Home Other Building Blocks Chlorin e6

Chlorin e6

CAS No.:
19660-77-6
Catalog Number:
AG00I3KS
Molecular Formula:
C34H36N4O6
Molecular Weight:
596.6728
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
100mg
95%
In Stock USA
United States
$125
- +
250mg
95%
In Stock USA
United States
$225
- +
1g
95%
In Stock USA
United States
$600
- +
Product Description
Catalog Number:
AG00I3KS
Chemical Name:
Chlorin e6
CAS Number:
19660-77-6
Molecular Formula:
C34H36N4O6
Molecular Weight:
596.6728
MDL Number:
MFCD08669566
IUPAC Name:
(17S,18S)-18-(2-carboxyethyl)-20-(carboxymethyl)-12-ethenyl-7-ethyl-3,8,13,17-tetramethyl-17,18,22,23-tetrahydroporphyrin-2-carboxylic acid
InChI:
InChI=1S/C34H36N4O6/c1-7-19-15(3)23-12-25-17(5)21(9-10-29(39)40)32(37-25)22(11-30(41)42)33-31(34(43)44)18(6)26(38-33)14-28-20(8-2)16(4)24(36-28)13-27(19)35-23/h7,12-14,17,21,35-36H,1,8-11H2,2-6H3,(H,39,40)(H,41,42)(H,43,44)/t17-,21-/m0/s1
InChI Key:
OYINILBBZAQBEV-UWJYYQICSA-N
SMILES:
CCC1=C(C)C2=N/C/1=C\c1[nH]c(c(c1C)C(=O)O)/C(=C/1\N=C(/C=c/3\[nH]/c(=C\2)/c(C=C)c3C)[C@H]([C@@H]1CCC(=O)O)C)/CC(=O)O
EC Number:
243-209-4
UNII:
5S2CCF3T1Z
Properties
Complexity:
1090  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
2  
Defined Bond Stereocenter Count:
0
Exact Mass:
596.263g/mol
Formal Charge:
0
Heavy Atom Count:
44  
Hydrogen Bond Acceptor Count:
8  
Hydrogen Bond Donor Count:
5  
Isotope Atom Count:
0
Molecular Weight:
596.684g/mol
Monoisotopic Mass:
596.263g/mol
Rotatable Bond Count:
8  
Topological Polar Surface Area:
169A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
4.6  
Literature
Title Journal
Photoprocesses of chlorin e6 glucose derivatives. Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology 20120601
Artificial leaf device for solar fuel production. Faraday discussions 20120101
[The role of tetrapyrrol photosensitizers in photoinduced variation of free radical characteristics of rat blood in endotoxic shock]. Biofizika 20120101
SNAP-tag technology mediates site specific conjugation of antibody fragments with a photosensitizer and improves target specific phototoxicity in tumor cells. Bioconjugate chemistry 20111221
Syntheses and cellular investigations of 17(3)-, 15(2)-, and 13(1)-amino acid derivatives of chlorin e(6). Journal of medicinal chemistry 20111110
Photolon™ --photosensitization induces apoptosis via ROS-mediated cross-talk between mitochondria and lysosomes. International journal of oncology 20111001
Enhanced tumor localization and retention of chlorin e6 in cationic nanolipoplexes potentiate the tumor ablation effects of photodynamic therapy. Nanotechnology 20110907
Computational design of chlorin based photosensitizers with enhanced absorption properties. Physical chemistry chemical physics : PCCP 20110628
Self-assembled chlorin e6 conjugated chondroitin sulfate nanodrug for photodynamic therapy. Biomacromolecules 20110509
Effective treatment of chemoresistant breast cancer in vitro and in vivo by a factor VII-targeted photodynamic therapy. British journal of cancer 20110426
Alkylated porphyrins have broad antiviral activity against hepadnaviruses, flaviviruses, filoviruses, and arenaviruses. Antimicrobial agents and chemotherapy 20110201
Differential inhibition of murine Bcrp1/Abcg2 and human BCRP/ABCG2 by the mycotoxin fumitremorgin C. European journal of pharmacology 20101010
[Adriamycin enhances the sonodynamic effect of chlorin e6 against the proliferation of human breast cancer MDA-MB-231 cells in vitro]. Nan fang yi ke da xue xue bao = Journal of Southern Medical University 20101001
pH-dependent distribution of chlorin e6 derivatives across phospholipid bilayers probed by NMR spectroscopy. Langmuir : the ACS journal of surfaces and colloids 20100706
Chlorin e6-cholesterol conjugate and its copper complex. Simple synthesis and entrapping in phospholipid vesicles. Bioorganic & medicinal chemistry letters 20100501
In vitro photodynamic therapy with chlorin e6 leads to apoptosis of human vascular smooth muscle cells. Archivum immunologiae et therapiae experimentalis 20100201
Photodynamic therapy for methicillin-resistant Staphylococcus aureus infection in a mouse skin abrasion model. Lasers in surgery and medicine 20100101
[Use of perfluorocarbon emulsions for administration of photosensitizing preparations into bone marrow stem cells]. Biofizika 20100101
Interaction of porphyrins with human organic anion transporting polypeptide 1B1. Chemico-biological interactions 20091110
Histological responses of cutaneous vascular lesions following photodynamic therapy with talaporfin sodium: a chicken comb model. The Keio journal of medicine 20090901
In-vivo optical detection of cancer using chlorin e6--polyvinylpyrrolidone induced fluorescence imaging and spectroscopy. BMC medical imaging 20090101
Additive effects of chlorin e6 and metal ion binding on the thermal stability of rhodopsin in vitro. Photochemistry and photobiology 20090101
Enhancement of photodynamic tumor therapy effectiveness by electroporation in vitro. Medicina (Kaunas, Lithuania) 20090101
Time-dependent interactions of the two porphyrinic compounds chlorin e6 and mono-L-aspartyl-chlorin e6 with phospholipid vesicles probed by NMR spectroscopy. Langmuir : the ACS journal of surfaces and colloids 20081104
Toward understanding the high PDT efficacy of chlorin e6-polyvinylpyrrolidone formulations: photophysical and molecular aspects of photosensitizer-polymer interaction in vitro. Journal of photochemistry and photobiology. B, Biology 20080918
Intracellular reactive oxygen species in monocytes generated by photosensitive chromophores activated with blue light. Dental materials : official publication of the Academy of Dental Materials 20080801
Improved formulation of photosensitizer chlorin e6 polyvinylpyrrolidone for fluorescence diagnostic imaging and photodynamic therapy of human cancer. European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V 20080801
Cell specific aptamer-photosensitizer conjugates as a molecular tool in photodynamic therapy. ChemMedChem 20080301
Improved photoinactivation of gram-negative and gram-positive methicillin-resistant bacterial strains using a new near-infrared absorbing meso-tetrahydroporphyrin: a comparative study with a chlorine e6 photosensitizer photolon. Methods and findings in experimental and clinical pharmacology 20080301
Photolon, a chlorin e6 derivative, triggers ROS production and light-dependent cell death via necrosis. The international journal of biochemistry & cell biology 20080101
Photodynamic therapy-generated vaccines: relevance of tumour cell death expression. British journal of cancer 20071119
Tetrapyrrole-photosensitizers vectorization and plasma LDL: a physico-chemical approach. International journal of pharmaceutics 20071101
Silica sol-gel matrix doped with Photolon molecules for sensing and medical therapy purposes. Biomolecular engineering 20071101
Isolation and identification of impurities in chlorin e6. Journal of pharmaceutical and biomedical analysis 20070921
Chlorophyll derivatives as visual pigments for super vision in the red. Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology 20070701
Singlet oxygen production by Peptide-coated quantum dot-photosensitizer conjugates. Journal of the American Chemical Society 20070530
Site-directed photoproteolysis of 8-oxoguanine DNA glycosylase 1 (OGG1) by specific porphyrin-protein probe conjugates: a strategy to improve the effectiveness of photodynamic therapy for cancer. Journal of photochemistry and photobiology. B, Biology 20070402
A comparative in vitro photoinactivation study of clinical isolates of multidrug-resistant pathogens. Journal of infection and chemotherapy : official journal of the Japan Society of Chemotherapy 20070401
HPLC study of chlorin e6 and its molecular complex with polyvinylpyrrolidone. Biomedical chromatography : BMC 20070301
Evaluation of cytotoxic effect of photodynamic therapy in combination with electroporation in vitro. Bioelectrochemistry (Amsterdam, Netherlands) 20070101
Antimicrobial photodynamic therapy combined with conventional endodontic treatment to eliminate root canal biofilm infection. Lasers in surgery and medicine 20070101
Chlorin e6 - polyvinylpyrrolidone mediated photosensitization is effective against human non-small cell lung carcinoma compared to small cell lung carcinoma xenografts. BMC pharmacology 20070101
Effects of noncovalently bound quinones on the ground and triplet states of zinc chlorins in solution and bound to de novo synthesized peptides. Physical chemistry chemical physics : PCCP 20061214
An accessory chromophore in red vision. Nature 20061012
Fluorescence imaging and phototoxicity effects of new formulation of chlorin e6-polyvinylpyrrolidone. Journal of photochemistry and photobiology. B, Biology 20060801
Photosensitizer delivery to vulnerable atherosclerotic plaque: comparison of macrophage-targeted conjugate versus free chlorin(e6). Journal of biomedical optics 20060101
Macrophage-targeted photosensitizer conjugate delivered by intratumoral injection. Molecular pharmaceutics 20060101
Electroporation of transplantable tumour for the enhanced accumulation of photosensitizers. Journal of photochemistry and photobiology. B, Biology 20051101
Synthesis, structural investigations on organotin(IV) chlorin-e6 complexes, their effect on sea urchin embryonic development and induced apoptosis. Journal of inorganic biochemistry 20050601
Accumulation of chlorine e6 derivatives in cells with different level of expression and function activity of multidrug resistance protein P-gp 170. Experimental oncology 20050301
ABCG2-mediated transport of photosensitizers: potential impact on photodynamic therapy. Cancer biology & therapy 20050201
[Russian photosensitizer radachlorine in photodynamic therapy for epibulbar and choroid tumors: experimental studies]. Vestnik oftalmologii 20050101
The susceptibility of anaerobic bacteria isolated from periodontal diseases to photodynamic inactivation with Fotolon (chlorin e6). Polish journal of microbiology 20050101
[Protection of Saccharomyces cerevisiae against oxidative and radiation-caused damage by alkyl hydroxybenzenes]. Mikrobiologiia 20040101
Talaporfin: LS 11, LS11, ME 2906, mono-L-aspartyl chlorin e6, NP e6, NPE 6, taporfin sodium. Drugs in R&D 20030101
Photodestruction of human dental plaque bacteria: enhancement of the photodynamic effect by photomechanical waves in an oral biofilm model. Lasers in surgery and medicine 20030101
Polycationic photosensitizer conjugates: effects of chain length and Gram classification on the photodynamic inactivation of bacteria. The Journal of antimicrobial chemotherapy 20020601
Late-stage immature neocortical neurons reconstruct interhemispheric connections and form synaptic contacts with increased efficiency in adult mouse cortex undergoing targeted neurodegeneration. The Journal of neuroscience : the official journal of the Society for Neuroscience 20020515
Antitumor agents. Part 209: Pheophorbide-a derivatives as photo-Independent cytotoxic agents. Bioorganic & medicinal chemistry 20020301
Synthesis of chlorin e6-transferrin and demonstration of its light-dependent in vitro breast cancer cell killing ability. Breast cancer research and treatment 20020301
Localization of rose bengal, aluminum phthalocyanine tetrasulfonate, and chlorin e6 in the rabbit eye. Retina (Philadelphia, Pa.) 20020201
[Photoquenching of the bioluminescence of the genetically engineered Escherichia coli TG1 (pXen7) strain in the presence of photodithazine]. Mikrobiologiia 20020101
[The photodynamic inactivation of Candida guilliermondii in the presence of photodithazine]. Mikrobiologiia 20020101
[Targeting of chlorine E6 by EGF increasing its photodynamic activity in selective ways]. Verhandelingen - Koninklijke Academie voor Geneeskunde van Belgie 20000101
A screening assay for antiviral compounds targeted to the HIV-1 gp41 core structure using a conformation-specific monoclonal antibody. Journal of virological methods 19990601
Three-dimensional structure-activity analysis of a series of porphyrin derivatives with anti-HIV-1 activity targeted to the V3 loop of the gp120 envelope glycoprotein of the human immunodeficiency virus type 1. Journal of medicinal chemistry 19940415
Properties