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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 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

Certificates of Analysis (COA)

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Rabindra Nath Das et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 18(19), 6008-6014 (2012-03-31)
Transparent self-standing supramolecular hydrogels were readily prepared by the potassium-ion-mediated self-organization of guanosine and 8-bromoguanosine whilst the individual components precipitated within a few hours. VT-NMR spectroscopy showed that bromoguanosine was a superior gelator compared to guanosine. XRD analysis showed that
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
Leishmania amazonensis infection is reduced in macrophages treated with guanine ribonucleosides.
S Giorgio et al.
Acta tropica, 70(1), 119-122 (1998-08-26)
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
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
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