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C3912

8-(4-Chlorophenylthio)adenosine 3′,5′-cyclic monophosphate sodium salt

Name: 8-(4-Chlorophenylthio)adenosine 3&#8242;,5&#8242;-cyclic monophosphate sodium salt
Brand: SIGMA

≥97.0% (HPLC), cAMP analog, powder

Synonym(s):

pCPT-cAMP

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About This Item

Empirical Formula (Hill Notation):

C₁₆H₁₄ClN₅NaO₆PS

CAS Number:

93882-12-3

Molecular Weight:

493.79

NACRES:

NA.77

PubChem Substance ID:

24278024

UNSPSC Code:

41106305

EC Number:

299-413-9

MDL number:

MFCD00057683

Assay:

≥97.0% (HPLC)

Form:

powder

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Properties

Product Name

8-(4-Chlorophenylthio)adenosine 3′,5′-cyclic monophosphate sodium salt, ≥97.0% (HPLC), powder

Quality Segment

200

assay

≥97.0% (HPLC)

form

powder

color

white

solubility

H₂O: 25 mg/mL

storage temp.

−20°C

SMILES string

[Na+].Nc1ncnc2n([C@@H]3O[C@@H]4COP([O-])(=O)O[C@H]4[C@H]3O)c(Sc5ccc(Cl)cc5)nc12

InChI

1S/C16H15ClN5O6PS.Na/c17-7-1-3-8(4-2-7)30-16-21-10-13(18)19-6-20-14(10)22(16)15-11(23)12-9(27-15)5-26-29(24,25)28-12;/h1-4,6,9,11-12,15,23H,5H2,(H,24,25)(H2,18,19,20);/q;+1/p-1/t9-,11-,12-,15-;/m1./s1

InChI key

YIJFVHMIFGLKQL-DNBRLMRSSA-M

Gene Information

human ... PRKAR1A(5573), PRKAR1AP(5574), PRKAR1B(5575), PRKAR2A(5576), PRKAR2B(5577)

Description

Application

8-(4-Chlorophenylthio)adenosine 3′,5′-cyclic monophosphate sodium salt has been used:

to upregulate cellular cholesterol pump (adenosine triphosphate- (ATP-) binding cassette (ABC) transporter-1, ABCA-1)
in glucose production assay
to stimulate cystic fibrosis transmembrane conductance regulator (CFTR) channel in airway epithelia

Biochem/physiol Actions

Membrane permeable cAMP analog. Used as a selective activator of cAMP dependent protein kinase (PKA). Inhibits cGMP-dependent phosphodiesterase and, at higher concentrations, inhibits cAMP-dependent phosphodiesterase. Inhibits phosphoinositide hydrolysis and secretion stimulated by n-formyl-Met-Leu-Phe but not platelet-activating factor in leukocytes. Renders HL-60 cells more resistant to NO-induced DNA damage.

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.

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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