| Valinomycin is a naturally occurring dodecadepsipeptide used in the transport of potassium and as an antibiotic. Valinomycin is obtained from the cells of several Streptomyces species, S. fulvissimus being a notable one.
It is a member of the group of natural neutral ionophores because it does not have a residual charge. It consists of enantiomers D- and L-valine (Val), D-alpha-hydroxyisovaleric acid, and L-lactic acid. Structures are alternately bound via amide and ester bridges. Valinomycin is highly selective for potassium ions over sodium ions within the cell membrane. It functions as a potassium-specific transporter and facilitates the movement of potassium ions through lipid membranes "down" the electrochemical potential gradient. The stability constant K for the potassium-valinomycin complex is nearly 100,000 times larger than that of the sodium-valinomycin complex.
This difference is important for maintaining the selectivity of valinomycin for the transport of potassium ions (and not sodium ions) in biological systems.
It is classified as an extremely hazardous substance in the United States as defined in Section 302 of the U.S. Emergency Planning and Community Right-to-Know Act (42 U.S.C. 11002), and is subject to strict reporting requirements by facilities which produce, store, or use it in significant quantities. |
|
Read full article at Wikipedia
|
InChI=1S/C43H67N15O12S2/c1- 3-21(2)34-41(69)53-26(12-13-31(45)60)37(65)55-28(17-32(46)61)38(66)56-29(20-72-71-19-24(44)35(63)54-27(39(67)57-34)16-22-8-10-23(59)11-9-22)42(70)58-15-5-7-30(58)40(68)52-25(6-4-14-50-43(48)49)36(64)51-18-33(47)62/h8-11,21,24-30,34,59H,3-7,12-20,44H2,1-2H3,(H2,45,60)(H2,46,61)(H2,47,62)(H,51,64)(H,52,68)(H,53,69)(H,54,63)(H,55,65)(H,56,66)(H,57,67)(H4,48,49,50)/t21-,24-,25-,26-,27-,28-,29-,30-,34-/m0/s1 |
| OXDZADMCOWPSOC-BQGUCLBMSA-N |
| [H][C@]1(CCCN1C(=O)[C@@H]1CSSC[C@H](N)C(=O)N[C@@H](CC2=CC=C(O)C=C2)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC(N)=O)C(=O)N1)C(=O)N[C@@H](CCCNC(N)=N)C(=O)NCC(N)=O |
|
|
Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
|
|
|
animal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in animals that include diverse creatures from sponges, insects to mammals.
hormone
Originally referring to an endogenous compound that is formed in specialized organ or group of cells and carried to another organ or group of cells, in the same organism, upon which it has a specific regulatory function, the term is now commonly used to include non-endogenous, semi-synthetic and fully synthetic analogues of such compounds.
(via peptide hormone )
|
|
View more via ChEBI Ontology
|
1-{[(4R,7S,10S,13S,16S,19R)-19-amino-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13-[(2S)-butan-2-yl]-16-(4-hydroxybenzyl)-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosan-4-yl]carbonyl}-L-prolyl-L-arginylglycinamide
|
|
argiprestocin
|
WHO MedNet
|
argiprestocina
|
WHO MedNet
|
argiprestocine
|
WHO MedNet
|
argiprestocinum
|
WHO MedNet
|
|
8-Arg-vasotocin
|
ChemIDplus
|
|
[8-arginine]-oxytocin
|
ChEBI
|
|
Arg-vasotocin
|
ChemIDplus
|
|
arginine vasotocin
|
ChEBI
|
|
AVT
|
ChEBI
|
|
113-80-4
|
CAS Registry Number
|
ChemIDplus
|
|
4902334
|
Reaxys Registry Number
|
Reaxys
|
|
23955310
|
PubMed citation
|
Europe PMC
|
|
24405471
|
PubMed citation
|
Europe PMC
|
|
24662391
|
PubMed citation
|
Europe PMC
|
|
25997523
|
PubMed citation
|
Europe PMC
|
|
26739197
|
PubMed citation
|
Europe PMC
|
|
27570059
|
PubMed citation
|
Europe PMC
|
|
28824546
|
PubMed citation
|
Europe PMC
|
|
28992226
|
PubMed citation
|
Europe PMC
|
|
29404822
|
PubMed citation
|
Europe PMC
|
|
30916577
|
PubMed citation
|
Europe PMC
|
|
30949066
|
PubMed citation
|
Europe PMC
|
|
31089809
|
PubMed citation
|
Europe PMC
|
|
31121165
|
PubMed citation
|
Europe PMC
|
|
31279654
|
PubMed citation
|
Europe PMC
|
|
32220049
|
PubMed citation
|
Europe PMC
|
|
32439348
|
PubMed citation
|
Europe PMC
|
|
32706120
|
PubMed citation
|
Europe PMC
|
|
