Introduction：Basic information about 2-Deoxy-D-ribose CAS 533-67-5, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
2-Deoxy-D-ribose Basic information
| Product Name: | 2-Deoxy-D-ribose |
| Synonyms: | D-.alpha.-Ribodesose;Deoxyribose;D-Ribose, 2-deoxy-;2-deoxy-d-erythro-pentos;2-Deoxypentose;2-Desoxy ribosoe;D-(-)-2-DEOXYRIBOSE;D-2-DEOXYRIBOSE |
| 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;pharmaceutical |
| Mol File: | 533-67-5.mol |
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2-Deoxy-D-ribose Chemical Properties
| 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 Rotation | [α]22/D 59°, c = 1 in H2O |
| Water Solubility | soluble |
| Sensitive | Hygroscopic |
| Merck | 14,2908 |
| BRN | 1721978 |
| Stability: | Hygroscopic |
| InChI | 1S/C5H10O4/c6-2-1-4(8)5(9)3-7/h2,4-5,7-9H,1,3H2/t4-,5+/m0/s1 |
| InChIKey | ASJSAQIRZKANQN-CRCLSJGQSA-N |
| SMILES | OC[C@@H](O)[C@@H](O)CC=O |
| 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) |
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 |
| F | 3-10 |
| TSCA | TSCA listed |
| HS Code | 29400000 |
| Storage Class | 11 - Combustible Solids |
2-Deoxy-D-ribose Usage And Synthesis
| 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.
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| Uses | 2-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. |
| 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. |
| benefits | Hair 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 Activity | 2-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 Products | 3',5'-di-o-p-chlorobenzoyl-2-deoxy-5-azacytosine |
