Hydrochloric Acid → 5-Bromo-L-tryptophan

HRID 916271ノート

反応式

HRID 916271 の反応式
COC1C=C(CNCCCNCCCCNCCCN)C=CC=1O.[Br:25][NH:26][C@H:27]([C:38]([OH:40])=[O:39])[CH2:28][C:29]1[C:37]2[C:32](=[CH:33][CH:34]=[CH:35][CH:36]=2)[NH:31][CH:30]=1.COC1C=C(CNCCCNCCCCNCCCNCC2C=CC(O)=C(OC)C=2)C=CC=1O.[Br:75][NH:76][C@H:77]([C:88]([OH:90])=[O:89])[CH2:78][C:79]1[C:87]2[C:82](=[CH:83][CH:84]=[CH:85][CH:86]=2)[NH:81][CH:80]=1.C1(N=C=S)C=CC=CC=1.Cl>CO.C(N(CC)CC)C.C(O)C>[Br:75][C:35]1[CH:36]=[C:37]2[C:32]([NH:31][CH:30]=[C:29]2[CH2:28][C@@H:27]([C:38]([OH:40])=[O:39])[NH2:26])=[CH:33][CH:34]=1.[Br:25][C:84]1[CH:83]=[C:82]2[C:87](=[CH:86][CH:85]=1)[C:79]([CH2:78][C@@H:77]([C:88]([OH:90])=[O:89])[NH2:76])=[CH:80][NH:81]2

参加物

9

反応物 4

HCID 313Hydrochloric AcidHCID 7673Phenyl IsothiocyanateHCID 131726598HCID 131726598、化合物HCID 131726599HCID 131726599、化合物

生成物 2

HCID 6443295-Bromo-L-tryptophanHCID 98569966-bromo-L-tryptophan

試薬・触媒・溶媒 3

HCID 702Ethanol溶媒HCID 887Methanol溶媒HCID 8471Triethylamine溶媒

実験手順

To 200 nmols of DL-5-bromotryptophan or DL-6-bromotryptophan, 20 μl of ethanol:triethylamine:DW:phenyl isothiocyanate (sigma)=7:1:1:1 was added. The mixture was reacted at room temperature for 20 minutes. After drying, 50 μl of TFA was added thereto. The mixture was reacted at 50° C. for 10 minutes. After during, 50 μl of HCl: methanol=1:1 was added thereto, followed by reacting at 50° C. for 10 minutes. The reaction mixture was purified on reverse phase HPLC to give the PTH derivative of 5-bromotryptophan or 6-bromotryptophan. The final product was identified on a protein sequencer (FIGS. 17 and 18). These PTH derivatives were mixed with 20 amino acid PTH standard (ABI), and a protocol was prepared to separate the derivatives (TABLES 1 and 2). When the endogenous bovine GPR7 ligand was analyzed, the amino acid at the 1-position coincided with the peak of PTH-6-bromotryptophan (FIG. 19).

後処理

  1. customThe mixture was reacted at room temperature for 20 minutes
  2. customAfter drying
  3. addition50 μl of TFA was added
  4. customThe mixture was reacted at 50° C. for 10 minutes
  5. customThe reaction mixture was purified on reverse phase HPLC

出典と根拠

ORDレコード
ord-af8fa979735d4072a8992c19c8e49354
出典データセット
uspto-grants-2007_09
特許番号
US07268212B2

反応ノート

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