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Documentos Principais

M4135

Sigma-Aldrich

α-Melanocyte stimulating hormone

≥97% (HPLC)

Sinônimo(s):

α-MSH, α-Melanotropin

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About This Item

Fórmula empírica (Notação de Hill):
C77H109N21O19S
Número CAS:
Peso molecular:
1664.88
Beilstein:
741840
Número MDL:
Código UNSPSC:
51111800
ID de substância PubChem:
NACRES:
NA.32
fonte biológica:
synthetic (organic)
Formulário:
powder
Ensaio:
≥97% (HPLC)

fonte biológica

synthetic (organic)

Nível de qualidade

esterilidade

non-sterile

Ensaio

≥97% (HPLC)

Formulário

powder

solubilidade

water: 1.00-1.04 mg/mL, clear, colorless

nº de adesão UniProt

Condições de expedição

ambient

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

CSCC[C@H](NC(=O)[C@H](CO)NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@H](CO)NC(C)=O)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](Cc2c[nH]cn2)C(=O)N[C@@H](Cc3ccccc3)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](Cc4c[nH]c5ccccc45)C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N6CCC[C@H]6C(=O)N[C@@H](C(C)C)C(N)=O

InChI

1S/C77H109N21O19S/c1-42(2)64(65(79)106)97-75(116)61-20-13-30-98(61)76(117)54(18-10-11-28-78)88-62(103)38-85-66(107)57(34-46-36-84-50-17-9-8-16-49(46)50)94-67(108)51(19-12-29-83-77(80)81)89-70(111)55(32-44-14-6-5-7-15-44)92-72(113)58(35-47-37-82-41-86-47)95-68(109)52(25-26-63(104)105)90-69(110)53(27-31-118-4)91-74(115)60(40-100)96-71(112)56(33-45-21-23-48(102)24-22-45)93-73(114)59(39-99)87-43(3)101/h5-9,14-17,21-24,36-37,41-42,51-61,64,84,99-100,102H,10-13,18-20,25-35,38-40,78H2,1-4H3,(H2,79,106)(H,82,86)(H,85,107)(H,87,101)(H,88,103)(H,89,111)(H,90,110)(H,91,115)(H,92,113)(H,93,114)(H,94,108)(H,95,109)(H,96,112)(H,97,116)(H,104,105)(H4,80,81,83)/t51-,52-,53-,54-,55-,56-,57-,58-,59-,60-,61-,64-/m0/s1

chave InChI

WHNFPRLDDSXQCL-UAZQEYIDSA-N

Informações sobre genes

human ... POMC(5443)

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Amino Acid Sequence

Ac-Ser-Tyr-Ser-Met-Glu-His-Phe-Arg-Trp-Gly-Lys-Pro-Val-NH2

Descrição geral

α-Melanocyte-stimulating hormone (α-MSH) is a tridecapeptide, mostly produced by the cells in the brain, pituitary and circulation. Pro-inflammatory cytokines or UV light induced epidermal cells such as keratinocytes and melanocytes synthesize and discharge α–MSH. Poopiomelanocortin (POMC) acts as a precursor for α-Melanocyte-stimulating hormone (α-MSH) production.

Aplicação

α-Melanocyte stimulating hormone (α–MSH) has been used for following studies:
  • it has been Intracerebroventricularly (icv) injected to mice for behavioral studies.
  • to determine the effect of α−MSH on growth of stationary Nb 2 node lymphoma cell cultures.
  • to determine the effect of α−MSH on leptin secretion in the primary cultures of differentiated adipocytes.
  • α−MSH promoted melanin production in the B16-F1 cells from murine melanoma cell line.

Ações bioquímicas/fisiológicas

α-Melanocyte-stimulating hormone (α-MSH) acts as an anti-inflammatory agent via down regulating the production and activity of the pro-inflammatory cytokines interleukin-1 (IL-1), tumor necrosis factor (TNF)-α and IL-6 expressed in various cells of the immune system. It also controls the nitric oxide production associated with inflammation. α−MSH inhibits nuclear factor-κB (NF-κB)-dependent gene transcription and NF-κB pathway induced by TNF and other inflammatory agents. This activity of α-MSH is mediated through the production of cyclic adenosine monophosphate (cAMP) and activation of protein kinase A (PKA) enzyme. α–MSH functions as a potent therapeutics for various conditions resulted through NF-κB activation including, inflammatory diseases, human immunodeficiency virus (HIV) replication in AIDS (acquired immunodeficiency syndrome), and septic shock. α-MSH has an essential role to play in melanin production in animals. α-MSH regulates development of several skin diseases, including cutaneous inflammation and hyper-proliferative skin diseases.
Hormone that stimulates melanogenesis; facilitates learning and memory; affects inflammatory and immune responses and peripheral nerve regeneration.
Pituitary hormone which causes darkening skin pigmentation from amphibians to humans. In mammals, it can also have behavioral effects on learning, attention, and memory.

Adsorvente de anticorpo

Ac-Ser-Tyr-Ser-Met-Glu-His-Phe-Arg-Trp-Gly-Lys-Pro-Val-NH2

Ligação

Derived from ACTH 1-13

Outras notas

Lyophilized from 0.1% TFA in H2O

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)


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Regulation of adipose tissue leptin secretion by alpha-melanocyte-stimulating hormone and agouti-related protein: further evidence of an interaction between leptin and the melanocortin signalling system.
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Effects of Egg Shell Membrane Hydrolysates on UVB-radiation-induced Wrinkle Formation in SKH-1 Hairless Mice.
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Korean journal for food science of animal resources, 35(1), 58-70 (2015)
Prolactin-stimulated growth of cell cultures established from malignant Nb rat lymphomas.
Gout PW
Cancer Research, 40(7), 2433-2436 (1980)
The role of alpha-melanocyte-stimulating hormone in cutaneous biology.
Luger TA
The Journal of Investigative Dermatology. Symposium Proceedings / The Society for Investigative Dermatology, Inc. [and] European Society for Dermatological Research, 2(1), 87-93 (1997)
Alpha-melanocyte-stimulating hormone inhibits the nuclear transcription factor NF-kappa B activation induced by various inflammatory agents.
Manna SK and Aggarwal BB
Journal of Immunology, 161(6), 2873-2880 (1998)

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