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A6830

Sigma-Aldrich

8-Azido-cyclic adenosine diphosphate-ribose

≥95% (HPLC), lyophilized powder

Synonym(s):

Cyclic adenosine diphosphate-ribose 8-azide

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About This Item

Empirical Formula (Hill Notation):
C15H20N8O13P2
CAS Number:
Molecular Weight:
582.31
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:

Assay

≥95% (HPLC)

form

lyophilized powder

storage temp.

−20°C

SMILES string

O[C@H]1[C@@H](O)[C@H]2Nc3ncnc4[n@@H]([C@@H]5O[C@H](COP(=O)(OC[C@H]1O2)OP(O)(O)=O)[C@@H](O)[C@H]5O)c(N=[N+]=[N-])nc34

Application

Photoaffinity label

Linkage

Analog of cyclic ADP-ribose

Physical form

Lyophilized powder containing approx. 50% sodium chloride.

Certificates of Analysis (COA)

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T F Walseth et al.
The Journal of biological chemistry, 268(35), 26686-26691 (1993-12-15)
We have synthesized 8-azido-cyclic ADP-ribose (8N3-cADPR) and [32P]8-azido-cyclic ADP-ribose ([32P]8N3-cADPR) in order to characterize cyclic ADP-ribose-(cADPR) binding sites in sea urchin egg homogenates. 8N3-cADPR was an antagonist of cADPR since it did not induce Ca2+ release from egg microsomes but
Preparation of cyclic ADP-ribose antagonists and caged cyclic ADP-ribose.
T F Walseth et al.
Methods in enzymology, 280, 294-305 (1997-01-01)
T F Walseth et al.
Biochimica et biophysica acta, 1178(3), 235-242 (1993-09-13)
Cyclic ADP-ribose (cADPR) is a naturally-occurring metabolite of NAD+ that is as effective as inositol trisphosphate in mobilizing intracellular Ca2+. A series of analogs modified at the 8-position of the adenine group were synthesized for the investigation of the relationship

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