Hydrochloric Acid → 5-Bromo-L-tryptophan

HRID 916271노트

반응식

HRID 916271 반응식
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

참가 물질

9

반응물 4

HCID 313Hydrochloric AcidHCID 7673Phenyl IsothiocyanateHCID 131726598HCID 131726598, 화합물HCID 131726599HCID 131726599, 화합물

생성물 2

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

시약·촉매·용매 3

HCID 702Ethanol용매HCID 887Methanol용매HCID 8471Triethylamine용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-af8fa979735d4072a8992c19c8e49354
출처 데이터셋
uspto-grants-2007_09
특허 번호
US07268212B2

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