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945-32-4,MFCD09991933
Catalog No.:AA0069XQ

945-32-4 | 1H-Pyrrole-2,3,5-tricarboxylic acid

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250mg
97%
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA0069XQ
Chemical Name:
1H-Pyrrole-2,3,5-tricarboxylic acid
CAS Number:
945-32-4
Molecular Formula:
C7H5NO6
Molecular Weight:
199.1177
MDL Number:
MFCD09991933
SMILES:
OC(=O)c1cc(c([nH]1)C(=O)O)C(=O)O
Properties
Properties
 
Form:
Solid  
MP:
>220°C (dec.)  
Storage:
Keep in dry area;2-8℃;  

Computed Properties
 
Complexity:
288  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
14  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
4  
Rotatable Bond Count:
3  

Literature

Title: UVA-induced oxidative degradation of melanins: fission of indole moiety in eumelanin and conversion to benzothiazole moiety in pheomelanin.

Journal: Pigment cell & melanoma research 20120701

Title: Age-dependent changes in eumelanin composition in hairs of various ethnic origins.

Journal: International journal of cosmetic science 20120201

Title: Evaluation of melanogenesis in A-375 cells in the presence of DMSO and analysis of pyrolytic profile of isolated melanin.

Journal: TheScientificWorldJournal 20120101

Title: Diversity of human hair pigmentation as studied by chemical analysis of eumelanin and pheomelanin.

Journal: Journal of the European Academy of Dermatology and Venereology : JEADV 20111201

Title: Inactivation of Pmel alters melanosome shape but has only a subtle effect on visible pigmentation.

Journal: PLoS genetics 20110901

Title: Usefulness of alkaline hydrogen peroxide oxidation to analyze eumelanin and pheomelanin in various tissue samples: application to chemical analysis of human hair melanins.

Journal: Pigment cell & melanoma research 20110801

Title: Protection of melanized Cryptococcus neoformans from lethal dose gamma irradiation involves changes in melanin's chemical structure and paramagnetism.

Journal: PloS one 20110101

Title: A close relationship between androgen levels and eumelanogenesis in the teleost red seabream (Pagrus major): Quantitative analysis of its seasonal variation and effects of oral treatment with methyl-testosterone.

Journal: Comparative biochemistry and physiology. Part A, Molecular & integrative physiology 20100601

Title: Spiny mice modulate eumelanin to pheomelanin ratio to achieve cryptic coloration in 'evolution canyon,' Israel.

Journal: PloS one 20100101

Title: Agouti protein, mahogunin, and attractin in pheomelanogenesis and melanoblast-like alteration of melanocytes: a cAMP-independent pathway.

Journal: Pigment cell & melanoma research 20091001

Title: Evidence for the ectopic synthesis of melanin in human adipose tissue.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20090301

Title: Physico-chemical evaluation of rationally designed melanins as novel nature-inspired radioprotectors.

Journal: PloS one 20090101

Title: Quantification of naturally occurring pyrrole acids in melanosomes.

Journal: Photochemistry and photobiology 20080101

Title: Oxidation chemistry of norepinephrine: partitioning of the O-quinone between competing cyclization and chain breakdown pathways and their roles in melanin formation.

Journal: Chemical research in toxicology 20071001

Title: Is 2,3,5-pyrroletricarboxylic acid in hair a better risk indicator for melanoma than traditional epidemiologic measures for skin phenotype?

Journal: American journal of epidemiology 20070515

Title: An easy-to-run method for routine analysis of eumelanin and pheomelanin in pigmented tissues.

Journal: Pigment cell research 20070401

Title: Ionizing radiation changes the electronic properties of melanin and enhances the growth of melanized fungi.

Journal: PloS one 20070101

Title: Long-lasting pigmentation more than its intensity is a reliable indicator of skin sun resistance.

Journal: Dermatology (Basel, Switzerland) 20070101

Title: The slaty mutation affects eumelanin and pheomelanin synthesis in mouse melanocytes.

Journal: European journal of cell biology 20060601

Title: Pheomelanin and eumelanin in human skin determined by high-performance liquid chromatography and its relation to in vivo reflectance measurements.

Journal: Photodermatology, photoimmunology & photomedicine 20060601

Title: PTCA determination in human hair: reliability and analytical aspects.

Journal: Medical science monitor : international medical journal of experimental and clinical research 20060601

Title: Determination of eumelanin in human urine.

Journal: Pigment cell research 20060401

Title: The histological analysis, colorimetric evaluation, and chemical quantification of melanin content in 'suntanned' fish.

Journal: Pigment cell research 20051201

Title: A validated LC/MS/MS method for the quantification of pyrrole-2,3,5-tricarboxylic acid (PTCA), a eumelanin specific biomarker, in human skin punch biopsies.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20051105

Title: Comparison of structural and chemical properties of black and red human hair melanosomes.

Journal: Photochemistry and photobiology 20050101

Title: Comparisons of the structural and chemical properties of melanosomes isolated from retinal pigment epithelium, iris and choroid of newborn and mature bovine eyes.

Journal: Photochemistry and photobiology 20050101

Title: Near infrared spectroscopy as a tool for the determination of eumelanin in human hair.

Journal: Pigment cell research 20040801

Title: Changes in the proliferation and differentiation of neonatal mouse pink-eyed dilution melanocytes in the presence of excess tyrosine.

Journal: Pigment cell research 20031201

Title: Quantitative analysis of eumelanin and pheomelanin in humans, mice, and other animals: a comparative review.

Journal: Pigment cell research 20031001

Title: Comparison of the structural and physical properties of human hair eumelanin following enzymatic or acid/base extraction.

Journal: Pigment cell research 20030801

Title: The structure of neuromelanin as studied by chemical degradative methods.

Journal: Journal of neurochemistry 20030801

Title: The usefulness of 4-amino-3-hydroxyphenylalanine as a specific marker of pheomelanin.

Journal: Pigment cell research 20020601

Title: Quantitative relationships between pigment-related mRNA and biochemical melanoma markers in melanoma cell lines.

Journal: Melanoma research 20020601

Title: Stimulation of the proliferation and differentiation of mouse pink-eyed dilution epidermal melanocytes by excess tyrosine in serum-free primary culture.

Journal: Journal of cellular physiology 20020501

Title: Relationship of melanin degradation products to actual melanin content: application to human hair.

Journal: Analytical biochemistry 20010301

Title: Interaction of major coat color gene functions in mice as studied by chemical analysis of eumelanin and pheomelanin.

Journal: Pigment cell research 20010201

Title: Effects of isopropyl unoprostone on melanogenesis in mouse epidermal melanocytes.

Journal: Japanese journal of ophthalmology 20010101

Title: Pharmacologic response of a controlled-release PLGA formulation for the alpha-melanocyte stimulating hormone analog, Melanotan-I.

Journal: Pharmaceutical research 20000501

Title: Effects of genic substitution at the agouti, brown, albino, dilute, and pink-eyed dilution loci on the proliferation and differentiation of mouse epidermal melanocytes in serum-free culture.

Journal: European journal of cell biology 19980201

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