주요 문서

D0260

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

Name: N<SUP>6</SUP>,2&#8242;-O-Dibutyryladenosine 3&#8242;,5&#8242;-cyclic monophosphate sodium salt
Brand: SIGMA

≥97% (HPLC), PKA activator, powder

동의어(들):

Bucladesine sodium salt, Dibutyryl cAMP sodium salt, Dibutyryl cyclic-AMP sodium salt

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제품정보 (DICE 배송 시 비용 별도)

Linear Formula:

C₁₈H₂₃N₅O₈PNa

CAS 번호:

16980-89-5

Molecular Weight:

491.37

NACRES:

NA.77

PubChem Substance ID:

24893221

UNSPSC Code:

41106305

EC Number:

241-059-4

MDL number:

MFCD00005843

Assay:

≥97% (HPLC)

Form:

powder

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속성

제품 이름

N⁶,2′-O-Dibutyryladenosine 3′,5′-cyclic monophosphate sodium salt, ≥97% (HPLC), powder

Quality Segment

200

assay

≥97% (HPLC)

form

powder

impurities

≤0.5% cyclic AMP and 2′-O-monobutyryl-cyclic AMP, ≤3% N⁶-monobutyryl-cyclic AMP

color

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

설명

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.

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.

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).

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.

Other Notes

2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research

Disclaimer

Loses 2′-O-butyryl group at pH 8.5

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저장 등급

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c