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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 Segment

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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