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B1893

Sigma-Aldrich

8-Bromoguanosine

Synonym(s):

2-Amino-8-bromo-6-hydroxypurine riboside

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About This Item

Empirical Formula (Hill Notation):
C10H12BrN5O5
CAS Number:
4016-63-1
Molecular Weight:
362.14
EC Number:
223-677-6
MDL number:
MFCD00037985
UNSPSC Code:
41106305
PubChem Substance ID:
24891618

assay

≥99% (TLC)

form

solid

storage temp.

−20°C

SMILES string

NC1=Nc2c(nc(Br)n2[C@@H]3O[C@@H](CO)[C@H](O)[C@@H]3O)C(=O)N1

InChI

1S/C10H12BrN5O5/c11-9-13-3-6(14-10(12)15-7(3)20)16(9)8-5(19)4(18)2(1-17)21-8/h2,4-5,8,17-19H,1H2,(H3,12,14,15,20)/t2?,4?,5?,8-/m1/s1

InChI key

ASUCSHXLTWZYBA-RMAPPFHFSA-N

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Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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Carla B Mellough et al.
Stem cells translational medicine, 8(7), 694-706 (2019-03-28)
A major goal in the stem cell field is to generate tissues that can be utilized as a universal tool for in vitro models of development and disease, drug development, or as a resource for patients suffering from disease or
Elizabeth C Western et al.
The Journal of organic chemistry, 68(17), 6767-6774 (2003-08-16)
Modification of nucleosides to give pharmaceutically active compounds, mutagenesis models, and oligonucleotide structural probes continues to be of great interest. The aqueous-phase modification of unprotected halonucleosides is reported herein. Using a catalyst derived from tris(3-sulfonatophenyl)phosphine (TPPTS) and palladium acetate, 8-bromo-2'-deoxyguanosine
David J Proctor et al.
Journal of the American Chemical Society, 125(9), 2390-2391 (2003-02-27)
In an effort to reduce the conformational heterogeneity of RNA, the modified nucleobase 8-bromoguanosine (8BrG) was introduced into oligonucleotides having the hairpin tetraloop motif YNMG (Y = U or C and M = C or A). Purine nucleobases with bromine
Leishmania amazonensis infection is reduced in macrophages treated with guanine ribonucleosides.
S Giorgio et al.
Acta tropica, 70(1), 119-122 (1998-08-26)
Julia Dolinina et al.
American journal of physiology. Renal physiology, 311(5), F984-F990 (2016-09-30)
There is increasing evidence that the permeability of the glomerular filtration barrier (GFB) is partly regulated by a balance between the bioavailability of nitric oxide (NO) and that of reactive oxygen species (ROS). It has been postulated that normal or
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