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P5499

Sigma-Aldrich

Dorsomorphin

≥98% (HPLC), powder, AMPK inhibitor

Sinónimos:

Dorsomorphin

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About This Item

Fórmula empírica (notación de Hill):
C24H25N5O
Número de CAS:
866405-64-3
Peso molecular:
399.49
Número MDL:
MFCD08705402
Código UNSPSC:
51111800
ID de la sustancia en PubChem:
24898658
NACRES:
NA.77

product name

Dorsomorphin, ≥98% (HPLC)

Nivel de calidad

100

Análisis

≥98% (HPLC)

formulario

powder

condiciones de almacenamiento

protect from light

color

white to beige

solubilidad

DMSO: >2 mg/mL (warmed)

temp. de almacenamiento

2-8°C

cadena SMILES

C1CCN(CC1)CCOc2ccc(cc2)-c3cnc4c(cnn4c3)-c5ccncc5

InChI

1S/C24H25N5O/c1-2-12-28(13-3-1)14-15-30-22-6-4-19(5-7-22)21-16-26-24-23(17-27-29(24)18-21)20-8-10-25-11-9-20/h4-11,16-18H,1-3,12-15H2

Clave InChI

XHBVYDAKJHETMP-UHFFFAOYSA-N

Descripción general

Dorsomorphin got its name due to its ability to induce dorsoventral patterning abnormalities in zebrafish, a characteristic trait of BMP-pathway mutant embryos. Structurally, dorsomorphin is identical to compound C. Dorsomorphin induces stem cell differentiation, suggesting potential therapeutic implications for fibrodysplasia ossificans progressiva (FOP), a progressive muscle and bone disease. Besides its BMP signaling inhibition, dorsomorphin also hinders the vascular endothelial growth factor (VEGF) type 2 receptor (FLK1/KDR) and disrupts angiogenesis during zebrafish development.

Aplicación

Dorsomorphin has been used:
  • as an inhibitor of adenosine monophosphate-activated protein kinase (AMPK) to find the effects of trans-resveratrol on lipid mobilization in 3T3-L1 (a murine cell line of adipocytes) cells
  • as an AMPK inhibitor, to indicate the involvement of AMPK/mTOR (mammalian target of rapamycin) pathway in LRG (liraglutide) -induced autophagy
  • in the induction step, employed in in vitro differentiation of Friedreich′s ataxia (FRDA) and induced pluripotent stem cells (iPSCs) to neurospheres and neurons using ES (embryonic stem cell) media

Acciones bioquímicas o fisiológicas

Dorsomorphin is a selective inhibitor of Bone morphogenetic protein (BMP) signaling. It has been found to inhibit BMP signals required for embryogenesis and promoted significant neural differentiation from human pluripotent stem cell (hPSC) lines. Dorsomorphin also acts as a potent, selective, reversible, and ATP-competitive inhibitor of AMPK (AMP-activated protein kinase); Ki = 109 nM in the presence of 5 μM ATP and the absence of AMP).

Características y beneficios

This compound is a featured product for Kinase Phosphatase Biology research. Click here to discover more featured Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the AMPKs page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves

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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Yan-Ting Wu et al.
Molecular human reproduction, 23(3), 155-165 (2016-12-18)
Does bone morphogenetic protein 2 (BMP2) regulate connexin43 (Cx43) and modulate cell-cell communication in luteinized human granulosa cells? BMP2 decreases gap junction intercellular communication (GJIC) of luteinized human granulosa cells by down-regulating Cx43 expression through an activin receptor-like kinase (ALK)2/ALK3-mediated
Role of mismatch repair enzymes in GAA-TTC triplet-repeat expansion in Friedreich's ataxia induced pluripotent stem cells (iPSCs)
Du J, et al.
Test, jbc-M112 (2012)
Resveratrol regulates lipolysis via adipose triglyceride lipase
Lasa A, et al.
The Journal of Nutritional Biochemistry, 23(4), 379-384 (2012)
GLP-1 analogue improves hepatic lipid accumulation by inducing autophagy via AMPK/mTOR pathway
He Qin, et al.
Biochemical and Biophysical Research Communications, 476(4), 196-203 (2016)
Yuki Kunisada et al.
EBioMedicine, 25, 154-164 (2017-10-27)
CD4
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