2'-Deoxyguanosine monohydrate

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
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: $148
Updated: 2024/03/01

Sigma-Aldrich

Product number: D0901
Product name: 2′-Deoxyguanosine monohydrate
Purity: powder, BioReagent, suitable for cell culture, 99-100%
Packaging: 1g
Price: $905
Updated: 2024/03/01

Alfa Aesar

Product number: J14304
Product name: 2'-Deoxyguanosine monohydrate, synthetic, 98+% (dry basis), Affymetrix/USB
Packaging: 10g
Price: $721.65
Updated: 2024/03/01

Alfa Aesar

Product number: J60741
Product name: 2'-Deoxyguanosine monohydrate
Purity: 98+%
Packaging: 1g
Price: $78.4
Updated: 2023/06/20

Alfa Aesar

Product number: J60741
Product name: 2'-Deoxyguanosine monohydrate
Purity: 98+%
Packaging: 5g
Price: $155
Updated: 2023/06/20

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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

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Preparation Products

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View Lastest Price from 2'-Deoxyguanosine monohydrate manufacturers

Hangzhou Measure Life Technology Co., LTD

Product: 2'-Deoxyguanosine monohydrate 312693-72-4
Price: US $0.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 1000KG
Release date: 2023-07-28

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

Hebei Guanlang 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: 2022-09-27

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'-Deoxyguanosine 2’-deoxyguanosine5’-(tetrahydrogentriphosphate 2'-DEOXYGUANOSINE5'-MONOPHOSPHATE,DISODIUM SALT(DGMP·2NA) 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

2'-DEOXY-D-GUANOSINE

9-(2'-DEOXY-BETA-D-RIBOFURANOSYL)GUANINE

A-2'-DEOXYGUANOSINE

GUANINE DESOXYRIBOSIDE

DEOXYGUANOSINE-2'

[1',2',3',4',5'-13C5]2'-deoxyguanosine Monohydrate

[2',2''-2H2]2'-deoxyguanosine Monohydrate

[3'-2H]2'-deoxyguanosine Monohydrate

5′-Nucleotides &amp

2'-Deoxyguanosine Monohydrate(2'-dG ? H?O)

Adenosine Impurity 16

2'-Deoxyguanosine-[15N5] monohydrate

Adenosine Impurity 16（2’ Deoxyguanosine Monohydrate）

2'-DEOXYGUANOSINE USP/EP/BP

Biochemical reagent 99% CAS 312693-72-4 2'-Deoxyguanosine monohydrate

2-amino-9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymeth yl)oxolan-2-yl]-6,9-dihydro-1H-purin-6-one hydrate

2-Deoxyguanosine Monohydrate extrapure, 99%

2'-Deoxyguanosine monohydrate

Guanosine, 2'-deoxy-, hydrate (1:1)

2'-DeoxyGuanosine Monohydrate(2'-dG H2O)

2'-deoxy-Guanosine hydrate (1:1)

2'-Deoxyguanosine monohydrate

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