2-Deoxy-D-ribose

ChemicalBook > CAS DataBase List > 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
F: 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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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:

Ribose L-Arabinopyranose D-Ribose Digitoxin CYMARIN D-(+)-DIGITOXOSE SEDOHEPTULOSE ANHYDRIDE D-(+)-TURANOSE CHROMOMYCIN A3 D-GALACTURONIC ACID LANATOSIDE A DNA, SINGLE STRANDED, IMM. ON CELLULOSE, FROM CALF THYMUS* 2-DEOXY-L-RIBOSE,2-DEOXY-L-RIBOSE 99% MUCIC ACID GITOXIN LANATOSIDE B 4-METHYLUMBELLIFERYL-ALPHA-L-FUCOPYRANOSIDE DIGOXIN

D-.alpha.-Ribodesose

Deoxyribose

D-Ribose, 2-deoxy-

2-deoxy-d-erythro-pentos

2-Deoxypentose

2-Desoxy ribosoe

D-(-)-2-DEOXYRIBOSE

D-2-DEOXYRIBOSE

D-2-DESOXYRIBOSE

2-Deoxy-beta-D-erythro-pentose

Deoxy-D-Ribose

2-DEOXY-D-RIBOSE CELL CULTURE TESTED

2-Deoxy-D-Ribose98.0%Min

2-Deoxy-D-ribose,99%

2-DEOXY-D-RIBOSE (D-REYTHRO-2-DEOXYPENTOSE)

D-erythro-Pentose, 2-deoxy-

2-DEOXY-D-RIBOSE,CRYSTALLINE

3,4,5-trihydroxypentanal

desoxyribose

ribodesose

2-DEOXY-D-RIBOSE BR

D-erythro-Pentose, 2-deoxy- 533-67-5

2-Deoxy-D-riboside

2-Doxy-D-Ribose

2-DEOXY-D-RIBOSE extrapure

2-Deoxy-D-arabinose, 2-Deoxy-D-erythropentose, Thyminose

Ribose, 2-deoxy-, D-

2-DEOXYRIBOSE

2-DESOXY-D-RIBOSE

2'-DEOXY-D-RIBOSE

2-DEOXY-D-RIBOSE

2-DEOXY-D-ARABINOSE

2-DEOXY-D-ERYTHRO-PENTOSE

D-ERYTHRO-2-DEOXYPENTOSE

DEOXY-D-RIBOSE,2-

TETRAHYDRO-2H-PYRAN-2,4,5-TRIOL

THYMINOSE

.alpha.-Deoxy-D-ribose

(2S,4S,5R)-Oxane-2,4,5-triol

D-deoxyribose

2-Deoxy-D-riboside >99%

(3S,4R)-3,4,5-trihydroxypentanal

(2R,4S,5R)-5-(hydroxyMethyl)tetrahy-drofuran-2,4-diol

2-Deoxy-D-ribose 97%

Cladribine Impurity E

NAPTHALENE NEAT

2-Deoxy-D-ribose (Zidovudine)

2-Deoxy-D-arabinose, low endotoxin ≤10 EU/mg

2-Deoxy-D-erythro-pentose, low endotoxin ≤10 EU/mg

2-Deoxy-D-ribose, low endotoxin ≤10 EU/mgCell culture grade, ≥ 99% (HPLC)

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)

2-Deoxy-D-ribose &gt

2'-Deoxy-D-RMbose,≥98%

(4S,5R)-Oxane-2,4,5-triol

2-Deoxy-D-ribose USP/EP/BP