L-Ribose Chemical Properties

Melting point:

81-82 °C(lit.)

alpha 

20 º (c=2,water)

Boiling point:

191.65°C (rough estimate)

Density 

1.1897 (rough estimate)

refractive index 

20 ° (C=1, H2O)

storage temp. 

Inert atmosphere,Store in freezer, under -20°C

solubility 

Methanol (Slightly), Water (Slightly)

form 

Solid

pka

12.22(at 25℃)

color 

White to Off-White

Water Solubility 

Soluble in water (100 mg/ml).

BRN 

1723084

Stability:

Stable. Combustible. Incompatible with strong oxidizing agents.

CAS DataBase Reference

24259-59-4(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38-37-36-36/38

Safety Statements 

24/25-36-26-37/39

WGK Germany 

3

RTECS 

246-110-4

F 

3-10

HS Code 

29400000

MSDS

• Language:English Provider:L-Ribose
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• Language:English Provider:SigmaAldrich
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L-Ribose Usage And Synthesis

Chemical Properties

white crystals or powder

Uses

L-[1-13C]ribose is a compound useful in organic synthesis.

Uses

It is produced by microorganism fermentation of glucose in a fermentation culture medium without adding calcium carbonate.

Definition

A monosaccharide; a component of RNA.

Definition

ribose: A monosaccharide, C₅H₁₀O₅, rarely occurring free in nature but important as a component of RNA (ribonucleic acid). Its derivative deoxyribose, C₅H₁₀O₄, is equally important as a constituent of DNA (deoxyribonucleic acid), which carries the genetic code in chromosomes.

Biosynthesis

L-ribose is the enantiomer of D-ribose, which occurs naturally. It is a building block of many novel nucleotide analogue anti-viral drugs. Bio-production of L-ribose relies on a two-step reaction: (i) conversion of L-arabinose to L-ribulose by the catalytic action of L-arabinose isomerase (L-AI) and (ii) conversion of L-ribulose to L-ribose by the catalytic action of L-ribose isomerase (L-RI, EC 5.3.1.B3) or mannose-6-phosphate isomerase (MPI, EC 5.3.1.8, alternately named as phosphomannose isomerase). Among the two enzymes, L-RI is a rare enzyme discovered in 1996 by Professor Izumori's group, whereas MPI is an essential enzyme in metabolic pathways in humans and microorganisms[1].

Synthesis

A method for converting inexpensive, naturally occurring D-ribose into L-ribose is by interconverting the hydroxy group at Cl and the hydroxymethyl group at C5. L-Ribose is prepared from D-ribose by (a) forming a hydroxy-protected D-ribose, (b) reducing the hydroxy-protected D-ribose to a protected tetrol, (c) converting the tetrol to a tetraester, such as a tetraacetate; (d) hydrolyzing the protecting group to form a hydroxymethyl tetraester; (e) oxidizing the hydroxymethyl group to form a tetraester aldehyde; and (f) hydrolysing the ester groups to yield L-ribose.

References

[1] M. Helanto. “Biotechnological production of l-ribose from l-arabinose.” Applied Microbiology and Biotechnology 83 1 (2009): 77–83.

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