488-81-3

488-81-3 structure

Name: Ribitol
Chemical Name: D-ribitol
CAS Number: 488-81-3
Molecular Formula: C₅H₁₂O₅
Molecular Weight: 152.146
Catalog: Biochemical Carbohydrate Monosaccharide
Create Date: 2018-03-23 08:00:00
Modify Date: 2024-01-02 13:02:55
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.

Name	D-ribitol
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

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	Research Areas >> Others Natural Products >> Saccharides and Glycosides
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.

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.

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)

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

Precursor 5
50-70-4 488-84-6 81076-13-3 3445-24-7
88367-50-4
DownStream 10
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