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A5763

Adenosine 3′,5′-diphosphate disodium salt

Name: Adenosine 3&#8242;,5&#8242;-diphosphate disodium salt
Brand: SIGMA

≥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

Related Categories

Biochemicals

Nucleosides and Nucleotides

Phosphates

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

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

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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A nucleotide metabolite controls stress-responsive gene expression and plant development.

Hao Chen et al.

PloS one, 6(10), e26661-e26661 (2011-10-27)

Abiotic stress, such as drought and high salinity, activates a network of signaling cascades that lead to the expression of many stress-responsive genes in plants. The Arabidopsis FIERY1 (FRY1) protein is a negative regulator of stress and abscisic acid (ABA)

The bifunctional abiotic stress signalling regulator and endogenous RNA silencing suppressor FIERY1 is required for lateral root formation.

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

Substrate inhibition in human hydroxysteroid sulfotransferase SULT2A1: studies on the formation of catalytically non-productive enzyme complexes.

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

Effects of fou8/fry1 mutation on sulfur metabolism: is decreased internal sulfate the trigger of sulfate starvation response?

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

SKU	GTIN
A5763-100MG	04061833258415
A5763-25MG	04061833258422
A5763-10MG	04061833376423

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