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D1285

2′,3′-Dideoxyadenosine

≥97% (HPLC)

Synonym(s):

Dideoxyadenosine, ddA

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About This Item

Empirical Formula (Hill Notation):
C10H13N5O2
CAS Number:
4097-22-7
Molecular Weight:
235.24
UNSPSC Code:
41106305
NACRES:
NA.51
PubChem Substance ID:
24893397
EC Number:
223-853-2
Beilstein/REAXYS Number:
619924
MDL number:
MFCD00010534
Assay:
≥97% (HPLC)
Form:
powder
Solubility:
water: 100 mg/mL, clear, colorless
Storage temp.:
2-8°C
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Quality Level

200

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.

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This Item
D1413288104B6396
2′,3′-Dideoxyadenosine ≥97% (HPLC)

Sigma-Aldrich

D1285

2′,3′-Dideoxyadenosine

2′,3′-Didehydro-3′-deoxythymidine ≥98% (TLC)

Sigma-Aldrich

D1413

2′,3′-Didehydro-3′-deoxythymidine

2′,5′-Dideoxyadenosine Cell-permeable, non-competitive adenylate cyclase inhibitor (IC50 = 3 µM), that binds to the adenosine P1 binding site.

Sigma-Aldrich

288104

2′,5′-Dideoxyadenosine

2′(3′)-O-(4-Benzoylbenzoyl)adenosine 5′-triphosphate triethylammonium salt ≥93%

Sigma-Aldrich

B6396

2′(3′)-O-(4-Benzoylbenzoyl)adenosine 5′-triphosphate triethylammonium salt

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

200

form

powder

form

powder

form

solid

form

powder

assay

≥97% (HPLC)

assay

≥98% (TLC)

assay

≥98% (HPLC)

assay

≥93%

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

−20°C

solubility

water: 100 mg/mL, clear, colorless

solubility

-

solubility

DMSO: 10 mg/mL

solubility

water: 50 mg/mL, clear, colorless to faintly yellow

mp

181-184 °C (lit.)

mp

-

mp

-

mp

-

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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Certificates of Analysis (COA)

Lot/Batch Number
1364104V
1364104
426060/1
067K2651
096K2503

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James N Wilson et al.
Chembiochem : a European journal of chemical biology, 9(2), 279-285 (2007-12-12)
Fluorescent nucleosides are widely used as probes of biomolecular structure and mechanism in the context of DNA, but they often exhibit low quantum yields because of quenching by neighboring DNA bases. Here we characterize the quenching by DNA of fluorescent
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
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Global Trade Item Number

SKUGTIN
D1285-25MG04061833047781
D1285-5MG04061833559260

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