L-Tyrosine → Ninhydrin

HRID 353032

反応式

HRID 353032 の反応式
[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]

参加物

5

反応物 4

HCID 6057L-TyrosineHCID 6267(-)-AsparagineHCID 71310119MBHA resinHCID 178418600HCID 178418600、化合物

生成物 1

HCID 10236Ninhydrin

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-2600c3e9704d46f1b1b36be652c02049
出典データセット
uspto-grants-2004_06
特許番号
US06750061B2

関連ノート

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