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L-Lysine → L-Leucine

HRID 1446968
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HRID 1446968 반응식
N[C@H](C(O)=O)CCCCN.N[C@H](C(O)=O)C.N[C@H](C(O)=O)CCCCN.[NH2:27][C@H:28]([C:36]([OH:38])=[O:37])[CH2:29][C:30]1[CH:35]=CC=C[CH:31]=1.N[C@H](C(O)=O)CCCCN>>[NH2:27][C@H:28]([C:36]([OH:38])=[O:37])[CH2:29][CH:30]([CH3:35])[CH3:31]
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참가 물질

4

반응물 3

HCID 5962L-LysineHCID 168589Alanine--lysine (1/1)2회HCID 22822835Poly(lysine, phenylalanine)

생성물 1

HCID 6106L-Leucine

실험 절차

These compounds were prepared from the corresponding compounds I-III by removal of protecting groups with HBr in acetic acid. The benzyloxycarbonyl and t-butyloxycarbonyl groups were simultaneously removed by treatment with 30% Hbr in acetic acid containing anisol (10%) for 15 minutes at room temperature. Yields were about 90%. The molar ratios of the constituent amino acid residues and electrophoretic migrations relative to lysine were for compounds IV: Ala/Lys=1.05 (calc. 1.00), RLys =0.55, for compound V: Phe/Lys=1.06 (calc. 1.00), RLys =0.46, for compound VI: Ala/Lys=1.98 (calc. 2.00); RLys =0.51. Incubation of each of the compounds IV, V and VI with leucine aminopeptidase (E.C. 3.4.11.1) produced quantitatively ε(2-aminobenzoyl)-L-lysisne, (RLys =0.26) and the other expected product as judged by high voltage paper electrophoresis using authentic markers.

후처리

  1. customThese compounds were prepared from the corresponding compounds
  2. customby removal of protecting groups with HBr in acetic acid
  3. customThe benzyloxycarbonyl and t-butyloxycarbonyl groups were simultaneously removed by treatment with 30% Hbr in acetic acid
  4. additioncontaining anisol (10%) for 15 minutes at room temperature
  5. customYields

출처 및 근거

ORD 기록
ord-230e62eed89648d0b4ad45b9b9050588
출처 데이터셋
uspto-grants-1982_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04314936

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