Glycine → L-(+)-Cysteine

HRID 343271Notes

Reaction equation

HRID 343271 reaction equation
[NH2:1][C@H:2]([C:7]([OH:9])=[O:8])[CH2:3][C:4](=[O:6])[OH:5].N[C@H](C(O)=O)[C@@H](C)[OH:13].N[C@H](C(O)=O)C(C)C.N[C@H](C(O)=O)CCC(=O)O.NCC(O)=O.N[C@H](C(O)=O)C.N[C@H](C(O)=O)CC[S:51]C.N[C@H](C(O)=O)[C@H](CC)C.N[C@H](C(O)=O)CC(C)C.N[C@H](C(O)=O)CC1C=CC=CC=1.N[C@H](C(O)=O)CCCCN.N[C@H](C(O)=O)CCCNC(=N)N.N[C@H](C(O)=O)CC1C2C(=CC=CC=2)NC=1>>[NH2:1][C@H:2]([C:7]([OH:9])=[O:8])[CH2:3][SH:51].[CH:4]([O:5][OH:13])=[O:6]

Participants

15

Reactant 13

HCID 750Glycine2×HCID 5950L-AlanineHCID 5960L-Aspartic AcidHCID 5962L-LysineHCID 6106L-LeucineHCID 6137L-MethionineHCID 6140L-PhenylalanineHCID 6287L-Valine2×HCID 6288L-Threonine2×HCID 6305L-TryptophanHCID 6306L-IsoleucineHCID 33032L-Glutamic AcidHCID 178418600HCID 178418600, compound

Product 2

HCID 5862L-(+)-CysteineHCID 66051Performic Acid

Procedure

Asp (10), 10.33; Thr (1), 0.91; Ser (7), 6.10; Glu (11), 11.82; Pro (3), 3.00; Gly (4), 4.44; Ala (7), 6.91; Cys (1), 1.11; Val (7), 6.60; Met (2), 2.11; Ile (1.01; Leu (10), 10.83, Phe (1), 1.10; Lys (9), 9.32; His (4), 3.75; Arg (5), 5.2 Trp (1), 0.93 (recovery 84.2%; the value for Cys was obtained from the hydrolyzate after oxidation with performic acid.)

Sources & evidence

ORD record
ord-96999947ea9f42a5b2db6509eb790154
Source dataset
uspto-grants-1999_01
Patent number
US05861284

Reaction notes

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