Showing metabocard for CL(10:0/15:0/20:0/27:0) (MMDBc0035590)
Record Information
Version
1.0
Status
Detected and Quantified
Creation Date
2021-11-19 06:19:49 UTC
Update Date
2022-08-31 22:56:44 UTC
MiMeDB ID
MMDBc0035590
Metabolite Identification
Common Name
CL(10:0/15:0/20:0/27:0)
Description
CL(10:0/15:0/20:0/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/20:0/27:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.
