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Merck
CN

B6272

Sigma-Aldrich

8-Bromoadenosine

powder

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
PubChem Substance ID:
24891901
NACRES:
NA.51

Key Documents

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Assay

≥98% (HPLC)

Quality Level

200

form

powder

optical activity

[α]/D -55 to -50°, c = 22-28 mg/mL in DMSO

color

white

mp

210-212 °C (dec.) (lit.)

solubility

1 M HCl: 49-51 mg/mL, clear, colorless to faintly yellow

storage temp.

−20°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

Gene Information

rat ... Adora2a(25369)

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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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
128M4128V
057M4014V
13140906
026M4105V
125M4110V

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Jose P Carrascosa et al.
Reproductive sciences (Thousand Oaks, Calif.), 25(7), 985-999 (2017-10-07)
Intrauterine devices (IUDs) have been widely used to prevent pregnancies with great efficacy during decades. It has been demonstrated that IUD alters the endometrial gene expression, but there is no scientific data about how copper, a metal commonly used in
Clara Lazzaretti et al.
Reproductive biomedicine online, 38(5), 816-824 (2019-03-27)
What is the cumulative effect of two follicle-stimulating hormone receptor (FSHR) mutations in spontaneous ovarian hyperstimulation syndrome (sOHSS) pathogenesis? Are these mutations in the mono- or biallelic state? Two FSHR mutations were found in a pregnant patient affected by sOHSS
Chryssostomos Chatgilialoglu et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 10(5), 1249-1255 (2004-03-10)
The reaction of hydrated electrons (e(-)(aq) with 8-bromoadenosine 7 has been investigated by radiolytic methods coupled with product studies. Pulse radiolysis revealed that one-electron reductive cleavage of the C-Br bond gives the C8 radical 8 followed by a fast radical
Mads Kuhlmann Andersen et al.
The Journal of experimental biology, 223(Pt 4) (2020-01-19)
Maintaining extracellular osmotic and ionic homeostasis is crucial for organismal function. In insects, hemolymph volume and ion content is regulated by the secretory Malpighian tubules and reabsorptive hindgut. When exposed to stressful cold, homeostasis is gradually disrupted, characterized by a
Y T van den Hoogen et al.
European journal of biochemistry, 182(3), 629-637 (1989-07-01)
NMR and model-building studies were carried out on pA2'-5'A2'-5'A and analogs in which one or more of the A residues were replaced by 8-bromoadenosine. Chemical shifts, coupling constants and NOE data were used to obtain structural information. The N/S equilibrium
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