3,3'-(3,8,13,17-tetramethyl-7,12-divinylporphyrin-2,18-diyl)dipropionic acid 原卟啉

CAS 553-12-8 MFCD00151109

化学结构图

553-12-8
SMILES: CC1=C(C=C)c2cc3[nH]c(cc4[n]c(cc5[nH]c(cc1[n]2)c(C=C)c5C)C(C)=C4CCC(O)=O)c(CCC(O)=O)c3C

化学属性

Mol. FormulaC34H34N4O4
Mol. Weight562.66
Stability对光敏感
SolubilitySoluble in DMSO (10 mg/ml), ethanol (10 mg/ml), chloroform, glacial acetic acid, alcohol containing hydrochloric acid, ether containing glacial acetic acid, hydrochloric acid, dilute alkalies, aniline, and pyridine. Insoluble in disodium salts, and dipota
Melting Point>300°C
Boiling Point-
Flash Point-

别名和识别编码

Chemical Name3,3'-(3,8,13,17-tetramethyl-7,12-divinylporphyrin-2,18-diyl)dipropionic acid
Synonym Protoporphyrin IX {LY} Protoporphyrin IX Protoporphyrin-9 {} {LY} Protoporphyrin IX {} {} {LY} Protoporphyrin IX {} {} {} {LY} Protoporphyrin IX {} {} {} {} {LY} Protoporphyrin IX {} {} {} {} {} {LY} Protoporphyrin IX {} {} {} {} {} {} {LY} Protoporphyrin IX {} {} {} {} {} {} {} {LY} Protoporphyrin IX {} {} {} {} {} {} {} {} {LY} Protoporphyrin IX {} {} {} {} {} {} {} {} {} {LY} Protoporphyrin IX {} {} {} {} {} {} {} {} {} {} {SA} Ooporphyrin {} {} {} {} {} {} {} {} {} {} {} {SA} Kammerer’s porphyrin {} {} {} {} {} {} {} {} {} {} {} {} {SNA} 3,7,12,17-四甲基-8,13-二乙烯基-2,18-卟吩二丙酸 Kammerer’s porphyrin 蛋壳卟啉 {} {} {} {} {} {} {} {} {} {} {} {} {} {ALD} 3,7,12,17-四甲基-8,13-二乙烯基-2,18-卟吩二丙酸 {} {} {} {} {} {} {} {} {} {} {} {} {} {} {SA} 3,7,12,17-Tetramethyl-8,13-divinyl-2,18-porphinedipropionic acid {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {ALD} 3,7,12,17-?四甲基-?8,13-?二乙烯基-?2,18-?卟吩二丙酸 Kammerer’s porphyrin 蛋壳卟啉 {} {} {} {} {} {} {} {} {} {}
MDL NumberMFCD00151109
PubChem Substance ID24278655
Beilstein Registry Number380795
CAS Number553-12-8
EC Number209-033-7
Chemical Name Translation原卟啉
InChIKeyKSFOVUSSGSKXFI-UJJXFSCMSA-N
Canonical SMILESO=C(O)CCC1=C2/C=C3C(CCC(O)=O)=C(C)C(/C=C(N/4)/C(C)=C(C=C)C4=C\C5=N/C(C(C=C)=C5C)=C\C(N2)=C1C)=N/3
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分类

  • Bioactive Small Molecules, Biochemicals and Reagents, Cell Biology, Cell Signaling and Neuroscience, Cofactors, Cyclic Nucleotide Metabolism, Enzymes, Inhibitors, and Substrates, G Proteins and Cyclic Nucleotides, Guanylyl Cyclase Activators, Luminescent Compounds/Detection, Oxidation-Reduction, P, Wavelength Index
  • {SNA} Bioactive Small Molecules, Biochemicals and Reagents, Cell Biology, Cell Signaling and Neuroscience, Cofactors, Cyclic Nucleotide Metabolism, Enzymes, Inhibitors, and Substrates, G Proteins and Cyclic Nucleotides, Guanylyl Cyclase Activators, Luminescent Compounds/Detection, Oxidat

产品应用

  • 激活可溶性的鸟苷酸环化酶；荧光免疫探针。光敏剂（光动力学交联）。

相关文献及参考

  • Merck: 14,7897 Beilstein: 26,IV,3042
  • Wolin, M.S., et al. J. Biol. Chem. 257 , 13312, (1982)
  • [1]. Yasushi Nakai, et al.Protoporphyrin IX induced by 5-aminolevulinic acid in bladder cancer cells in voided urine can be extracorporeally quantified using a spectrophotometer.

安全信息

WGK Germany3
GHS Symbol
Precautionary statements
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P305+P351+P338
  • P337+P313
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
Hazard statements
  • H315 Causes skin irritation 会刺激皮肤
  • H319 Causes serious eye irritation 严重刺激眼睛
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
Hazard Codes Xi
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves
Signal word Warning
Safety Statements
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后，立即用大量水冲洗并征求医生意见；
  • S36 Wear suitable protective clothing 穿戴适当的防护服；
Risk Statements
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
Storage condition 2-8°C, protect from light, stored under nitrogen {LY} 2-8°C, protect from light, stored under nitrogen 2-8°C避光保存 {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {

其他信息

  • 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

系列性分类

  1. Life Science 生命科学
  2. Biochemicals and Reagents 生化试剂
  3. Fluorescent Probes, Labels, Particles and Stains - Biochemicals and Reagents
  4. Detection - Fluorescent Probes, Labels, Particles and Stains
  1. Life Science 生命科学
  2. Cell Biology 细胞生物学
  3. Cell Signaling and Neuroscience - Cell Biology
  4. G Proteins and Cyclic Nucleotides - Cell Signaling and Neuroscience
  5. Cyclic Nucleotide Metabolism - G Proteins and Cyclic Nucleotides
  6. Guanylyl Cyclase Activators - Cyclic Nucleotide Metabolism
  1. Life Science 生命科学
  2. Cell Biology 细胞生物学
  3. Cell Signaling and Neuroscience - Cell Biology
  4. G Proteins and Cyclic Nucleotides - Cell Signaling and Neuroscience
  5. Cyclic Nucleotide Metabolism - G Proteins and Cyclic Nucleotides
  6. Guanylyl Cyclase Activators - Cyclic Nucleotide Metabolism
  1. Medical Research Areas
  2. Metabolism
  3. Endogenous Metabolite  (内源性代谢物)

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