L-Ribose CAS 24259-59-4

Introduction:Basic information about L-Ribose CAS 24259-59-4, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

L-Ribose Basic information

Product Name:L-Ribose
Synonyms:(2S,3S,4S)-2,3,4,5-Tetrahydroxypentanal;L-Ribose ,98%;L-(+)-Ribos;(2R,3S,4R,5S)-5-(hydroxymethyl)oxolane-2,3,4-triol;L-D-Ribose;l-[1-13C]ribose;l-[UL-13C5]ribose;aldehydo-L-ribose
CAS:24259-59-4
MF:C5H10O5
MW:150.13
EINECS:246-110-4
Product Categories:Monosaccharides;MonosaccharideSpecialty Synthesis;Carbohydrate Synthesis;Carbohydrates;Carbohydrates A to;Carbohydrates P-ZBiochemicals and Reagents;13C & 2H Sugars;Basic Sugars (Mono & Oligosaccharides);Biochemistry;Nucleosides, Nucleotides & Related Reagents;Ribose;Riboses and 2'-Deoxyriboses;Sugars;Carbohydrates & Derivatives;CARBOHYDRATE;Sugars, Carbohydrates & Glucosides;bc0001;24259-59-4;Glycon Biochem
Mol File:24259-59-4.mol

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)
pka12.22(at 25℃)
form Solid
color White to Off-White
Water Solubility Soluble in water (100 mg/ml).
BRN 1723084
Stability:Stable. Combustible. Incompatible with strong oxidizing agents.
InChIInChI=1S/C5H10O5/c6-1-3(8)5(10)4(9)2-7/h1,3-5,7-10H,2H2/t3-,4+,5-/m1/s1
InChIKeyPYMYPHUHKUWMLA-MROZADKFSA-N
SMILESO=C[C@H]([C@H]([C@H](CO)O)O)O
CAS DataBase Reference24259-59-4(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
3-10
HS Code 29400000
Storage Class11 - Combustible Solids

L-Ribose Usage And Synthesis

Chemical Propertieswhite crystals or powder
UsesIt is produced by microorganism fermentation of glucose in a fermentation culture medium without adding calcium carbonate.
UsesL-[1-13C]ribose is a compound useful in organic synthesis.
DefinitionA monosaccharide; a component of RNA.
Definitionribose: 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.
BiosynthesisL-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].
SynthesisA 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.

L-Ribose Preparation Products And Raw materials

Preparation ProductsL-erythro-2-Pentulose (9CI)-->β-L-Ribofuranoside, methyl 2,3-O-(1-methylethylidene)-
L-Pyroglutamic acid CAS 98-79-3
L-Serine CAS 56-45-1
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