M1380
N6-Monobutyryladenosine 3′:5′-cyclic monophosphate sodium salt
Synonym(s):
6MB-cAMP
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About This Item
Empirical Formula (Hill Notation):
C14H17N5NaO7P
CAS Number:
Molecular Weight:
421.28
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51
Recommended Products
biological source
synthetic (organic)
assay
≥97.5% (HPLC)
form
powder or crystals
solubility
water: 50 mg/mL, clear, colorless
storage temp.
−20°C
SMILES string
[Na].CCCC(=O)Nc1ncnc2n(cnc12)C3OC4COP(O)(=O)OC4C3O
InChI
1S/C14H18N5O7P.Na.H/c1-2-3-8(20)18-12-9-13(16-5-15-12)19(6-17-9)14-10(21)11-7(25-14)4-24-27(22,23)26-11;;/h5-7,10-11,14,21H,2-4H2,1H3,(H,22,23)(H,15,16,18,20);;
InChI key
RHNOUOJKQVKESB-UHFFFAOYSA-N
Application
N6-Monobutyryladenosine 3′:5′-cyclic monophosphate sodium salt is suitable:
- to test the hypothesis that it stimulates the long-lasting potentiation of post ganglionic response[1]
- as protein kinase A activator, in human primary cultured thyrocytes for analyzing the modulations in cAMP cascade regulated gene expression[2]
- to analyse its effect on progesterone production in corpus luteum isolated from pseudopregnant rabbits[3]
Biochem/physiol Actions
Membrane permeable analog of cAMP that activates protein kinase A and is resistant to degradation by phosphodiesterase
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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G De Pergola et al.
Acta endocrinologica, 123(1), 61-66 (1990-07-01)
The effects of testosterone treatment (2 mg every 14 days, for three months) on adipocyte lipolysis of intact (250-300 g body weight) and ovariectomized female rats were studied. Testosterone treatment of intact rats had no effect. Ovariectomy was followed by
T T Puck et al.
Somatic cell and molecular genetics, 17(5), 489-503 (1991-09-01)
Genome exposure studies were carried out on malignant CHO-K1 and C6 rat glioma cells and their respective, phenotypically normal counterparts (reverse-transformed CHO-K1, and both reverse-transformed C6 glioma and normal rat fibroblasts). Cells were subjected to the nick-translation technique previously developed
Estrogen Uncouples Steroidogenesis from 3?, 5?-Cyclic Adenosine Monophosphate Regulation in the Rabbit Corpus Luteum
Townson DH, et al.
Biology of Reproduction, 53(3), 718-723 (1995)
Z W Yu et al.
Biochimica et biophysica acta, 1282(1), 57-62 (1996-06-13)
To further elucidate the mechanisms for short-term regulation of the receptor for insulin-like growth factor II (IGF-II), we investigated effects of insulin, cAMP and phosphatase inhibitors on cell surface 125I-IGF-II binding in rat adipocytes. Preincubation with the serine/threonine phosphatase inhibitor
Ketty Bacallao et al.
PloS one, 8(12), e82354-e82354 (2013-12-19)
In Schwann cells (SCs), cyclic adenosine monophosphate (cAMP) not only induces differentiation into a myelinating SC-related phenotype, but also synergistically enhances the mitogenic action of growth factors such as neuregulin. To better understand the molecular mechanism by which cAMP exerts
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