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Merck

A0752

Sigma-Aldrich

Adenosine 5′-diphosphoribose sodium salt

≥93%

Sinónimos:

ADPR, ADP-Ribose

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About This Item

Fórmula empírica (notación de Hill):
C15H23N5O14P2
Número de CAS:
Peso molecular:
559.32
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51
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biological source

yeast (candida utilis)

Quality Level

assay

≥93%

form

powder

storage temp.

−20°C

SMILES string

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

InChI

1S/C15H23N5O14P2.Na.H/c16-13-9-14(18-4-17-13)20(5-19-9)15-12(26)11(25)8(33-15)3-32-36(29,30)34-35(27,28)31-2-7(23)10(24)6(22)1-21;;/h1,4-8,10-12,15,22-26H,2-3H2,(H,27,28)(H,29,30)(H2,16,17,18);;

InChI key

NWPVXDZLQTURKI-UHFFFAOYSA-N

Application

5′-Deoxy-5′-(methylthio)adenosine has been used:
  • to give a range of nicotinamide adenine dinucleotide (NADH)
  • oxidation rates for the respiratory complex (CI/CIII/CIV)
  • CI/alternative(AOX) pathway[1]
  • to measure poly(ADP-ribose) glycohydrolaseactivity[2]
  • poly(ADP-ribose) (PAR) binding competition assay[3]
  • oxidase (AOX) pathway[1]
  • to measure poly(ADP-ribose) glycohydrolase activity[2]
  • poly(ADP-ribose) (PAR) binding competition assay[3]

Biochem/physiol Actions

Adenosine5′-diphosphoribose (ADP-Ribose) is used as the basic building block used as a substrate in the formation of poly(ADP-ribose) by members of the poly(ADP-ribose) polymerase (PARP) family. Poly(ADP-ribose) formation and degradation are important components of DNA repair and apoptosis signaling. ADP-Ribose initiates the transient receptor potential subfamily melastatin, type2 (TRPM2), a Na+, Ca2+, and K+ cation channel.[4]

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Monitoring poly (ADP-ribosyl) glycohydrolase activity with a continuous fluorescent substrate
Drown BS, et al.
Cell Chemical Biology, 25(12), 1562-1570 (2018)
Structure?Activity Relationship of Adenosine 5?-diphosphoribose at the Transient Receptor Potential Melastatin 2 (TRPM2) Channel: Rational Design of Antagonists
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LC-MS/MS method quantifies similar polar nucleotide activated sugars using Supel™ Carbon LC column for simultaneous analysis.

LC-MS/MS method quantifies similar polar nucleotide activated sugars using Supel™ Carbon LC column for simultaneous analysis.

LC-MS/MS method quantifies similar polar nucleotide activated sugars using Supel™ Carbon LC column for simultaneous analysis.

LC-MS/MS method quantifies similar polar nucleotide activated sugars using Supel™ Carbon LC column for simultaneous analysis.

Questions

  1. Does it have a second ribose ring? Is the structural formula correct?

    1 answer
    1. This product does not contain a second ribose ring. The structural formula is correct in depicting one ribose ring.

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