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A5763

Adenosine 3′,5′-diphosphate disodium salt

≥96%, synthetic (inorganic), powder

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C10H13N5Na2O10P2
CAS Number:
75431-54-8
Molecular Weight:
471.16
UNSPSC Code:
41106305
eCl@ss:
32160414
PubChem Substance ID:
24891020
NACRES:
NA.51
MDL number:
MFCD00057007
Assay:
≥96%
Biological source:
synthetic (inorganic)
Form:
powder
Solubility:
water: 25 mg/mL, clear, colorless to very faintly yellow
Storage temp.:
−20°C
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Product Name

Adenosine 3′,5′-diphosphate disodium salt, ≥96%

biological source

synthetic (inorganic)

Quality Level

200

assay

≥96%

form

powder

solubility

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

storage temp.

−20°C

SMILES string

[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);;

InChI key

ISROZYFZEAVMSP-UHFFFAOYSA-N

General description

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.

Application

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

Biochem/physiol Actions

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000422251
0000422246
0000422251
0000422246
0000403265

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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
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.
3?-phosphoadenosine 5?-phosphate accumulation delays the circadian system
Litthauer S, et al.
Plant Physiology, 176(4), 3120-3135 (2018)
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Global Trade Item Number

SKUGTIN
A5763-100MG04061833258415
A5763-25MG04061833258422
A5763-10MG04061833376423