Ninhydrin → L-Phenylalanine

HRID 2058641Notes

Reaction equation

HRID 2058641 reaction equation
C([OH:5])CCC.C(O)(=O)C.O.C1C=C2C(C(O)(O)C(=O)C2=CC=1)=O.[NH2:24][C@@H:25]([C:33](N1CCC[C@H]1C(N[C@H](C(CCl)=O)CCCNC(=N)N)=O)=[O:34])[CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>Cl>[NH2:24][C@H:25]([C:33]([OH:34])=[O:5])[CH2:26][C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1

Participants

5

Reactant 3

HCID 10236NinhydrinHCID 22056973Butanol acetic acid waterHCID 178512868HCID 178512868, compound

Product 1

HCID 6140L-Phenylalanine

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

Thin layer chromatography on silica gel plates (Merck) with butanol:acetic acid:water (4:1:1) indicated a single spot, Rf 0.37, by uv and by ninhydrin and Sakaguchi stains. Amino acid analysis of the D-Phe-Pro-ArgCH2Cl. 2HCl following hydrolysis in 2 ml of 6.0 N HCl for 24 hr. at 110° C. gave Phe=0.98 and Pro=1.00.

Sources & evidence

ORD record
ord-3622d6e63b8f4a33a4bd48dcad0bd46e
Source dataset
uspto-grants-1982_03
Patent number
US04318904

Reaction notes

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