69772-54-9 Usage
Description
Pyochelin is a thiazolidine-based siderophore produced by Pseudomonas aeruginosa through the condensation of salicylic acid and two molecules of cysteine, resulting in a mixture of two diastereoisomers, pyochelin I (major) and pyochelin II (minor). It plays a crucial role in iron chelation, which is essential for the growth and survival of the bacteria.
Uses
Used in Pharmaceutical Applications:
Pyochelin is used as an iron-chelating growth promoter for Pseudomonas aeruginosa, facilitating the bacteria's ability to acquire iron from the environment, which is vital for their growth and survival.
Used in Research and Development:
Pyochelin is used as a research tool in the study of bacterial iron acquisition mechanisms, siderophore production, and the development of novel antimicrobial strategies targeting bacterial iron uptake systems.
Used in Microbiology:
Pyochelin is utilized in microbiological research to understand the role of siderophores in bacterial pathogenesis and their potential as targets for new therapeutic interventions against bacterial infections.
Used in Chemical Synthesis:
Pyochelin serves as a starting material or a structural template for the synthesis of novel siderophore-based compounds with potential applications in various fields, including medicine, agriculture, and environmental science.
Check Digit Verification of cas no
The CAS Registry Mumber 69772-54-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,9,7,7 and 2 respectively; the second part has 2 digits, 5 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 69772-54:
(7*6)+(6*9)+(5*7)+(4*7)+(3*2)+(2*5)+(1*4)=179
179 % 10 = 9
So 69772-54-9 is a valid CAS Registry Number.
InChI:InChI=1/C14H16N2O3S2/c1-16-10(14(18)19)7-21-13(16)9-6-20-12(15-9)8-4-2-3-5-11(8)17/h2-5,9-10,13,15H,6-7H2,1H3,(H,18,19)/b12-8+/t9-,10+,13?/m1/s1
69772-54-9Relevant articles and documents
Bacterial siderophores: Synthesis and biological activities of novel pyochelin analogues
Zamri,Schalk,Pattus,Abdallah
, p. 1147 - 1150 (2007/10/03)
The synthesis and biological activities of four pyochelin analogues substituted in different parts of the molecule are reported: 5-NHBoc-pyochelin, 3″N-Boc-pyochelin, 3″-nor-NH-pyochelin and neopyochelin II, the enantiomer of natural pyochelin. All these
An improved stereocontrolled synthesis of pyochelin, siderophore of Pseudomonas aeruginosa and Burkholderia cepacia
Zamri, Adel,Abdallah, Mohamed A.
, p. 249 - 256 (2007/10/03)
A considerably improved stereocontrolled synthesis of pyochelin, a hydroxyphenylthiazolinylthiazolidine type of siderophore common to most strains of Pseudomonas aeruginosa and Burkholderia cepacia is described. 2'- (2-Hydroxyphenyl)-2'-thiazoline-4'-carboxaldehyde, a key molecule involved in this synthesis has been prepared by reduction of 2'-(2-hydroxyphenyl)-2'- thiazoline-4'-(N-methoxy,N-methyl) carboxamide with lithium aluminium hydride. The aldehyde was further coupled with (R)-N-methylcysteine to yield pyochelin. Under the conditions reported, epimerization at the C-4' center was considerably diminished.
