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2-Deoxy-D-ribose

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CAS:533-67-5
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  • 2025-02-08
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Related articles

  • What does 2-Deoxy-D-ribose gel do?
  • 2-Deoxy-D-ribose (2dDR) is a deoxypentose, which is a small molecule sugar. 2dDR was first identified in the structure of DNA ....
  • Dec 16,2024
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.
2-Deoxy-D-ribose ball and stick model
Uses2-Deoxy-D-ribose (2dDR) can be used to prepare multifunctional wound dressings capable of inducing rapid angiogenesis with antimicrobial activity, such as 2dDR-SA hydrogel. The gel can be used to stimulate wound healing and treat superficial skin wounds, including chronic wound care. In addition, 2dDR gel has the potential to treat androgenetic alopecia and other causes of alopecia areata.
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.
benefitsHair Regrowth in Mice: Applying a small dose of 2-deoxy-D-ribose to mice models led to significant hair regrowth.
Blood Vessel Formation: The hair regrowth was linked to forming new blood vessels, enhancing blood supply to hair follicles.
Comparable to Minoxidil: The effectiveness of 2-deoxy-D-ribose in regrowing hair was similar to that of Minoxidil, a widely used hair loss treatment.
Biological Activity2-Deoxy-D-ribose (2dDR) is a D-isomer of a deoxypentose monosaccharide in which a hydrogen atom is present with a hydroxyl group at the C-2 position in place of the hydroxyl group. 2dDR is known to enhance tubulogenesis, prevent hypoxia-induced apoptosis, and boost VEGF and IL-8 production of ECs in vitro, consistent with the stimulatory effects of 2dDR on cell proliferation and migration. 2dDR also stimulated angiogenesis, proliferation of endothelial cells, and accelerated wound healing in rat models. Additionally, 2dDR can be loaded into several biomaterials for prolonged release over several days to promote the growth of neonatal blood vessels[1].
References[1] Anjum, Muhammad Awais et al. “Stimulation of hair regrowth in an animal model of androgenic alopecia using 2-deoxy-D-ribose.” Frontiers in Pharmacology 44 16 (2024).
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