L-Ribose

Base Information

• Chemical Name: L-Ribose
• CAS No.: 24259-59-4
• Molecular Formula: C5H10O5
• Molecular Weight: 150.131
• Hs Code.: 29400000
• European Community (EC) Number: 246-110-4
• UNII: ON80XH54BH
• DSSTox Substance ID: DTXSID80947085
• Nikkaji Number: J231.927F
• Wikidata: Q27120760
• Metabolomics Workbench ID: 56758
• Mol file: 24259-59-4.mol

Synonyms:L-Ribose;24259-59-4;L-(+)-Ribose;(2S,3S,4S)-2,3,4,5-tetrahydroxypentanal;aldehydo-L-ribose;Ribose, L-;aldehydo-L-ribo-pentose;ON80XH54BH;EINECS 246-110-4;MFCD00167010;C5H10O5;L- masculineEIC;ROR;L-(+)-Ribos;UNII-ON80XH54BH;SCHEMBL60223;CHEBI:47015;DTXSID80947085;BCP28325;AKOS006239066;AKOS015855435;AM83957;CS-W008351;DS-18039;O11840;WURCS=2.0/1,1,0/[o111h]/1/;A817176;Q-101040;Q27120760

Chemical Property of L-Ribose

Chemical Property:

• Appearance/Colour: white crystals or powder
• Vapor Pressure: 3.6E-07mmHg at 25°C
• Melting Point: 81-82 °C(lit.)
• Refractive Index: 20 ° (C=1, H2O)
• Boiling Point: 415.5 °C at 760 mmHg
• PKA: 12.22(at 25℃)
• Flash Point: 219.2 °C
• PSA: 97.99000
• Density: 1.508 g/cm³
• LogP: -2.73970
• Storage Temp.: 2-8°C
• Solubility.: Methanol (Slightly), Water (Slightly)
• Water Solubility.: Soluble in water (100 mg/ml).
• XLogP3: -2.3
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 150.05282342
• Heavy Atom Count: 10
• Complexity: 104

Purity/Quality:

99%, ^*data from raw suppliers

L-Ribose ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-37-36-36/38
• Safety Statements: 24/25-36-26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(C(C(C=O)O)O)O)O
• Isomeric SMILES: C([C@@H]([C@@H]([C@@H](C=O)O)O)O)O
• Uses: It is produced by microorganism fermentation of glucose in a fermentation culture medium without adding calcium carbonate. L-[1-13C]ribose is a compound useful in organic synthesis.

Technology Process of L-Ribose

There total 40 articles about L-Ribose which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 64.0%

Ribo-pentodialdose (19192-62-2,31459-16-2,57031-25-1,58117-04-7) → rac-Ribose (50-69-1,58-86-6,65-42-9,147-81-9,609-06-3,1114-34-7,1949-78-6,5328-37-0,10323-20-3,20235-19-2,24259-59-4,25990-60-7,34466-20-1,41247-05-6,53106-52-8,55058-43-0,80952-57-4)

Guidance literature:

With sodium tetrahydroborate; water; for 0.5h; Ambient temperature;

DOI:10.1055/s-1999-3177

Reference yield: 19.0%

L-arabinose (5328-37-0) → L-xylose (609-06-3) + L-lyxose (1949-78-6) + L-ribose (24259-59-4)

Guidance literature:

With molybdenum(VI) oxide; In water; at 90 ℃; for 9h;

DOI:10.1071/CH04201

Reference yield:

Glycolaldehyde (141-46-8) + Glyceraldehyde (56-82-6,367-47-5,26793-98-6) → DL-dendroketose (470-14-4) + arabinose (20235-19-2) + (+/-)-xylose (41247-05-6) + rac-Ribose (50-69-1,58-86-6,65-42-9,147-81-9,609-06-3,1114-34-7,1949-78-6,5328-37-0,10323-20-3,20235-19-2,24259-59-4,25990-60-7,34466-20-1,41247-05-6,53106-52-8,55058-43-0,80952-57-4) + rac-lyxose (50-69-1,58-86-6,65-42-9,147-81-9,609-06-3,1114-34-7,1949-78-6,5328-37-0,10323-20-3,20235-19-2,24259-59-4,25990-60-7,34466-20-1,41247-05-6,53106-52-8,55058-43-0,80952-57-4) + Dendroaldose (4072-92-8,4096-61-1,4211-40-9,4573-78-8,5612-45-3,6747-98-4,90409-92-0)

Guidance literature:

With calcium hydroxide; at 23 ℃; Mechanism; Kinetics;

upstream raw materials:

methanol

nitromethane

L-erythrose

sodium methylate

Downstream raw materials:

rac-Ribose

Adonitol

6-Methyl-7-hydroxy-ribolumazin

Refernces

• 1、 Christ, Trevor N.,Deweese, Kara A.,Woodyer, Ryan D.. "Directed evolution toward improved production of L-ribose from ribitol". . p. 302 - 308. Retrieved 2010.
• 2、 Gunther, William R.,Duong, Quynh,Román-Leshkov, Yuriy. "Catalytic consequences of borate complexation and pH on the epimerization of l-arabinose to l-ribose in water catalyzed by Sn-Beta zeolite with borate salts". . p. 294 - 302. Retrieved 2013/11/06.