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2-Deoxy-D-ribose

Product Name
2-Deoxy-D-ribose
CAS No.
533-67-5
Chemical Name
2-Deoxy-D-ribose
Synonyms
Deoxyribose;D-2-DEOXYRIBOSE;THYMINOSE;2-DEOXYRIBOSE;D-erythro-Pentose, 2-deoxy-;(3S,4R)-3,4,5-trihydroxypentanal;desoxyribose;D-deoxyribose;(2R,4S,5R)-5-(hydroxyMethyl)tetrahy-drofuran-2,4-diol;ribodesose
CBNumber
CB5315585
Molecular Formula
C5H10O4
Formula Weight
134.13
MOL File
533-67-5.mol
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2-Deoxy-D-ribose Property

Melting point:
89-90 °C(lit.)
alpha 
-57 º (c=1, H2O, 24hr)
Boiling point:
167.23°C (rough estimate)
Density 
1.0590 (rough estimate)
refractive index 
-56 ° (C=1, H2O)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
solubility 
DMSO (Slightly), Methanol (Slightly), Water (Slightly, Sonicated)
form 
Crystalline Powder
pka
12.61(at 25℃)
color 
White to slightly yellow
optical activity
[α]22/D 59°, c = 1 in H2O
Water Solubility 
soluble
Sensitive 
Hygroscopic
Merck 
14,2908
BRN 
1721978
Stability:
Hygroscopic
InChIKey
ASJSAQIRZKANQN-CRCLSJGQSA-N
CAS DataBase Reference
533-67-5(CAS DataBase Reference)
NIST Chemistry Reference
D-Erythro-pentose, 2-deoxy-(533-67-5)
EPA Substance Registry System
D-erythro-Pentose, 2-deoxy- (533-67-5)
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Safety

Hazard Codes 
Xn,Xi
Risk Statements 
20/21/22-36/37/38
Safety Statements 
24/25-37/39-36-26
WGK Germany 
3
RTECS 
SB7230000
3-10
TSCA 
Yes
HS Code 
29400000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
31170
Product name
2-Deoxy-D-ribose
Purity
≥99.0% (TLC)
Packaging
1g
Price
$33.1
Updated
2024/03/01
Sigma-Aldrich
Product number
31170
Product name
2-Deoxy-D-ribose
Purity
≥99.0% (TLC)
Packaging
5G
Price
$107
Updated
2024/03/01
Sigma-Aldrich
Product number
31170
Product name
2-Deoxy-D-ribose
Purity
≥99.0% (TLC)
Packaging
25g
Price
$325
Updated
2024/03/01
Sigma-Aldrich
Product number
121649
Product name
2-Deoxy-D-ribose
Purity
97%
Packaging
1g
Price
$17.22
Updated
2024/03/01
TCI Chemical
Product number
D0059
Product name
2-Deoxy-D-ribose
Purity
>98.0%(HPLC)
Packaging
5g
Price
$33
Updated
2024/03/01
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2-Deoxy-D-ribose Chemical Properties,Usage,Production

Description

2-deoxy-D-Ribose is a reducing sugar formed as a degradation product during metabolism of thymidine by thymidine phosphorylase. It increases levels of reactive oxygen species (ROS) in HL-60 human leukemia cells when used at a concentration of 15 mM. 2-deoxy-D-Ribose (10 μM) induces tubulogenesis and migration of bovine aortic endothelial (BAE) cells. Topical administration of 2-deoxy-D-ribose increases blood vessel formation and accelerates wound healing in a rat full-thickness cutaneous wound model.

Chemical Properties

White powder

Uses

2-Deoxy-D-ribose is used as a precursor to deoxyribonucleic acid. It induces apoptosis by inhibiting the synthesis and increasing the efflux of glutathione. Further, it is used in the synthesis of optically active dipyrrolyl alkanols from pyrroles on the surface of montmorillonite KSF clay.

Definition

ChEBI: 2-deoxy-D-ribose is a deoxypentose that is D-ribose in which the hydroxy group at position C-2 is replaced by hydrogen. It has a role as a human metabolite, a Saccharomyces cerevisiae metabolite and a mouse metabolite. It is functionally related to a D-ribose.

Purification Methods

Dissolve 2-deoxy--D-ribose in a little H2O, evaporate to a syrup (in a vacuum), and seed to crystallise. Triturate the crystals with a little EtOAc containing 5% MeOH, decant and dry in vacuum over P2O5. It is best purified via the anilide which separates from a mixture of the ribose (100-125g) in MeOH (100mL) and redistilled aniline (40mL) in a few minutes. After standing for 20hours at room temperature, it is cooled to 0o, filtered, washed with 50% aqueous MeOH and Et2O followed by recrystallisation from ethylene glycol monomethyl ether. The anilide has m 172-173o, [ ] D 25 +46o (equilibrium in pyridine). The anilide (5g), benzaldehyde (5mL) and benzoic acid (0.5g) in H2O (150mL) are shaken mechanically for 2024hours. The aqueous phase is extracted with Et2O (3x), decolourised with a little charcoal and evaporated in a vacuum to a syrup. This is dried over P2O5 in high vacuum. The syrupy sugar weighs 3.1g and crystallises in a few days, but more rapidly on seeding. Triturate it with a little EtOAc containing 5% MeOH, decant and dry it over P2O5. At this stage it has m 78-82o, [ ] D 25 -57o (c 1, H2O final). This is a mixture of and anomers. Pure -anomer is obtained by recrystallisation from EtOAc The -anomer when recrystallised from EtOAc and isoPrOH has m 96-98o, [ ] D 25 -55o (c 0.5, H2O final). [Sowden Biochemical Preparations 5 75 1957.] The mutarotation is as follows: [] D 20.5 +96.3o(0minutes), -76o(33minutes), -56o (24hours) (c 5.8 MeOH). It is moderately hygroscopic and should be kept in a well stoppered bottle. It also crystallises from diethyl ether. [Deriaz et al. J Chem Soc 1879 1949, Beilstein 1 IV 4181, Hauske & Rapoport J Org Chem 4 4 2472 1979.]

2-Deoxy-D-ribose Preparation Products And Raw materials

Raw materials

Preparation Products

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2-Deoxy-D-ribose Suppliers

Pure Chemistry Scientific Inc.
Tel
001-857-928-2050 or 1-888-588-9418
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001-617-206-9595
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sales@chemreagents.com
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United States
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Advent Bio, Inc.
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Alfa Chemistry
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Alfa Chemistry
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Accela ChemBio Inc.
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BOC Sciences
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Cato Research Chemicals Inc.
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Aladdin Scientific
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TargetMol Chemicals Inc.
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View Lastest Price from 2-Deoxy-D-ribose manufacturers

airuikechemical co., ltd.
Product
2-Deoxy-D-ribose 533-67-5
Price
US $0.00-0.00/Kg
Min. Order
1Kg
Purity
99.9%
Supply Ability
200tons
Release date
2024-04-09
Hebei Duling International Trade Co. LTD
Product
2-Deoxy-D-ribose 533-67-5
Price
US $60.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
100 tons
Release date
2023-03-14
Hebei Yanxi Chemical Co., Ltd.
Product
2-Deoxy-D-ribose 533-67-5
Price
US $40.00-40.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
10 tons
Release date
2023-09-08

533-67-5, 2-Deoxy-D-riboseRelated Search:


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  • TETRAHYDRO-2H-PYRAN-2,4,5-TRIOL
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  • Cladribine Impurity E
  • NAPTHALENE NEAT
  • 2-Deoxy-D-ribose (Zidovudine)
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  • Cladribine Impurity 5(Cladribine EP Impurity E)
  • (2S,4S,5R)-5-(hydroxymethyl)oxolane-2,4-diol
  • Cladribine EP Impurity E
  • 2DR(2-Deoxy-D-ribose)
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  • (4S,5R)-Oxane-2,4,5-triol
  • 2-Deoxy-D-ribose USP/EP/BP