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Merck

M4135

Sigma-Aldrich

α-Melanocyte stimulating hormone

≥97% (HPLC)

Sinónimos:

α-MSH, α-Melanotropin

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About This Item

Fórmula empírica (notación de Hill):
C77H109N21O19S
Número de CAS:
Peso molecular:
1664.88
Beilstein:
741840
Número MDL:
Código UNSPSC:
51111800
ID de la sustancia en PubChem:
NACRES:
NA.32

origen biológico

synthetic (organic)

Nivel de calidad

esterilidad

non-sterile

Análisis

≥97% (HPLC)

formulario

powder

solubilidad

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

Nº de acceso UniProt

Condiciones de envío

ambient

temp. de almacenamiento

−20°C

cadena 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

Clave InChI

WHNFPRLDDSXQCL-UAZQEYIDSA-N

Información sobre el gen

human ... POMC(5443)

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Categorías relacionadas

Amino Acid Sequence

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

Descripción general

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.

Aplicación

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.

Acciones bioquímicas o 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.

Adsorbente de anticuerpos

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

Ligadura / enlace

Derived from ACTH 1-13

Otras notas

Lyophilized from 0.1% TFA in H2O

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Visite la Librería de documentos

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)
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)
Hyerim Song et al.
International journal of molecular sciences, 21(13) (2020-07-02)
The aim of this study was to identify novel antimelanogenic drugs from an epigenetic screening library containing various modulators targeting DNA methyltransferases, histone deacetylases, and other related enzymes/proteins. Of 141 drugs tested, K8 (4-((hydroxyamino)carbonyl)-N-(2-hydroxyethyl)-N-phenyl-benzeneacetamide; HPOB) was found to effectively inhibit
Prolactin-stimulated growth of cell cultures established from malignant Nb rat lymphomas.
Gout PW
Cancer Research, 40(7), 2433-2436 (1980)
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.
Hoggard N
Journal of Molecular Endocrinology, 32(1), 145-153 (2004)

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