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Merck

A5763

Sigma-Aldrich

Adenosine 3′,5′-diphosphate disodium salt

≥96%

Sinónimos:

3′-phosphoadenosine 5′-phosphate, 3′-phosphorylated nucleotide, PAP, 3′-Phosphoadenosine 5′-phosphate

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About This Item

Fórmula empírica (notación de Hill):
C10H13N5Na2O10P2
Número de CAS:
Peso molecular:
471.16
Número MDL:
Código UNSPSC:
41106305
eCl@ss:
32160414
ID de la sustancia en PubChem:
NACRES:
NA.51

origen biológico

synthetic (inorganic)

Nivel de calidad

Ensayo

≥96%

Formulario

powder

solubilidad

water: 25 mg/mL, clear, colorless to very faintly yellow

temp. de almacenamiento

−20°C

cadena SMILES

[Na].Nc1ncnc2n(cnc12)C3OC(COP(O)(O)=O)C(OP(O)(O)=O)C3O

InChI

1S/C10H15N5O10P2.Na.H/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7(25-27(20,21)22)4(24-10)1-23-26(17,18)19;;/h2-4,6-7,10,16H,1H2,(H2,11,12,13)(H2,17,18,19)(H2,20,21,22);;

Clave InChI

ISROZYFZEAVMSP-UHFFFAOYSA-N

Descripción general

3′-phosphoadenosine 5′-phosphate (PAP), a 3′-phosphorylated nucleotide is found in almost all organisms and is obtained as a by-product of sulfur and lipid metabolism.

Aplicación

Adenosine 3′,5′-diphosphate disodium salt has been used:
  • to spot sample on cellulose high-performance thin-layer chromatography (HPTLC) plates in two-dimensional thin layer chromatography
  • in enzyme activity assay to study the activities of HOS2/FIERY1 wild type
  • hos2 mutant and fiery1?2 mutant protein against 3′-phosphoadenosine 5′-phosphate (PAP)
  • as a standard for the quantification of phosphoadenosines

Acciones bioquímicas o fisiológicas

3′-phosphoadenosine 5′-phosphate (PAP) is capable of blocking exoribonucleases (XRNs) activity in the nucleus and cytosol. It stimulates stomatal closure and can serve as a secondary messenger during abscisic acid (ABA) signaling. It is capable of blocking RNA catabolism. Hence it may serve as a physiological modulator of poly (ADP-ribose) polymerase 1 (PARP1) activity.
Adenosine 3′,5′-diphosphate (PAP) is used to study the kinetics and mechanisms of hydroxysteroid sulfotransferases such as SULT1A1, SULT2A1 of which it is product inhibitor.

Pictogramas

Exclamation mark

Palabra de señalización

Warning

Frases de peligro

Clasificaciones de peligro

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Órganos de actuación

Respiratory system

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves


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Bok-Rye Lee et al.
PloS one, 7(6), e39425-e39425 (2012-06-23)
The fou8 loss of function allele of adenosine bisphosphate phosphatase FIERY1 results in numerous phenotypes including the increased enzymatic oxygenation of fatty acids and increased jasmonate synthesis. Here we show that the mutation causes also profound alterations of sulfur metabolism.
Hayrettin Ozan Gulcan et al.
Archives of biochemistry and biophysics, 507(2), 232-240 (2010-12-29)
The cytosolic sulfotransferase hSULT2A1 is the major hydroxysteroid (alcohol) sulfotransferase in human liver, and it catalyzes the 3'-phosphoadenosine-5'-phosphosulfate (PAPS)-dependent sulfation of various endogenous hydroxysteroids as well as many xenobiotics that contain alcohol and phenol functional groups. The hSULT2A1 often displays
3?-phosphoadenosine 5?-phosphate accumulation delays the circadian system
Litthauer S, et al.
Plant Physiology, 176(4), 3120-3135 (2018)
Zhihao Yu et al.
Biochemistry, 47(48), 12777-12786 (2008-11-11)
Most assimilatory bacteria, fungi, and plants species reduce sulfate (in the activated form of APS or PAPS) to produce reduced sulfur. In yeast, PAPS reductase reduces PAPS to sulfite and PAP. Despite the difference in substrate specificity and catalytic cofactor
Hao Chen et al.
Plant, cell & environment, 33(12), 2180-2190 (2010-09-03)
The Arabidopsis FIERY1 (FRY1) locus was originally identified as a negative regulator of stress-responsive gene expression and later shown to be required for suppression of RNA silencing. In this study we discovered that the FRY1 locus also regulates lateral root

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