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A3262

Adenosine 3′,5′-cyclic monophosphate tris salt

Name: Adenosine 3&#8242;,5&#8242;-cyclic monophosphate tris salt
Brand: SIGMA

≥97% (HPLC), synthetic, powder

Synonym(s):

cAMP, cyclic AMP

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About This Item

Empirical Formula (Hill Notation):

C₁₀H₁₂N₅O₆P · C₄H₁₁NO₃

CAS Number:

102029-77-6

Molecular Weight:

450.34

UNSPSC Code:

41106305

eCl@ss:

32160414

PubChem Substance ID:

329770822

NACRES:

NA.51

MDL number:

MFCD00058346

Assay:

≥97% (HPLC)

Biological source:

synthetic

Form:

powder

Solubility:

H₂O: 100 mg/mL

Storage temp.:

−20°C

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Product Name

Adenosine 3′,5′-cyclic monophosphate tris salt, ≥97% (HPLC), powder

biological source

synthetic

Quality Level

200

assay

≥97% (HPLC)

form

powder

color

white

solubility

H₂O: 100 mg/mL

storage temp.

−20°C

SMILES string

NC(CO)(CO)CO.Nc1ncnc2n(cnc12)[C@@H]3O[C@@H]4COP(O)(=O)O[C@H]4[C@H]3O

InChI

1S/C10H12N5O6P.C4H11NO3/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7-4(20-10)1-19-22(17,18)21-7;5-4(1-6,2-7)3-8/h2-4,6-7,10,16H,1H2,(H,17,18)(H2,11,12,13);6-8H,1-3,5H2/t4-,6-,7-,10-;/m1./s1

InChI key

CLDDYJFNXTUHIN-MCDZGGTQSA-N

Related Categories

Phosphates

General description

Adenosine 3′,5′-cyclic monophosphate (cAMP) is synthesized from ATP in the presence of Adenylate cyclase enzyme. cAMP is majorly used as a marker in immunochemical detection assays. Intracellular levels of cAMP control immune and inflammatory functions. Bacterial infection triggers intracellular cAMP production. Elevated levels of cAMP modulates mitogen-activated protein kinase (MAPK) in cancer. An altered cAMP level is implicated in pathogenesis of cataract and cardiovascular disease. A decrease in cAMP levels triggers impaired insulin secretion in diabetes.

Application

Adenosine 3′,5′-cyclic monophosphate tris salt has been used as a medium supplement for human endometrial stromal cells (hESCs) culture and induced neural stem cells (iNSCs). It has been used in the spectroscopic characterization of pink flamindo, a red cAMP indicator.

Biochem/physiol Actions

Naturally-occurring activator of cyclic-AMP-dependent protein kinase (PKA). cAMP is an important second messenger that is linked in many systems to neurotransmitter- or hormone-induced receptor stimulation. The cAMP/PKA signaling pathway has been shown to inhibit cell proliferation, induce differentiation and lead to apoptosis.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number

0000425160

0000364881

SLCF8554

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Global Trade Item Number

SKU	GTIN
A3262-500MG	04061833360545

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