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Key Documents

A0752

Sigma-Aldrich

Adenosine 5′-diphosphoribose sodium salt

≥93%

Synonym(s):

ADPR, ADP-Ribose

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About This Item

Empirical Formula (Hill Notation):
C15H23N5O14P2
CAS Number:
Molecular Weight:
559.32
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51

biological source

yeast (candida utilis)

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
  • to measure poly(ADP-ribose) glycohydrolaseactivity
  • poly(ADP-ribose) (PAR) binding competition assay
  • oxidase (AOX) pathway
  • to measure poly(ADP-ribose) glycohydrolase activity
  • poly(ADP-ribose) (PAR) binding competition assay

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.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Shai White-Gilbertson et al.
Journal of lipid research, 60(7), 1225-1235 (2019-04-17)
Radiation treatment failure or relapse after initial response to chemotherapy presents significant clinical challenges in cancer patients. Escape from initial courses of treatment can involve reactivation of embryonic developmental stages, with the formation of polynuclear giant cancer cells (PGCCs). This
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
Moreau C, et al.
Journal of Medicinal Chemistry, 56(24) (2013)
Mitochondrial supercomplexes do not enhance catalysis by quinone channeling
Fedor, Justin G and Hirst, Judy
Cell Metabolism, 28(3), 525-531 (2018)
Byung Kil Park et al.
International journal of radiation biology, 95(8), 1094-1102 (2019-03-05)
Purpose: The present study aimed to investigate the potential protective effects of icariin both in vivo and in vitro, an active flavonoid glucoside derived from medicinal herb Epimedium, and its possible mechanisms against radiation-induced injury. Methods: Male C57BL/6 mice were

Articles

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

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