Hydrophobic blue pigment formation from phosphatidylgenipin.
Phosphatidylgenipin, synthesized via the transphosphatidylation reaction of 1,2-dipalmitoyl-3-sn-phosphatidylcholine to genipin by phospholipase D, was found to react with L-phenylalanine in chloroform and gave a clear blue solution. This blue solution was also formed in following organic solvents: ethanol, ethyl acetate, diethyl ether, benzene, and hexane. However, genipin and L-phenylalanine did not give any colored product under the same conditions. The blue pigment resulted from phosphatidylgenipin and L-phenylalanine showed lambda max at 615 nm in chloroform, and had a similar blue color to an aqueous solution of the natural blue pigment "gardenia blue." This is an example for the preparation of a hydrophobic pigment from a phosphatidyl derivative of a water-soluble compound.
Takami
M
M
Central Research Laboratories, Kuraray Co., Ltd., Kurashiki, Japan.
Suzuki
Y
Y
D015060:1,2-Dipalmitoylphosphatidylcholine / Q000378:metabolism; D002725:Chloroform; D057889:Iridoid Glycosides; D039823:Iridoids; D010649:Phenylalanine / Q000378:metabolism; D010739:Phospholipase D / Q000378:metabolism; D010860:Pigments, Biological / Q000378:metabolism*; D010946:Plants, Medicinal; D011714:Pyrans / Q000378:metabolism*; D012995:Solubility; D012996:Solutions; D012997:Solvents; D013053:Spectrophotometry
D057889:Iridoid Glycosides; D039823:Iridoids; D010860:Pigments, Biological; D011714:Pyrans; D012996:Solutions; D012997:Solvents; D015060:1,2-Dipalmitoylphosphatidylcholine; D010649:Phenylalanine; D002725:Chloroform; C007834:genipin; D010739:Phospholipase D