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Merck
CN

M0418

Melanin

Synthetic, BioReagent, suitable for cell culture

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About This Item

CAS Number:
8049-97-6
UNSPSC Code:
12352209
NACRES:
NA.75
EC Number:
232-473-6
MDL number:
MFCD00131581

Key Documents

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Product Name

Melanin, Synthetic, BioReagent, suitable for cell culture

SMILES string

[nH]1c2c3c(c4c5c([nH]c4)c([c]([c](c5c3c1)=O)=O)C)[c]([c](c2C)=O)=O

InChI key

XUMBMVFBXHLACL-UHFFFAOYSA-N

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

biological source

synthetic

product line

BioReagent

assay

≥85% (TLC)

form

powder

technique(s)

cell culture | mammalian: suitable

solubility

1 N NH4OH: 20 mg/mL

storage temp.

−20°C

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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

Biochem/physiol Actions

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.

General description

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.

Preparation Note

Prepared by oxidation of tyrosine with hydrogen peroxide.

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCP0512
BCCM0888
BCCL1913
BCCK7425
BCCK1407

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Nadine Santana-Magal et al.
Cancer research, 80(10), 1942-1956 (2020-03-05)
The recent success of checkpoint blockade therapies has established immunotherapy as one of the most promising treatments for melanoma. Nonetheless, a complete curative response following immunotherapy is observed only in a fraction of patients. To identify what factors limit the
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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