yu,Shi-Ying Li. (2019-09-22) Epigenetics-inspired photosensitizer modification for plasma membrane-targeted photodynamic tumor therapy.. Biomaterials, 224 (119497-119497). [PMID:31541935]

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Protoporphyrin IX - 10mM in DMSO, high purity , CAS No.553-12-8

Basic Description

Names and Identifiers

Certificates

Certificate of Analysis(COA)

Chemical and Physical Properties

Safety and Hazards(GHS)

Related Documents

Citations of This Product

References

Solution Calculators

Molarity Calculator

Dilution Calculator

Reconstitution Calculator