A synthetic glycopeptide of human myelin oligodendrocyte glycoprotein to detect antibody responses in multiple sclerosis and other neurological diseases

Bioorganic and Medicinal Chemistry Letters

Volumn 9, Issue 2, 1999, Pages 167-172

  Mazzucco, Silvia ^a   Matà, Sabrina ^a   Vergelli, Marco ^a   Fioresi, Rita ^a   Nardi, Elena ^a   Mazzanti, Benedetta ^a   Chelli, Mario ^a   Lolli, Francesco ^a   Ginanneschi, Mauro ^a   Pinto, Francesco ^a   Massacesi, Luca ^a   Papini, Anna Maria ^a  

^a UNIVERSITY OF FLORENCE   (Italy)

Author keywords

Antibodies; Glycopeptides; MOG; Multiple sclerosis

Indexed keywords

GLYCOPEPTIDE; GLYCOPROTEIN; PEPTIDE ANTIBODY; SYNTHETIC PEPTIDE;

AMYOTROPHIC LATERAL SCLEROSIS; ANTIBODY DETECTION; ANTIBODY RESPONSE; ANTIBODY TITER; ARTICLE; AUTOIMMUNITY; DEMYELINATING DISEASE; ENZYME LINKED IMMUNOSORBENT ASSAY; GUILLAIN BARRE SYNDROME; HUMAN; IMMUNOPATHOGENESIS; MULTIPLE SCLEROSIS; NEUROLOGIC DISEASE; OLIGODENDROGLIA;

EID: 0033579860     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(98)00698-2     Document Type: Article

References (18)

1. Abbreviations used: Ab, antibody; AcOEt, ethyl acetate; Ag, antigen; ALS, amyotrophic lateral sclerosis; CNS, central nervous system; CSF, cerebrospinal-fluid; DCM, dichloromethane; DIPEA N,N- diisopropylethylamine; DMF, N,N-dimethylformamide; EAE, experimental allergic encephalomyelitis; ELISA, enzyme-linked immunosorbent assay; ESI-MS, electrospray ionisation mass spectrometry; FCC, flash column chromatography; Fmoc, (9H-fluoren-9-ylmethoxy)carbonyl; GBS, Guillan-Barré syndrome; Glc, β-D-glucopyranosyl; HATU, N-[(dimethylamino)-1H-1,2,3-triazolo[4,5-b]pyridin-1-ylmethylene]-N- methylmethanaminium hexafluorophosphate N-oxide; HPLC, high performance liquid chromatography; Ig, immunoglobulin; MBP, myelin basic protein; MeOH, methanol; MeONa, sodium methoxide; MOG, myelin oligodendrocyte glycoprotein; MRI, magnetic resonance imaging; MS, multiple sclerosis; Myel./Enc., parainfective and infective myelitis/encephalitis; NBS, normal bovine serum; NMM, N-methylmorpholine; PBS, phosphate-buffered saline; PLP, proteolipid protein; PNS, peripheral nervous system; TBTU, 1-[bis(dimethylamino)methylene]-1H-benzotriazolium 1-tetrafluoroborate 3-oxide; tBu, fert-butyl; TFA, trifluoroacetic acid. Amino acid symbols denote the L-configuration, unless otherwise indicated.
2. Linington, C.; Berger, T.; Perry, L.; Weerth, S.; Hinze-Selch, D.; Zhang, Y.; Lu, H.-C.; Lassmann, H.; Weckerle, H. Eur. J. Immunol. 1993, 23, 1364-1372.
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10. 2, pH = 9.6. The colorimetric reaction was stopped after 30 min adding 50μ1/well of 1 M NaOH and the absorbance measured at 405 nm. The Ab levels in ELISA were expressed as titre, defined as the sample dilution reaching the blank absorbance (mean + 3 SD, corresponding in each plate to values below 0.2 absorbance units).
11. Sera were collected from patients affected by: MS (n = 5, autoimmune demyelinating disease); Myel./Enc. (n = 2, CNS inflammatory disease); ALS (n = 1, not-inflammatory CNS disease); GBS (n = 2, immunemediated inflammatory PNS disease) and normal blood donors (n = 5).
12. 3CN. HPLC-grade solvents were purchased from Carlo Erba (Italy). All other chemicals were commercially pure compounds and were used as received. Characterisation of the products was performed using analytical HPLC, ESI-MS spectrometry (Micromass Model VG Quattro apparatus) and amino acid analysis, that was carried out on a Biotronic LC 6001 apparatus after hydrolysis of peptide samples for 48 h at 110 °C in 6 M HCl containing 2.5% thioglycolic acid. Melting points were determined with a Büchi apparatus and are uncorrected. Final HPLC purity of the peptides was always > 98%. Yields of the purified peptides were calculated as percentage of the theoretical yield, based on the substitution level of the resin.
13. Amino acid analyses with theoretical values in brackets. MOG1: Ala 0.94 (1), Asn 0.89 (1), Arg 1.92 (2), Gly 1.88 (2), Glu 0.89 (1), His 0.95 (1), Leu 0.86 (1), Lys 0.98 (1), Met 0.93 (1), Phe 0.99 (1), Pro 1.82 (2), Ser 1.00 (1), Thr 0.88 (1), Trp 0.91 (1), Val 2.88 (3); MOG2: Ala 0.90 (1), Asn 0.96 (1), Arg 1.90 (2), Gly 1.94 (2), Glu 0.88 (1), His 0.98 (1), Leu 0.84 (1), Lys 0.95 (1), Met 0.89 (1), Phe 0.93 (1), Pro 1.86 (2), Ser 0.90 (1), Thr 0.88 (1), Trp 0.95 (1), Val 2.92 (3); MOG3: Ala 0.89 (1), Arg 1.90 (2), Gly 1.92 (2), Glu 0.87 (1), His 0.98 (1), Leu 0.96 (1), Lys 0.88 (1), Met 0.93 (1), Phe 0.93 (1), Pro 1.80 (2), Ser 2.00 (2), Thr 0.89 (1), Trp 0.96 (1), Val 2.86 (3); MOG4: Ala 0.92 (1), Arg 1.96 (2), Gly 1.93 (2), Glu 0.93 (1), His 0.97 (1), Hyp 0.84 (1), Leu 0.84 (1), Lys 0.95 (1), Met 0.93 (1), Phe 0.99 (1), Pro 1.82 (2), Ser 0.95 (1), Thr 0.86 (1), Trp 0.97 (1), Val 2.91 (3).
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