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MedKoo Cat#: 125181 | Name: 2-fluorofucose

Description:

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

2-fluorofucose is a fucosylation inhibitor.

Chemical Structure

2-fluorofucose
2-fluorofucose
CAS#70763-62-1

Theoretical Analysis

MedKoo Cat#: 125181

Name: 2-fluorofucose

CAS#: 70763-62-1

Chemical Formula: C6H11FO4

Exact Mass: 166.0600

Molecular Weight: 166.15

Elemental Analysis: C, 43.37; H, 6.67; F, 11.43; O, 38.52

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.
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Related CAS #
No Data
Synonym
2-Deoxy-2-fluoro-L-fucose; (2S,3R,4R,5S)-2-fluoro-3,4,5-trihydroxyhexanal; 2-fluorofucose; 70763-62-1; L-Galactose, 2,6-dideoxy-2-fluoro-
IUPAC/Chemical Name
(2S,3R,4R,5S)-2-fluoro-3,4,5-trihydroxyhexanal
InChi Key
SQTFKIKSQNCWGJ-KCDKBNATSA-N
InChi Code
InChI=1S/C6H11FO4/c1-3(9)5(10)6(11)4(7)2-8/h2-6,9-11H,1H3/t3-,4+,5+,6-/m0/s1
SMILES Code
C[C@H](O)[C@@H](O)[C@@H](O)[C@H](F)C=O
Appearance
To be determined
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 166.15 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: Tu M, Fan X, Shi J, Jing S, Xu X, Wang Y. 2-Fluorofucose Attenuates Hydrogen Peroxide-Induced Oxidative Stress in HepG2 Cells via Nrf2/keap1 and NF-κB Signaling Pathways. Life (Basel). 2022 Mar 11;12(3):406. doi: 10.3390/life12030406. PMID: 35330157; PMCID: PMC8950221. 2: Liu Z, Tu M, Shi J, Zhou H, Meng G, Gu J, Wang Y. Inhibition of fucosylation by 2-fluorofucose attenuated acetaminophen-induced liver injury via its anti-inflammation and anti-oxidative stress effects. Front Pharmacol. 2022 Sep 1;13:939317. doi: 10.3389/fphar.2022.939317. PMID: 36120347; PMCID: PMC9475176. 3: Belcher JD, Chen C, Nguyen J, Abdulla F, Nguyen P, Nguyen M, Okeley NM, Benjamin DR, Senter PD, Vercellotti GM. The fucosylation inhibitor, 2-fluorofucose, inhibits vaso-occlusion, leukocyte-endothelium interactions and NF-ĸB activation in transgenic sickle mice. PLoS One. 2015 Feb 23;10(2):e0117772. doi: 10.1371/journal.pone.0117772. PMID: 25706118; PMCID: PMC4338063. 4: Zhou Y, Fukuda T, Hang Q, Hou S, Isaji T, Kameyama A, Gu J. Inhibition of fucosylation by 2-fluorofucose suppresses human liver cancer HepG2 cell proliferation and migration as well as tumor formation. Sci Rep. 2017 Sep 14;7(1):11563. doi: 10.1038/s41598-017-11911-9. PMID: 28912543; PMCID: PMC5599613. 5: Okeley NM, Alley SC, Anderson ME, Boursalian TE, Burke PJ, Emmerton KM, Jeffrey SC, Klussman K, Law CL, Sussman D, Toki BE, Westendorf L, Zeng W, Zhang X, Benjamin DR, Senter PD. Development of orally active inhibitors of protein and cellular fucosylation. Proc Natl Acad Sci U S A. 2013 Apr 2;110(14):5404-9. doi: 10.1073/pnas.1222263110. Epub 2013 Mar 14. PMID: 23493549; PMCID: PMC3619284. 6: Pijnenborg JFA, Visser EA, Noga M, Rossing E, Veizaj R, Lefeber DJ, Büll C, Boltje TJ. Cellular Fucosylation Inhibitors Based on Fluorinated Fucose-1-phosphates*. Chemistry. 2021 Feb 24;27(12):4022-4027. doi: 10.1002/chem.202005359. Epub 2021 Feb 2. PMID: 33336886; PMCID: PMC7986151.