Xyloside

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

MedKoo CAT#: 341496

CAS#: 50855-32-8

Description: Xyloside is a biochemical.


Price and Availability

Size
Price

Size
Price

Size
Price

Xyloside is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

img

Theoretical Analysis

MedKoo Cat#: 341496
Name: Xyloside
CAS#: 50855-32-8
Chemical Formula: C5H10O5
Exact Mass: 150.0528
Molecular Weight: 150.13
Elemental Analysis: C, 40.00; H, 6.71; O, 53.28


Synonym: Xyloside;

IUPAC/Chemical Name: Xyloside

InChi Key: SRBFZHDQGSBBOR-LECHCGJUSA-N

InChi Code: InChI=1S/C5H10O5/c6-2-1-10-5(9)4(8)3(2)7/h2-9H,1H2/t2-,3+,4-,5+/m1/s1

SMILES Code: O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)CO1


Technical Data

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:
>2 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).

Harmonized System Code:
293490


References

1: Salih EYA, Julkunen-Tiitto R, Lampi AM, Kanninen M, Luukkanen O, Sipi M, Lehtonen M, Vuorela H, Fyhrquist P. Terminalia laxiflora and Terminalia brownii contain a broad spectrum of antimycobacterial compounds including ellagitannins, ellagic acid derivatives, triterpenes, fatty acids and fatty alcohols. J Ethnopharmacol. 2018 May 4. pii: S0378-8741(17)32243-2. doi: 10.1016/j.jep.2018.04.030. [Epub ahead of print] PubMed PMID: 29733942.

2: Zanzer YC, Plaza M, Dougkas A, Turner C, Östman E. Black pepper-based beverage induced appetite-suppressing effects without altering postprandial glycaemia, gut and thyroid hormones or gastrointestinal well-being: a randomized crossover study in healthy subjects. Food Funct. 2018 Apr 25. doi: 10.1039/c7fo01715d. [Epub ahead of print] PubMed PMID: 29691526.

3: Wang J, Chang Y, Dong X, Zhang R, Tang Y, Zhang M, Yu R, Jiang T, Zhang L. Cytotoxic and glycosaminoglycan priming activities of novel 4-anilinequinazoline β-D-xylosides. Carbohydr Res. 2018 Apr 13;463:6-13. doi: 10.1016/j.carres.2018.04.007. [Epub ahead of print] PubMed PMID: 29689449.

4: Tang Y, Zhang S, Chang Y, Fan D, Agostini A, Zhang L, Jiang T. Aglycone Ebselen and β-d-Xyloside Primed Glycosaminoglycans Co-contribute to Ebselen β-d-Xyloside-Induced Cytotoxicity. J Med Chem. 2018 Apr 12;61(7):2937-2948. doi: 10.1021/acs.jmedchem.7b01835. Epub 2018 Apr 2. PubMed PMID: 29584939.

5: Gazola AC, Costa GM, Zucolotto SM, Castellanos L, Ramos FA, de Lima TCM, Schenkel EP. The sedative activity of flavonoids from Passiflora quadrangularis is mediated through the GABAergic pathway. Biomed Pharmacother. 2018 Apr;100:388-393. doi: 10.1016/j.biopha.2018.02.002. Epub 2018 Feb 16. PubMed PMID: 29454287.

6: Jegal J, Park NJ, Park SA, Bong SK, Jegal H, Kim SN, Yang MH. Juniperus chinensis Fruits Attenuate Oxazolone- and 2,4-Dinitrochlorobenzene-Induced Atopic Dermatitis Symptoms in Mice. Biol Pharm Bull. 2018;41(2):259-265. doi: 10.1248/bpb.b17-00818. PubMed PMID: 29386485.

7: Xu XY, Shen XT, Yuan XJ, Zhou YM, Fan H, Zhu LP, Du FY, Sadilek M, Yang J, Qiao B, Yang S. Metabolomics Investigation of an Association of Induced Features and Corresponding Fungus during the Co-culture of Trametes versicolor and Ganoderma applanatum. Front Microbiol. 2018 Jan 9;8:2647. doi: 10.3389/fmicb.2017.02647. eCollection 2017. PubMed PMID: 29375514; PubMed Central PMCID: PMC5767234.

8: Willén D, Bengtsson D, Clementson S, Tykesson E, Manner S, Ellervik U. Synthesis of Double-Modified Xyloside Analogues for Probing the β4GalT7 Active Site. J Org Chem. 2018 Feb 2;83(3):1259-1277. doi: 10.1021/acs.joc.7b02809. Epub 2018 Jan 12. PubMed PMID: 29282986.

9: Liu J, Song J, Huang K, Michel D, Fang J. HPLC-MS/MS analysis of anthocyanins in human plasma and urine using protein precipitation and dilute-and-shoot sample preparation methods, respectively. Biomed Chromatogr. 2018 May;32(5):e4177. doi: 10.1002/bmc.4177. Epub 2018 Jan 30. PubMed PMID: 29251356.

10: Smułek W, Kaczorek E, Hricovíniová Z. Alkyl Xylosides: Physico-Chemical Properties and Influence on Environmental Bacteria Cells. J Surfactants Deterg. 2017;20(6):1269-1279. doi: 10.1007/s11743-017-2012-2. Epub 2017 Sep 1. PubMed PMID: 29200811; PubMed Central PMCID: PMC5686273.

11: Khalfallah A, Berrehal D, Bensouici C, Kabouche A, Semra Z, Voutquenne-Nazabadioko L, Alabdul Magid A, Kabouche Z. Flavonoids, cytotoxic, antioxidant and antibacterial activities of Evax pygmaea. Pharm Biol. 2017 Dec;55(1):2292-2296. doi: 10.1080/13880209.2017.1405997. PubMed PMID: 29191075.

12: Nieto-Domínguez M, de Eugenio LI, Peñalver P, Belmonte-Reche E, Morales JC, Poveda A, Jiménez-Barbero J, Prieto A, Plou FJ, Martínez MJ. Enzymatic Synthesis of a Novel Neuroprotective Hydroxytyrosyl Glycoside. J Agric Food Chem. 2017 Dec 6;65(48):10526-10533. doi: 10.1021/acs.jafc.7b04176. Epub 2017 Nov 21. PubMed PMID: 29119794.

13: Dahbi S, Jacquinet JC, Bertin-Jung I, Robert A, Ramalanjaona N, Gulberti S, Fournel-Gigleux S, Lopin-Bon C. Synthesis of a library of variously modified 4-methylumbelliferyl xylosides and a structure-activity study of human β4GalT7. Org Biomol Chem. 2017 Nov 22;15(45):9653-9669. doi: 10.1039/c7ob02530k. PubMed PMID: 29116283.

14: Chua JS, Kuberan B. Synthetic Xylosides: Probing the Glycosaminoglycan Biosynthetic Machinery for Biomedical Applications. Acc Chem Res. 2017 Nov 21;50(11):2693-2705. doi: 10.1021/acs.accounts.7b00289. Epub 2017 Oct 23. PubMed PMID: 29058876.

15: Mencio CP, My Tran V, Quintero MV, Koketsu M, Goller F, Kuberan B. Regulation of glycosaminoglycan biogenesis is critical for sensitive-period-dependent vocal ontogeny. Dev Neurobiol. 2017 Dec;77(12):1401-1412. doi: 10.1002/dneu.22547. PubMed PMID: 29055099.

16: Mencio CP, Garud DR, Doi Y, Bi Y, Vankayalapati H, Koketsu M, Kuberan B. Ruthenium(II)- and copper(I)-catalyzed synthesis of click-xylosides and assessment of their glycosaminoglycan priming activity. Bioorg Med Chem Lett. 2017 Nov 15;27(22):5027-5030. doi: 10.1016/j.bmcl.2017.10.004. Epub 2017 Oct 3. PubMed PMID: 29033235.

17: Thorsheim K, Willén D, Tykesson E, Ståhle J, Praly JP, Vidal S, Johnson MT, Widmalm G, Manner S, Ellervik U. Naphthyl Thio- and Carba-xylopyranosides for Exploration of the Active Site of β-1,4-Galactosyltransferase 7 (β4GalT7). Chemistry. 2017 Dec 19;23(71):18057-18065. doi: 10.1002/chem.201704267. Epub 2017 Nov 27. PubMed PMID: 29024190.

18: Gatard S, Plantier-Royon R, Rémond C, Muzard M, Kowandy C, Bouquillon S. Preparation of new β-D-xyloside- and β-D-xylobioside-based ionic liquids through chemical and/or enzymatic reactions. Carbohydr Res. 2017 Nov 8;451:72-80. doi: 10.1016/j.carres.2017.09.012. Epub 2017 Sep 23. PubMed PMID: 28968549.

19: Lu Y, Wu N, Fang Y, Shaheen N, Wei Y. An automatic on-line 2,2-diphenyl-1-picrylhydrazyl-high performance liquid chromatography method for high-throughput screening of antioxidants from natural products. J Chromatogr A. 2017 Oct 27;1521:100-109. doi: 10.1016/j.chroma.2017.09.030. Epub 2017 Sep 14. PubMed PMID: 28939230.

20: Raab S, Yatskayer M, Lynch S, Manco M, Oresajo C. Clinical Evaluation of a Multi-Modal Facial Serum That Addresses Hyaluronic Acid Levels in Skin. J Drugs Dermatol. 2017 Sep 1;16(9):884-890. PubMed PMID: 28915283.