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Sigma-Aldrich

8-Bromoadenosine

≥99.0% (HPLC)

Synonym(s):

6-Amino-8-bromopurine riboside, 8-Bromoadenine-9-β-D-ribofuranoside

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About This Item

Empirical Formula (Hill Notation):
C10H12BrN5O4
CAS Number:
2946-39-6
Molecular Weight:
346.14
Beilstein:
627737
EC Number:
220-959-0
MDL number:
MFCD00005733
UNSPSC Code:
41106305

Assay

≥99.0% (HPLC)

optical activity

[α]20/D −33±2°, c = 1% in 1 M HCl

mp

210-212 °C (dec.) (lit.)

storage temp.

2-8°C

SMILES string

Nc1ncnc2n([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)c(Br)nc12

InChI

1S/C10H12BrN5O4/c11-10-15-4-7(12)13-2-14-8(4)16(10)9-6(19)5(18)3(1-17)20-9/h2-3,5-6,9,17-19H,1H2,(H2,12,13,14)/t3-,5-,6-,9-/m1/s1

InChI key

VJUPMOPLUQHMLE-UUOKFMHZSA-N

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Other Notes

Inhibits the binding of cyclic AMP and adenosine to the activated cyclic AMP/adenosine binding protein

replaced by

Product No.
Description
Pricing

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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An adenosine 3':5'-monophosphate/adenosine binding protein from mouse liver. A study of its interaction with synthetic and naturally occurring adenosine derivatives.
P M Ueland
European journal of biochemistry, 86(1), 27-34 (1978-05-01)
N L Nolan-Sorden et al.
Analytical biochemistry, 184(2), 298-304 (1990-02-01)
2',5'-oligoadenylates known as 2-5A [px(A2'p)nA; chi = 2 or 3, n greater than or equal to 2] are produced in interferon-treated cells in response to double-stranded RNA. 2-5A binds with high affinity to a 2-5A-dependent RNase resulting in the cleavage
P Provencher et al.
Journal of steroid biochemistry, 36(6), 589-596 (1990-08-28)
Steroidogenesis was studied in guinea-pig glomerulosa-fasciculata cells maintained in primary culture for up to 7 days. The basal secretion which remained stable for the first 2 days in culture rapidly rose to reach a plateau on day 4 at levels
L H Clarson et al.
Placenta, 18(4), 333-339 (1997-05-01)
The expression of GLUT1 and GLUT3 mRNA and protein in human placental trophoblast-derived cells was investigated. A dividing choriocarcinoma derived cell line (JAr) was compared to differentiating cytotrophoblast cells, isolated from human term placenta, following 18 (mononucleate) and 66 h
Fengling Cui et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 74(4), 964-971 (2009-09-25)
This study was designed to examine the interaction of 8-bromoadenosine with human serum albumin (HSA) by fluorescence spectroscopy in combination with molecular modeling under simulative physiological conditions. The results of fluorescence measurements indicate that 8-bromoadenosine has a strong ability to
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