2-Deoxy-L-ribose
Synonym(s):2-Deoxy-L -erythro-pentose
- CAS NO.:18546-37-7
- Empirical Formula: C5H10O4
- Molecular Weight: 134.13
- MDL number: MFCD00132941
- EINECS: 606-054-7
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-11-27 10:18:23
What is 2-Deoxy-L-ribose?
Chemical properties
white to light beige crystalline powder
The Uses of 2-Deoxy-L-ribose
2-Deoxy-L-ribose is an isomer of 2-Deoxy-D-ribose (D252000) which induces apoptosis by inhibiting the synthesis and increasing the efflux of glutathione.
What are the applications of Application
2-Deoxy-L-ribose is a useful biochemical compound for research purposes
Definition
ChEBI: 2-deoxy-L-arabinose is a deoxypentose. It is functionally related to a L-arabinose.
Production Methods
The provides the synthetic process of 2-Deoxy-L-ribose comprising the steps of; (A) protection step in which aldehyde group of 2-deoxy-D-ribose is protected in the form of acetal. 2-deoxy-l-O-alkyl-D-ribopyranoside is prepared by the reaction of 2-deoxy-D-ribose with alcohol in the presence of acid; (B) activation step in which 3 -and 4-OH groups of 2-deoxy-D-ribose are activated. 2-deoxy-l-O-alkyl- 3,4-di-(alkanesulfonyl)-D-ribose or 2-deoxy-1-O-alkyl-3,4-di-(arylsulfonyl)-D-ribose is prepared by reaction of the above 2-deoxy-l-O-alkyl-D-ribose with organic sulfonylhalide for activation of 3- and 4-OH; (C) inversion step in which stereochemistry of 3- and 4-OH groups is changed. Reaction of the above 2-deoxy-l- O-alkyl-3,4-di-(alkanesulfonyl)-D-ribose or 2-deoxy-l-O-alkyl-3,4-di-(arylsulfonyl)- D-ribose with a metal salt of organic acid leads to 2-deoxy-L-ribose derivatives of which stereochemistry of 3- and 4-OH is different from the corresponding 2-deoxy-D- ribose derivatives; (D) deprotection step in which 2-deoxy-L-ribose is prepared by consecutive reactions of the step (C) products with acid and base.
Purification Methods
Crystallise 2-deoxy--L-ribose from diethyl ether. It can also be purified by dissolving the ribose (7.3g) in EtOAc (3L) by reflux, decanting from any insoluble mate
Properties of 2-Deoxy-L-ribose
Melting point: | 69-72°C |
Boiling point: | 167.23°C (rough estimate) |
alpha | 57 º (c=0.9 H2O after 24h) |
Density | 1.0590 (rough estimate) |
refractive index | 1.4050 (estimate) |
storage temp. | Inert atmosphere,2-8°C |
solubility | Methanol (Slightly), Water (Slightly) |
form | Solid |
pka | 13.58±0.20(Predicted) |
color | Light Yellow to Pale Beige |
optical activity | [α]/D 54.0±2.0°, 24 hr, c = 1 in H2O |
CAS DataBase Reference | 18546-37-7(CAS DataBase Reference) |
Safety information for 2-Deoxy-L-ribose
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H302:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for 2-Deoxy-L-ribose
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