CSIR Central

Glycerol backbone conformation in phosphatidylcholines is primarily determined by the intramolecular stacking of the vicinally arranged acyl chains.

IR@IMTECH: CSIR-Institute of Microbial Technology, Chandigarh

View Archive Info
 
 
Field Value
 
Title Glycerol backbone conformation in phosphatidylcholines is primarily determined by the intramolecular stacking of the vicinally arranged acyl chains.
 
Creator Arora, A
Gupta, C M
 
Subject QD Chemistry
 
Description To analyse the effect of the altered glycerol backbone structure on the glycerophospholipid conformation, we have replaced the glycerol moiety by the rac-1,2,4-butanetriol residue in 1,2-diacyl-sn-glycero-3-phosphocholines (PC), and then analysed the resulting 1,2-dialkanoyloxy-rac-but-4-yl-[2-(trimethylammonium)ethyl] phosphates (1,2-bPC) and 1,3-dial-kanoyloxy-rac-but-4-yl-[2-(trimethylammonium)ethyl] phosphates (1,3-bPC) by high-resolution 1H- and 13C-NMR spectroscopy in both CDCI3 and D2O. The preferred conformation about the C1-C2 glycerol bond in PC was almost completely preserved in 1,2-bPC, but it was completely random in case of 1,3-bPC. Out of the three C-C bonds present in the butanetriol backbone of 1,3-bPC, only the C2-C3 bond experienced a restricted rotation. However, the conformational preference about this bond was virtually similar to that observed for the C1-C2 bond in PC. These results clearly demonstrate that the preferred conformation of the glycerol backbone is determined primarily by the intramolecular acyl chain stacking which essentially requires a vicinal arrangement of the acyl chains in glycerophospholipids.
 
Publisher Elsevier Science
 
Date 1997-02-21
 
Type Article
PeerReviewed
 
Format application/pdf
 
Identifier http://crdd.osdd.net/open/372/1/Guptacm1997.1.pdf
Arora, A and Gupta, C M (1997) Glycerol backbone conformation in phosphatidylcholines is primarily determined by the intramolecular stacking of the vicinally arranged acyl chains. Biochimica et biophysica acta, 1324 (1). pp. 47-60. ISSN 0006-3002
 
Relation http://www.sciencedirect.com/science/article/pii/S0005273697856982
http://crdd.osdd.net/open/372/