Valinomycin Properties, Molecular Formula, Applications - WorldOfChemicals

Valinomycin Properties

Valinomycin

Molecule Structure Image

Description

 

Valinomycin is a dodecadepsipeptide antibiotic. It is obtained from the cells of several Streptomyces strains, among which "S. tsusimaensis" and S. fulvissimus. 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, D-hydroxyvaleric 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" an electrochemical potential gradient. The stability constant K for the potassium-valinomycin complex is 106 and for the sodium-valinomycin complex only 10. This difference is important for maintaining the selectivity of valinomycin for the transport of potassium ions in biological systems. It was recently reported to be the most potent agent against severe acute respiratory-syndrome coronavirus in infected Vero E6 cells. It acts as a nonmetallic isoforming agent in potassium selective electrodes.

Chemical Properties

Appearance White Solid
CAS Number 2001-95-8
Class 6.1
Density 1.06 g/cm3
EINECS Number 217-896-6
IUPAC Name 3,15,27-Trimethyl-6,9,12,18,21,24,30,33,36-nona(propan-2-yl)-1,4,10,16,22,28-hexaoxa-7,13,19,25,31,34-hexaazacyclohexatriacontane-2,5,8,11,14,17,20,23,26,29,32,35-dodecone
InChI 1S/C54H90N6O18/c1-22(2)34-45(63)58-35(23(3)4)50(68)73-31(19)43(61)56-38(26(9)10)53(71)77-41(29(15)16)47(65)59-36(24(5)6)51(69)74-32(20)44(62)57-39(27(11)12)54(72)78-42(30(17)18)48(66)60-37(25(7)8)52(70)75-33(21)49(67)76-40(28(13)14)46(64)55-34/h22-42H,1-21H3,(H,55,64)(H,56,61)(H,57,62)(H,58,63)(H,59,65)(H,60,66)
InChIKey MBXQOFMOLUBOIN-UHFFFAOYSA-N
Main Hazards Neurotoxicant
Melting Point 172°C-177 °C
Molar Mass 1111.32 g/mol
Molecular Formula C54H90N6O18
NFPA 704 H-3,F-1,R-0,C-NA
PG 1
RTECS Number YV9468000
Synonyms 1,7,13,19,25,31-Hexaoxa-4,10,16,22,28,34-hexaazacyclohexatriacontane-2,5,8,11,14,17,20,23,26,29,32,35-dodecone,3,6,9,15,18,21,27,30,33-nonaisopropyl-12,24,36-trimethyl-;Cyclo(D-a-hydroxyisovaleryl-D-valyl-L-lactoyl-L-valyl-D-a-hydroxyisovaleryl-D-valyl-L-lactoyl-L-valyl-D-a-hydroxyisovaleryl-D-valyl-L-lactoyl-L-valyl);NSC 122023;Valinomicin;Valinomycin
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