RETINYLIDENE SCHIFF-BASES IN PHOSPHATIDYLCHOLINE REVERSE MICELLES - FORMATION, PROTONATION AND STABILITY | Health & Environmental Research Online (HERO)

Health & Environmental Research Online (HERO)

Print Feedback Export to File

This record has one attached file:

Citation
Tags

HERO ID

4868168

Reference Type

Journal Article

Title

RETINYLIDENE SCHIFF-BASES IN PHOSPHATIDYLCHOLINE REVERSE MICELLES - FORMATION, PROTONATION AND STABILITY

Author(s)

Kapil, MM; Singh, AK

Year

1991

Is Peer Reviewed?

Yes

Journal

Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry
ISSN: 0300-9580

Issue

Page Numbers

1785-1789

Language

English

DOI

10.1039/p29910001785

Web of Science Id

WOS:A1991GQ80200025

Abstract

All-trans-N-retinylidene-n-butylamine 3 has been formed in inverted micelles of phosphatidylcholine (PC)-hexane containing varying amounts of water ([H2O]/[PC] = 0-3) and the formation, protonation and stability have been studied. The micelles have been found to catalyse the Schiff-base formation. The Schiff-base was found to be stable in the presence of structured water molecules bonded to the polar head groups of the micelles. A larger water-pool causes the decomposition of the Schiff-base. Schiff-base 3 intercalated in the inverted micelle was found to undergo protonation in the presence of 3-chloropropionic acid, the extent of which depended on the water-pool size. The results are discussed in terms of the formation, protonation and stability of retinylidene Schiff-base chromophores in rhodopsins.