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Volumn 18, Issue 1, 2008, Pages 60-65

Chemical modulators of heat shock protein 70 (Hsp70) by sequential, microwave-accelerated reactions on solid phase

Author keywords

Peptide; Biginelli; Cancer; Chaperone; Dihydropyrimidine; Neurodegenerative disease

Indexed keywords

15 DEOXYSPERGUALIN; ADENOSINE TRIPHOSPHATASE; CHAPERONE; GELDANAMYCIN; HEAT SHOCK PROTEIN 70; HEAT SHOCK PROTEIN 90; MAL 3 101; MAL 3 90; N TETRADECANOYL (4 AMINOMETHYLBENZOYL)ISOLEUCINE; NSC 630668; PROTEIN DNAK; PYRIMIDINE DERIVATIVE; SW 02; TANESPIMYCIN; UNCLASSIFIED DRUG;

EID: 37549046818     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2007.11.027     Document Type: Article
Times cited : (80)

References (38)
  • 26
    • 37549064480 scopus 로고    scopus 로고
    • note
    • Peptide synthesis: To 1 equiv Wang resin, 2 equiv of the Fmoc-β-amino acid, 3 equiv DIC, and 3 equiv HOBt were added. The reaction was performed in DMF (5 mL DMF per 0.25 mmol Wang resin), and the mixture was irradiated with microwaves at 70 °C for 20 min. The resin was washed with 4× 10 mL DMF, followed by incubation with 5 mL of 20% acetic anhydride for 20 min in order to block uncoupled sites before Fmoc deprotection. The resin was washed (4× 10 mL DMF) followed by deprotection of the N-terminus with 20% piperidine in DMF. The coupling efficiency was estimated by transferring approximately 1-2 mg resin into 3 mL of 20% piperidine in DMF in two quartz cuvettes. After 2-3 min of stirring, the absorbance at 290 nm was determined, using 20% piperidine in DMF as a reference. The average coupling efficiency was 80%.
  • 32
    • 37549058152 scopus 로고    scopus 로고
    • note
    • 2O. After 4 h at 60 °C, the mixture was cooled on ice and the solution acidified by adding concentrated HCl dropwise. The white precipitate was filtered, washed with ice-cold water, and dried in air (yield: ∼30%).
  • 33
    • 37549046943 scopus 로고    scopus 로고
    • note
    • 1H NMR: δ 1.09-1.13 (q, 3H), δ 1.43-1.47 (m, 1H), δ 1.57 (m, 1H), δ 1.87-1.97 (m, 2H), δ 2.24 (s, 2H), δ 2.31 (s, 1H), δ 2.33 (d, 2H), δ 2.38-2.40 (t, 2H), δ 3.03-3.08 (m, 1H), δ 3.19-3.32 (m, 3H), δ 3.32-3.34 (t, 2H), δ 3.62 (m, 1H), δ 3.99-4.05 (t, 2H), δ 3.39-4.42 (t, 2H), δ 5.11 (s, 1H), δ 7.14 (d, 1H), δ 7.18 (d, 1H), δ 7.31-7.39 (m, 2H), δ 7.47-7.54 (m, 2H), δ 7.55-7.57 (m, 2H), δ 7.82-7.85 (t, 1H), δ 7.96 (s, 1H), δ 8.00 (s, 1H), δ 8.31 (d, 1H).
  • 36
    • 37549053035 scopus 로고    scopus 로고
    • note
    • The malachite green-based ATPase assay was performed as described in Ref. 35, except that the reactions were performed without GrpE and the incubation time was 4 h.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.