메뉴 건너뛰기




Volumn 80, Issue 2, 1998, Pages 99-108

Glycotargeting: The preparation of glyco-amino acids and derivatives from unprotected reducing sugars

Author keywords

Carbohydrate chemistry; Glyco amino acid; Glycosylamine; Neoglycoconjugate; Targeting

Indexed keywords

ALIPHATIC AMINE; AMINO ACID; AMINO ACID DERIVATIVE; AMINOSUGAR; AMMONIA; AROMATIC AMINE; GLYCOCONJUGATE; GLYCOPEPTIDE; OLIGOSACCHARIDE; SUGAR;

EID: 0032006361     PISSN: 03009084     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0300-9084(98)80016-3     Document Type: Article
Times cited : (64)

References (125)
  • 1
    • 0000708958 scopus 로고
    • Preparation of 1-amino 1-deoxy 2-ketohexose from aldohexoses and alpha amino-acids
    • 1 Abrams A, Lowy PH, Borsook H (1955) Preparation of 1-amino 1-deoxy 2-ketohexose from aldohexoses and alpha amino-acids. J Am Chem Soc 77, 4794-4796
    • (1955) J Am Chem Soc , vol.77 , pp. 4794-4796
    • Abrams, A.1    Lowy, P.H.2    Borsook, H.3
  • 2
    • 0027908707 scopus 로고
    • Klebsiella K43 capsular polysaccharide: Primary structure and depolymerisation by a viral-borne endoglycanase
    • 2 Aereboe M, Parolis H, Parolis LA (1993) Klebsiella K43 capsular polysaccharide: primary structure and depolymerisation by a viral-borne endoglycanase. Carbohydr Res 248, 213-223
    • (1993) Carbohydr Res , vol.248 , pp. 213-223
    • Aereboe, M.1    Parolis, H.2    Parolis, L.A.3
  • 3
    • 84970580958 scopus 로고
    • Chemistry of non-enzymic browning. II. Some crystalline amino-acid-deoxy sugars
    • 3 Amet EFLJ (1957) Chemistry of non-enzymic browning. II. Some crystalline amino-acid-deoxy sugars. Austr J Chem 10, 193-197
    • (1957) Austr J Chem , vol.10 , pp. 193-197
    • Amet, E.F.L.J.1
  • 4
    • 0025085939 scopus 로고
    • A convergent approach to the chemical synthesis of asparagine-linked glycopeptides
    • 4 Anisfeld ST, Lansbury PT (1990) A convergent approach to the chemical synthesis of asparagine-linked glycopeptides. J Org Chem 55, 5560-5562
    • (1990) J Org Chem , vol.55 , pp. 5560-5562
    • Anisfeld, S.T.1    Lansbury, P.T.2
  • 5
    • 0019456134 scopus 로고
    • Preparation, properties, and application of carbohydrate conjugates of proteins and lipids
    • 5 Aplin JD, Wriston JC (1981) Preparation, properties, and application of carbohydrate conjugates of proteins and lipids. Crit Rev Biochem 10, 259-306
    • (1981) Crit Rev Biochem , vol.10 , pp. 259-306
    • Aplin, J.D.1    Wriston, J.C.2
  • 6
    • 0028014422 scopus 로고
    • 9-Fluorenylmethoxycarbonyl (Fmoc)-glycine coupling of saccharide beta-glycosylamines for the fractionation of oligosaccharides and the formation of neoglycoconjugates
    • 6 Arsequell G, Dwek RA, Wong SY (1994) 9-Fluorenylmethoxycarbonyl (Fmoc)-glycine coupling of saccharide beta-glycosylamines for the fractionation of oligosaccharides and the formation of neoglycoconjugates. Anal Biochem 216, 165-170
    • (1994) Anal Biochem , vol.216 , pp. 165-170
    • Arsequell, G.1    Dwek, R.A.2    Wong, S.Y.3
  • 7
    • 0027965708 scopus 로고
    • Galectins: Stucture and functions of a large family of animal lectins
    • 7 Barondes SH, Cooper DNW, Gitt MA, Leffler H (1994) Galectins: stucture and functions of a large family of animal lectins. J Biol Chem 269, 20807-20810
    • (1994) J Biol Chem , vol.269 , pp. 20807-20810
    • Barondes, S.H.1    Cooper, D.N.W.2    Gitt, M.A.3    Leffler, H.4
  • 8
    • 0344534486 scopus 로고
    • Enzymatic cleavage
    • (Verbert A, ed) Harwood Academic Publ
    • 8 Bouquelet S (1995) Enzymatic cleavage. In: Methods on glycoconjugates (Verbert A, ed) Harwood Academic Publ, 51-59
    • (1995) Methods on Glycoconjugates , pp. 51-59
    • Bouquelet, S.1
  • 9
    • 0027461519 scopus 로고
    • Structural determination of the capsular polysaccharide produced by Klebsiella pneumoniae serotype K40, NMR studies of the oligosaccharide obtained upon depolymerisation of the polysaccharide with a bacteriophage-associated endoglycanase
    • 9 Cescutti P, Toffanin R, Kvam BJ, Paoletti S, Dutton GG (1993) Structural determination of the capsular polysaccharide produced by Klebsiella pneumoniae serotype K40, NMR studies of the oligosaccharide obtained upon depolymerisation of the polysaccharide with a bacteriophage-associated endoglycanase. Eur J Biochem 213, 445-453
    • (1993) Eur J Biochem , vol.213 , pp. 445-453
    • Cescutti, P.1    Toffanin, R.2    Kvam, B.J.3    Paoletti, S.4    Dutton, G.G.5
  • 10
    • 0030883428 scopus 로고    scopus 로고
    • Non reductive release of O-linked oligosaccharides from mucin glycoproteins for structure / function assignments as neoglycolipids
    • 10 Chai W, Feizi T, Yuen CT, Lawson AM (1997) Non reductive release of O-linked oligosaccharides from mucin glycoproteins for structure / function assignments as neoglycolipids. Glycobiology 7, 861-872
    • (1997) Glycobiology , vol.7 , pp. 861-872
    • Chai, W.1    Feizi, T.2    Yuen, C.T.3    Lawson, A.M.4
  • 11
    • 0028365876 scopus 로고
    • In vivo targeting function of N-linked oligosaccharides with terminating galactose and N-acetylgalactosamine residues
    • 11 Chiu MH, Tamura T, Wadhwa MS, Rice KG (1994) In vivo targeting function of N-linked oligosaccharides with terminating galactose and N-acetylgalactosamine residues. J Biol Chem 269, 16195-16202
    • (1994) J Biol Chem , vol.269 , pp. 16195-16202
    • Chiu, M.H.1    Tamura, T.2    Wadhwa, M.S.3    Rice, K.G.4
  • 12
    • 0001270462 scopus 로고
    • A practical, convergent method for glycopeptide synthesis
    • 12 Cohen-Anisfeld ST, Lansbury PT (1993) A practical, convergent method for glycopeptide synthesis. J Am Chem Soc 115, 10531-10537
    • (1993) J Am Chem Soc , vol.115 , pp. 10531-10537
    • Cohen-Anisfeld, S.T.1    Lansbury, P.T.2
  • 13
    • 0028111344 scopus 로고
    • The elimination of O-linked glycans from glycoproteins under non-reducing conditions
    • 13 Cooper CA, Packer NH, Redmond JW (1994) The elimination of O-linked glycans from glycoproteins under non-reducing conditions. Glycoconjugate J 11, 163-167
    • (1994) Glycoconjugate J , vol.11 , pp. 163-167
    • Cooper, C.A.1    Packer, N.H.2    Redmond, J.W.3
  • 14
    • 0028005384 scopus 로고
    • Derivatization and purification of bisecting tyrosinamide-oligosaccharides from ovotransferrin
    • 14 Corradi-Da-Silva ML, Tamura T, Rice KG (1994) Derivatization and purification of bisecting tyrosinamide-oligosaccharides from ovotransferrin. Arch Biochem Biophys 315, 460-466
    • (1994) Arch Biochem Biophys , vol.315 , pp. 460-466
    • Corradi-Da-Silva, M.L.1    Tamura, T.2    Rice, K.G.3
  • 15
    • 0030271766 scopus 로고    scopus 로고
    • Carbohydrate recognition systems: Functional triads in cell-cell interactions
    • 15 Crocker PR, Feizi T (1996) Carbohydrate recognition systems: functional triads in cell-cell interactions. Curr Opin Struct Biol 6, 679-691
    • (1996) Curr Opin Struct Biol , vol.6 , pp. 679-691
    • Crocker, P.R.1    Feizi, T.2
  • 17
    • 0028021847 scopus 로고
    • Tyrosine derivatization and preparative purification of the sialyl and asialyl-N-linked oligosaccharides from porcine fibrinogen
    • 17 Da-Silva ML, Tamura T, McBroom T, Rice KG (1994) Tyrosine derivatization and preparative purification of the sialyl and asialyl-N-linked oligosaccharides from porcine fibrinogen. Arch Biochem Biophys 312, 151-157
    • (1994) Arch Biochem Biophys , vol.312 , pp. 151-157
    • Da-Silva, M.L.1    Tamura, T.2    McBroom, T.3    Rice, K.G.4
  • 19
    • 0002405110 scopus 로고
    • Soluble synthetic polymers as potential drug carriers
    • 19 Durican R, Kopecek J (1984) Soluble synthetic polymers as potential drug carriers. Adv Polymer Sci 57, 51-101
    • (1984) Adv Polymer Sci , vol.57 , pp. 51-101
    • Durican, R.1    Kopecek, J.2
  • 20
    • 0001094662 scopus 로고    scopus 로고
    • Glycobiology: Toward understanding the function of sugars
    • 20 Dwek RA (1996) Glycobiology: toward understanding the function of sugars. Chem Rev 96, 683-720
    • (1996) Chem Rev , vol.96 , pp. 683-720
    • Dwek, R.A.1
  • 23
    • 0027365813 scopus 로고
    • Oligosaccharides that mediate mammalian cell-cell adhesion
    • 23 Feizi T (1993) Oligosaccharides that mediate mammalian cell-cell adhesion. Curr Opin Struct Biol 3, 701-710
    • (1993) Curr Opin Struct Biol , vol.3 , pp. 701-710
    • Feizi, T.1
  • 24
    • 0001445461 scopus 로고
    • Mutarotation, hydrolysis and stucture of D-galactosylamines
    • 24 Frush HL, Isbell HS (1951) Mutarotation, hydrolysis and stucture of D-galactosylamines. J Res Nat Bur Stand 47, 239-247
    • (1951) J Res Nat Bur Stand , vol.47 , pp. 239-247
    • Frush, H.L.1    Isbell, H.S.2
  • 27
    • 0000861663 scopus 로고
    • Some biochemically relevant properties of N substituted fructosamines derived from aminoacids and N-arylglucosylamines
    • 27 Gottschalk A (1952) Some biochemically relevant properties of N substituted fructosamines derived from aminoacids and N-arylglucosylamines. Biochem J 52, 455-460
    • (1952) Biochem J , vol.52 , pp. 455-460
    • Gottschalk, A.1
  • 28
    • 0028500630 scopus 로고
    • Structural investigation of the capsalar polysaccharide of Escherichia coli O101: K103: H-using bacteriophage degradation and NMR spectroscopy
    • 28 Grue MR, Parolis H, Parolis LA (1994) Structural investigation of the capsalar polysaccharide of Escherichia coli O101: K103: H-using bacteriophage degradation and NMR spectroscopy. Carbohydr Res 262, 311-322
    • (1994) Carbohydr Res , vol.262 , pp. 311-322
    • Grue, M.R.1    Parolis, H.2    Parolis, L.A.3
  • 29
    • 0029401589 scopus 로고
    • Cell-type specific and ligand specific enhancement of cellular uptake of oligodeoxynucleoside methylphosphonates covalently linked with a neoglycopeptide, YEE (ah-GalNAc)3
    • 29 Hangeland JJ, Levis JT, Lee YC, Ts'o OP (1995) Cell-type specific and ligand specific enhancement of cellular uptake of oligodeoxynucleoside methylphosphonates covalently linked with a neoglycopeptide, YEE (ah-GalNAc)3. Bioconjugate Chem 6, 695-701
    • (1995) Bioconjugate Chem , vol.6 , pp. 695-701
    • Hangeland, J.J.1    Levis, J.T.2    Lee, Y.C.3    Ts'o, O.P.4
  • 30
    • 33947459326 scopus 로고
    • N-Glycosyl derivatives of secondary amines
    • 30 Hodge JE, Rist CE (1952) N-Glycosyl derivatives of secondary amines. J Am Chem Soc 74, 1494-1497
    • (1952) J Am Chem Soc , vol.74 , pp. 1494-1497
    • Hodge, J.E.1    Rist, C.E.2
  • 31
    • 0001294637 scopus 로고
    • Amadori rearrangement under new conditions and its significance for non-enzymatic browning reactions
    • 31 Hodge JE, Rist CE (1953) Amadori rearrangement under new conditions and its significance for non-enzymatic browning reactions. J Am Chem Soc 75, 316-322
    • (1953) J Am Chem Soc , vol.75 , pp. 316-322
    • Hodge, J.E.1    Rist, C.E.2
  • 32
    • 0024399009 scopus 로고
    • Are nuclear lectins and nuclear glycoproteins involved in the modulation of nuclear functions?
    • 32 Hubert J, Sève AP, Facy P, Monsigny M (1989) Are nuclear lectins and nuclear glycoproteins involved in the modulation of nuclear functions? Cell Differ Dev 27, 69-81
    • (1989) Cell Differ Dev , vol.27 , pp. 69-81
    • Hubert, J.1    Sève, A.P.2    Facy, P.3    Monsigny, M.4
  • 33
    • 0000982183 scopus 로고
    • Mechanisms for the mutarotation and hydrolysis of the glycosylamines and the mutarotation of the sugars
    • 33 Isbell HS, Frush HL (1951) Mechanisms for the mutarotation and hydrolysis of the glycosylamines and the mutarotation of the sugars. J Res Nat Bur Stand 46, 132-144
    • (1951) J Res Nat Bur Stand , vol.46 , pp. 132-144
    • Isbell, H.S.1    Frush, H.L.2
  • 34
    • 0001216314 scopus 로고
    • Mutarotation, hydrolysis and rearrangement reactions of glycosylamines
    • 34 Isbell HS, Frush HL (1958) Mutarotation, hydrolysis and rearrangement reactions of glycosylamines. J Org Chem 23, 1309-1319
    • (1958) J Org Chem , vol.23 , pp. 1309-1319
    • Isbell, H.S.1    Frush, H.L.2
  • 36
    • 0027346353 scopus 로고
    • Release of O-linked glycoprotein glycans by endo alfa-N-acetyl galactosaminidase
    • 36 Iwase H, Hotta K (1993) Release of O-linked glycoprotein glycans by endo alfa-N-acetyl galactosaminidase. Methods Mol Biol 14, 151-159
    • (1993) Methods Mol Biol , vol.14 , pp. 151-159
    • Iwase, H.1    Hotta, K.2
  • 37
    • 84963165858 scopus 로고
    • Derivatization procedures for reducing oligosaccharides. Part 3: Preparation of oligosaccharide glycosylamines, and their conversion into oligosaccharide-acrylamide polymers
    • 37 Kallin E, Lönn H, Norberg J, Elofsson M (1989) Derivatization procedures for reducing oligosaccharides. Part 3: Preparation of oligosaccharide glycosylamines, and their conversion into oligosaccharide-acrylamide polymers. J Carbohydr Chem 8, 597-611
    • (1989) J Carbohydr Chem , vol.8 , pp. 597-611
    • Kallin, E.1    Lönn, H.2    Norberg, J.3    Elofsson, M.4
  • 38
    • 0028787845 scopus 로고
    • Microbial recognition of target-cell glycoconjugates
    • 38 Karlsson KA (1995) Microbial recognition of target-cell glycoconjugates Curr Opin Struct Biol 5, 622-635
    • (1995) Curr Opin Struct Biol , vol.5 , pp. 622-635
    • Karlsson, K.A.1
  • 39
    • 0030088053 scopus 로고    scopus 로고
    • Strength in numbers: Non-natural polyvalent carbohydrate derivatives
    • 39 Kiessling LL, Pohl NL (1996) Strength in numbers: non-natural polyvalent carbohydrate derivatives. Chem Biol 3, 71-77
    • (1996) Chem Biol , vol.3 , pp. 71-77
    • Kiessling, L.L.1    Pohl, N.L.2
  • 40
    • 0020023192 scopus 로고
    • Endo-beta-galactosidase from Flavobacterium keratolyticus
    • 40 Kitamikado M, Ito M, Li YT (1982) Endo-beta-galactosidase from Flavobacterium keratolyticus. Methods Enzymol 83, 619-625
    • (1982) Methods Enzymol , vol.83 , pp. 619-625
    • Kitamikado, M.1    Ito, M.2    Li, Y.T.3
  • 42
    • 0017092940 scopus 로고
    • Attachment of thio-glycosides to proteins. Enhancement of liver membrane binding
    • 42 Krantz MJ, Holtzman NA, Stowell CP, Lee YC (1976) Attachment of thio-glycosides to proteins. Enhancement of liver membrane binding. Biochemistry 15, 3963-3970
    • (1976) Biochemistry , vol.15 , pp. 3963-3970
    • Krantz, M.J.1    Holtzman, N.A.2    Stowell, C.P.3    Lee, Y.C.4
  • 43
    • 85190240256 scopus 로고
    • The Amadori rearrangement
    • 43 Kuhn R, Weygand F (1937) The Amadori rearrangement. Ber 70, 769-772
    • (1937) Ber , vol.70 , pp. 769-772
    • Kuhn, R.1    Weygand, F.2
  • 44
    • 0029001510 scopus 로고
    • Selectin-carbohydrate interactions and the initiation of the inflammatory response
    • 44 Lasky LA (1995) Selectin-carbohydrate interactions and the initiation of the inflammatory response. Annu Rev Biochem 64, 113-139
    • (1995) Annu Rev Biochem , vol.64 , pp. 113-139
    • Lasky, L.A.1
  • 45
  • 46
    • 0000752034 scopus 로고
    • Neoglycoconjugates. Part A. Synthesis
    • 238 p
    • 46 Lee YC, Lee RT (1994) Neoglycoconjugates. Part A. Synthesis. Methods Enzymol 242, 238 p
    • (1994) Methods Enzymol , vol.242
    • Lee, Y.C.1    Lee, R.T.2
  • 47
    • 0001286333 scopus 로고
    • Neoglycoconjugates. Part B. Biochemical application
    • 450 p
    • 47 Lee YC, Lee RT (1994) Neoglycoconjugates. Part B. Biochemical application. Methods Enzymol 247, 450 p
    • (1994) Methods Enzymol , vol.247
    • Lee, Y.C.1    Lee, R.T.2
  • 49
    • 0021099058 scopus 로고
    • Binding of synthetic oligosaccharides to the hepatic Gal/GalNAc lectin. Dependence on fine structural features
    • 49 Lee YC, Townsend RR, Hardy MR, Lonngren J, Arnap J, Haraldsson M, Lonn H (1983) Binding of synthetic oligosaccharides to the hepatic Gal/GalNAc lectin. Dependence on fine structural features. J Biol Chem 258, 199-202
    • (1983) J Biol Chem , vol.258 , pp. 199-202
    • Lee, Y.C.1    Townsend, R.R.2    Hardy, M.R.3    Lonngren, J.4    Arnap, J.5    Haraldsson, M.6    Lonn, H.7
  • 51
    • 0024841761 scopus 로고
    • Ceramide glycanase from leech Hirudo medicinalis and earthworm, Lumbricus terrestris
    • 51 Li YT, Li SC (1989) Ceramide glycanase from leech Hirudo medicinalis and earthworm, Lumbricus terrestris. Methods Enzymol 179, 479-496
    • (1989) Methods Enzymol , vol.179 , pp. 479-496
    • Li, Y.T.1    Li, S.C.2
  • 52
    • 0028672649 scopus 로고
    • Ceramide glycanase from the leech Macrobdella decora and oligosaccharide transferring activity
    • 52 Li YT, Li SC (1994) Ceramide glycanase from the leech Macrobdella decora and oligosaccharide transferring activity. Methods Enzymol 242, 146-158
    • (1994) Methods Enzymol , vol.242 , pp. 146-158
    • Li, Y.T.1    Li, S.C.2
  • 55
    • 0027906306 scopus 로고
    • Structure of glycosylamines and diglycosylamines in the arabinose, mannose, and rhamnose series
    • 55 Linek K, Alfoldi J, Defaye J (1993) Structure of glycosylamines and diglycosylamines in the arabinose, mannose, and rhamnose series. Carbohydr Res 247, 329-335
    • (1993) Carbohydr Res , vol.247 , pp. 329-335
    • Linek, K.1    Alfoldi, J.2    Defaye, J.3
  • 56
    • 0000494971 scopus 로고
    • Lectin-carbohydrate interactions
    • 56 Lis H, Sharon N (1991) Lectin-carbohydrate interactions. Curr Opin Struct Biol 1, 741-749
    • (1991) Curr Opin Struct Biol , vol.1 , pp. 741-749
    • Lis, H.1    Sharon, N.2
  • 57
    • 84943861608 scopus 로고
    • Dérivé ammoniacal de la d-glucose
    • 57 Lobry de Bruyn CA (1895) Dérivé ammoniacal de la d-glucose. Rec Trav Chim Pays-Bas 14, 98-105
    • (1895) Rec Trav Chim Pays-Bas , vol.14 , pp. 98-105
    • Lobry De Bruyn, C.A.1
  • 59
    • 84977719838 scopus 로고
    • Dérivés ammoniacaux de la mannose, de la sorbose et de la galactose
    • 59 Lobry de Bruyn CA, Van Leent FH (1896) Dérivés ammoniacaux de la mannose, de la sorbose et de la galactose. Rec Trav Chim Pays-Bas 15, 81-85
    • (1896) Rec Trav Chim Pays-Bas , vol.15 , pp. 81-85
    • Lobry De Bruyn, C.A.1    Van Leent, F.H.2
  • 60
    • 0028830029 scopus 로고
    • Improved synthesis of glycosylamines and a straightforward preparation of N-acylglycosylamines as carbohydrate-based detergents
    • 60 Lubineau A, Augé J, Drouillat B (1995) Improved synthesis of glycosylamines and a straightforward preparation of N-acylglycosylamines as carbohydrate-based detergents. Carbohydr Rex 266, 211-219
    • (1995) Carbohydr Rex , vol.266 , pp. 211-219
    • Lubineau, A.1    Augé, J.2    Drouillat, B.3
  • 61
    • 0017831761 scopus 로고
    • Oligosaccharides from human urine
    • 61 Lumblad A (1978) Oligosaccharides from human urine. Methods Enzymol 50, 226-235
    • (1978) Methods Enzymol , vol.50 , pp. 226-235
    • Lumblad, A.1
  • 62
    • 0024336222 scopus 로고
    • Characterization of glycoproteins and their associated oligosaccharides through the use of endoglycosidases
    • 62 Maley F, Trimble RB, Tarentino AL, Plummer TH Jr (1989) Characterization of glycoproteins and their associated oligosaccharides through the use of endoglycosidases. Anal Biochem 180, 195-204
    • (1989) Anal Biochem , vol.180 , pp. 195-204
    • Maley, F.1    Trimble, R.B.2    Tarentino, A.L.3    Plummer T.H., Jr.4
  • 63
    • 0026465688 scopus 로고
    • 1-N-glycyl beta-oligosaccharide derivatives as stable intermediates for the formation of glycoconjugate probes
    • 63 Manger ID, Rademacher TW, Dwek RA (1992) 1-N-glycyl beta-oligosaccharide derivatives as stable intermediates for the formation of glycoconjugate probes. Biochemistry 31, 10724-10732
    • (1992) Biochemistry , vol.31 , pp. 10724-10732
    • Manger, I.D.1    Rademacher, T.W.2    Dwek, R.A.3
  • 64
    • 0026480762 scopus 로고
    • Synthesis of 1-N-glycyl β-oligosaccharide derivatives. Reactivity of Lens culinaris lectin with a fluorescent labeled streptavidin pseudoglycoprotein and immobilized neoglycolipid
    • 64 Manger ID, Wong SYC, Rademacher TW, Dwek RA (1992) Synthesis of 1-N-glycyl β-oligosaccharide derivatives. Reactivity of Lens culinaris lectin with a fluorescent labeled streptavidin pseudoglycoprotein and immobilized neoglycolipid. Biochemistry 31, 10733-10740
    • (1992) Biochemistry , vol.31 , pp. 10733-10740
    • Manger, I.D.1    Wong, S.Y.C.2    Rademacher, T.W.3    Dwek, R.A.4
  • 65
    • 0010591763 scopus 로고
    • The reaction of 1-fluoro-beta-glucose with amino-acids in aqueous solution
    • 65 Micheel F, Klemer A (1952) The reaction of 1-fluoro-beta-glucose with amino-acids in aqueous solution. Chem Ber 85, 1083-1086
    • (1952) Chem Ber , vol.85 , pp. 1083-1086
    • Micheel, F.1    Klemer, A.2
  • 68
    • 0000051860 scopus 로고
    • Reaction of glucose with some amines
    • 68 Mitts E, Hixon RM (1944) Reaction of glucose with some amines. J Am Chem Soc 66, 483-486
    • (1944) J Am Chem Soc , vol.66 , pp. 483-486
    • Mitts, E.1    Hixon, R.M.2
  • 69
    • 0016987661 scopus 로고
    • Condensation de D-glycosylamines avec des proteines
    • 69 Moczar E, Vass G (1976) Condensation de D-glycosylamines avec des proteines. Carbohydr Res 50, 133-141
    • (1976) Carbohydr Res , vol.50 , pp. 133-141
    • Moczar, E.1    Vass, G.2
  • 70
    • 0028416237 scopus 로고
    • Targeting of drugs to various blood cell types using (neo-)glycoproteins, antibodies and other protein carriers
    • 70 Molema G, Meijer DK (1994) Targeting of drugs to various blood cell types using (neo-)glycoproteins, antibodies and other protein carriers. Adv Drug Delivery Rev 14, 25-50
    • (1994) Adv Drug Delivery Rev , vol.14 , pp. 25-50
    • Molema, G.1    Meijer, D.K.2
  • 71
    • 0010593438 scopus 로고
    • Neoglycoproteins as tools to analyze endogenous lectins and glycoconjugates
    • (Plattner H. ed) CRC Press, Inc, Boca Raton, Florida
    • 71 Monsigny M, Hubert J, Obrénovitch A, Schrével J (1989) Neoglycoproteins as tools to analyze endogenous lectins and glycoconjugates. In: Electron microscopy of subcellular dynamics (Plattner H. ed) CRC Press, Inc, Boca Raton, Florida, 239-263
    • (1989) Electron Microscopy of Subcellular Dynamics , pp. 239-263
    • Monsigny, M.1    Hubert, J.2    Obrénovitch, A.3    Schrével, J.4
  • 72
    • 0020584499 scopus 로고
    • Membrane glycoproteins, glycolipids and membrane lectins as recognition signals in normal and malignant cells
    • 72 Monsigny M, Kieda C, Roche AC (1983) Membrane glycoproteins, glycolipids and membrane lectins as recognition signals in normal and malignant cells. Biol Cell 47, 95-110
    • (1983) Biol Cell , vol.47 , pp. 95-110
    • Monsigny, M.1    Kieda, C.2    Roche, A.C.3
  • 73
    • 0024227154 scopus 로고
    • Characterization and biological implications of membrane lectins in tumor, lymphoid and myeloid cells
    • 73 Monsigny M, Roche AC, Kieda C, Midoux P, Obrénovitch A (1988) Characterization and biological implications of membrane lectins in tumor, lymphoid and myeloid cells. Biochimie 70, 1633-1649
    • (1988) Biochimie , vol.70 , pp. 1633-1649
    • Monsigny, M.1    Roche, A.C.2    Kieda, C.3    Midoux, P.4    Obrénovitch, A.5
  • 75
    • 0028414109 scopus 로고
    • Glycoconjugates as carriers for specific delivery of therapeutic drugs and genes
    • 75 Monsigny M, Roche AC, Midoux P, Mayer R (1994) Glycoconjugates as carriers for specific delivery of therapeutic drugs and genes. Adv Drug Delivery Rev 14, 1-24
    • (1994) Adv Drug Delivery Rev , vol.14 , pp. 1-24
    • Monsigny, M.1    Roche, A.C.2    Midoux, P.3    Mayer, R.4
  • 77
    • 0010629687 scopus 로고
    • Structure of N-acetyl-d-glucosylamine
    • 77 Niemann C, Hays JT (1940) Structure of N-acetyl-d-glucosylamine. J Am Chem Soc 62, 2960-2961
    • (1940) J Am Chem Soc , vol.62 , pp. 2960-2961
    • Niemann, C.1    Hays, J.T.2
  • 78
    • 0030066709 scopus 로고    scopus 로고
    • Enzymatic release of oligosaccharides from glycoproteins for chromatographic and electrophoretic analysis
    • 78 O'Neill RA (1996) Enzymatic release of oligosaccharides from glycoproteins for chromatographic and electrophoretic analysis. J Chromatogr A 720, 201-215
    • (1996) J Chromatogr A , vol.720 , pp. 201-215
    • O'Neill, R.A.1
  • 80
    • 0023161203 scopus 로고
    • Isolation of sialyl oligosaccharides and sialyloligosaccharide phosphates from bovine colostrum and human urine
    • 80 Parkkinen J, Finne J (1987) Isolation of sialyl oligosaccharides and sialyloligosaccharide phosphates from bovine colostrum and human urine. Methods Enzymol 138, 289-300
    • (1987) Methods Enzymol , vol.138 , pp. 289-300
    • Parkkinen, J.1    Finne, J.2
  • 81
    • 0027441378 scopus 로고
    • Use of hydrazine to release in intact and unreduced form both N-and O-linked oligosaccharides from glycoproteins
    • 81 Patel T, Bruce J, Merry A, Bigge C, Wormald M, Jacques A, Parekh R (1993) Use of hydrazine to release in intact and unreduced form both N-and O-linked oligosaccharides from glycoproteins. Biochemistry 32, 679-683
    • (1993) Biochemistry , vol.32 , pp. 679-683
    • Patel, T.1    Bruce, J.2    Merry, A.3    Bigge, C.4    Wormald, M.5    Jacques, A.6    Parekh, R.7
  • 82
    • 0019002284 scopus 로고
    • Synthesis and biological activity of some 1-N-substituted 2-acetamido-2-deoxy beta-D-glucopyranosylamine derivatives and related analogs
    • 82 Paul B, Bernacki RJ, Korytnyk W (1980) Synthesis and biological activity of some 1-N-substituted 2-acetamido-2-deoxy beta-D-glucopyranosylamine derivatives and related analogs. Carbohydr Res 80, 99-115
    • (1980) Carbohydr Res , vol.80 , pp. 99-115
    • Paul, B.1    Bernacki, R.J.2    Korytnyk, W.3
  • 83
    • 0028223310 scopus 로고
    • Gene transfer in vivo: Sustained expression and regulation of genes introduced into liver by receptor-targeted uptake
    • 83 Perales JC, Ferkol T, Beegen H, Ratnoff OD, Hanson RW (1994) Gene transfer in vivo: sustained expression and regulation of genes introduced into liver by receptor-targeted uptake. Proc Natl Acad Sci USA 91, 4086-4090
    • (1994) Proc Natl Acad Sci USA , vol.91 , pp. 4086-4090
    • Perales, J.C.1    Ferkol, T.2    Beegen, H.3    Ratnoff, O.D.4    Hanson, R.W.5
  • 84
    • 0027574907 scopus 로고
    • Synthesis and conformational analysis of N-glycopeptides. II. CD, molecular dynamics, and NMR spectroscopic studies on linear N-glycopeptides
    • 84 Perczel A, Kollat E, Hollosi M, Fasman GD (1993) Synthesis and conformational analysis of N-glycopeptides. II. CD, molecular dynamics, and NMR spectroscopic studies on linear N-glycopeptides. Biopolymers 33, 665-685
    • (1993) Biopolymers , vol.33 , pp. 665-685
    • Perczel, A.1    Kollat, E.2    Hollosi, M.3    Fasman, G.D.4
  • 85
    • 0000781657 scopus 로고
    • Reactions of carbohydrates with nitrogenous substances. I. Mutarotations of some glycosylamines
    • 85 Pigman W, Cleveland EA, Couch DH, Cleveland JH (1951) Reactions of carbohydrates with nitrogenous substances. I. Mutarotations of some glycosylamines. J Am Chem Soc 73, 1976-1979
    • (1951) J Am Chem Soc , vol.73 , pp. 1976-1979
    • Pigman, W.1    Cleveland, E.A.2    Couch, D.H.3    Cleveland, J.H.4
  • 86
    • 0026952599 scopus 로고
    • Gene transfer into hepatocytes using asialoglycoprotein receptor mediated endocytosis of DNA complexed with an artificial tetra-antennary galactose ligand
    • 86 Plank C, Zatloukal K, Gotten M, Mechtler K, Wagner E (1992) Gene transfer into hepatocytes using asialoglycoprotein receptor mediated endocytosis of DNA complexed with an artificial tetra-antennary galactose ligand. Bioconjugate Chem 3, 533-539
    • (1992) Bioconjugate Chem , vol.3 , pp. 533-539
    • Plank, C.1    Zatloukal, K.2    Cotten, M.3    Mechtler, K.4    Wagner, E.5
  • 87
    • 0016197611 scopus 로고
    • Protein-sugar interaction. Association of (B-4) linked N-acetyl-D-glucosamine oligomer derivatives with wheat germ agglutinin (lectin)
    • 87 Privat JP, Delmotte F, Monsigny M (1974) Protein-sugar interaction. Association of (B-4) linked N-acetyl-D-glucosamine oligomer derivatives with wheat germ agglutinin (lectin). FEBS Lett 46, 224-228
    • (1974) FEBS Lett , vol.46 , pp. 224-228
    • Privat, J.P.1    Delmotte, F.2    Monsigny, M.3
  • 89
    • 85008092452 scopus 로고
    • Identification and derivatization of (oligosaccharyl)amines obtained by treatment of asparagine-linked glycopeptides with N-glycanase enzyme
    • 89 Rasmussen JR, Davis J, Risley JM, Van Etten RL (1992) Identification and derivatization of (oligosaccharyl)amines obtained by treatment of asparagine-linked glycopeptides with N-glycanase enzyme. J Am Chem Soc 114, 1124-1126
    • (1992) J Am Chem Soc , vol.114 , pp. 1124-1126
    • Rasmussen, J.R.1    Davis, J.2    Risley, J.M.3    Van Etten, R.L.4
  • 90
    • 0028860560 scopus 로고
    • In vivo targeting function of N-linked oligosaccharides. Pharmacokinetic and biodistribution of N-linked oligosaccharides
    • 90 Rice KG, Chiu MH, Wadhwa MS, Thomas VH, Stubbs HJ (1995) In vivo targeting function of N-linked oligosaccharides. Pharmacokinetic and biodistribution of N-linked oligosaccharides. Adv Exp Med Biol 376, 271-282
    • (1995) Adv Exp Med Biol , vol.376 , pp. 271-282
    • Rice, K.G.1    Chiu, M.H.2    Wadhwa, M.S.3    Thomas, V.H.4    Stubbs, H.J.5
  • 91
    • 0030051705 scopus 로고    scopus 로고
    • Preparative purification of tyrosinamide N-linked oligosaccharides
    • 91 Rice KG, Corradi-Da-Silva ML (1996) Preparative purification of tyrosinamide N-linked oligosaccharides. J Chromatogr A 720, 235-249
    • (1996) J Chromatogr A , vol.720 , pp. 235-249
    • Rice, K.G.1    Corradi-Da-Silva, M.L.2
  • 92
    • 0025254320 scopus 로고
    • Endocytosis mediated by monocyte and macrophage membrane lectins - Application to antiviral drug targeting
    • 92 Roche AC, Midoux P, Pimpaneau V, Nègre E, Mayer R, Monsigny M (1990) Endocytosis mediated by monocyte and macrophage membrane lectins - Application to antiviral drug targeting. Res Virol 141, 243-249
    • (1990) Res Virol , vol.141 , pp. 243-249
    • Roche, A.C.1    Midoux, P.2    Pimpaneau, V.3    Nègre, E.4    Mayer, R.5    Monsigny, M.6
  • 93
    • 0022598225 scopus 로고
    • Macrophage activation by targeted biological response modifiers
    • 93 Roche AC, Monsigny M (1986) Macrophage activation by targeted biological response modifiers. Ann Inst Pasteur Immunol 137C, 223-226
    • (1986) Ann Inst Pasteur Immunol , vol.137 C , pp. 223-226
    • Roche, A.C.1    Monsigny, M.2
  • 95
    • 0030272306 scopus 로고    scopus 로고
    • Syntheses and some applications of chemically defined multivalent glycoconjugates
    • 95 Roy C (1996) Syntheses and some applications of chemically defined multivalent glycoconjugates. Curr Opin Struct Biol 6, 692-702
    • (1996) Curr Opin Struct Biol , vol.6 , pp. 692-702
    • Roy, C.1
  • 97
    • 0019782017 scopus 로고
    • Characterization of asialoglycoprotein receptor in a continuous hepatoma line
    • 97 Schwartz AL, Fridovich SE, Knowles BB, Lodish HF (1981) Characterization of asialoglycoprotein receptor in a continuous hepatoma line. J Biol Chem 256, 8878-8881
    • (1981) J Biol Chem , vol.256 , pp. 8878-8881
    • Schwartz, A.L.1    Fridovich, S.E.2    Knowles, B.B.3    Lodish, H.F.4
  • 99
    • 85030335610 scopus 로고
    • Sur un dérivé de la d-glucosamine
    • 99 Sjollema B (1899) Sur un dérivé de la d-glucosamine. Rec Trav Chim Pays-Bas 18, 292-295
    • (1899) Rec Trav Chim Pays-Bas , vol.18 , pp. 292-295
    • Sjollema, B.1
  • 101
    • 0010555157 scopus 로고
    • N-Glucosides of biological importance; synthesis of lysine glucoside
    • 101 Stepanov AV, Mamaeva VV (1944) N-Glucosides of biological importance; synthesis of lysine glucoside. Biokhimiya 9, 10-13
    • (1944) Biokhimiya , vol.9 , pp. 10-13
    • Stepanov, A.V.1    Mamaeva, V.V.2
  • 102
    • 0030479079 scopus 로고    scopus 로고
    • Enhanced biological activity of antisense oligonucleotides complexed with glycosylated poly-L-lysine
    • 102 Stewart AJ, Pichon C, Meunier L, Midoux P, Monsigny M, Roche AC (1996) Enhanced biological activity of antisense oligonucleotides complexed with glycosylated poly-L-lysine. Mol Pharmacol 50, 1487-1494
    • (1996) Mol Pharmacol , vol.50 , pp. 1487-1494
    • Stewart, A.J.1    Pichon, C.2    Meunier, L.3    Midoux, P.4    Monsigny, M.5    Roche, A.C.6
  • 103
    • 0018886932 scopus 로고
    • Neoglycoproteins. The preparation and application of synthetic glycoproteins
    • 103 Stowell CP, Lee YC (1980) Neoglycoproteins. The preparation and application of synthetic glycoproteins. Adv Carbohyd Chem Biochem 37, 225-281
    • (1980) Adv Carbohyd Chem Biochem , vol.37 , pp. 225-281
    • Stowell, C.P.1    Lee, Y.C.2
  • 104
    • 0002653619 scopus 로고
    • Chemical cleavage of O-and N-glycosidic linkages
    • (Verbert A, ed) Harwood Academic Publ
    • 104 Strecker G (1995) Chemical cleavage of O-and N-glycosidic linkages. In: Methods on glycoconjugates (Verbert A, ed) Harwood Academic Publ, 47-50
    • (1995) Methods on Glycoconjugates , pp. 47-50
    • Strecker, G.1
  • 105
    • 0031149228 scopus 로고    scopus 로고
    • Preparative purification of tetraantennary oligosaccharides from human asialyl orosomucoid
    • 105 Stubbs HJ, Shia MA, Rice KG (1997) Preparative purification of tetraantennary oligosaccharides from human asialyl orosomucoid. Anal Biochem 247, 357-365
    • (1997) Anal Biochem , vol.247 , pp. 357-365
    • Stubbs, H.J.1    Shia, M.A.2    Rice, K.G.3
  • 106
    • 0028299564 scopus 로고
    • Reducing end modification of N-linked oligosaccharide with tyrosine
    • 106 Tamura T, Wadhwa MS, Rice KG (1994) Reducing end modification of N-linked oligosaccharide with tyrosine. Anal Biochem 216, 335-344
    • (1994) Anal Biochem , vol.216 , pp. 335-344
    • Tamura, T.1    Wadhwa, M.S.2    Rice, K.G.3
  • 107
    • 0022003140 scopus 로고
    • Deglycosylation of asparagine-linked glycans by peptide:N-glycosidase F
    • 107 Tarentino AL, Gomez CM, Plummer TH (1985) Deglycosylation of asparagine-linked glycans by peptide:N-glycosidase F. Biochemistry 24, 4665-4671
    • (1985) Biochemistry , vol.24 , pp. 4665-4671
    • Tarentino, A.L.1    Gomez, C.M.2    Plummer, T.H.3
  • 108
    • 0027242168 scopus 로고
    • 2-Iminothiolane: A reagent for the introduction of sulphydryl groups into oligosaccharides derived from asparagine-linked glycans
    • 108 Tarentino AL, Phelan AW, Plummer TH (1993) 2-Iminothiolane: a reagent for the introduction of sulphydryl groups into oligosaccharides derived from asparagine-linked glycans. Glycobiology 3, 279-285
    • (1993) Glycobiology , vol.3 , pp. 279-285
    • Tarentino, A.L.1    Phelan, A.W.2    Plummer, T.H.3
  • 109
    • 0028261414 scopus 로고
    • Enzymatic deglycosylation of asparagine-linked glycans: Purification, properties, and specificity of oligosaccharide-cleaving enzymes from Flavobacterium meningosepticum
    • 109 Tarentino AL, Plummer TH Jr (1994) Enzymatic deglycosylation of asparagine-linked glycans: purification, properties, and specificity of oligosaccharide-cleaving enzymes from Flavobacterium meningosepticum. Methods Enzymol 230, 44-57
    • (1994) Methods Enzymol , vol.230 , pp. 44-57
    • Tarentino, A.L.1    Plummer T.H., Jr.2
  • 110
    • 0028725647 scopus 로고
    • Substrate specificity of Flavobacterium meningosepticum zndo F2 and endo F3: Purity is the name of the game
    • 110 Tarentino AL, Plummer TH Jr (1994) Substrate specificity of Flavobacterium meningosepticum zndo F2 and endo F3: purity is the name of the game [letter]. Glycobiology 4, 771-773
    • (1994) Glycobiology , vol.4 , pp. 771-773
    • Tarentino, A.L.1    Plummer T.H., Jr.2
  • 111
    • 0019463053 scopus 로고
    • Isolation and characterization of a mannose/N-acetylglucosamine/fucose binding protein from rat liver
    • 111 Townsend R, Stahl P (1981) Isolation and characterization of a mannose/N-acetylglucosamine/fucose binding protein from rat liver. Biochem J 194, 209-214
    • (1981) Biochem J , vol.194 , pp. 209-214
    • Townsend, R.1    Stahl, P.2
  • 112
    • 0023161240 scopus 로고
    • Endo-beta-N-acetylglucosaminidase H from Streptomyces plicatus
    • 112 Trimble RB, Trumbly RJ, Maley F (1987) Endo-beta-N-acetylglucosaminidase H from Streptomyces plicatus. Methods Enzymol 138, 763-770
    • (1987) Methods Enzymol , vol.138 , pp. 763-770
    • Trimble, R.B.1    Trumbly, R.J.2    Maley, F.3
  • 113
    • 0027111692 scopus 로고
    • Fmoc protected, glycosylated asparagines potentially useful as reagents in the solid phase synthesis of N-glycopeptides
    • 113 Urge L, Otvos LJR, Lang E, Wroblewski K, Larzko M, Hollosi M (1992) Fmoc protected, glycosylated asparagines potentially useful as reagents in the solid phase synthesis of N-glycopeptides. Carbohydr Res 235, 83-93
    • (1992) Carbohydr Res , vol.235 , pp. 83-93
    • Urge, L.1    Otvos, L.J.R.2    Lang, E.3    Wroblewski, K.4    Larzko, M.5    Hollosi, M.6
  • 114
    • 0027318961 scopus 로고
    • Biological roles of oligosaccharides: All of theories are correct
    • 114 Varki A (1993) Biological roles of oligosaccharides: all of theories are correct. Glycobiology 3, 97-130
    • (1993) Glycobiology , vol.3 , pp. 97-130
    • Varki, A.1
  • 115
    • 0029302620 scopus 로고
    • Strategies for the synthesis and screening of glycoconjugates. 1. A library of glycosylamines
    • 115 Vetter D, Gallop MA (1995) Strategies for the synthesis and screening of glycoconjugates. 1. A library of glycosylamines. Bioconjugate Chem 6, 316-318
    • (1995) Bioconjugate Chem , vol.6 , pp. 316-318
    • Vetter, D.1    Gallop, M.A.2
  • 116
    • 0010627029 scopus 로고
    • The glucosylalkylamines (and other aldoses alkylamines)
    • 116 Votocek E, Valentin F (1934) The glucosylalkylamines (and other aldoses alkylamines). Collect Czech Chem Commun 6, 77-96
    • (1934) Collect Czech Chem Commun , vol.6 , pp. 77-96
    • Votocek, E.1    Valentin, F.2
  • 117
    • 0029294596 scopus 로고
    • Targeted gene delivery with a low molecular weight glycopeptide carrier
    • 117 Wadhwa MS, Knoell DL, Young AP, Rice KG (1995) Targeted gene delivery with a low molecular weight glycopeptide carrier. Bioconjugate Chem 6, 283-291
    • (1995) Bioconjugate Chem , vol.6 , pp. 283-291
    • Wadhwa, M.S.1    Knoell, D.L.2    Young, A.P.3    Rice, K.G.4
  • 118
    • 0029034658 scopus 로고
    • Receptor mediated glycotargeting
    • 118 Wadhwa MS, Rice KG (1995) Receptor mediated glycotargeting. J Drug Target 3, 111-127
    • (1995) J Drug Target , vol.3 , pp. 111-127
    • Wadhwa, M.S.1    Rice, K.G.2
  • 119
    • 85171995772 scopus 로고
    • N-Glycosides. II. Amadori rearrangements
    • 119 Weygand F (1940) N-Glycosides. II. Amadori rearrangements. Ber 73, 1259-1278
    • (1940) Ber , vol.73 , pp. 1259-1278
    • Weygand, F.1
  • 120
    • 0010622856 scopus 로고
    • Chemical interactions of amino compounds and sugars. IV. Significance of furan derivatives in color formation
    • 120 Wolfrom ML, Schuetz RD, Cavalieri LF (1949) Chemical interactions of amino compounds and sugars. IV. Significance of furan derivatives in color formation. J Am Chem Soc 71, 3518-3523
    • (1949) J Am Chem Soc , vol.71 , pp. 3518-3523
    • Wolfrom, M.L.1    Schuetz, R.D.2    Cavalieri, L.F.3
  • 121
    • 0028824693 scopus 로고
    • Neoglycoconjugates and their applications in glycobiology
    • 121 Wong SYC (1995) Neoglycoconjugates and their applications in glycobiology. Curr Opin Struct Biol 5, 599-604
    • (1995) Curr Opin Struct Biol , vol.5 , pp. 599-604
    • Wong, S.Y.C.1
  • 122
    • 0027222172 scopus 로고
    • Synthetic glycosylation of peptides using unprotected saccharide beta-glycosylamines
    • 122 Wong SYC, Guile GR, Rademacher TW, Dwek RA (1993) Synthetic glycosylation of peptides using unprotected saccharide beta-glycosylamines. Glycoconjugate J 10, 227-234
    • (1993) Glycoconjugate J , vol.10 , pp. 227-234
    • Wong, S.Y.C.1    Guile, G.R.2    Rademacher, T.W.3    Dwek, R.A.4
  • 123
    • 0028070703 scopus 로고
    • Microbial endoglycosidases for analyses of oligosaccharide chains in glycoproteins
    • 123 Yamamoto K (1994) Microbial endoglycosidases for analyses of oligosaccharide chains in glycoproteins. J Biochem (Tokyo) 116, 229-235
    • (1994) J Biochem (Tokyo) , vol.116 , pp. 229-235
    • Yamamoto, K.1
  • 124
    • 4243416941 scopus 로고
    • o-Carboxyanilides of the sugars
    • 124 Irvine JC, Hynd A (1911) o-Carboxyanilides of the sugars. J Chem Soc 99, 161-168
    • (1911) J Chem Soc , vol.99 , pp. 161-168
    • Irvine, J.C.1    Hynd, A.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.