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HomeProduct name list2-Deoxy-L-ribose

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
2-Deoxy-L-ribose Structural

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)
ghs
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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