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Key Documents

M0418

Sigma-Aldrich

Melanin

BioReagent, Synthetic, suitable for cell culture

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About This Item

Numéro CAS:
8049-97-6
Numéro CE :
232-473-6
Numéro MDL:
MFCD00131581
Code UNSPSC :
12352209
Nomenclature NACRES :
NA.75

Source biologique

synthetic

Gamme de produits

BioReagent

Pureté

≥97% (TLC)

Forme

powder

Technique(s)

cell culture | mammalian: suitable

Solubilité

1 N NH4OH: 20 mg/mL

Température de stockage

−20°C

InChI

1S/C18H10N2O4/c1-5-13-9-7(3-19-13)12-10-8(11(9)17(23)15(5)21)4-20-14(10)6(2)16(22)18(12)24/h3-4,19-20H,1-2H3

Clé InChI

XUMBMVFBXHLACL-UHFFFAOYSA-N

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Description générale

Melanin is a distinctive class of pigment found in animals, plants, bacteria, and fungi. It is an amorphous polymer formed by the polymerization of phenolic and indolic compounds.

Application

Melanin has been used:
  • to incubate normal human keratinocytes for Masson-Fontana staining
  • as a standard in the determination of melanin content in normal human epidermal melanocytes and immortalized human keratinocytes
  • as an absorber to mimic human skin or melanocytic nevi and melanoma

Actions biochimiques/physiologiques

Melanin plays a role in camouflage and energy harvesting. It also helps in protection against ionizing UV radiations, protection against biotic factors such as host defense against pathogens, and abiotic factors like heat, cold and osmotic stress. Melanin acts as a potent cation chelator and is a component of several photoprotective creams as it facilitates free radical scavenging activity. Melanin may be useful as a photo protectant in cell culture.

Notes préparatoires

Prepared by oxidation of tyrosine with hydrogen peroxide.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

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Michael Waisberg et al.
PloS one, 7(1), e29493-e29493 (2012-01-14)
Malaria has had the largest impact of any infectious disease on shaping the human genome, exerting enormous selective pressure on genes that improve survival in severe malaria infections. Modern humans originated in Africa and lost skin melanization as they migrated
Naira V Margaryan et al.
International journal of molecular sciences, 17(3), 418-418 (2016-03-25)
Expression of Nodal, a Transforming Growth Factor-beta (TGF-β) related growth factor, is associated with aggressive melanoma. Nodal expression in adult dysplastic nevi may predict the development of aggressive melanoma in some patients. A subset of pediatric patients diagnosed with giant
Li Ni-Komatsu et al.
Molecular pharmacology, 74(6), 1576-1586 (2008-09-20)
A series of quinolines, including chloroquine and quinine, were identified as potent pigmentation inhibitors through screening a compound library in murine melanocytes. Structure-activity relationship analysis indicated that 4-substituted amino groups with a tertiary amine side chain, such as chloroquine, were

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