| Identification | More | [Name]
Ribose | [CAS]
24259-59-4 | [Synonyms]
L-(+)-RIBOSE
L-RIBOSE
Ribose
L-PLUS-RIBOSE
L-Ribose (9CI)
L-(+)-Ribose,99%
z052L-Ribose
(2S,3S,4S)-2,3,4,5-Tetrahydroxypentanal | [EINECS(EC#)]
246-110-4 | [Molecular Formula]
C5H10O5 | [MDL Number]
MFCD00167010 | [Molecular Weight]
150.13 | [MOL File]
24259-59-4.mol |
| Chemical Properties | Back Directory | [Appearance]
white crystals or powder | [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. ]
2-8°C | [solubility ]
Methanol (Slightly), Water (Slightly) | [form ]
Solid | [pka]
12.22(at 25℃) | [color ]
White to Off-White | [Stability:]
Stable. Combustible. Incompatible with strong oxidizing agents. | [Water Solubility ]
Soluble in water (100 mg/ml). | [BRN ]
1723084 | [CAS DataBase Reference]
24259-59-4(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R37:Irritating to the respiratory system.
R36:Irritating to the eyes.
R36/38:Irritating to eyes and skin . | [Safety Statements ]
S24/25:Avoid contact with skin and eyes .
S36:Wear suitable protective clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [RTECS ]
246-110-4 | [F ]
3-10 | [HS Code ]
29400090 |
| Hazard Information | Back Directory | [Chemical Properties]
white crystals or powder | [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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