2-(6-Hydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid → HCID 178418600、化合物

HRID 433845

反応式

HRID 433845 の反応式
CN(C(O[N:9]1N=[N:16][C:11]2[CH:12]=[CH:13][CH:14]=[N:15][C:10]1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C1C=CC([C:47]([OH:49])=[O:48])=C(C2C3C=CC(O)=CC=3OC3C=2C=CC(C=3)=O)C=1.[NH2:50][CH:51]([CH2:55][CH2:56][CH2:57]C)[C:52]([OH:54])=[O:53].C1C([N:65]=C=S)=CC2C(OC3(C4C=CC(O)=CC=4OC4C=C(O)C=CC3=4)C=2C=1)=O.C(O)(C(F)(F)F)=O.C([SiH](C(C)C)C(C)C)(C)C>CN(C=O)C>[NH2:16][C@H:11]([C:47]([OH:49])=[O:48])[CH2:12][CH2:13][CH2:14][NH:15][C:10](=[NH:9])[NH2:50].[NH2:50][C@@H:51]([C:52]([OH:54])=[O:53])[CH2:55][CH2:56][CH2:57][NH:9][C:10](=[NH:15])[NH2:65]

参加物

8

反応物 5

HCID 33832-(6-Hydroxy-3-oxo-3H-xanthen-9-yl)benzoic acidHCID 9475Norleucine, (+-)-HCID 18730Fluorescein 5-isothiocyanateHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 131724268TFA triisopropylsilane

生成物 2

HCID 178418600HCID 178418600、化合物HCID 178512911HCID 178512911、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

General Procedure for Peptide Synthesis. Tat49-57 (RKKRRQRRR; SEQ ID NO:28), truncated and alanine-substituted peptides derived from Tat49-57, Antennapedia43-58 (RQIKIWFQNRRMKWKKK SEQ ID NO:29), and homopolymers of arginine (R5-R9; SEQ ID NOS:1-5) and d-arginine (r5-r9) were prepared with an automated peptide synthesizer (ABI433) using standard solid-phase Fmoc chemistry (35) with HATU as the peptide coupling reagent. The fluorescein moiety was attached via a aminohexanoic acid spacer by treating a resin-bound peptide (1.0 mmol) with fluorescein isothiocyanate (1.0 mmol) and DIBA (5 mmol) in DMF (10 mL) for 12 h. Cleavage from the resin was achieved using 95:5 TFA/triisopropylsilane. Removal of the solvent in vacuo gave a crude oil which was triturated with cold ether. The crude mixture thus obtained was centrifuged, the ether was removed by decantation, and the resulting orange solid was purified by reverse-phase HPLC (H2O/CH3CN in 0.1% TFA). The products were isolated by lyophilization and characterized by electrospray mass spectrometry. Purity of the peptides was >95% as determined by analytical reverse-phase HPLC (H2O/CH3CN in 0.1% TFA).

後処理

  1. customRemoval of the solvent in vacuo
  2. customgave a crude oil which
  3. customwas triturated with cold ether

出典と根拠

ORDレコード
ord-d86d5c8f565348078ee4e4a62dca5eff
出典データセット
uspto-grants-2003_12
特許番号
US06669951B2

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