144-16-1 Usage
Description
5-oxo-1,3-dioxolan-4-ylidenedi(acetic acid) is an organic compound characterized by its unique chemical structure, which features a 5-oxo-1,3-dioxolan-4-ylidenedi group attached to an acetic acid moiety. This molecule is known for its potential applications in various fields due to its versatile chemical properties.
Uses
Used in Pharmaceutical Industry:
5-oxo-1,3-dioxolan-4-ylidenedi(acetic acid) is used as a reagent for the synthesis of vibrioferrin, a siderophore. Siderophores are compounds that have a high affinity for iron and are used by bacteria to acquire this essential nutrient. The synthesis of vibrioferrin can be crucial in understanding bacterial iron uptake mechanisms and potentially developing new antimicrobial strategies.
Additionally, 5-oxo-1,3-dioxolan-4-ylidenedi(acetic acid) serves as a building block for the creation of lipophilic isosteres of nucleoside triphosphates (NTPs). These isosteres are potential inhibitors of HIV reverse transcriptase, an enzyme that plays a critical role in the replication of the HIV virus. By inhibiting this enzyme, the replication of the virus can be halted, offering a potential therapeutic approach to combat HIV infection.
Check Digit Verification of cas no
The CAS Registry Mumber 144-16-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,4 and 4 respectively; the second part has 2 digits, 1 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 144-16:
(5*1)+(4*4)+(3*4)+(2*1)+(1*6)=41
41 % 10 = 1
So 144-16-1 is a valid CAS Registry Number.
InChI:InChI=1/C7H8O7/c8-4(9)1-7(2-5(10)11)6(12)13-3-14-7/h1-3H2,(H,8,9)(H,10,11)
144-16-1Relevant articles and documents
An improved synthesis of trisodium (U)-homocitrate from citric acid
Prokop,Milewska
experimental part, p. 1317 - 1322 (2010/07/05)
A method of synthesis of trisodium (R)-homocitrate starting from citric acid is reported. The procedure affords the final product of high optical purity with satisfactory yield.
Synthesis and siderophore activity of vibrioferrin and one of its diastereomeric isomers
Takeuchi, Yasuo,Nagao, Yoshiyuki,Toma, Kyoko,Yoshikawa, Yumiko,Akiyama, Teruaki,Nishioka, Hiromi,Abe, Hitoshi,Harayama, Takashi,Yamamoto, Shigeo
, p. 1284 - 1287 (2007/10/03)
Total synthesis of vibrioferrin (1), a siderophore, was achieved via a chiral dibenzyl citrate obtained by optical resolution. The citrate moiety of vibrioferrin was determined to have the R configuration and one of the diastereomeric isomers (1b) of 1 did not exhibit siderophore activity.
The design and synthesis of nucleoside triphosphate isosteres as potential inhibitors of HIV reverse transcriptase
Weaver, Richard,Gilbert, Ian H.
, p. 5537 - 5562 (2007/10/03)
We describe the synthesis of a variety of lipophilic isosteres of nucleoside triphosphates as potential anti-HIV agents. The citrate molecule proved to be a good mimic of triphosphate by modelling in terms of charge and spatial distribution. Several lipophile derivatives of citrate were conjugated to the precedented anti-HIV nucleoside d4T via ester and amide linkages. A novel synthesis of 5'-amino-d4T is included. Intramolecular rearrangement of several amide-linked isosteres are also reported, along with an alternative synthetic strategy to the desired amide-linked isosteres.