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Volumn 5, Issue 1, 1997, Pages 147-156

Combined Fmoc-Alloc strategy for a general SPPS of phosphoserine peptides; Preparation of phosphorylation-dependent Tau antisera

Author keywords

Alloc; Alzheimer's Disease; Solid phase phosphopeptide synthesis; Tau antisera; Tau phosphopeptide

Indexed keywords

PHOSPHOPEPTIDE; PROTEIN ANTIBODY; TAU PROTEIN; TAU PROTEIN ANTIBODY; UNCLASSIFIED DRUG;

EID: 0031021348     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0968-0896(96)00211-8     Document Type: Conference Paper
Times cited : (13)

References (45)
  • 8
    • 0003423124 scopus 로고
    • Richwood, D.; Hamas, B. D. Eds.; The Practical Approach Series; Information Press Ltd.: Oxford
    • 4. Atherton, E.; Sheppard, R. C. Solid Phase Peptide Synthesis; Richwood, D.; Hamas, B. D. Eds.; The Practical Approach Series; Information Press Ltd.: Oxford, 1989.
    • (1989) Solid Phase Peptide Synthesis
    • Atherton, E.1    Sheppard, R.C.2
  • 9
    • 0011363410 scopus 로고    scopus 로고
    • note
    • 0 catalysed cleavage protocolls. For a recent list of citations see reference 12(b).
  • 10
    • 0028270163 scopus 로고
    • 6. A simple, novel pivaloylchloride-dibenzylphosphite mediated phosphitylation procedure for the synthesis of phosphopeptides has been described as alternative to oxidatively and hydrolytically unstable phosphoramidates: Lüning, B.; Larsson, E. Tetrahedron Lett. 1994, 35, 2737.
    • (1994) Tetrahedron Lett. , vol.35 , pp. 2737
    • Lüning, B.1    Larsson, E.2
  • 17
    • 0025987710 scopus 로고
    • Very recently other Boc-SPPS of serine phosphopetides have appeared
    • 12. (a) Tsukamoto, M.; Kato, R.; Ishguro, K.; Uchida, T.; Sato, K. Tetrahedron Lett. 1991, 32, 7083. Very recently other Boc-SPPS of serine phosphopetides have appeared;
    • (1991) Tetrahedron Lett. , vol.32 , pp. 7083
    • Tsukamoto, M.1    Kato, R.2    Ishguro, K.3    Uchida, T.4    Sato, K.5
  • 21
    • 0028142438 scopus 로고
    • This method is particularly intended for solid phase applications where the allyl azide formed may simply and safely be disposed of in dilute solution. Extreme caution should be exercised in applying the method to standard solution phase chemistry
    • 14. Shapiro, G.; Büchler, D. Tetrahedron Lett. 1994, 35, 5421. This method is particularly intended for solid phase applications where the allyl azide formed may simply and safely be disposed of in dilute solution. Extreme caution should be exercised in applying the method to standard solution phase chemistry.
    • (1994) Tetrahedron Lett. , vol.35 , pp. 5421
    • Shapiro, G.1    Büchler, D.2
  • 22
    • 0011363411 scopus 로고    scopus 로고
    • note
    • 15. Use of either the method described in 3a or 3b resulted in insignificant if any phosphorylation product (1) but a good yield of the unphosphorylated material.
  • 24
    • 0011346965 scopus 로고    scopus 로고
    • note
    • 17. The chromatographic purification of 6 prepared as above is an absolute requirement whereas crude material received from the clean last step as described in ref 9 is of sufficient purity to use directly or convert to the DCHA salt.
  • 26
    • 0011269159 scopus 로고    scopus 로고
    • note
    • 2)-Thr-Glu-Asn-Leu-Lys-His -OH was formed cleanly.
  • 32
    • 0011308587 scopus 로고    scopus 로고
    • note
    • 3a
  • 40
    • 0011307717 scopus 로고    scopus 로고
    • note
    • 30. The major side product depicted in the HPLC profile using compound 4 in reference 28 has been determined to be the corresponding pyrophosphate dimer the phosphopeptide. Wakamiya et al., Poster at the 23rd European Peptide Symposium (not reported in proceedings).
  • 41
    • 0011269882 scopus 로고    scopus 로고
    • note
    • 31. The Roche group has also reported the compatibility of 3 with automated Fmoc synthesis using HBTU. We used the Applied Biosystems ABI430A peptide synthesizer using the Fast-Moc cycles routine which employs HBTU as an activator and large (7X) excesses in the coupling step to achieve more rapid Fmoc synthesis.
  • 42
    • 0011265465 scopus 로고    scopus 로고
    • note
    • 32. Amino acid 3 can be purchased from Novabiochem, Switzerland.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.