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D0627

Sigma-Aldrich

Monofosfato de N6,2′-O-dibutiriladenosina 3′,5′-cíclico sodium salt

≥96% (HPLC), powder

Sinónimos:

Bucladesina sodium salt, Dibutirilo del AMP cíclico sodium salt, Dibutirilo del AMPc sodium salt

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About This Item

Fórmula lineal:
C18H23N5O8PNa
Número de CAS:
16980-89-5
Peso molecular:
491.37
EC Number:
241-059-4
MDL number:
MFCD00005843
UNSPSC Code:
41106305
PubChem Substance ID:
24893246
NACRES:
NA.51

biological source

synthetic (organic)

Quality Level

200

assay

≥96% (HPLC)

form

powder

impurities

≤0.5% Cyclic AMP
≤3% monobutyryl derivatives

color

off-white

solubility

H2O: 100 mg/mL

storage temp.

−20°C

SMILES string

[Na+].CCCC(=O)Nc1ncnc2n(cnc12)[C@@H]3O[C@@H]4COP([O-])(=O)O[C@H]4[C@H]3OC(=O)CCC

InChI

1S/C18H24N5O8P.Na/c1-3-5-11(24)22-16-13-17(20-8-19-16)23(9-21-13)18-15(30-12(25)6-4-2)14-10(29-18)7-28-32(26,27)31-14;/h8-10,14-15,18H,3-7H2,1-2H3,(H,26,27)(H,19,20,22,24);/q;+1/p-1/t10-,14-,15-,18-;/m1./s1

InChI key

KRBZRVBLIUDQNG-JBVYASIDSA-M

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Categorías relacionadas

Application

El dibutirilo de AMPc es un análogo permeable a la célula del AMPc que activa la proteíncinasa (PKA) dependiente del AMPc o la vía de señalización AMPc/PKA. El dibutirilo de AMPc se utiliza como inductor de la diferenciación morfológica y modulador de la comunicación celular en células como las de Schwann. El dibutirilo de AMPc se utiliza en una variedad de estudios de diferenciación, como la diferenciación neuronal.

Biochem/physiol Actions

Análogo del AMPc permeable a la célula que activa las proteincinasas (PKA) dependientes del AMPc.

Caution

Pierde el grupo 2′-O-butirilo a pH 8,5

Other Notes

Ganador del premio CiteAb 2024 como proveedor de éxito en la investigación del Parkinson

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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Junji Yamauchi et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 31(35), 12579-12592 (2011-09-02)
In development of the peripheral nervous system, Schwann cells proliferate, migrate, and ultimately differentiate to form myelin sheath. In all of the myelination stages, Schwann cells continuously undergo morphological changes; however, little is known about their underlying molecular mechanisms. We
Steven L Coon et al.
Proceedings of the National Academy of Sciences of the United States of America, 109(33), 13319-13324 (2012-08-07)
Long noncoding RNAs (lncRNAs) play a broad range of biological roles, including regulation of expression of genes and chromosomes. Here, we present evidence that lncRNAs are involved in vertebrate circadian biology. Differential night/day expression of 112 lncRNAs (0.3 to >50
De-Yi Liu et al.
Fertility and sterility, 99(1), 86-91 (2012-09-19)
To determine association between defective protein kinases C (PKC) and A (PKA) and disordered zona pellucida (ZP)-induced acrosome reaction (DZPIAR) in normozoospermic infertile men with normal sperm-ZP binding. Sperm from DZPIAR infertile men were treated without (control) or with (test)
Annelieke S Wentzel et al.
Scientific reports, 10(1), 13470-13470 (2020-08-12)
Mammalian macrophages can adopt polarization states that, depending on the exact stimuli present in their extracellular environment, can lead to very different functions. Although these different polarization states have been shown primarily for macrophages of humans and mice, it is
Ana Borrajo et al.
Neuropharmacology, 85, 1-8 (2014-06-01)
Several recent studies have shown that activation of the RhoA/Rho-associated kinase (ROCK) pathway is involved in the MPTP-induced dopaminergic cell degeneration and possibly in Parkinson's disease. ROCK inhibitors have been suggested as candidate neuroprotective drugs for Parkinson's disease. However, the
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