PMID- 9257289
OWN - NLM
STAT- MEDLINE
DCOM- 19970922
LR  - 20131121
IS  - 1023-6597 (Print)
IS  - 1023-6597 (Linking)
VI  - 11
IP  - 1
DP  - 1997
TI  - Reconstitution of the zone-block model of biomembranes. 3. Synthesis and 
      investigation of the structure of phosphatidylcholine analog 
      isobutyl-2-(trimethylammonia)ethyl phosphate in its monohydrate crystals and 
      monohydrate complexes with isobutanol.
PG  - 137-56
AB  - An isobutyl analog of 
      phosphatidylcholine--isobutyl-2-(trimethylammonia)ethyl-phosphate (IPC)--was 
      synthesized to accomplish the physical reconstitution of the zone-block model of 
      biomembranes. X-ray analysis was used to study the IPC monohydrate (IPC.H2O) 
      crystals grown from water or dimethylformamide with 2% water and the IPC.H2O 
      complex with isobutanol (IPC.H2O.IB) formed by IPC crystallization from 
      isobutanol with 0.5% water. The two compounds were shown to belong to the 
      monoclinic syngony (Sp. gr. P2(l)/a): IPC.H2O-a = 11.075(4), b = 9.679(3), c = 
      13.921(5) A; beta = 110.61(4) degrees, Z = 4; IPC.H2O.IB-a = 11.370(6), b = 
      9.397(5), c = 18.12(1) A, beta = 99.42(5) degrees, Z = 4. In IPC.H2O crystals, 
      IPC molecules formed chains due to the system of hydrogen bonds between water 
      molecules and IPC phosphate groups. In turn, ionic bonds between 
      trimethylammonium and phosphate groups of the bipolar heads made these chains to 
      form layers. Another system of ionic bonds (also between -N+(CH3)3 and -O-P = O 
      groups) arranged the layers in a bilayer structure. The bonds were formed between 
      the pairs of molecules oppositely directed and located in neighbouring 
      monolayers. The structure of the bilayer in IPC.H2O.IB crystals was similar. The 
      only difference was the presence of isobutanol molecules between the IPC isobutyl 
      radicals. C-OH groups of isobutanol formed hydrogen bonds with water molecules. 
      However, the interlayer gaps in these two cases differed significantly. In 
      IPC.H2O, the bilayers partially overlapped, whereas in IPC.H2O.IB, they were 
      located at a considerable distance. The structures of the investigated compounds 
      confirm in principle the possibility of the formation of ionic bonds between 
      trimethylammonium and phosphate groups within the bilayer as well as in the 
      interzonal region with apolar radicals that was predicted by the zone-block model 
      of biomembrane. However, the phosphocholine heads were parallel but not 
      perpendicular (as presumed in the model) to the bilayer plane.
FAU - Fundamensky, V S
AU  - Fundamensky VS
AD  - Burevestnik Industrial and Research Centre, St. Petersburg, Russia.
FAU - Bannova, I I
AU  - Bannova II
FAU - Franke, V D
AU  - Franke VD
FAU - Karasev, V A
AU  - Karasev VA
FAU - Korovnikova, N A
AU  - Korovnikova NA
FAU - Luchinin, V V
AU  - Luchinin VV
LA  - eng
PT  - Journal Article
PL  - Switzerland
TA  - Membr Cell Biol
JT  - Membrane & cell biology
JID - 9517472
RN  - 0 (Butanols)
RN  - 0 (Membranes, Artificial)
RN  - 0 (Organophosphorus Compounds)
RN  - 0 (isobutyl-2-(trimethylammonia)ethyl phosphate)
RN  - 059QF0KO0R (Water)
RN  - 56F9Z98TEM (isobutyl alcohol)
SB  - IM
MH  - Butanols/*chemistry
MH  - Crystallization
MH  - Crystallography, X-Ray
MH  - Hydrogen Bonding
MH  - *Membranes, Artificial
MH  - Models, Molecular
MH  - Molecular Conformation
MH  - Organophosphorus Compounds/chemical synthesis/*chemistry
MH  - Water/chemistry
EDAT- 1997/01/01 00:00
MHDA- 1997/01/01 00:01
CRDT- 1997/01/01 00:00
PHST- 1997/01/01 00:00 [pubmed]
PHST- 1997/01/01 00:01 [medline]
PHST- 1997/01/01 00:00 [entrez]
PST - ppublish
SO  - Membr Cell Biol. 1997;11(1):137-56.