70763-62-1

Basic information

• Product Name: 2-Deoxy-2-fluoro-L-fucose
• Synonyms: 2-Deoxy-2-fluoro-L-fucose;(3S,4R,5S,6S)-3-Fluoro-6-methyl-tetrahydropyran-2,4,5-triol
• CAS NO: 70763-62-1
• Molecular Formula: C6H11FO4
• Molecular Weight: 166.147
• Product Categories: Pharm intermediate
• Mol File: 70763-62-1.mol
• Article Data: 0

Chemical Properties

• Boiling Point: 386.5°C at 760 mmHg
• Flash Point: 187.6°C
• Appearance: /
• Density: 1.335g/cm³
• Vapor Pressure: 1.44E-07mmHg at 25°C
• Refractive Index: 1.469
• PKA: 12.70±0.20(Predicted)
• CAS DataBase Reference: 2-Deoxy-2-fluoro-L-fucose(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Deoxy-2-fluoro-L-fucose(70763-62-1)
• EPA Substance Registry System: 2-Deoxy-2-fluoro-L-fucose(70763-62-1)

Safety Data

• Hazardous Substances Data: 70763-62-1(Hazardous Substances Data)

Usage

Description

2-Deoxy-2-fluoro-L-fucose is a fluorinated fucose analog, a type of deoxyhexose that is present in many organisms. It plays a significant role in cell signaling, cell-cell interactions, and blood properties. 2-Deoxy-2-fluoro-L-fucose can be metabolized inside the cell to a substrate-based inhibitor of fucosyltransferases, which are enzymes involved in the synthesis of fucosylated glycans. Additionally, it can be converted in vitro to GDP-2-deoxy-2-fluoro L-fucose, a competitive inhibitor of α1,3-fucosyltransferase V.

Uses

Used in Cancer Treatment:
2-Deoxy-2-fluoro-L-fucose is used as a therapeutic agent in the field of cancer treatment. It has been utilized in adoptive cell therapy, a type of treatment that involves the infusion of immune cells, such as T cells, into a patient to help their immune system fight cancer more effectively. 2-Deoxy-2-fluoro-L-fucose's ability to inhibit fucosyltransferases can potentially disrupt the synthesis of fucosylated glycans, which are often overexpressed in cancer cells and contribute to tumor progression and immune evasion.
Used in Pharmaceutical Research:
2-Deoxy-2-fluoro-L-fucose is also used as a valuable compound in pharmaceutical research. Its unique properties as a substrate-based inhibitor of fucosyltransferases make it a promising candidate for the development of novel drugs targeting various diseases, including cancer. Researchers can use this compound to study the role of fucosyltransferases in disease progression and to develop new strategies for inhibiting their activity, potentially leading to the discovery of more effective treatments.
Used in Drug Delivery Systems:
Similar to gallotannin, 2-deoxy-2-fluoro-L-fucose can be incorporated into drug delivery systems to enhance its applications and efficacy against cancer cells. Various organic and metallic nanoparticles can be employed as carriers for the delivery of this compound, aiming to improve its delivery, bioavailability, and therapeutic outcomes. This approach can help overcome limitations associated with the compound's solubility, stability, and targeting capabilities, ultimately leading to more effective cancer treatments.

InChI:InChI=1/C6H11FO4/c1-3(9)5(10)6(11)4(7)2-8/h2-6,9-11H,1H3/t3-,4+,5+,6-/m0/s1

Related news

2-Deoxy-2-fluoro-L-fucose (cas 70763-62-1) and its effect on L-[1-14C] fucose utilization in mammalian cells07/11/2019

Summary2-Deoxy-2-fluoro-L-fucose has been obtained as a chromatographically pure compound from 3,4-O-acetyl-L-fucal and its structure established by NMR measurements. Mouse fibroblasts (TAL/N P and TAL/N B) in culture incorporate L-[1-14C-] fucose into glycoproteins of trypsinates and of cell co...detailed