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1. (Article ID: 3186)
Hua Y, Xiao J, Huangb Y, Dua Y
Synthesis of the pentasaccharide repeating unit of latosillan
Carbohydrate Research 341(2) (2006)
191-197
A pentasaccharide, β-D-Man-(1→2)-[β-D-GlcNAc-(1→4)]-α-L-Rha-(1→4)-α-L-Rha-(1→4)-α-L-Rha-1-OC8H17,representing the repeating unit of latosillan, was convergently synthesized from the building blocks, ethyl 2,3-O-isopropylidene-1-thio-α-L-rhamnopyranoside, 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl trichloroacetimidate, and 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl trichloroacetimidate under standard glycosylation conditions. The target pentasaccharide showed acceptable differentiation-inducing activity on HL-60 cell lines at the dosages of 10-50 microg/mL.
Oligosaccharides, glycosylation, Latosillan, Cell differentiation
NCBI PubMed ID: 16332360Publication DOI: 10.1016/j.carres.2005.11.007Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: duyuguo
mail.rcees.ac.cn
Institutions: State Key Laboratory of Environmental Chemistry and Ecotoxicology, Research Center for Eco-Environmental Sciences, Chinese Academy of Sciences, Beijing 100085, China, Department of Cell Biology, School of Basic Medical Sciences, Peking University, Beijing 100083, China
Methods: NMR, chemical methods
The publication contains the following compound(s):
- Compound ID: 6978
|
b-D-Manp-(1-2)-+
|
b-D-GlcpNAc-(1-4)-a-L-Rhap-(1-4)-a-L-Rhap-(1-4)-a-L-Rhap-(1-1)-Oc |
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Structure type: oligomer
Trivial name: pentasaccharide repeating unit of latosillan
Reference(s) to other database(s): GlycomeDB:
27895
- Compound ID: 6979
|
b-D-GlcpNAc-(1-4)-+
|
-2)-b-D-Manp-(1-2)-a-L-Rhap-(1-4)-a-L-Rhap-(1-4)-a-L-Rhap-(1- |
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Structure type: polymer chemical repeating unit
Trivial name: latosillan
Compound class: EPS
Reference(s) to other database(s): GTC:G68553CX, GlycomeDB:
763
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2. (Article ID: 4311)
Hayakawa Y, Nakagawa M, Seto A, Otake N
The structure of latosillan, a new differentiation Inducer of mouse myeloid leukemia cells (M1)
Agricultural and Biological Chemistry 49(8) (1985)
2443-2446
The structure of latosillan was elucidated by a degradative study and NMR spectral analysis. This revealed that latosillan is a heteroglycan composed of repeating units of the pentasaccharide, →2)-β-d-Man-(1→2)-{β-d-G1CNAC-(1→4)}.-α-l-Rha-(1→4)-α-l-Rha-(1→4)-α-l-Rha-(1→, shown in Fig. 1.
NMR, structure, differentiation, Alcaligenes, Latosillan, leukemia
Publication DOI: 10.1080/00021369.1985.10867075Journal NLM ID: 0370452Publisher: Tokyo: Agricultural Chemical Society Of Japan
Institutions: Institute of Applied Microbiology, The University of Tokyo, Microbiology, Bunkyo-ku, Tokyo 113, Japan
Methods: 13C NMR, 1H NMR, methylation, partial acid hydrolysis, sugar analysis, acid hydrolysis, GPC, GCL
The publication contains the following compound(s):
- Compound ID: 6979
|
b-D-GlcpNAc-(1-4)-+
|
-2)-b-D-Manp-(1-2)-a-L-Rhap-(1-4)-a-L-Rhap-(1-4)-a-L-Rhap-(1- |
Show graphically |
Structure type: polymer chemical repeating unit
Trivial name: latosillan
Compound class: EPS
Reference(s) to other database(s): GTC:G68553CX, GlycomeDB:
763
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