DL-Pantolactone

Names

[ CAS No. ]:
79-50-5

[ Name ]:
DL-Pantolactone

[Synonym ]:
(R)-(−)-Pantolactone
pantoyl lactone
2-oxo-4,4-dimethyl-3-hydroxy-tetrahydrofuran
MFCD00064333
(3R)-3-Hydroxy-4,4-dimethyldihydro-2(3H)-furanone
(D)-Pantolactone
rac-pantolactone
dihydro-3-hydroxy-4,4-dimethyl-2(3H)-furanone
PANTOLACTONE
DL-PANTOYL LACTONE
DL-PantolaCLone
2(3H)-Furanone, dihydro-3-hydroxy-4,4-dimethyl-, (3R)-
Einecs 201-210-7
(R)-Pantolactone
de-Pantolactone
PANTOLACTONE(DL-)
DL-LACTONE

Biological Activity

[Description]:

DL-Pantolactone can be hydrolyzed to Pantoic acid by the lactonohydrolase of Fusarium oxysporum. DL-Pantolactone also can be used in the preparation of 3,5-dinitrobenzoyl-DL-pantolactone[1][2].

[Related Catalog]:

Research Areas >> Others

Signaling Pathways >> Others >> Others

[References]

[1]. Goodhue CT, et, al. The bacterial degradation of pantothenic acid. 3. Enzymatic formation of aldopantoic acid. Biochemistry. 1966 Feb;5(2):403-8.

[2]. Shimizu S, et, al. Optical resolution of pantolactone by a novel fungal enzyme, lactonohydrolase. Ann N Y Acad Sci. 1996 Oct 12;799:650-8.

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
224.6±0.0 °C at 760 mmHg

[ Melting Point ]:
74-78 °C(lit.)

[ Molecular Formula ]:
C₆H₁₀O₃

[ Molecular Weight ]:
130.142

[ Flash Point ]:
99.0±13.2 °C

[ Exact Mass ]:
130.062988

[ PSA ]:
49.83000

[ LogP ]:
-0.80

[ Vapour Pressure ]:
0.0±0.9 mmHg at 25°C

[ Index of Refraction ]:
1.469

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Risk Phrases ]:
R22;R24/25

[ Safety Phrases ]:
S22-S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

Potentially prebiotic syntheses of condensed phosphates.

Orig. Life Evol. Biosph. 26(1) , 15-25, (1996)

In view of the importance of a prebiotic source of high energy phosphates, we have investigated a number of potentially prebiotic processes to produce condensed phosphates from orthophosphate and cycl...

A possible prebiotic synthesis of pantetheine, a precursor to coenzyme A.

Nature 373(6516) , 683-5, (1995)

The involvement of coenzyme A in many enzyme reactions suggests that it acted in this capacity very early in the development of life on Earth. Particularly relevant in this regard is its role in the a...

Optical rotation of noncovalent aggregates.

J. Am. Chem. Soc. 125(51) , 15696-7, (2003)

Dilute solutions of (R)-(-)-pantolactone in CCl4 were studied by polarimetry in conjunction with theoretical calculations of [alpha]D. Our data demonstrate that the self-association of a chiral solute...