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A0752

Sigma-Aldrich

Adenosine 5′-diphosphoribose sodium salt

≥93%

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Synonym(s):
ADPR, ADP-Ribose
Empirical Formula (Hill Notation):
C15H23N5O14P2
CAS Number:
68414-18-6
Molecular Weight:
559.32
MDL number:
MFCD00136017
UNSPSC Code:
41106305
PubChem Substance ID:
24890449
NACRES:
NA.51

biological source

yeast (candida utilis)

Quality Level

200

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

Related Categories

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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

监管及禁止进口产品

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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Fedor, Justin G and Hirst, Judy
Cell Metabolism, 28(3), 525-531 (2018)
Chun-Yu Liu et al.
Molecular oncology, 11(3), 266-279 (2017-01-14)
Recurrent triple-negative breast cancer (TNBC) needs new therapeutic targets. Src homology region 2 domain-containing phosphatase-1 (SHP-1) can act as a tumor suppressor by dephosphorylating oncogenic kinases. One major target of SHP-1 is STAT3, which is highly activated in TNBC. In
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)
Monitoring poly (ADP-ribosyl) glycohydrolase activity with a continuous fluorescent substrate
Drown BS, et al.
Cell Chemical Biology, 25(12), 1562-1570 (2018)
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