Ninhydrin → L-tert-Leucine

Reaction equation

C([NH:4][C@H:5]([C:10]([OH:12])=[O:11])[C:6]([CH3:9])([CH3:8])[CH3:7])(=O)C.C1C=C2C(C(O)(O)C(=O)C2=CC=1)=O>>[NH2:4][C@H:5]([C:10]([OH:12])=[O:11])[C:6]([CH3:9])([CH3:8])[CH3:7]

Participants

Reactant 2

HCID 10236Ninhydrin

HCID 11469346(2S)-2-acetamido-3,3-dimethylbutanoic acid

Product 1

HCID 164608L-tert-Leucine

Procedure

The above commercially available L-aminoacylase (Comparative Example 2) (0.5 mL) was added to the reaction reagent (9.5 mL) containing the above N-acetyl-L-tert-leucine and, after the above was gently stirred, the reaction was conducted at 25° C. for 12 hours. As a control test, the same reaction was conducted by adding 50 mM K-phosphate buffer (pH 7.5) to the reagent mixture in place of the L-aminoacylase solution. After the enzymatic reaction, the L-amino acid was directly detected by TLC and ninhydrin reaction by the same manner as in Example 2.

Workup

customAs a control test, the same reaction
customAfter the enzymatic reaction

Sources & evidence

ORD record: ord-26f3f1ffdd78401cb4a83acf4d8e9628
Source dataset: uspto-grants-2013_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08470574B2

Reaction notes

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