L-Tyrosine → Ninhydrin

HRID 353032

반응식

HRID 353032 반응식
[CH3:1][C:2]1[CH:7]=CC(C(N)C2C=CC=CC=2)=CC=1.C=CC1C=CC=CC=1.C=CC1C=CC(C=C)=CC=1.Cl.N[C@H:36]([C:44]([OH:46])=[O:45])[CH2:37][CH2:38][CH2:39]NC(=N)N.N[C@H](C(O)=O)C[C:50](=[O:52])N.N[C@H](C(O)=O)CC1C=CC([OH:65])=CC=1>>[CH:2]1[CH:7]=[C:37]2[C:36]([C:44]([OH:46])([OH:45])[C:50](=[O:52])[C:38]2=[CH:39][CH:1]=1)=[O:65]

참가 물질

5

반응물 4

HCID 6057L-TyrosineHCID 6267(-)-AsparagineHCID 71310119MBHA resinHCID 178418600HCID 178418600, 화합물

생성물 1

HCID 10236Ninhydrin

실험 절차

The machine-assisted assembly of the peptide LRRASGLIYNNPLMAR-amide (SEQ ID NO:24) was performed according to the in situ neutralization methods of Schnolzer and Kent (9) on a 0.25 mmol scale using MBHA resin and 2.2 mmol N-α-Boc amino acids. The following side chain protecting groups were used: Arg, tosyl; Asn, xanthyl; Ser, benzyl(Bzl); Tyr, bromobenzyloxycarbonyl(BrZ). Resin samples were collected at each step in the synthesis and each sample was individually subjected to the quantitative ninhydrin reaction. These samples were then pooled and the Boc groups removed in neat TFA. Cleavage of the peptide fragments from the resin was performed by treatment with HF-10% p-cresol (OC, 1 hour). The resulting crude peptide products were precipitated and washed with ether, dissolved in 50% acetic acid, diluted with water and lyophillized. The mass spectrum of the mixture is shown in FIG. 15.

후처리

  1. customResin samples were collected at each step in the synthesis
  2. customeach sample was individually subjected to the quantitative ninhydrin reaction
  3. customthe Boc groups removed in neat TFA
  4. customwas performed by treatment with HF-10% p-cresol (OC, 1 hour)
  5. customThe resulting crude peptide products were precipitated
  6. washwashed with ether
  7. dissolutiondissolved in 50% acetic acid
  8. additiondiluted with water

출처 및 근거

ORD 기록
ord-2600c3e9704d46f1b1b36be652c02049
출처 데이터셋
uspto-grants-2004_06
특허 번호
US06750061B2

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