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2-Deoxy-D-ribose

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CAS:533-67-5
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CAS:533-67-5
Purity:98%(Min,GC) Package:100g;1kg;5kg,10kg,25kg,50kg

2-Deoxy-D-ribose manufacturers

  • 2-Deoxy-D-ribose
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  • 2024-04-09
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  • 2023-11-13
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  • 2-Deoxy-D-ribose
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  • 2023-09-08
  • CAS:533-67-5
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2-Deoxy-D-ribose Basic information
Product Name:2-Deoxy-D-ribose
Synonyms:D-.alpha.-Ribodesose;D-Ribose, 2-deoxy-;2-deoxy-d-erythro-pentos;2-Deoxypentose;2-Desoxy ribosoe;D-(-)-2-DEOXYRIBOSE;D-2-DESOXYRIBOSE;2-Deoxy-beta-D-erythro-pentose
CAS:533-67-5
MF:C5H10O4
MW:134.13
EINECS:208-573-0
Product Categories:FINE Chemical & INTERMEDIATES;Pharmaceutical Raw Materials;13C & 2H Sugars;Riboses and 2'-Deoxyriboses;Biochemistry;Deoxysugars;Nucleosides, Nucleotides & Related Reagents;Ribose;Sugars;Dextrins、Sugar & Carbohydrates;aldehydes;Carbohydrates & Derivatives;nucleoside;bc0001;533-67-5
Mol File:533-67-5.mol
2-Deoxy-D-ribose Structure
2-Deoxy-D-ribose Chemical Properties
Melting point 89-90 °C(lit.)
Boiling point 167.23°C (rough estimate)
alpha -57 º (c=1, H2O, 24hr)
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
pka12.61(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
InChIKeyASJSAQIRZKANQN-CRCLSJGQSA-N
CAS DataBase Reference533-67-5(CAS DataBase Reference)
NIST Chemistry ReferenceD-Erythro-pentose, 2-deoxy-(533-67-5)
EPA Substance Registry SystemD-erythro-Pentose, 2-deoxy- (533-67-5)
Safety Information
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
MSDS Information
ProviderLanguage
2-Deoxy-D-arabinose English
SigmaAldrich English
ACROS English
ALFA English
2-Deoxy-D-ribose Usage And Synthesis
Description2-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 PropertiesWhite powder
Uses2-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.
DefinitionChEBI: 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 MethodsDissolve 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
Preparation Products3',5'-di-o-p-chlorobenzoyl-2-deoxy-5-azacytosine
Tag:2-Deoxy-D-ribose(533-67-5) Related Product Information
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