38099-82-0 Usage
Description
D-Fructose 1,6-bisphosphate trisodium salt is a biochemical compound derived from fructose, a natural sugar found in fruits and honey. It is characterized by the presence of two phosphate groups at the first and sixth carbon atoms, and it is stabilized as a trisodium salt. D-Fructose 1,6-bisphosphate trisodium salt plays a crucial role in metabolic pathways, particularly in the regulation of glucose metabolism.
Used in Pharmaceutical Industry:
D-Fructose 1,6-bisphosphate trisodium salt is used as a pharmaceutical agent for its potential to reduce ischemia-reperfusion injury in rats. This application is significant as it targets the mitigation of tissue damage that occurs during periods of reduced blood flow followed by the restoration of blood supply, a common issue in various medical conditions and surgical procedures.
Used in Medical Research:
In the field of medical research, D-Fructose 1,6-bisphosphate trisodium salt serves as an important tool in studying the mechanisms of glucose metabolism and its implications in various diseases, including diabetes and cardiovascular conditions. Its role in modulating metabolic pathways makes it a valuable compound for understanding and potentially treating related health issues.
Biochem/physiol Actions
Fructose-1,6-biphosphate (F1,6P) is a glycolytic intermediate produced by the transfer of a phosphate from ATP to fructose-6-phosphate by the enzyme phosphofructokinase. Fructose-1,6-biphosphate, along with fructose-2,6-biphosphate, modulates the activity of phosphofructokinase-1 (PFK-1), the rate-limiting step in glycolysis. During glycolysis, aldolase splits Fructose-1,6-biphosphate into dihydroxacetone phosphate (DHAP) and glyceraldehyde phosphate. Fructose-1,6-biphosphate is also an allosteric activator of the M2 isoform of Pyruvate Kinase (PK-M2), the predominant form of pyruvate kinase in cancer cells.
Purification Methods
Fructose-1,6-diphosphate is best purified via the acid strychnine salt which is stable for several months. To remove the strychnine, dissolve 5g in H2O (150mL), and add 5N NaOH (or KOH to obtain the K salt) to pH 8.3 (phenolphthalein) with vigorous stirring. Remove the precipitate by centrifugation, wash with cold H2O (2x 25mL), extract with CHCl3 until the extract is free of strychnine (ca 8 to 10times, Mandelein spot test). Freeze-dry the aqueous solution to give the Na salt which is hygroscopic. It has been recrystallised from aqueous EtOH as the octahydrate, m 125o, [] D +2.6o (c 1, H2O). A neutral solution of the salt keeps well in a frozen state for over several months. [Neuberg et al. Arch Biochem 3 33 1943, Sable Biochemical Preparations 2 52 1952, Stumpf J Biol Chem 182 261 1950]. The calcium salt can be partially purified by dissolving in ice-cold N HCl (1g per 10mL) and re-precipitating by dropwise addition of 2N NaOH: the precipitate and supernatant are heated on a boiling water bath for a short time, then filtered, and the precipitate is washed with hot water. The magnesium salt can be precipitated from a cold aqueous solution by adding four volumes of EtOH. The tetramethyl ester is an oil with n D 1.4648, [] 18 +20.2 (c 0.4, MeOH). [Schulbach & Rauchenberger Chem Ber 60 1178 1927, Beilstein 1 IV 4424.]
Check Digit Verification of cas no
The CAS Registry Mumber 38099-82-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,8,0,9 and 9 respectively; the second part has 2 digits, 8 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 38099-82:
(7*3)+(6*8)+(5*0)+(4*9)+(3*9)+(2*8)+(1*2)=150
150 % 10 = 0
So 38099-82-0 is a valid CAS Registry Number.
InChI:InChI=1/C6H14O12P2.3Na/c7-3(1-17-19(11,12)13)5(9)6(10)4(8)2-18-20(14,15)16;;;/h3,5-7,9-10H,1-2H2,(H2,11,12,13)(H2,14,15,16);;;/q;3*+1/p-3/rC6H11Na3O12P2/c7-19-22(14,15)17-1-3(10)5(12)6(13)4(11)2-18-23(16,20-8)21-9/h4-6,11-13H,1-2H2,(H,14,15)
