Click glycosylation of peptides through cysteine propargylation and CuAAC

Bioorganic and Medicinal Chemistry

Volumn 22, Issue 23, 2014, Pages 6672-6683

  Lamandé Langle, Sandrine ^a,b   Collet, Charlotte ^a,b,c   Hensienne, Raphaël ^a,b   Vala, Christine ^a,b   Chrétien, Françoise ^a,b   Chapleur, Yves ^a,b,c   Mohamadi, Amel ^a,d   Lacolley, Patrick ^a,d   Regnault, Véronique ^a,d  

^a UNIVERSITÉ DE LORRAINE   (France)

^b CNRS   (France)

^c UNIVERSITY HOSPITAL OF NANCY   (France)

^d INSERM UMR S 1116 University of Lorraine   (France)

Author keywords

Click chemistry; CuAAC; Glycoconjugate; Peptide; RGD

Indexed keywords

(ARGINYLGLYCYL A ASPARTYL 2 PROPYN 1 YL)CYSTEINE; ARGINYLGLYCYLASPARTYLCYSTEINE [[1 [2 [(6 DEOXY 6 FLUORO ALPHA DEXTRO MANNOPYRANOSYL)OXY]ETHYL] 1H 1,2,3 TRIAZOL 4 YL]METHYL]; ARGINYLGLYCYLASPARTYLCYSTEINE [[1 [2 [(6 DEOXY 6 FLUORO BETA DEXTRO GLUCOPYRANOSYL)OXY]ETHYL] 1H 1,2,3 TRIAZOL 4 YL]METHYL]; ARGINYLGLYCYLASPARTYLCYSTEINE [[1 [2 [(ALPHA DEXTRO MANNOPYRANOSYL)OXY]ETHYL] 1H 1,2,3 TRIAZOL 4 YL]METHYL]; ARGINYLGLYCYLASPARTYLCYSTEINE [[1 [2 [(BETA DEXTRO GALACTOPYRANOSYL)OXY]ETHYL] 1H 1,2,3 TRIAZOL 4 YL]METHYL]; ARGINYLGLYCYLASPARTYLCYSTEINE [[1 [2 [(BETA DEXTRO GLUCOPYRANOSYL)OXY]ETHYL] 1H 1,2,3 TRIAZOL 4 YL]METHYL]; ARGINYLGLYCYLASPARTYLCYSTEINE(PROPARGYL); BIS(ARGINYLGLYCYLASPARTYLCYSTEINE) 6 (6 DEOXY ALPHA DEXTRO TREHALOSE) BIS [[1H 1,2,3 TRIAZOL 4 YL]METHYL]; CARBOXYLIC ACID; CYCLO(ARGINYLGLYCYLASPARTYL DEXTRO PHENYLALANYLCYSTEINE)(PROPARGYL); CYCLO(ARGINYLGLYCYLASPARTYLPHENYLALALNYLCYSTEIN) [[1 [2 [(6 DEOXY 6 FLUORO BETA DEXTRO GLUCOPYRANOSYL)OXY]ETHYL] 1H 1,2,3 TRIAZOL 4 YL]METHYL]; CYSTEINE; CYSTYLGLUTAMYLTRYPTOPHYLALANYLVALYLGLYCYLHISTIDYLLEUCYLMETHIONINAMIDE(PROPARGYL); GAMMA GLUTAMYL [1 [2 [(2,3,4,6 TETRA O ACETYL ALPHA DEXTRO MANNOPYRANOSYL)OXY] ETHYL] 1H 1,2,3 TRIAZOL 4 YL]CYSTEINYLGLYCINE; GAMMA GLUTAMYL [1 [2 [(2,3,4,6 TETRA O ACETYL BETA DEXTRO GALACTOPYRANOSYL)OXY] ETHYL] 1H 1,2,3 TRIAZOL 4 YL]CYSTEINYLGLYCINE; GAMMA GLUTAMYL [1 [2 [(2,3,4,6 TETRA O ACETYL BETA DEXTRO GLUCOPYRANOSYL)OXY] ETHYL] 1H 1,2,3 TRIAZOL 4 YL]CYSTEINYLGLYCINE; GAMMA GLUTAMYL [1 [2 [(6 DEOXY 6 FLUORO ALPHA DEXTRO MANNOPYRANOSYL)OXY] ETHYL] 1H 1,2,3 TRIAZOL 4 YL]CYSTEINYLGLYCINE; GAMMA GLUTAMYL [1 [2 [(ALPHA DEXTRO GALACTOPYRANOSYL)OXY] ETHYL] 1H 1,2,3 TRIAZOL 4 YL]CYSTEINYLGLYCINE; GAMMA GLUTAMYL [1 [2 [(ALPHA DEXTRO GLUCOPYRANOSYL)OXY] ETHYL] 1H 1,2,3 TRIAZOL 4 YL]CYSTEINYLGLYCINE; GAMMA GLUTAMYL [1 [2 [(ALPHA DEXTRO MANNOPYRANOSYL)OXY] ETHYL] 1H 1,2,3 TRIAZOL 4 YL]CYSTEINYLGLYCINE; GAMMA GLUTAMYL [1 [2 [(BETA DEXTRO GLUCOPYRANOSYL)OXY] ETHYL] 1H 1,2,3 TRIAZOL 4 YL]CYSTEINYLGLYCINE; GLYCOPEPTIDE; GUANIDINE; N [(1,1 DIMETHYLETHOXY)CARBONYL] [1 [2 [(2,3,4,6 TETRA O ACETYL BETA DEXTRO GLUCOPYRANOSYL)OXY]ETHYL] 1H 1,2,3 TRIAZOL 4 YL]; PROPARGYL N [(1,1 DIMETHYLETHOXY)CARBONYL]CYSTEINE METHYL ESTER; S PROPARGYLCYSTEINE; UNCLASSIFIED DRUG; [1 [2 [(2,3,4,6 TETRA O ACETYL ALPHA DEXTRO MANNOPYRANOSYL)OXY] ETHYL] 1H 1,2,3 TRIAZOL 4 YL]CYSTEINE; [1 [2 [(2,3,4,6 TETRA O ACETYL BETA DEXTRO GALACTOPYRANOSYL)OXY] ETHYL] 1H 1,2,3 TRIAZOL 4 YL]CYSTEINE; [1 [2 [(2,3,4,6 TETRA O ACETYL BETA DEXTRO GLUCOPYRANOSYL)OXY] ETHYL] 1H 1,2,3 TRIAZOL 4 YL]CYSTEINE; ALKYNE; AZIDE; COPPER; ORGANOMETALLIC COMPOUND; PARGYLINE; PEPTIDE;

AMINO ACID SEQUENCE; ARTICLE; CARBOHYDRATE ANALYSIS; CELL ADHESION; CHEMICAL MODIFICATION; CLICK CHEMISTRY; COPPER CATALYZED AZIDE ALKYNE CYCLOADDITION; CROSS COUPLING REACTION; HUMAN; HUMAN CELL; IC50; IN VITRO STUDY; PEPTIDE ANALYSIS; PLATELET AGGREGATION ASSAY; PROPARGYLATION; PROTEIN DETERMINATION; PROTEIN FUNCTION; PROTEIN GLYCOSYLATION; PROTEIN STRUCTURE; STRUCTURE ACTIVITY RELATION; STRUCTURE ANALYSIS; THROMBOCYTE AGGREGATION; ANALOGS AND DERIVATIVES; CHEMICAL STRUCTURE; CHEMISTRY; CYCLIZATION; DRUG EFFECTS; GLYCOSYLATION; SYNTHESIS;

ALKYNES; AZIDES; CLICK CHEMISTRY; COPPER; CYCLIZATION; CYSTEINE; GLYCOSYLATION; HUMANS; MOLECULAR STRUCTURE; ORGANOMETALLIC COMPOUNDS; PARGYLINE; PEPTIDES; PLATELET AGGREGATION;

EID: 84921979934     PISSN: 09680896     EISSN: 14643391     Source Type: Journal    
DOI: 10.1016/j.bmc.2014.09.056     Document Type: Article

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