Fmoc-Gly-OH → L-Aspartic Acid

HRID 1441194

반응식

HRID 1441194 반응식
[C:1]([N:18](C)[C@H:19]([C:27]([OH:29])=[O:28])[CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)(OCC1C2C(=CC=CC=2)C2C1=CC=CC=2)=O.[NH:31](C(OCC1C2C(=CC=CC=2)C2C1=CC=CC=2)=O)[C@H:32]([C:41]([OH:43])=[O:42])[CH2:33][C:34](=[O:40])[O:35]C(C)(C)C.N(C(OCC1C2C(=CC=CC=2)C2C1=CC=CC=2)=O)[C@H](C(O)=O)CCCC.[NH:87](C(OCC1C2C(=CC=CC=2)C2C1=CC=CC=2)=O)[C@H:88]([C:99]([OH:101])=[O:100])[CH2:89][C:90]1[C:98]2[C:93](=[CH:94][CH:95]=[CH:96][CH:97]=2)[NH:92][CH:91]=1.N(C(OCC1C2C(=CC=CC=2)C2C1=CC=CC=2)=O)CC(O)=O.N(C(OCC1C2C(=CC=CC=2)C2C1=CC=CC=2)=O)[C@H](C(O)=O)CCCCNC(OC(C)(C)C)=O>>[NH2:31][C@H:32]([C:41]([OH:43])=[O:42])[CH2:33][C:34](=[O:35])[OH:40].[NH:18]([CH3:1])[C@H:19]([C:27]([OH:29])=[O:28])[CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.[NH2:18][C@H:19]([C:27]([OH:29])=[O:28])[CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.[NH2:87][C@H:88]([C:99]([OH:101])=[O:100])[CH2:89][C:90]1[C:98]2[C:93](=[CH:94][CH:95]=[CH:96][CH:97]=2)[NH:92][CH:91]=1

참가 물질

10

반응물 6

HCID 93124Fmoc-Gly-OHHCID 978343Fmoc-L-tryptophanHCID 978356(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-phenylpropanoic acidHCID 2724628Fmoc-Lys(Boc)-OHHCID 2724635Fmoc-L-Asp(OtBu)-OHHCID 7009636(2S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)hexanoic acid

생성물 4

HCID 5960L-Aspartic AcidHCID 6140L-PhenylalanineHCID 6305L-TryptophanHCID 6951135N-Methylphenylalanine

실험 절차

Following the procedure of Table 2, Fmoc-MePhe-OH, Fmoc-Asp(OtBu)-OH, Fmoc-Ahx-OH, Fmoc-Trp-OH, Fmoc-Gly-OH, Fmoc-Lys(Boc)-OH and Hpa-OSu were sequentially coupled to the Rink amide resin. Following removal of the peptide from the resin using standard procedures the 2-methylphenylacetamide group was added to the ε-amino of Lys using o-tolylisocyanate. Amino Acid analysis following acid decomposition gave Asp 1.01 (1), Gly 1.03 (1), MePhe 0.98 (1), Lys 0.94 (1), Ahx 1.04 (1), Trp 0.96 (1). MS (FAB): m/e 1046 (M-H)+.

후처리

  1. customremoval of the peptide from the resin
  2. additionwas added to the ε-amino of Lys

출처 및 근거

ORD 기록
ord-889b22e9d42f406aa9988298f046f9c0
출처 데이터셋
uspto-grants-1996_03
특허 번호
US05502164

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