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Merck

B7880

Sigma-Aldrich

8-Bromoadenosine 3′,5′-cyclic monophosphate sodium salt

≥97% (HPLC), powder

Sinónimos:

8-Br-cAMP

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About This Item

Fórmula empírica (notación de Hill):
C10H10BrN5NaO6P
Número de CAS:
Peso molecular:
430.08
Beilstein:
7739743
Número MDL:
Código UNSPSC:
41106305
ID de la sustancia en PubChem:
NACRES:
NA.77

Nivel de calidad

Ensayo

≥97% (HPLC)

Formulario

powder

color

off-white

solubilidad

H2O: 100 mg/mL

temp. de almacenamiento

−20°C

cadena SMILES

[Na+].Nc1ncnc2n([C@@H]3O[C@@H]4COP([O-])(=O)O[C@H]4[C@H]3O)c(Br)nc12

InChI

1S/C10H11BrN5O6P.Na/c11-10-15-4-7(12)13-2-14-8(4)16(10)9-5(17)6-3(21-9)1-20-23(18,19)22-6;/h2-3,5-6,9,17H,1H2,(H,18,19)(H2,12,13,14);/q;+1/p-1/t3-,5-,6-,9-;/m1./s1

Clave InChI

DMRMZQATXPQOTP-GWTDSMLYSA-M

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Descripción general

8-Bromoadenosine 3′:5′-cyclic monophosphate is a brominated cyclic mononucleotide.

Aplicación

8-Bromoadenosine 3′,5′-cyclic monophosphate sodium salt has been used:
  • to study its effect on fas and caspase-3 mRNA expression and on P4 production in bovine mid luteal cell culture
  • used to treat choriocarcinoma BeWo cell line and study its effect on cell viability, apoptosis and morphological changes in the nuclei
  • in superfusion medium for head kidneys stimulation

Acciones bioquímicas o fisiológicas

Cell-permeable cAMP analog having greater resistance to hydrolysis by phosphodiesterases than cAMP. Activates protein kinase A, inhibits growth, decreases proliferation, increases differentiation, and induces apoptosis of cultured cells.
Cell-permeable cAMP analog with greater resistance to hydrolysis by phosphodiesterases than cAMP.

Características y beneficios

This compound is a featured product for Cyclic Nucleotide research. Click here to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Otras notas

Membrane-permeable cAMP analog.

Precaución

Sensitive to light and moisture.

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)


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Visite la Librería de documentos

Corticotropin-releasing factor (CRF) and CRF-binding protein expression in and release from the head kidney of common carp: evolutionary conservation of the adrenal CRF system
Huising MO, et al.
The Journal of Endocrinology, 193(3), 349-357 (2007)
Effects of corticotrophin releasing hormone (CRH) on cell viability and differentiation in the human BeWo choriocarcinoma cell line: a potential syncytialisation inducer distinct from cyclic adenosine monophosphate (cAMP)
Chen Y, et al.
Reproductive Biology and Endocrinology, 11(1), 30-30 (2013)
Maren Schwenke et al.
PloS one, 8(1), e54336-e54336 (2013-01-26)
Human implantation involves extensive tissue remodeling at the fetal-maternal interface. It is becoming increasingly evident that not only trophoblast, but also decidualizing endometrial stromal cells are inherently motile and invasive, and likely contribute to the highly dynamic processes at the
Possible roles of intracellular cyclic AMP, protein kinase C and calcium ion in the apoptotic signaling pathway in bovine luteal cells}
Tatsukawa Y, et al.
Journal of Reproduction and Development, 52(4), 517-522 (2006)
Tiina Keränen et al.
PloS one, 11(2), e0148144-e0148144 (2016-02-06)
Mitogen-activated protein kinase phosphatase 1 (MKP-1) expression is induced by inflammatory factors, and it is an endogenous suppressor of inflammatory response. MKP-1 expression is increased by PDE4 inhibitor rolipram suggesting that it is regulated by cAMP-enhancing compounds. Therefore, we investigated

Artículos

Cyclic nucleotides like cAMP modulate cell function via PKA activation and ion channels.

Cyclic nucleotides like cAMP modulate cell function via PKA activation and ion channels.

Cyclic nucleotides like cAMP modulate cell function via PKA activation and ion channels.

Cyclic nucleotides like cAMP modulate cell function via PKA activation and ion channels.

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