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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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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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
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)
Yukihisa Matsumoto et al.
PloS one, 8(7), e68538-e68538 (2013-07-31)
Many insects exhibit excellent capability of visual learning, but the molecular and neural mechanisms are poorly understood. This is in contrast to accumulation of information on molecular and neural mechanisms of olfactory learning in insects. In olfactory learning in insects
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
Hyun-Seuk Moon et al.
Journal of cellular physiology, 214(2), 283-294 (2007-07-27)
We previously reported that PEGylated conjugated linoleic acid (PCLA) as a pro-drug treatment of cultures of 3T3-L1 cells containing differentiated adipocytes caused de-differentiation by downregulation of PPARgamma2-induced adipogenesis, and cell apoptosis induced by PCLA was lower than that induced by
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