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D7408

Sigma-Aldrich

2′,5′-Dideoxyadenosine

≥95% (HPLC), solid

Synonym(s):

2ʹ,5ʹ-dd-Ado, NSC 95943

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About This Item

Empirical Formula (Hill Notation):
C10H13N5O2
CAS Number:
6698-26-6
Molecular Weight:
235.24
MDL number:
MFCD00210904
UNSPSC Code:
41106305
PubChem Substance ID:
24894132
NACRES:
NA.77

Assay

≥95% (HPLC)

form

solid

color

white

solubility

DMSO: soluble

storage temp.

−20°C

SMILES string

C[C@H]1O[C@H](C[C@@H]1O)n2cnc3c(N)ncnc23

InChI

1S/C10H13N5O2/c1-5-6(16)2-7(17-5)15-4-14-8-9(11)12-3-13-10(8)15/h3-7,16H,2H2,1H3,(H2,11,12,13)/t5-,6+,7-/m1/s1

InChI key

FFHPXOJTVQDVMO-DSYKOEDSSA-N

Gene Information

rat ... Adcy2(81636)

Application

2′,5′-Dideoxyadenosine has been used to elucidate the mechanism of diligustilide (DLG). It has also been used to inhibit adenylate cyclase (AC).

Biochem/physiol Actions

Cell-permeable adenylyl cyclase inhibitor. IC50 = 2.7 μM in detergent-dispersed rat brain preparations.

Features and Benefits

This compound is a featured product for Cyclic Nucleotide research. Click here to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Adenylyl cyclases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Reconstitution

Store at −20 °C after reconstitution.

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000380054
0000371726
0000380054
0000371726
013M4744V

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Gastroprotective effect of diligustilide isolated from roots of Ligusticum porteri coulter & rose (Apiaceae) on ethanol-induced lesions in rats
Velazquez-Moyado J, et al.
Journal of Ethnopharmacology, 174, 403-409 (2015)
Rula Azzam et al.
AIDS research and human retroviruses, 22(7), 619-629 (2006-07-13)
HIV-1 infection of cells of macrophage lineage impairs a number of effector functions performed by these cells, including phagocytosis of opsonized pathogens. In this study we investigate the effects of HIV-1 on the mechanism of complement (C')-mediated phagocytosis by human
Fen Hu et al.
Molecular medicine reports, 24(4) (2021-07-31)
Inflammation and oxidative stress have indispensable roles in the development of acute lung injury (ALI). MicroRNA (miRNA/miR)‑351‑5p was initially identified as a myogenesis‑associated miRNA; however, its role in lipopolysaccharide (LPS)‑induced ALI remains unclear. The aim of the present study was
Akira Ikari et al.
Journal of cell science, 119(Pt 9), 1781-1789 (2006-04-13)
Although paracellin-1 (PCLN-1) is known to have a crucial role in the control of Mg2+ reabsorption in the kidney, the molecular pathways involved in the regulation of PCLN-1 have not been clarified. We used FLAG-tagged PCLN-1 to investigate these pathways
Zhixiong Chen et al.
International journal for parasitology, 37(7), 743-761 (2007-02-20)
Trichinella spiralis infection causes hyperexcitability in enteric after-hyperpolarising (AH) sensory neurons that is mimicked by neural, immune or inflammatory mediators known to stimulate adenylyl cyclase (AC)/cyclic 3',5'-adenosine monophosphate (cAMP) signaling. The hypothesis was tested that ongoing modulation and sustained amplification
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