D1285
2′,3′-Dideoxyadenosine
≥97% (HPLC)
Synonym(s):
Dideoxyadenosine, ddA
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About This Item
Empirical Formula (Hill Notation):
C10H13N5O2
CAS Number:
Molecular Weight:
235.24
UNSPSC Code:
41106305
NACRES:
NA.51
PubChem Substance ID:
EC Number:
223-853-2
Beilstein/REAXYS Number:
619924
MDL number:
Assay:
≥97% (HPLC)
Form:
powder
Solubility:
water: 100 mg/mL, clear, colorless
Storage temp.:
2-8°C
Quality Level
assay
≥97% (HPLC)
form
powder
optical activity
[α]/D -28.0±1.0
mp
181-184 °C (lit.)
solubility
water: 100 mg/mL, clear, colorless
storage temp.
2-8°C
SMILES string
Nc1ncnc2n(cnc12)[C@H]3CC[C@@H](CO)O3
InChI
1S/C10H13N5O2/c11-9-8-10(13-4-12-9)15(5-14-8)7-2-1-6(3-16)17-7/h4-7,16H,1-3H2,(H2,11,12,13)/t6-,7+/m0/s1
InChI key
WVXRAFOPTSTNLL-NKWVEPMBSA-N
Gene Information
human ... DCK(1633)
General description
2′,3′-Dideoxyadenosine is a nucleoside analog of deoxyadenosine. On deamination, it is converted to dideoxyinosine. It inhibits adenylyl cyclase and may play a key role in the inhibition of tumor progression. It is a potent inhibitor of reverse transcriptase enzyme of human immunodeficiency virus.
Application
2′,3′-Dideoxyadenosine (ddA), a specific adenylyl cyclase inhibitor, is useful in biological process and pathway studies involving adenylyl cyclase activity and cAMP pool modulation.
Storage Class
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Christopher Tubbs et al.
Endocrinology, 150(1), 473-484 (2008-09-20)
Progestin stimulation of sperm hypermotility remains poorly understood despite having been described in numerous vertebrate species. We show here that progestin stimulation of sperm hypermotility in a teleost, the Atlantic croaker (Micropogonias undulatus) is associated with activation of an olfactory
Elena Grossini et al.
Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology, 23(1-3), 87-96 (2009-03-04)
Urocortin II has previously been shown in anesthetized pigs to increase coronary blood flow through activation of the endothelial nitric oxide synthase (eNOS) pathway and involvement of the subtype 2 of corticotropin releasing factor receptors (CRFR2). However, little information has
Pharmacokinetics of 2′, 3′-dideoxyadenosine and 2′, 3′-dideoxyinosine in patients with severe human immunodeficiency virus infection
Hartman NR, et al.
Clinical Pharmacology and Therapeutics, 47(5), 647-654 (1990)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| D1285-25MG | 04061833047781 |
| D1285-5MG | 04061833559260 |