D7408
2′,5′-Dideoxyadenosine
≥95% (HPLC), Adenylyl cyclase inhibitor, solid
Synonym(s):
2ʹ,5ʹ-dd-Ado, NSC 95943
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About This Item
Empirical Formula (Hill Notation):
C10H13N5O2
CAS Number:
Molecular Weight:
235.24
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Product Name
2′,5′-Dideoxyadenosine, ≥95% (HPLC), solid
Quality Level
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.
Preparation Note
Store at −20 °C after reconstitution.
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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Articles
Cyclic nucleotides like cAMP modulate cell function via PKA activation and ion channels.
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
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
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)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| D7408-25MG | 04061832897868 |
| D7408-5MG | 04061833588512 |