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G7504

Sigma-Aldrich

Guanosine 3′,5′-cyclic monophosphate

≥98% (HPLC), powder, intracellular mediator

Synonym(s):

cGMP, cyclic GMP

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5 MG
CN¥826.72
25 MG
CN¥2,959.37
100 MG
CN¥9,474.87

CN¥826.72

Available to ship onApril 11, 2025Details

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5 MG
CN¥826.72
25 MG
CN¥2,959.37
100 MG
CN¥9,474.87

About This Item

Empirical Formula (Hill Notation):
C10H12N5O7P
CAS Number:
7665-99-8
Molecular Weight:
345.21
EC Number:
231-641-6
MDL number:
MFCD00070129
UNSPSC Code:
41106305
PubChem Substance ID:
24895309
NACRES:
NA.77

CN¥826.72

Available to ship onApril 11, 2025Details

Request a Bulk Order

Product Name

Guanosine 3′,5′-cyclic monophosphate, ≥98% (HPLC), powder

Quality Level

200

Assay

≥98% (HPLC)

form

powder

color

white

solubility

0.2 M NaHCO3: 50 mg/mL

storage temp.

−20°C

SMILES string

NC1=NC(=O)c2ncn(C3OC4COP(O)(=O)OC4C3O)c2N1

InChI

1S/C10H12N5O7P/c11-10-13-7-4(8(17)14-10)12-2-15(7)9-5(16)6-3(21-9)1-20-23(18,19)22-6/h2-3,5-6,9,16H,1H2,(H,18,19)(H3,11,13,14,17)

InChI key

ZOOGRGPOEVQQDX-UHFFFAOYSA-N

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This Item
G6129C5438D0260
Guanosine 3′,5′-cyclic monophosphate ≥98% (HPLC), powder

G7504

Guanosine 3′,5′-cyclic monophosphate

Guanosine 3′,5′-cyclic monophosphate sodium salt ≥99% (HPLC), powder

G6129

Guanosine 3′,5′-cyclic monophosphate sodium salt

8-(4-Chlorophenylthio)-guanosine 3′,5′-cyclic monophosphate sodium salt ≥95% (HPLC), powder

C5438

8-(4-Chlorophenylthio)-guanosine 3′,5′-cyclic monophosphate sodium salt

N6,2′-O-Dibutyryladenosine 3′,5′-cyclic monophosphate sodium salt ≥97% (HPLC), powder

D0260

N6,2′-O-Dibutyryladenosine 3′,5′-cyclic monophosphate sodium salt

assay

≥98% (HPLC)

assay

≥99% (HPLC)

assay

≥95% (HPLC)

assay

≥97% (HPLC)

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

solubility

0.2 M NaHCO3: 50 mg/mL

solubility

H2O: 50 mg/mL

solubility

H2O: 25 mg/mL

solubility

H2O: 100 mg/mL

color

white

color

white

color

white

color

white

Biochem/physiol Actions

An important second messenger, cGMP is a major intracellular mediator of extracellular signals such as nitric oxide and natriuretic peptides. Cyclic GMP interacts with three types of intracellular receptor proteins: cGMP-dependent protein kinases, cGMP-regulated channels, and cGMP-regulated cyclic nucleotide phosphodiesterases. A primary action of elevated cGMP levels in vivo is the stimulation of cGMP-dependent protein kinase (PKG).

Features and Benefits

This compound is a featured product for ADME Tox and Cyclic Nucleotide research. Discover more featured ADME Tox and Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves
  • Specification Sheet

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    Certificates of Analysis (COA)

    Lot/Batch Number
    0000423154
    0000423152
    0000423152
    0000423154
    0000407640

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    Lasse H Hansen et al.
    The Journal of biological chemistry, 294(34), 12567-12578 (2019-06-13)
    Atrial natriuretic peptide (ANP) is a peptide hormone that in response to atrial stretch is secreted from atrial myocytes into the circulation, where it stimulates vasodilatation and natriuresis. ANP is an important biomarker of heart failure where low plasma concentrations
    Juliane W Schott et al.
    Molecular therapy. Methods & clinical development, 14, 134-147 (2019-07-25)
    Ex vivo retroviral gene transfer into CD34+ hematopoietic stem and progenitor cells (HSPCs) has demonstrated remarkable clinical success in gene therapy for monogenic hematopoietic disorders. However, little attention has been paid to enhancement of culture and transduction conditions to achieve reliable
    Jeanette Erdmann et al.
    Nature, 504(7480), 432-436 (2013-11-12)
    Myocardial infarction, a leading cause of death in the Western world, usually occurs when the fibrous cap overlying an atherosclerotic plaque in a coronary artery ruptures. The resulting exposure of blood to the atherosclerotic material then triggers thrombus formation, which
    Raquel Maeso-Díaz et al.
    Aging and disease, 10(4), 684-698 (2019-08-24)
    Advanced chronic liver disease (aCLD) represents a major public health concern. aCLD is more prevalent and severe in the elderly, carrying a higher risk of decompensation. We aimed at understanding how aging may impact on the pathophysiology of aCLD in
    Ko-Hsin Chin et al.
    Acta crystallographica. Section D, Biological crystallography, 69(Pt 3), 352-366 (2013-03-23)
    The mammalian ER protein STING (stimulator of interferon genes; also known as MITA, ERIS, MPYS or TMEM173) is an adaptor protein that links the detection of cytosolic dsDNA to the activation of TANK-binding kinase 1 (TBK1) and its downstream transcription
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