Ribitol

Modify Date: 2024-01-02 13:02:55

Ribitol Structure
Ribitol structure
 Common Name Ribitol
CAS Number 488-81-3 Molecular Weight 152.146
Density 1.5±0.1 g/cm3 Boiling Point 494.5±40.0 °C at 760 mmHg
Molecular Formula C5H12O5 Melting Point 101-104ºC
MSDS Chinese USA Flash Point 261.9±21.9 °C

 Use of Ribitol


Ribitol is a crystalline pentose alcohol formed by the reduction of ribose. Enhancing the flux of D-glucose to the pentose phosphate pathway in Saccharomyces cerevisiae for the production of D-ribose and ribitol.

 Names

Name D-ribitol
Synonym More Synonyms

 Ribitol Biological Activity

Description Ribitol is a crystalline pentose alcohol formed by the reduction of ribose. Enhancing the flux of D-glucose to the pentose phosphate pathway in Saccharomyces cerevisiae for the production of D-ribose and ribitol.
Related Catalog
Target

Human Endogenous Metabolite

In Vitro Ribitol is a reduced sugar[1]. Phosphoglucose isomerase-deficient (pgi1) strains of Saccharomyces cerevisiae are studied for the production of D-ribose and Ribitol from D-glucose via the intermediates of the pentose phosphate pathway. Overexpression of the gene encoding sugar phosphate phosphatase (DOG1) of S. cerevisiae is needed for the production of D-ribose and Ribitol. The engineered strains are compared for their ability to produce the PPP-derived 5-carbon compounds Ribitol and D-ribose from D-glucose[2].
Kinase Assay The high-performance liquid chromatography (HPLC) analyses are carried out using a Fast Acid Column (100×7.8 mm) and a HPX-87H Ion Exclusion Column (300 mm×7.8 mm) in series with 2.5 mM H2SO4 in water as the mobile phase at a flow rate of 0.3 mL/min, at 55°C. This method enabled quantification of D-glucose, ethanol, glycerol, D-xylulose, Ribitol, and xylitol. D-ribose, D-ribulose, and D-arabitol coeluted on the Aminex HPX-87H column. The CarboPac MA-1 column of Dionex ICS-3000 is used to analyze representative culture supernatant samples for the presence of arabitol and xylitol. Samples are run at column temperature of 30°C with 480 mM NaOH at flow rate 0.4 mL/min. The CarboPac MA-1 column separated D-arabitol from D-ribose and D-ribulose, but the alkaline conditions degraded D-ribulose interfering with the quantification of D-ribose.Yeast cells are disrupted with glass beads in 100 mM sodium phosphate buffer pH 7.0 containing phenylmethylsulfonyl fluoride and pepstatin A in final concentrations of 0.17 mg/mL and 0.01 mg/mL, respectively.The activity of NAD+-dependent Gdh2p is measured in a reaction buffer of 0.5 M triethanol amine pH 7.7 and 2 mM NADH. After addition of the cell lysate, the reaction is started by adding a mixture of α-ketoglutarate (100 mM) and NH4Cl (200 mM) to a final concentration of 2.4 mM and 4.9 mM, respectively. The GapB activity is measured. Shortly, the reaction mixture is 500 mM triethanol amine pH 7.8, 1 mM ATP, 2 mM MgCl2, 200 μM NADPH, and 10 μg/mL of phosphoglycerate kinase. 3-phosphoglycerate is added to a final concentration of 5 mM to start the reaction. Activity measurements are performed with a Cobas Mira Plus automated analyzer[2].
References

[1]. Praissman JL, et al. The functional O-mannose glycan on α-dystroglycan contains a phospho-Ribitol primed for matriglycan addition. Elife. 2016 Apr 29;5. pii: e14473.

[2]. Toivari MH, et al. Enhancing the flux of D-glucose to the pentose phosphate pathway in Saccharomyces cerevisiae for the production of D-ribose and ribitol. Appl Microbiol Biotechnol. 2010 Jan;85(3):731-9.

 Chemical & Physical Properties

Density 1.5±0.1 g/cm3
Boiling Point 494.5±40.0 °C at 760 mmHg
Melting Point 101-104ºC
Molecular Formula C5H12O5
Molecular Weight 152.146
Flash Point 261.9±21.9 °C
Exact Mass 152.068466
PSA 101.15000
LogP -3.77
Vapour Pressure 0.0±2.9 mmHg at 25°C
Index of Refraction 1.571
Storage condition Store at RT.
Stability Stable. Combustible. Incompatible with strong oxidizing agents.

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
VJ0800000
CHEMICAL NAME :
Ribitol
CAS REGISTRY NUMBER :
488-81-3
BEILSTEIN REFERENCE NO. :
1720524
LAST UPDATED :
199701
DATA ITEMS CITED :
3
MOLECULAR FORMULA :
C5-H12-O5
MOLECULAR WEIGHT :
152.17
WISWESSER LINE NOTATION :
Q1YQYQYQ1Q -RIB

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
10 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
PSEBAA Proceedings of the Society for Experimental Biology and Medicine. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1903/04- Volume(issue)/page/year: 35,98,1936 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X9704 No. of Facilities: 116 (estimated) No. of Industries: 2 No. of Occupations: 6 No. of Employees: 2181 (estimated) No. of Female Employees: 1615 (estimated)

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes Xi
Risk Phrases R36/37/38
Safety Phrases S24/25
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS VJ0800000

 Synthetic Route

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 Synonyms

(2R,3s,4S)-1,2,3,4,5-Pentanpentol
adonitol
ADONIT
ADONITE
ADONITOL(RG)
(2R,3s,4S)-pentane-1,2,3,4,5-pentol
RIBITO
Adonito
D-erythro-Pentitol
MFCD00064291
D-Ribitol
meso ribitol
Ribitol
(2R,3s,4S)-1,2,3,4,5-Pentanepentol
Adonite Ribitol
EINECS 207-685-7
Adonite,Ribitol
meso-ribitol
D-(+)-Arabitol
Adonitrol
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