34339-82-7 Usage
Description
3-Deoxy-3-fluoro-D-glucitol, also known as 6-fluoro-D-fructose, is a synthetic sugar alcohol derived from D-glucitol. It is characterized by the replacement of a hydroxyl group with a fluorine atom at the 3-position, which distinguishes it from its natural counterpart. This modification grants it unique properties and potential applications in various fields.
Uses
Used in Pharmaceutical Research:
3-Deoxy-3-fluoro-D-glucitol is used as a substrate analog for studying the binding specificity and catalytic mechanisms of enzymes involved in the sorbitol pathway. This application is crucial for understanding the role of these enzymes in various metabolic processes and their potential as therapeutic targets for diseases related to altered sugar metabolism.
Used in Chemical Synthesis:
Due to its unique structural features, 3-deoxy-3-fluoro-D-glucitol can be employed as an intermediate in the synthesis of various complex organic compounds, including pharmaceuticals, agrochemicals, and other specialty chemicals. Its fluorinated nature may impart specific reactivity or selectivity in chemical reactions, making it a valuable building block in organic synthesis.
Used in Material Science:
The distinct properties of 3-deoxy-3-fluoro-D-glucitol, such as its fluorine substitution, may also find applications in the development of novel materials with tailored properties. For instance, it could be used to create new polymers or coatings with improved chemical resistance, thermal stability, or other desirable characteristics.
Check Digit Verification of cas no
The CAS Registry Mumber 34339-82-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,4,3,3 and 9 respectively; the second part has 2 digits, 8 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 34339-82:
(7*3)+(6*4)+(5*3)+(4*3)+(3*9)+(2*8)+(1*2)=117
117 % 10 = 7
So 34339-82-7 is a valid CAS Registry Number.
InChI:InChI=1/C6H11FO5/c7-5(3(10)1-8)6(12)4(11)2-9/h4-6,8-9,11-12H,1-2H2/t4-,5+,6+/m1/s1
34339-82-7Relevant articles and documents
The use of fluoro- and deoxy-substrate analogs to examine binding specificity and catalysis in the enzymes of the sorbitol pathway
Scott, Mary Ellen,Viola, Ronald E.
, p. 247 - 253 (1998)
The carbohydrate specificity of the two enzymes that catalyze the metabolic interconversions in the sorbitol pathway, aldose reductase and sorbitol dehydrogenase, has been examined through the use of fluoro- and deoxy-substrate analogs. Hydrogen bonding has been shown to be the primary mode of interaction by which these enzymes specifically recognize and bind their respective polyol substrates. Aldose reductase has broad substrate specificity, and all of the fluoro- and deoxysugars that were examined are substrates for this enzyme. Unexpectedly, both 3-fluoro- and 4-fluoro-d-glucose were found to be better substrates, with significantly lower K(m) and higher k(cat)/K(m) values than those of D-glucose. A more discriminating pattern of substrate specificity is observed for sorbitol dehydrogenase. Neither the 2-fluoro nor the 2-deoxy analogs of D-glucitol were found to be substrates or inhibitors, suggesting that the 2-hydroxyl group of sorbitol is a hydrogen bond donor. The 4-fluoro and 4-deoxy analogs are poorer substrates than sorbitol, also implying a binding role for this hydroxyl group. In contrast, both 6-fluoro- and 6-deoxy-D-glucitol are very good substrates for sorbitol dehydrogenase, indicating that the primary hydroxyl group at this position is not involved in substrate recognition by this enzyme. Copyright (C) 1998 Elsevier Science Ltd.
