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75903

Sigma-Aldrich

Guanosine

≥97.0% (HPLC)

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Synonym(s):
9-(β-D-Ribofuranosyl)guanine, Guanine-9-β-D-ribofuranoside
Empirical Formula (Hill Notation):
C10H13N5O5
CAS Number:
Molecular Weight:
283.24
Beilstein:
625911
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.51

Assay

≥97.0% (HPLC)

form

powder

optical activity

[α]20/D -73±2°, c = 1.5% in 1 M NaOH

impurities

≤6.0% water

mp

250 °C (dec.) (lit.)

SMILES string

[H]O[H].NC1=Nc2c(ncn2[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)C(=O)N1

InChI

1S/C10H13N5O5/c11-10-13-7-4(8(19)14-10)12-2-15(7)9-6(18)5(17)3(1-16)20-9/h2-3,5-6,9,16-18H,1H2,(H3,11,13,14,19)/t3-,5-,6-,9-/m1/s1

InChI key

NYHBQMYGNKIUIF-UUOKFMHZSA-N

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1 of 4

This Item
G6264PHR2411G6752
Guanosine ≥97.0% (HPLC)

Sigma-Aldrich

75903

Guanosine

Guanosine BioReagent, suitable for cell culture

Sigma-Aldrich

G6264

Guanosine

Guanosine Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR2411

Guanosine

Guanosine ≥98%

Sigma-Aldrich

G6752

Guanosine

impurities

≤6.0% water

impurities

-

impurities

-

impurities

-

Quality Level

200

Quality Level

200

Quality Level

300

Quality Level

100, 200

assay

≥97.0% (HPLC)

assay

≥98%

assay

-

assay

≥98%

optical activity

[α]20/D -73±2°, c = 1.5% in 1 M NaOH

optical activity

-

optical activity

-

optical activity

-

mp

250 °C (dec.) (lit.)

mp

250 °C (dec.) (lit.)

mp

250 °C (dec.) (lit.)

mp

250 °C (dec.) (lit.)

Application

Guanosine is a purine nucleoside that upon sequential phosphoylation (kinases) forms GTP which is used by RNA polymerases to synthesis RNA(s). GTP is also important in a wide range of GTPase-dependent cell signaling processes. Guanosine is used in selective matricies such a guanosine gels (G-gels) for use in capillary electrophoresis chiral selection and other applications.

Other Notes

Currently available only in Europe.

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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25G
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705578-5MG-PW

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MMYOMAG-74K-13

1000309185

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Jérémie Piton et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(22), 8858-8863 (2013-04-24)
The initiation of mRNA degradation often requires deprotection of its 5' end. In eukaryotes, the 5'-methylguanosine (cap) structure is principally removed by the Nudix family decapping enzyme Dcp2, yielding a 5'-monophosphorylated RNA that is a substrate for 5' exoribonucleases. In
Nadine Gehrke et al.
Immunity, 39(3), 482-495 (2013-09-03)
Immune sensing of DNA is critical for antiviral immunity but can also trigger autoimmune diseases such as lupus erythematosus (LE). Here we have provided evidence for the involvement of a damage-associated DNA modification in the detection of cytosolic DNA. The oxidized base
Zhe Li et al.
Nucleic acids research, 42(6), 4068-4079 (2013-12-29)
G-quadruplex-forming oligonucleotides containing modified nucleotide chemistries have demonstrated promising pharmaceutical potential. In this work, we systematically investigate the effects of sugar-modified guanosines on the structure and stability of a (4+0) parallel and a (3+1) hybrid G-quadruplex using over 60 modified
Jeffery T Davis et al.
Chemical Society reviews, 36(2), 296-313 (2007-02-01)
Nature's use of a simple genetic code to enable life's complex functions is an inspiration for supramolecular chemistry. DNA nucleobases carry the key information utilizing a variety of cooperative and non-covalent interactions such as hydrophobic, van der Waals, pi-pi stacking
Cynthia J Burrows et al.
Environmental health perspectives, 110 Suppl 5, 713-717 (2002-11-12)
In vitro work in this laboratory has identified new DNA lesions resulting from further oxidation of a common biomarker of oxidative damage, 8-oxo-7,8-dihydroguanine (OG). The major product of oxidation of OG in a nucleoside, nucleotide, or single-stranded oligodeoxynucleotide using metal

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