Chemistry: molecular biology and microbiology – Micro-organism – tissue cell culture or enzyme using process... – Preparing compound containing saccharide radical
Patent
1999-01-22
2000-10-17
Prats, Francisco
Chemistry: molecular biology and microbiology
Micro-organism, tissue cell culture or enzyme using process...
Preparing compound containing saccharide radical
435 99, 435100, 435101, 536123, 53612313, 536124, C12P 1926
Patent
active
061329940
DESCRIPTION:
BRIEF SUMMARY
TECHNICAL FIELD
The present invention relates to a novel method for producing an N-acetyllactosamine oligosaccharide and more particularly to a method for producing an N-acetyllactosamine oligosaccharide by enzymatic reaction and chemical reaction from keratan sulfate whose sulfate group content has been adjusted. Also, the present invention relates to a novel method for producing a sulfated N-acetyllactosamine oligosaccharide. Further, the present invention relates to a novel N-acetyllactosamine oligosaccharide.
BACKGROUND ART
Oligosaccharides having an N-acetyllactosamine (LacNAc) structure as their skeleton and derivatives thereof play an important physiological role in vivo as a sugar chain having ability to bind to selectin family compounds. It has been revealed that expression of these sugar chains on cell surfaces participates in specific adhesion between heterogeneous cells, and function activators or inhibitors utilizing these sugar chains are expected to provide useful drugs. That is, sialyl Lewis X (SLe.sup.x), which is a representative compound, and analogues thereof are considered to be useful for alleviating various diseases accompanied with inflammation by blocking selectin molecules to inhibit the adhesion of lymphocytes to endothelial cells. Further, these sugar chains are considered to participate in adhesion of cancer cells to endothelial cells when the cancer cells undergo blood circulatory metastasis or adhesion of microorganisms to target cells when the microorganisms infect to the target cells, and therefore attached importance as a raw material for developing drugs for suppressing these diseases.
The oligosaccharides having an N-acetyllactosamine structure as their skeleton and derivatives thereof are expected to play an important role in the development of novel drugs and in the research of physiological activity in vivo. If there is obtained an N-acetyllactosamine oligosaccharide, which is their basic skeleton, in particular a long chain N-acetyllactosamine oligosaccharide similar to natural-occurring ligand sugar chains of selectin family, it is considered possible to synthesize the ligand sugar chains of selectin family, which occurs in a trace amount in a natural state, by adding properly a sialic acid residue, a fucosyl residue, a sulfate group, ceramide or the like to the N-acetyllactosamine oligosaccharide.
Further, stable supply of N-acetyllactosamine oligosaccharides, in particular long chain N-acetyllactosamine oligosaccharides, is desired. However, oligosaccharides that have N-acetyllactosamine structure as their skeleton exist only in a trace amount in a natural state and it is very difficult to synthesize long chain N-acetyllactosamine oligosaccharides so that a method for producing N-acetyllactosamine oligosaccharides on an industrial scale and at low costs is desired.
Also, sulfated N-acetyllactosamine oligosaccharides, in particular long chain sulfated N-acetyllactosamine oligosaccharides, are useful as intermediates for the synthesis of N-acetyllactosamine oligosaccharides, in particular long chain N-acetyllactosamine oligosaccharides and, hence, it is expected that provision of a method for producing such oligosaccharides will lead to stable supply of N-acetyllactosamine oligosaccharides.
DISCLOSURE OF THE INVENTION
The present invention has been made from the above-described viewpoints, and its object is to provide a novel N-acetyllactosamine oligosaccharide which serves as a raw material for the synthesis of the ligand sugar chains of selectin family, a novel method for producing an N-acetyllactosamine oligosaccharide, and a novel method for producing a sulfated N-acetyllactosamine oligosaccharide.
As a result of intensive investigation by the present inventors with view to achieving the above-described object, it has now been found that an N-acetyllactosamine oligosaccharide (in particular a long chain N-acetyllactosamine oligosaccharide) can be obtained by adjusting the sulfate group content of keratan sulfate having an N-acetyllactosamine structure as
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Tawada Akira
Yoshida Keiichi
Prats Francisco
Seikagaku Corporation
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