Endocytic Sorting of Lipid Analogues Differing Solely in the Chemistry of Their Hydrophobic Tails

doi:10.1083/jcb.144.6.1271

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© The Rockefeller University Press, 0021-9525/1999//1271 $5.00
The Journal of Cell Biology, Volume 144, Number 6, , 1999 1271-1284

Regular Articles

Endocytic Sorting of Lipid Analogues Differing Solely in the Chemistry of Their Hydrophobic Tails

Sushmita Mukherjee, Thwe Thwe Soe, and Frederick R. Maxfield

Department of Biochemistry, Weill Medical College of Cornell University, New York 10021

To understand the mechanisms for endocytic sorting of lipids,we investigated the trafficking of three lipid-mimetic dialkylindocarbocyanine(DiI) derivatives, DiIC₁₆(3) (1,1'-dihexadecyl-3,3,3',3'-tetramethylindocarbocyanineperchlorate), DiIC₁₂(3) (1,1'- didodecyl-3,3,3',3'-tetramethylindocarbocyanineperchlorate), and FAST DiI (1,1'-dilinoleyl-3,3,3',3'-tetramethylindocarbocyanineperchlorate), in CHO cells by quantitative fluorescence microscopy.All three DiIs have the same head group, but differ in theiralkyl tail length or unsaturation; these differences are expectedto affect their distribution in membrane domains of varyingfluidity or curvature. All three DiIs initially enter sortingendosomes containing endocytosed transferrin. DiIC₁₆(3), withtwo long 16-carbon saturated tails is then delivered to lateendosomes, whereas FAST DiI, with two cis double bonds in each tail, and DiIC₁₂(3), with saturated but shorter (12-carbon)tails, are mainly found in the endocytic recycling compartment.We also find that DiOC₁₆(3) (3,3'- dihexadecyloxacarbocyanineperchlorate) and FAST DiO (3,3'-dilinoleyloxacarbocyanine perchlorate)behave similarly to their DiI counterparts. Furthermore, whereasa phosphatidylcholine analogue with a BODIPY (4,4-difluoro-4-bora-3a,4a-diaza-s-indacene) fluorophore attached at the end of a 5-carbon acyl chain isdelivered efficiently to the endocytic recycling compartment,a significant fraction of another derivative with BODIPY attachedto a 12-carbon acyl chain entered late endosomes. Our resultsthus suggest that endocytic organelles can sort membrane components efficiently based on their preference for association withdomains of varying characteristics.

Key Words: endocytosis • lipid • dialkylindocarbocyanine • membrane domain • membrane curvature

Abbreviations used in this paper: DiI, dialkylindocarbocyanine; ERC, endocytic recycling compartment; GPI, glycosylphosphatidylinositol; OG, Oregon green–labeled transferrin; Tf, transferrin.

S. Mukherjee acknowledges a postdoctoral fellowship from theNorman and Rosita Winston Foundation for Biomedical Research.The study was supported by grant DK27083 from the NationalInstitutes of Health and by a grant from the Human FrontierScience Program.

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