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Merck
CN

H2161

Sigma-Aldrich

8-Hydroxyadenosine-3′,5′-monophosphorothioate, Rp-isomer

>99% (HPLC), solid

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About This Item

Empirical Formula (Hill Notation):
C10H11N5O6PSNa
Molecular Weight:
383.25
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.77
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biological source

synthetic (organic)

Quality Level

Assay

>99% (HPLC)

form

solid

mol wt

390.26

packaging

vial of 1 μmol (approx. 0.4mg)

storage temp.

−20°C

SMILES string

Nc1ncnc2n([C@@H]3O[C@@H]4CO[P@@](S)(=O)O[C@H]4[C@H]3O)c(O)nc12

InChI

1S/C10H12N5O6PS/c11-7-4-8(13-2-12-7)15(10(17)14-4)9-5(16)6-3(20-9)1-19-22(18,23)21-6/h2-3,5-6,9,16H,1H2,(H,14,17)(H,18,23)(H2,11,12,13)/t3-,5-,6-,9-,22-/m1/s1

InChI key

ZJLRJSRRXWDPOZ-KVBUDSETSA-N

Biochem/physiol Actions

Phosphodiesterase-resistant, polar, membrane-impermeable inhibitor of cAMP-dependent protein kinase (PKA).

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Alexander Puzenko et al.
The Journal of chemical physics, 137(19), 194502-194502 (2012-11-28)
In this, the third part of our series on the dielectric spectrum symmetrical broadening of water, we consider the nucleotide aqueous solutions. Where in Parts I [E. Levy et al., J. Chem. Phys. 136, 114502 (2012)] and II [E. Levy
B T Gjertsen et al.
The Journal of biological chemistry, 270(35), 20599-20607 (1995-09-01)
Novel (Rp)-cAMPS analogs differed widely in ability to antagonize cAMP activation of pure cAMP-dependent protein kinase I and II and to antagonize actions of cAMP on gene expression, shape change, apoptosis, DNA replication, and protein phosphorylation in intact cells. These

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