Glycopeptides, process for their preparation and their use

C - Chemistry – Metallurgy – 07 – K

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C07K 9/00 (2006.01) G01N 33/574 (2006.01)

Patent

CA 1277100

Abstract of the disclosure: Compounds of the general formula I, II or III R1-A1-T-NH-R2-COR3 I R1-A1-T-A2-NH-R2-COR3 II R1-A1-T-A2-A3-T-A4-NH-R2-COR3 III are described, in which R1 is a hydrogen atom, an alkoxycarbonyl or arylalkoxy- carbonyl group conventionally used for protecting amino groups, or CH3-(CH2)m-CO, in which m = 0-16, R2 is -(CH2)n- or -(CHOH)n-, in which n = 1-10, R3 is a hydroxyl group, an O-alkyl or O-arylalkyl pro- tecting group, a group which activates carboxyl groups, a cephalin radical, an amino acid radical of oligopeptides, polypeptides or proteins which carries NH groups, or a carrier, A1, A2, A3 or A4 is a bonding dash or an amino acid radical present in glycophorin A, such as Ala, Val, Leu, Ile, Ser, Pro, Glu or Arg, in which, if appropriate, the reactive groups not forming part of the peptide bond are protected by protecting groups, and the radical T is Image T in which R4 denotes a hydrogen atom or an acyl protecting group, R5 denotes a hydrogen atom, an acyl protecting group or the 2,3,4,6-tetra-O-acetyl-beta-D-galactopyranosyl or beta-D-galactopyranosyl radical, R6 denotes N3, HH2 or NHAc and R7 denotes H or CH3, together with a process for their preparation and their use, bound to a carrier, as artificial antigens, glyco- lipids or immunoadsorbents.

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