N⁶,2′-O-Dibutyryladenosine 3′,5′-cyclic monophosphate sodium salt

SIGMA/D0260 - ≥97% (HPLC), powder

Synonym: Bucladesine sodium salt; Dibutyryl cAMP sodium salt; Dibutyryl cyclic-AMP sodium salt

CAS Number: 16980-89-5
Empirical Formula (Hill Notation): C₁₈H₂₃N₅NaO₈P
Molecular Weight: 491.37
EC Number: 241-059-4
MDL Number: MFCD00005843
Linear Formula: C₁₈H₂₃N₅O₈PNa
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-D0260-5MG	5 mg	$69.50 1/EA	Add To Favorites
45-D0260-25MG	25 mg	$194.00 1/EA	Add To Favorites
45-D0260-100MG	100 mg	$519.00 1/EA	Add To Favorites

This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: D0260-100MG

Properties
Descriptions
Safety Info.
Basic Data

assay	≥97% (HPLC)
color	white
form	powder
impurities	≤0.5% cyclic AMP and 2′-O-monobutyryl-cyclic AMP
	≤3% N⁶-monobutyryl-cyclic AMP
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
Quality Level	200
SMILES string	[Na+].CCCC(=O)Nc1ncnc2n(cnc12)[C@@H]3O[C@@H]4COP([O-])(=O)O[C@H]4[C@H]3OC(=O)CCC
solubility	H₂O: 100 mg/mL
storage temp.	−20°C

Application:	It has been used as a component of the differentiation medium to induce differentiationof dopaminergic neurons from floor plate progenitors. It has also been usedasa supplement in DMEM: F12 to culture neuronal cells from human pluripotent stemcells.
Application:	N⁶,2′-O-Dibutyryladenosine 3′,5′-cyclic monophosphate sodium salt has been used: • as a medium supplement for neural crest stem cells (NCSCs) differentiation • as a component of thawing medium for cryopreserved human iPSC (induced pluripotent stem cell)-derived neurons • in serum-free Dulbecco′s modified eagle′s medium (DMEM) to induce astrocyte differentiation
Biochem/physiol Actions:	Cell-permeable cAMP analog that activates cAMP dependent protein kinase (PKA).
Disclaimer:	Loses 2′-O-butyryl group at pH 8.5
Features and Benefits:	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 .
General description:	Dibutyrylcyclic adenosine monophosphate (cAMP) mimics the activity of endogenous cAMP.It is lipophilic, allows it to be more cell-permeable, and has higherresistance towards hydrolysis by cAMP phosphodiesterase. Dibutyryl cAMPinhibits phosphodiesterases and plays a vital role as a probe in signaltransduction pathways.
Other Notes:	2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research
Packaging:	25, 100 mg in poly bottle
Packaging:	5 mg in glass bottle

RIDADR	NONH for all modes of transport
WGK Germany	WGK 2
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥97% (HPLC)
Storage Temp.	−20°C
UNSPSC	41106305

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