Grouped product items

SKU

Size

Availability

Price

Qty

P122332-5g

Available within 4-8 weeks(?)

$9.90

P122332-25g

25g

Available within 8-12 weeks(?)

$19.90

P122332-100g

100g

Available within 4-8 weeks(?)

$59.90

P122332-500g

500g

Available within 4-8 weeks(?)

$129.90

Basic Description

Synonyms	D-(-)-Pantolactone\|599-04-2\|PANTOLACTONE\|D-Pantolactone\|(R)-pantolactone\|(R)-3-Hydroxy-4,4-dimethyldihydrofuran-2(3H)-one\|D-(-)-Pantoyl Lactone\|(R)-Pantoyl lactone\|Pantothenic lactone\|pantoyl lactone\|2(3H)-Furanone, dihydro-3-hydroxy-4,4-dimethyl-, (3R)-\|
Specifications & Purity	≥99%
Storage Temp	Store at 2-8°C,Argon charged
Shipped In	Wet ice
Product Description	D-(-)-Pantolactone is a chiral auxiliary used in many asymmetric synthesis reactions. It can be used as a chiral starting material to synthesize: • An insect sex pheromone named 1S,2S,3R-1-acetoxymethyl-2,3,4,4-tetrameth-ylcyclopentane. • (-)-Enantiomer of (R)-8-hydroxy-4,7,7-trimethyl-7,8-dihydrocyclopenta[e]isoindole-1,3(2H,6H)-dione, a norsesquiterpene alkaloid. • A bicyclic diterpene named isofregenedadio

Associated Targets

FASN Tchem Fatty acid synthase 0 Activities

Discover Target: FASN

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Names and Identifiers

IUPAC Name	(3R)-3-hydroxy-4,4-dimethyloxolan-2-one
INCHI	InChI=1S/C6H10O3/c1-6(2)3-9-5(8)4(6)7/h4,7H,3H2,1-2H3/t4-/m0/s1
InChi Key	SERHXTVXHNVDKA-BYPYZUCNSA-N
Canonical SMILES	CC1(COC(=O)C1O)C
Isomeric SMILES	CC1(COC(=O)[C@@H]1O)C
WGK Germany	1
PubChem CID	439368
Molecular Weight	130.14
Beilstein	24854272
Reaxy-Rn	3588195

Certificates

Certificate of Analysis(COA)

Enter Lot Number to search for COA:

To view the certificate results,please click on a Lot number.For Lot numbers from past orders,please use our order status section

9 results found

Lot Number	Certificate Type	Date	Item
D2402399	Certificate of Analysis	Mar 20, 2024	P122332
D2402400	Certificate of Analysis	Mar 20, 2024	P122332
D2402401	Certificate of Analysis	Mar 20, 2024	P122332
D2402402	Certificate of Analysis	Mar 20, 2024	P122332
D2402403	Certificate of Analysis	Mar 20, 2024	P122332
A1507060	Certificate of Analysis	Sep 21, 2022	P122332
K1812054	Certificate of Analysis	Sep 15, 2022	P122332
E1814027	Certificate of Analysis	Mar 08, 2022	P122332
H2310025	Certificate of Analysis	Mar 20, 2021	P122332

Chemical and Physical Properties

Sensitivity	Moisture Sensitive
Specific Rotation[α]	[α]25/D −49.8°, c = 2 in H2O
Boil Point(°C)	120-122°C/15mm
Melt Point(°C)	92°C

Safety and Hazards(GHS)

Pictogram(s)	GHS07
Signal	Warning
Hazard Statements	H319:Causes serious eye irritation
Precautionary Statements	P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P280:Wear protective gloves/protective clothing/eye protection/face protection. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P337+P317:If eye irritation persists: Get medical help.
WGK Germany	1
Reaxy-Rn	3588195
Merck Index	7013

References

1. R K Airas. (1988-03-01) Pantothenases from pseudomonads produce either pantoyl lactone or pantoic acid.. The Biochemical journal, 250 ((2)): (447-451). [PMID:3128283]
2. A Takasu,K Ohya. (1987-02-27) Separation and determination of the enantiomers of pantolactone by gas-liquid chromatography.. Journal of chromatography, 389 ((1)): (251-255). [PMID:3571352]
3. A G Moĭseenok,V S Slyshenkov,E V Sunozova,V A Gurinovich. (1984-01-01) [Quantitative gas chromatographic determination of pantolactone].. Voprosy meditsinskoi khimii, 30 ((1)): (126-128). [PMID:6710930]
4. A D Keefe,G L Newton,S L Miller. (1995-02-23) A possible prebiotic synthesis of pantetheine, a precursor to coenzyme A.. Nature, 373 ((6516)): (683-685). [PMID:7854449]
5. S Shimizu,M Kataoka. (1996-10-12) Optical resolution of pantolactone by a novel fungal enzyme, lactonohydrolase.. Annals of the New York Academy of Sciences, 799 (650-658). [PMID:8958119]
6. J Ogawa,S Shimizu. (1999-03-31) Microbial enzymes: new industrial applications from traditional screening methods.. Trends in biotechnology, 17 ((1)): (13-21). [PMID:10098273]
7. S L Miller,G Schlesinger. (1993-04-01) Prebiotic syntheses of vitamin coenzymes: II. Pantoic acid, pantothenic acid, and the composition of coenzyme A.. Journal of molecular evolution, 36 ((4)): (308-314). [PMID:11536535]
8. A D Keefe,S L Miller. (1996-02-01) Potentially prebiotic syntheses of condensed phosphates.. Origins of life and evolution of the biosphere : the journal of the International Society for the Study of the Origin of Life, 26 ((1)): (15-25). [PMID:11536744]
9. Manfred T Reetz,Carsten J Rüggeberg. (2002-07-20) A screening system for enantioselective enzymes based on differential cell growth.. Chemical communications (Cambridge, England), ((13)(13)): (1428-1429). [PMID:12125587]
10. Michael-Rock Goldsmith,Nilu Jayasuriya,David N Beratan,Peter Wipf. (2003-12-18) Optical rotation of noncovalent aggregates.. Journal of the American Chemical Society, 125 ((51)): (15696-15697). [PMID:14677931]
11. Bala Rathinasabapathi,Suresh Babu Raman. (2005-03-16) Exogenous supply of pantoyl lactone to excised leaves increases their pantothenate levels.. Annals of botany, 95 ((6)): (1033-1037). [PMID:15767268]
12. Keiji Sakamoto,Kohsuke Honda,Koichi Wada,Shinji Kita,Kazuya Tsuzaki,Hanae Nose,Michihiko Kataoka,Sakayu Shimizu. (2005-06-07) Practical resolution system for DL-pantoyl lactone using the lactonase from Fusarium oxysporum.. Journal of biotechnology, 118 ((1)): (99-106). [PMID:15935504]
13. Paul R Blakemore,Cindy C Browder,Jian Hong,Christopher M Lincoln,Pavel A Nagornyy,Lonnie A Robarge,Duncan J Wardrop,James D White. (2005-07-02) Total synthesis of polycavernoside A, a lethal toxin of the red alga Polycavernosa tsudai.. The Journal of organic chemistry, 70 ((14)): (5449-5460). [PMID:15989326]
14. Zhiqiang Liu,Zhihao Sun,Yong Leng. (2006-08-03) Directed evolution and characterization of a novel D-pantonohydrolase from Fusarium moniliforme.. Journal of agricultural and food chemistry, 54 ((16)): (5823-5830). [PMID:16881683]
15. Ulrich Klar,Bernd Buchmann,Wolfgang Schwede,Werner Skuballa,Jens Hoffmann,Rosemarie B Lichtner. (2006-09-29) Total synthesis and antitumor activity of ZK-EPO: the first fully synthetic epothilone in clinical development.. Angewandte Chemie (International ed. in English), 45 ((47)): (7942-7948). [PMID:17006870]
16. Pelayo Camps,Tània Gómez,Diego Muñoz-Torrero,Jordi Rull,Laura Sánchez,Francesca Boschi,Mauro Comes-Franchini,Alfredo Ricci,Teresa Calvet,Mercè Font-Bardia,Erik De Clercq,Lieve Naesens. (2008-07-30) Synthesis and absolute configuration of novel N,O-psiconucleosides using (R)-N-phenylpantolactam as a resolution agent.. The Journal of organic chemistry, 73 ((17)): (6657-6665). [PMID:18661943]
17. Bing Chen,Li-Qiang Fan,Jian-He Xu,Jian Zhao,Xian Zhang,Li-Ming Ouyang. (2009-10-31) Biocatalytic properties of a recombinant Fusarium proliferatum lactonase with significantly enhanced production by optimal expression in Escherichia coli.. Applied biochemistry and biotechnology, 162 ((3)): (744-756). [PMID:19876606]
18. Atul K Hajare,Velayutham Ravikumar,Shaik Khaleel,Debnath Bhuniya,D Srinivasa Reddy. (2011-01-05) Synthesis of molluscicidal agent cyanolide a macrolactone from D-(-)-pantolactone.. The Journal of organic chemistry, 76 ((3)): (963-966). [PMID:21192736]
19. Dayong Si,Nobuyuki Urano,Shinya Nozaki,Kohsuke Honda,Sakayu Shimizu,Michihiko Kataoka. (2012-03-09) L-pantoyl lactone dehydrogenase from Rhodococcus erythropolis: genetic analyses and application to the stereospecific oxidation of L-pantoyl lactone.. Applied microbiology and biotechnology, 95 ((2)): (431-440). [PMID:22398860]
20. Dayong Si,Nobuyuki Urano,Sakayu Shimizu,Michihiko Kataoka. (2012-09-04) LplR, a repressor belonging to the TetR family, regulates expression of the L-pantoyl lactone dehydrogenase gene in Rhodococcus erythropolis.. Applied and environmental microbiology, 78 ((22)): (7923-7930). [PMID:22941082]
21. Cheryl N Miller,Eric D LoVullo,Todd M Kijek,James R Fuller,Jason C Brunton,Shaun P Steele,Sharon A Taft-Benz,Anthony R Richardson,Thomas H Kawula. (2012-12-18) PanG, a new ketopantoate reductase involved in pantothenate synthesis.. Journal of bacteriology, 195 ((5)): (965-976). [PMID:23243306]
22. Matthew B Kubilius,Raymond S Tu. (2017-11-21) Circular Dichroistic Impacts of 1-(3-Dimethylaminopropyl)-3-ethylurea: Secondary Structure Artifacts Arising from Bioconjugation Using 1-Ethyl-3-[3-dimethylaminopropyl]carbodiimide.. ACS omega, 2 ((11)): (8308-8312). [PMID:31457370]
23. Hung-Wei Tsui,Pei-Wen Ye,Si-Xian Huang. (2021-01-03) Effect of solvents on the chiral recognition mechanisms of immobilized cellulose-based chiral stationary phase.. Journal of chromatography. A, 1637 (461796-461796). [PMID:33387913]
24. Zhi-Hui Peng,K A Woerpel. (2002-08-17) Synthesis of (+/-)-5-epi-citreoviral and (+/-)-citreoviral and the kinetic resolution of an allylic silane by a [3 + 2] annulation.. Organic letters, 4 ((17)): (2945-2948). [PMID:12182595]
25. M Kataoka,A-R G Delacruz-Hidalgo,M A Akond,E Sakuradani,K Kita,S Shimizu. (2003-11-01) Gene cloning and overexpression of two conjugated polyketone reductases, novel aldo-keto reductase family enzymes, of Candida parapsilosis.. Applied microbiology and biotechnology, 64 ((3)): (359-366). [PMID:14593510]
26. Morris Markert,Ulf Scheffler,Rainer Mahrwald. (2009-11-03) Asymmetric histidine-catalyzed cross-aldol reactions of enolizable aldehydes: access to defined configured quaternary stereogenic centers.. Journal of the American Chemical Society, 131 ((46)): (16642-16643). [PMID:19877634]

Solution Calculators

Molarity Calculator

Determine the necessary mass, volume, or concentration for preparing a solution.

Dilution Calculator

Determine the dilution needed to prepare a stock solution.

D-(-)-Pantolactone - 99%, high purity , CAS No.599-04-2

Basic Description

Associated Targets

FASN Tchem Fatty acid synthase 0 Activities

Names and Identifiers

Certificates

Certificate of Analysis(COA)

Chemical and Physical Properties

Safety and Hazards(GHS)

Related Documents

References

Solution Calculators

Molarity Calculator

Dilution Calculator

Reconstitution Calculator

SKU	Size	Availability	Price
P122332-5g	5g	Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!	$9.90
P122332-25g	25g	Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding.	$19.90
P122332-100g	100g	Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!	$59.90
P122332-500g	500g	Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!	$129.90