ChemicalBook > CAS DataBase List > 2'-Deoxyguanosine monohydrate

2'-Deoxyguanosine monohydrate

Product Name
2'-Deoxyguanosine monohydrate
CAS No.
312693-72-4
Chemical Name
2'-Deoxyguanosine monohydrate
Synonyms
DG;DEOXYGUANOSINE-2';5′-Nucleotides &A-2'-DEOXYGUANOSINE;2'-DEOXY-D-GUANOSINE;Adenosine Impurity 16;GUANINE DESOXYRIBOSIDE;2'-DEOXYGUANOSINE USP/EP/BP;2'-Deoxyguanosine monohydrate;2′-deoxyguanosine Monohydrate
CBNumber
CB0209021
Molecular Formula
C10H15N5O5
Formula Weight
285.26
MOL File
312693-72-4.mol
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2'-Deoxyguanosine monohydrate Property

Melting point:
>300 °C (dec.)(lit.)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
NH4OH 1 M: 50 mg/mL, clear to very faintly turbid, yellow to brown
form 
powder
pka
pK1:2.5(+1) (25°C,μ=0.1)
color 
White to Off-White
biological source
synthetic (organic)
BRN 
39814
InChI
InChI=1/C10H13N5O4/c11-10-13-8-7(9(18)14-10)12-3-15(8)6-1-4(17)5(2-16)19-6/h3-6,16-17H,1-2H2,(H3,11,13,14,18)/t4-,5+,6+/s3
InChIKey
LZSCQUCOIRGCEJ-FPKZOZHISA-N
SMILES
OC[C@H]1O[C@@H](N2C3=C(C(NC(=N3)N)=O)N=C2)C[C@@H]1O |&1:2,4,17,r|
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Safety

Hazard Codes 
Xn,T
Risk Statements 
22-25
Safety Statements 
45
WGK Germany 
3
F 
10-23
TSCA 
Yes
HS Code 
2934999090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P330Rinse mouth.

P403Store in a well-ventilated place.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
D0901
Product name
2′-Deoxyguanosine monohydrate
Purity
powder, BioReagent, suitable for cell culture, 99-100%
Packaging
100mg
Price
$152
Updated
2025/07/31
Sigma-Aldrich
Product number
D0901
Product name
2′-Deoxyguanosine monohydrate
Purity
powder, BioReagent, suitable for cell culture, 99-100%
Packaging
1g
Price
$974
Updated
2025/07/31
Cayman Chemical
Product number
9002864
Product name
2''-Deoxyguanosine (hydrate)
Purity
≥98%
Packaging
1g
Price
$44
Updated
2024/03/01
Cayman Chemical
Product number
9002864
Product name
2'-Deoxyguanosine Hydrate
Purity
≥98%
Packaging
5G
Price
$109
Updated
2024/03/01
Cayman Chemical
Product number
9002864
Product name
2''-Deoxyguanosine (hydrate)
Purity
≥98%
Packaging
10g
Price
$172
Updated
2024/03/01
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2'-Deoxyguanosine monohydrate Chemical Properties,Usage,Production

Description

2''-Deoxyguanosine is a purine nucleoside with diverse biological activities. It inhibits the clonogenic growth of HL-60 and K562 leukemia cells (IC50s = 80 and 100 μM, respectively). 2''-Deoxyguanosine inhibits the growth of MOLT-4 T cells and MGL-8 B cells by 99.8 and 68.3%, respectively, when used at a concentration of 50 μM. It increases the number of binucleated cells, a marker of inhibited cytokinesis, in A. sativum meristems. 2''-Deoxyguanosine (>1 μM) also induces relaxation of precontracted isolated bovine lingual artery.

Chemical Properties

White to Off-White Solid. Soluble in NH4OH 1 M: 50 mg/mL, clear to very faintly turbid.

Uses

2′-Deoxyguanosine monohydrate has been used in stromal cell purification. It has also been used for the quantification of whole cell dNTP (deoxyribonucleotide triphosphate).

Definition

ChEBI: 2'-Deoxyguanosine monohydrate is a purine 2'-deoxyribonucleoside having guanine as the nucleobase. It has a role as a Saccharomyces cerevisiae metabolite, a human metabolite, an Escherichia coli metabolite and a mouse metabolite. It is a purines 2'-deoxy-D-ribonucleoside and a purine 2'-deoxyribonucleoside. It is functionally related to a guanosine.

Application

2′-Deoxyguanosine monohydrate has been used as a nucleoside supplement:
to study its effect on mitochondrial DNA copy number in deoxyguanosine kinase (dguok) mutant zebrafish,
in tissue culture medium for deoxyribonucleotide triphosphate (dNTP) synthesis,
in RPMI (Roswell Park Memorial Institute)-1640 medium to eliminate the endogenous thymocytes.

Biological Functions

lu et al. found that 2'-Deoxyguanosine (2-dG) is a key immune signaling molecule in plant–microbe interactions and that Arabidopsis VENOSA4 (VEN4) is essential for plant immunity. 2-dG is the immunoreactive component in ZhiNengCong (ZNC). This compound induced classical immune responses, including ROS production, allose accumulation and MPKs phosphorylation, and upregulated the expression of plant immunity-associated genes. In addition, 2-dG-induced plant immunity requires salicylic acid (SA) receptor NPR1 (but not SA), ethylene (ET) signaling, pattern-recognition receptors/coreceptors (PRRs/coreceptors) and the ATP receptor P2K1[1]. VEN4 was involved in 2-dG biosynthesis and could convert dGTP to 2-dG.

Biochem/physiol Actions

Deoxyguanosine (dG) is a purine nucleoside that upon sequential phosphorylation (kinases) forms deoxyguanosine triphosphate (dGTP) which is used by DNA polymerases and reverse transcriptases to synthesize DNA(s). Deoxyguanosine is the most electron-rich of the four canonical bases and includes many nucleophilic sites which are susceptible to oxidative damage. This makes deoxyguanosine and its oxidized derivatives useful reagents to study mechanisms of oxidative damage to nucleosides and nucleotides.

References

[1] Chongchong Lu . “Discovery of a novel nucleoside immune signaling molecule 2′-deoxyguanosine in microbes and plants.” Journal of Advanced Research 46 (2023): Pages 1-15.

2'-Deoxyguanosine monohydrate Preparation Products And Raw materials

Raw materials

Preparation Products

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2'-Deoxyguanosine monohydrate Suppliers

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View Lastest Price from 2'-Deoxyguanosine monohydrate manufacturers

Hebei Chuanghai Biotechnology Co., Ltd
Product
2'-deoxyguanosine 312693-72-4
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
500000kg
Release date
2024-10-25
Baoji Guokang Healthchem Co., Ltd.
Product
2'-Deoxyguanosine 312693-72-4
Price
US $1588.00/KG
Min. Order
1Kg/Bag
Purity
99%
Supply Ability
1000KG
Release date
2021-06-07
Hebei Yanxi Chemical Co., Ltd.
Product
2'-deoxyguanosine 312693-72-4
Price
US $220.00-10.00/kgkg
Min. Order
1kgkg
Purity
0.99
Supply Ability
100
Release date
2023-09-14

312693-72-4, 2'-Deoxyguanosine monohydrateRelated Search:

1-METHYLGUANOSINE GUANOSINE 3':5'-CYCLIC MONOPHOSPHATE SODIUM SALT DMT-dG(ib) Phosphoramidite 3'-GMP DISODIUM SALT Guanosine ADENYLYL-(3'-5')-GUANOSINE N2-Isobutyryl-2'-deoxyguanosine 2'-Deoxyguanosine-5'-diphosphate trisodium salt N2-ISOBUTYRYL-5'-O-(4,4'-DIMETHOXYTRITYL)-2'-DEOXYGUANOSINE 2’-deoxyguanosine5’-phosphat 2’-deoxyguanosine5’-(tetrahydrogentriphosphate 2'-DEOXYGUANOSINE5'-MONOPHOSPHATE,DISODIUM SALT(DGMP·2NA) 2'-Deoxyguanosine 5'-O-(4,4'-DIMETHOXYTRITYL)-N2-ISOBUTYRYL-2'-DEOXYGUANOSINE-3'-(METHYL-N,N-DIISOPROPYL)PHOSPHORAMIDITE N-ISOBUTYRYL-3'-O-BENZOYL-2'-DEOXYGUANOSINE 8-BROMOGUANOSINE 5'-MONOPHOSPHATE SODIUM SALT 8-MERCAPTOGUANOSINE 2',3',5-TRI-O-ACETYL-8-BROMOGUANOSINE

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  • 2′-deoxyguanosine Monohydrate
  • 2''-Deoxyguanosine monohydrate
  • 2''-Deoxyguanosine monohydrate, 10 mM in DMSO
  • 312693-72-4
  • C10H13N5O4H20
  • C10H1315N5O4H2O
  • Specialty Synthesis
  • Oligonucleotide Synthesis
  • Nucleosides, Nucleotides, Oligonucleotides
  • Nucleoside Analogs
  • Nucleosides
  • DNA / RNA Synthesis
  • BioChemical
  • Biochemicals and Reagents
  • Bases & Related Reagents
  • Carbohydrates & Derivatives
  • Heterocycles
  • Nucleotides