MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 584620 | Name: L-Xylulose

Description:

WARNING: This product is for research use only, not for human or veterinary use.

L-Xylulose is an intermediate in certain metabolic pathways and is classified as a rare sugar. It shows important physiological effects such as acting as an inhibitor of α-glucosidase and decreasing blood glucose, and it can be employed to produce other significant rare sugars, such as L-ribose and L-xylose which contribute to the production of antiviral drugs.

Chemical Structure

L-Xylulose
L-Xylulose
CAS#527-50-4

Theoretical Analysis

MedKoo Cat#: 584620

Name: L-Xylulose

CAS#: 527-50-4

Chemical Formula: C5H10O5

Exact Mass: 150.0528

Molecular Weight: 150.13

Elemental Analysis: C, 40.00; H, 6.71; O, 53.28

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
Bulk Inquiry
Related CAS #
No Data
Synonym
L-Xylulose
IUPAC/Chemical Name
L-threo-2-Pentulose
InChi Key
ZAQJHHRNXZUBTE-WVZVXSGGSA-N
InChi Code
InChI=1S/C5H10O5/c6-1-3(8)5(10)4(9)2-7/h3,5-8,10H,1-2H2/t3-,5+/m0/s1
SMILES Code
OCC([C@@H]([C@H](CO)O)O)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 150.13 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Singh RK, Tiwari MK, Singh R, Haw JR, Lee JK. Immobilization of L-arabinitol dehydrogenase on aldehyde-functionalized silicon oxide nanoparticles for L-xylulose production. Appl Microbiol Biotechnol. 2014 Feb;98(3):1095-104. doi: 10.1007/s00253-013-5209-y. Epub 2013 Nov 6. PubMed PMID: 24193245. 2: Akintayo A, Légaré C, Sullivan R. Dicarbonyl L-xylulose reductase (DCXR), a "moonlighting protein" in the bovine epididymis. PLoS One. 2015 Mar 27;10(3):e0120869. doi: 10.1371/journal.pone.0120869. eCollection 2015. PubMed PMID: 25815750; PubMed Central PMCID: PMC4376396. 3: Meng Q, Zhang T, Jiang B, Mu W, Miao M. Advances in applications, metabolism, and biotechnological production of L-xylulose. Appl Microbiol Biotechnol. 2016 Jan;100(2):535-40. doi: 10.1007/s00253-015-7087-y. Epub 2015 Nov 3. Review. PubMed PMID: 26526452. 4: Metz B, Mojzita D, Herold S, Kubicek CP, Richard P, Seiboth B. A novel L-xylulose reductase essential for L-arabinose catabolism in Trichoderma reesei. Biochemistry. 2013 Apr 9;52(14):2453-60. doi: 10.1021/bi301583u. Epub 2013 Mar 29. PubMed PMID: 23506391; PubMed Central PMCID: PMC3623455. 5: Lee SK, Son le T, Choi HJ, Ahnn J. Dicarbonyl/l-xylulose reductase (DCXR): The multifunctional pentosuria enzyme. Int J Biochem Cell Biol. 2013 Nov;45(11):2563-7. doi: 10.1016/j.biocel.2013.08.010. Epub 2013 Aug 27. Review. PubMed PMID: 23988570. 6: Tiwari MK, Singh RK, Gao H, Kim T, Chang S, Kim HS, Lee JK. pH-rate profiles of L-arabinitol 4-dehydrogenase from Hypocrea jecorina and its application in L-xylulose production. Bioorg Med Chem Lett. 2014 Jan 1;24(1):173-6. doi: 10.1016/j.bmcl.2013.11.047. Epub 2013 Nov 27. PubMed PMID: 24342239. 7: Usvalampi A, Turunen O, Valjakka J, Pastinen O, Leisola M, Nyyssölä A. Production of L-xylose from L-xylulose using Escherichia coli L-fucose isomerase. Enzyme Microb Technol. 2012 Jan 5;50(1):71-6. doi: 10.1016/j.enzmictec.2011.09.009. Epub 2011 Sep 29. PubMed PMID: 22133443. 8: Hu XH, Ding LY, Huang WX, Yang XM, Xie F, Xu M, Yu L. (-)-Epigallocatechin-3-gallate, a potential inhibitor to human dicarbonyl/L-xylulose reductase. J Biochem. 2013 Aug;154(2):167-75. doi: 10.1093/jb/mvt039. Epub 2013 May 9. PubMed PMID: 23661708. 9: Son le T, Ko KM, Cho JH, Singaravelu G, Chatterjee I, Choi TW, Song HO, Yu JR, Park BJ, Lee SK, Ahnn J. DHS-21, a dicarbonyl/L-xylulose reductase (DCXR) ortholog, regulates longevity and reproduction in Caenorhabditis elegans. FEBS Lett. 2011 May 6;585(9):1310-6. doi: 10.1016/j.febslet.2011.03.062. Epub 2011 Apr 6. PubMed PMID: 21477590. 10: Verho R, Putkonen M, Londesborough J, Penttilä M, Richard P. A novel NADH-linked l-xylulose reductase in the l-arabinose catabolic pathway of yeast. J Biol Chem. 2004 Apr 9;279(15):14746-51. Epub 2004 Jan 21. PubMed PMID: 14736891. 11: Uechi K, Takata G, Fukai Y, Yoshihara A, Morimoto K. Gene cloning and characterization of L-ribulose 3-epimerase from Mesorhizobium loti and its application to rare sugar production. Biosci Biotechnol Biochem. 2013;77(3):511-5. Epub 2013 Mar 7. PubMed PMID: 23470755. 12: Mojzita D, Vuoristo K, Koivistoinen OM, Penttilä M, Richard P. The 'true' L-xylulose reductase of filamentous fungi identified in Aspergillus niger. FEBS Lett. 2010 Aug 20;584(16):3540-4. doi: 10.1016/j.febslet.2010.06.037. Epub 2010 Jul 21. PubMed PMID: 20654618. 13: Muniruzzaman S, Pan YT, Zeng Y, Atkins B, Izumori K, Elbein AD. Inhibition of glycoprotein processing by L-fructose and L-xylulose. Glycobiology. 1996 Dec;6(8):795-803. PubMed PMID: 9023540. 14: Oka H, Suzuki S, Suzuki H, Oda T. Increased urinary excretion of L-xylulose in patients with liver cirrhosis. Clin Chim Acta. 1976 Mar 1;67(2):131-6. PubMed PMID: 1248150. 15: Han Q, Eiteman MA. Coupling xylitol dehydrogenase with NADH oxidase improves l-xylulose production in Escherichia coli culture. Enzyme Microb Technol. 2017 Nov;106:106-113. doi: 10.1016/j.enzmictec.2017.07.010. Epub 2017 Jul 24. PubMed PMID: 28859803. 16: Takata G, Poonperm W, Morimoto K, Izumori K. Cloning and overexpression of the xylitol dehydrogenase gene from Bacillus pallidus and its application to L-xylulose production. Biosci Biotechnol Biochem. 2010;74(9):1807-13. Epub 2010 Sep 7. PubMed PMID: 20834176. 17: Seiboth B, Metz B. Fungal arabinan and L-arabinose metabolism. Appl Microbiol Biotechnol. 2011 Mar;89(6):1665-73. doi: 10.1007/s00253-010-3071-8. Epub 2011 Jan 7. Review. PubMed PMID: 21212945; PubMed Central PMCID: PMC3044236. 18: Sánchez JC, Gímenez R, Schneider A, Fessner WD, Baldomà L, Aguilar J, Badía J. Activation of a cryptic gene encoding a kinase for L-xylulose opens a new pathway for the utilization of L-lyxose by Escherichia coli. J Biol Chem. 1994 Nov 25;269(47):29665-9. PubMed PMID: 7961955. 19: Mahmud A, Hattori K, Hongwen C, Kitamoto N, Suzuki T, Nakamura K, Takamizawa K. NAD⁺-dependent xylitol dehydrogenase (xdhA) and L-arabitol-4-dehydrogenase (ladA) deletion mutants of Aspergillus oryzae for improved xylitol production. Biotechnol Lett. 2013 May;35(5):769-77. doi: 10.1007/s10529-013-1144-3. Epub 2013 Feb 23. PubMed PMID: 23436125. 20: Ibañez E, Gimenez R, Pedraza T, Baldoma L, Aguilar J, Badia J. Role of the yiaR and yiaS genes of Escherichia coli in metabolism of endogenously formed L-xylulose. J Bacteriol. 2000 Aug;182(16):4625-7. PubMed PMID: 10913097; PubMed Central PMCID: PMC94635.

View History

FPL-66564

FPL-66564