ChemicalBook > CAS DataBase List > 2'-Deoxyadenosine

2'-Deoxyadenosine

Product Name
2'-Deoxyadenosine
CAS No.
958-09-8
Chemical Name
2'-Deoxyadenosine
Synonyms
DA;DEOXYADENOSINE;IFN-α;(2R,3S,5R)-5-(6-Amino-9H-purin-9-yl)-2-(hydroxymethyl)tetrahydrofuran-3-ol;2'-dA;-dA CEP;2'-dA·H2O;DESOXYADENOSINE;8-Bromo-2’8-Amino-2&rsquo
CBNumber
CB7162318
Molecular Formula
C10H13N5O3
Formula Weight
251.24
MOL File
958-09-8.mol
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2'-Deoxyadenosine Property

Melting point:
187-189 °C
Boiling point:
394.4°C (rough estimate)
Density 
1.2938 (rough estimate)
refractive index 
1.7610 (estimate)
storage temp. 
Keep in dark place,Inert atmosphere,2-8°C
solubility 
DMSO (Slightly), Methanol (Slightly), Water (Slightly)
form 
powder
pka
pK1:3.8(+1) (25°C,μ=0.1)
color 
White
PH
3.8
Water Solubility 
Soluble in water and caustic soda.
λmax
258 (pH 2)；260 (pH 7)
Stability:
Hygroscopic
InChI
InChI=1S/C10H13N5O3/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(17)6(2-16)18-7/h3-7,16-17H,1-2H2,(H2,11,12,13)/t5-,6+,7+/m0/s1
InChIKey
OLXZPDWKRNYJJZ-RRKCRQDMSA-N
SMILES
OC[C@H]1O[C@@H](N2C3C(=C(N=CN=3)N)N=C2)C[C@@H]1O
CAS DataBase Reference
958-09-8(CAS DataBase Reference)
NIST Chemistry Reference
Deoxyadenosine(958-09-8)
EPA Substance Registry System
Adenosine, 2'-deoxy- (958-09-8)
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Safety

RIDADR 
2811
WGK Germany 
3
RTECS 
AU7358600
F 
10-23
TSCA 
Yes
HazardClass 
6.1
PackingGroup 
Ⅲ
HS Code 
2934999090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

TCI Chemical
Product number
D4137
Product name
2'-Deoxyadenosine Anhydrous
Purity
>98.0%(HPLC)(T)
Packaging
5g
Price
$131
Updated
2024/03/01
Alfa Aesar
Product number
J63886
Product name
2'-Deoxyadenosine, 99%
Packaging
50g
Price
$275
Updated
2024/03/01
Alfa Aesar
Product number
J63886
Product name
2'-Deoxyadenosine, 99%
Packaging
100g
Price
$515
Updated
2024/03/01
Alfa Aesar
Product number
J63886
Product name
2'-Deoxyadenosine
Purity
99%
Packaging
5g
Price
$28.65
Updated
2024/03/01
Alfa Aesar
Product number
J63886
Product name
2'-Deoxyadenosine
Purity
99%
Packaging
25g
Price
$151
Updated
2024/03/01
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2'-Deoxyadenosine Chemical Properties,Usage,Production

Description

2'-Deoxyadenosine is a natural deoxyribonucleoside, which is a structural fragment of deoxyribonucleic acid DNA. It is a purine nucleoside component of DNA comprised of adenosine linked by its N9 nitrogen to the C1 carbon of deoxyribose. Like other natural nucleosides, it is involved in the transmission of genetic information in almost all biological cells, affecting protein synthesis and polysaccharide. It plays a very important role in regulating the growth, proliferation, differentiation and inhibition of cells in vivo.

Uses

2'-Deoxyadenosine is used in paradoxical stimulation study of human sperm motility. It plays an essential role as sperm motility stimulants used in sperm micro-injection on mouse and human embryo development. It finds an application in some cells as an energy source under energy stress conditions. It is involved in various biological processes to compare the functions of adenosine analogues.

Definition

ChEBI: 2'-deoxyadenosine is a purine 2'-deoxyribonucleoside having adenine as the nucleobase. It has a role as a human metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite and a mouse metabolite. It is a purines 2'-deoxy-D-ribonucleoside and a purine 2'-deoxyribonucleoside.

Preparation

2'-deoxyadenosine synthesis: esterification of adenosine, acylation of an acylating agent and an acid binding agent to obtain an acylate; the obtained acylate is then subjected to reduction and purification to obtain 2'-deoxyadenosine. The esterification agent used in the esterification process is dialkyl tin oxide, 2'-O-p-toluenesulfonyladenosine is synthesized from adenosine, and 2'-deoxyadenosine is synthesized from 2'-O-p-toluenesulfonyladenosine glycosides.

Biological Functions

2'-Deoxyadenosine (Deoxyadenosine) is a critical component of DNA. When present in sufficiently high levels, deoxyadensoine can act as an immunotoxin and a metabotoxin. An immunotoxin disrupts, limits the function, or destroys immune cells. A metabotoxin is an endogenous metabolite that causes adverse health effects at chronically high levels.

Biological Activity

2'-Deoxyadenosine is a deoxyribonucleoside and an intermediate in the purine nucleotide degradation pathway. It is transported into cells via facilitated diffusion or formed within cells by degradation of S-adenosylhomocysteine or AMP and is removed from cells by purine metabolism or is converted into adenine nucleotides. 2'-Deoxyadenosine has been used in the characterization of DNA conformations and the synthesis of nucleoside analogs as antiviral agents.

Source

2'-Deoxyadenosine is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). 2'-Deoxyadenosine is a natural product found in Streptomyces jiujiangensis, Fritillaria przewalskii, and other organisms with data available.

2'-Deoxyadenosine Preparation Products And Raw materials

Raw materials

Preparation Products

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2'-Deoxyadenosine Suppliers

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View Lastest Price from 2'-Deoxyadenosine manufacturers

HangZhou RunYan Pharma Technology Co.,LTD.
Product
2'-Deoxyadenosine 958-09-8
Price
US $0.00-0.00/g
Min. Order
10g
Purity
99% HPLC
Supply Ability
10000
Release date
2024-09-20
Hebei Mujin Biotechnology Co.,Ltd
Product
2'-Deoxyadenosine 958-09-8
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-10-11
WUHAN FORTUNA CHEMICAL CO., LTD
Product
2'-Deoxyadenosine 958-09-8
Price
US $1.00/g
Min. Order
10g
Purity
≥98%
Supply Ability
10kgs/month
Release date
2021-06-16

958-09-8, 2'-Deoxyadenosine Related Search:

Adenosine5'-(tetrahydrogen triphosphate), disodiuM salt, trihydrate (9CI) Vidarabine ADENOSINE 5'-TRIPHOSPHATASE Deoxycholic acid 5'-Deoxyadenosylcobalamin Cyclic AMP 2'-Deoxyadenosine 5'-phosphate Dideoxyadenosine ADP 2'-Deoxyadenosine-5'-triphosphate, trisodiuM salt c-di-AMP ADENOSINE-2':3'-CYCLIC MONOPHOSPHATE, SODIUM SALT [5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxy-oxolan-2-yl]methoxyphosphonic acid 2'-O-Methyladenosine ADENOSINE 2' -& 3'-MONOPHOSPHATE FREE [(2R,5R)-5-(6-aminopurin-9-yl)-3-hydroxy-4-phosphonooxy-oxolan-2-yl]me thoxyphosphonic acid 3'-ADENYLIC ACID 6-METHYLAMINOPURINE 9-RIBOFURANOSIDE

  • (2R,3S,5R)-5-(6-AMINO-PURIN-9-YL)-2-HYDROXYMETHYL-TETRAHYDRO-FURAN-3-OL
  • 2'-DEOXY-D-ADENOSINE
  • 2'-Deoxyadenosineanhydrous
  • 2'-dA·H2O
  • (2R,3S,5R)-5-(6-Amino-9H-purin-9-yl)-2-(hydroxymethyl)tetrahydrofuran-3-ol
  • 2'-Deoxy-a-adenosine
  • 2’-deoxy-adenosin
  • 9-(2-Deoxy-beta-D-erythro-pentofuranosyl)adenine
  • 9H-Purin-6-amine, 9-(2-deoxy-beta-D-erythro-pentofuranosyl)-
  • 9H-Purin-6-amine, 9-(2-deoxy-beta-D-ribofuranosyl)-
  • Adenine deoxy nucleoside
  • Adenine deoxyribonucleoside
  • 2''-DEOXYADENOSINE (isolated from DNA)
  • 3-Deaza-3-methyl-2&rsquo
  • -dA CEP
  • 2'-Deoxyadenosine(Da)
  • adeninedeoxyribonucleoside
  • adeninedeoxyribose
  • Adenosine, 2'-deoxy-
  • Adenyldeoxyriboside
  • beta-D-Erythro-Pentofuranoside, adenine-9 2-deoxy-
  • beta-D-Ribofuranose, 1-(6-amino-9H-purin-9-yl)-1,2-dideoxy-
  • ADENINE DESOXYRIBOSIDE
  • DA
  • DEOXYADENOSINE
  • DEOXYADENOSINE-2'
  • DESOXYADENOSINE
  • 9-(2'-DEOXY-BETA-D-RIBOFURANOSYL)ADENINE
  • N6-(6-Aminohexyl)-2&rsquo
  • -deoxyadenosine-13C2,15N
  • 6-N-Acyl-6-N-methyl-2&rsquo
  • 8-Bromo-2&rsquo
  • N6-Benzoyl-8-oxo-2&rsquo
  • 8-Amino-2&rsquo
  • 2-Amino-N2-isobutyryl-2&rsquo
  • 2-Amino-5&rsquo
  • -O-(dimethoxytrityl)-N6-(dimethylaminomethylidene)-N2-isobutyryl-2&rsquo
  • 8-Bromo-N6-(dimethylaminomethylidene)-2&rsquo
  • N6-Benzoyl-5&rsquo
  • -O-(dimethoxytrityl)-8-oxo-2&rsquo
  • 2-Methoxy 2&rsquo
  • N6-Benzoyl-8-benzyloxy-2&rsquo
  • 2-Fluoro-2&rsquo
  • 8-Azido-2&rsquo
  • 7-(3-Nitrophenyl)-7-deaza-2&rsquo
  • 2'-Deoxyadenosine anhydrate
  • 2'-DeoxyadenosineAnhydrous&gt
  • IFN-α
  • 2'-Deoxyadenosine USP/EP/BP
  • 2'-Deoxyadenosine-WIDELY
  • Rabbit Interferon Alpha (IFNa)ELISA Kit
  • Monkey Interferon Alpha (IFNa)ELISA Kit
  • 2'-Deoxyadenosine Anhydrous, ≥ 98.0%
  • 2'-Deoxyadenosine
  • 2'-Deoxyadenosine(2'-dA)
  • 2'-Deoxyadenosine Anhydrous
  • (2'-dA) 2'-DeoxyAdenosine
  • 2'-dA