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A5763

Sigma-Aldrich

Adenosine 3′,5′-diphosphate disodium salt

≥96%

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C10H13N5Na2O10P2
Numero CAS:
Peso molecolare:
471.16
Numero MDL:
Codice UNSPSC:
41106305
eCl@ss:
32160414
ID PubChem:
NACRES:
NA.51

Origine biologica

synthetic (inorganic)

Livello qualitativo

Saggio

≥96%

Forma fisica

powder

Solubilità

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

Temperatura di conservazione

−20°C

Stringa SMILE

[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);;
ISROZYFZEAVMSP-UHFFFAOYSA-N

Descrizione generale

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.

Applicazioni

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

Azioni biochim/fisiol

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.

Pittogrammi

Exclamation mark

Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

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

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves


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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
A single amino acid substitution in the Arabidopsis FIERY1/HOS2 protein confers cold signaling specificity and lithium tolerance
Xiong L, et al.
The Plant Journal, 40(4), 536-545 (2004)
Yungang Liu et al.
Chemico-biological interactions, 189(3), 153-160 (2010-12-07)
Hydroxylated metabolites of polychlorinated biphenyls (OHPCBs) interact with rat sulfotransferase 1A1 (rSULT1A1) as substrates and inhibitors. Previous studies have shown that there are complex and incompletely understood structure-activity relationships governing the interaction of rSULT1A1 with these molecules. Furthermore, modification of
Elie Toledano et al.
The Biochemical journal, 443(2), 485-490 (2012-01-14)
pAp (3'-5' phosphoadenosine phosphate) is a by-product of sulfur and lipid metabolism and has been shown to have strong inhibitory properties on RNA catabolism. In the present paper we report a new target of pAp, PARP-1 [poly(ADP-ribose) polymerase 1], a
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

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