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CAS No.: | 86220-45-3 |
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Name: | cadystin |
Article Data: | 5 |
Molecular Structure: | |
Formula: | C26H41 N7 O14 S3 |
Molecular Weight: | 771.848 |
Synonyms: | CadystinA (reduced); Phytochelatin 3 |
Density: | 1.484g/cm3 |
Boiling Point: | 1375.8°C at 760 mmHg |
Flash Point: | 785.8°C |
PSA: | 466.22000 |
LogP: | -1.63200 |
Boc-<γ-Glu(OBzl)-Cys(MBzl)>3-Gly-OBzl
H-γ-L-Glu-L-Cys-γ-L-Glu-L-Cys-γ-L-Glu-L-Cys-Gly-OH (cadystin A <1>)
Conditions | Yield |
---|---|
With methyl-phenyl-thioether; hydrogen fluoride; 3-methyl-phenol at 0℃; for 1h; | 82.8% |
H-<γ-Glu-Cys(StBu)>3-Gly-OH
H-γ-L-Glu-L-Cys-γ-L-Glu-L-Cys-γ-L-Glu-L-Cys-Gly-OH (cadystin A <1>)
Conditions | Yield |
---|---|
With ammonium acetate; 2-hydroxyethanethiol for 2h; Ambient temperature; | 66% |
Tr-L-Glu-OBn>
H-γ-L-Glu-L-Cys-γ-L-Glu-L-Cys-γ-L-Glu-L-Cys-Gly-OH (cadystin A <1>)
Conditions | Yield |
---|---|
With hydrogen fluoride; ethane-1,2-dithiol; methoxybenzene at 0℃; for 1h; | 40% |
With hydrogen fluoride |
GLUTATHIONE
A
N-L-γ-glutamyl-L-cysteine
B
H-γ-L-Glu-L-Cys-γ-L-Glu-L-Cys-γ-L-Glu-L-Cys-Gly-OH (cadystin A <1>)
C
H-γ-L-Glu-L-Cys-γ-L-Glu-L-Cys-Gly-OH (cadystin B <2>)
D
(γ-Glu-Cys)2
E
(γ-Glu-Cys)3
Conditions | Yield |
---|---|
In water at 37℃; for 4h; transformation by carboxypeptidase Y; pH 9.7; |
Nps-<γ-Glu(α-OtBu)-Cys(StBu)>3-Gly-OtBu
H-γ-L-Glu-L-Cys-γ-L-Glu-L-Cys-γ-L-Glu-L-Cys-Gly-OH (cadystin A <1>)
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 80 percent / 0.75 N methanolic HCl, 2-methylindole / dioxane / 1 h / Ambient temperature 2: 75 percent / TFA, ethyl methyl sulfide / 2 h / Ambient temperature 3: 66 percent / 2-mercaptoethanol, 0.1 M ammonium acetate / 2 h / Ambient temperature View Scheme |
H-γ-Glu(α-OtBu)-Cys(StBu)-Gly-OtBu
H-γ-L-Glu-L-Cys-γ-L-Glu-L-Cys-γ-L-Glu-L-Cys-Gly-OH (cadystin A <1>)
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: 82 percent / HOBt, N-ethylmorpholine, DCCI / tetrahydrofuran / 1) 0 deg C, 1 h, 2) r.t., 1 h 2: 90 percent / methanolic 0.75 N HCl, 2-methylindole / dioxane / 1 h / Ambient temperature 3: 79 percent / HOBt, N-ethylmorpholine, DCCI / tetrahydrofuran / 1) 0 deg C, 1 h, 2) r.t., 1 h 4: 80 percent / 0.75 N methanolic HCl, 2-methylindole / dioxane / 1 h / Ambient temperature 5: 75 percent / TFA, ethyl methyl sulfide / 2 h / Ambient temperature 6: 66 percent / 2-mercaptoethanol, 0.1 M ammonium acetate / 2 h / Ambient temperature View Scheme |
Nps-Glu(OSu)-OtBu
H-γ-L-Glu-L-Cys-γ-L-Glu-L-Cys-γ-L-Glu-L-Cys-Gly-OH (cadystin A <1>)
Conditions | Yield |
---|---|
Multi-step reaction with 9 steps 1: 94 percent / 1N NaOH, NaHCO3 / dioxane; H2O / 12 h / Ambient temperature 2: 84 percent / HOBt, N-ethylmorpholine, DCCI / tetrahydrofuran / 1) 0 deg C, 1 h, 2) r.t., 1 h 3: 89 percent / 0.75 N methanolic HCl, 2-methylindole / dioxane / 1 h / Ambient temperature 4: 82 percent / HOBt, N-ethylmorpholine, DCCI / tetrahydrofuran / 1) 0 deg C, 1 h, 2) r.t., 1 h 5: 90 percent / methanolic 0.75 N HCl, 2-methylindole / dioxane / 1 h / Ambient temperature 6: 79 percent / HOBt, N-ethylmorpholine, DCCI / tetrahydrofuran / 1) 0 deg C, 1 h, 2) r.t., 1 h 7: 80 percent / 0.75 N methanolic HCl, 2-methylindole / dioxane / 1 h / Ambient temperature 8: 75 percent / TFA, ethyl methyl sulfide / 2 h / Ambient temperature 9: 66 percent / 2-mercaptoethanol, 0.1 M ammonium acetate / 2 h / Ambient temperature View Scheme | |
Multi-step reaction with 7 steps 1: 94 percent / 1N NaOH, NaHCO3 / dioxane; H2O / 12 h / Ambient temperature 2: 82 percent / HOBt, N-ethylmorpholine, DCCI / tetrahydrofuran / 1) 0 deg C, 1 h, 2) r.t., 1 h 3: 90 percent / methanolic 0.75 N HCl, 2-methylindole / dioxane / 1 h / Ambient temperature 4: 79 percent / HOBt, N-ethylmorpholine, DCCI / tetrahydrofuran / 1) 0 deg C, 1 h, 2) r.t., 1 h 5: 80 percent / 0.75 N methanolic HCl, 2-methylindole / dioxane / 1 h / Ambient temperature 6: 75 percent / TFA, ethyl methyl sulfide / 2 h / Ambient temperature 7: 66 percent / 2-mercaptoethanol, 0.1 M ammonium acetate / 2 h / Ambient temperature View Scheme |
Nps-γ-Glu(α-OtBu)-Cys(StBu)-OH
H-γ-L-Glu-L-Cys-γ-L-Glu-L-Cys-γ-L-Glu-L-Cys-Gly-OH (cadystin A <1>)
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1: 84 percent / HOBt, N-ethylmorpholine, DCCI / tetrahydrofuran / 1) 0 deg C, 1 h, 2) r.t., 1 h 2: 89 percent / 0.75 N methanolic HCl, 2-methylindole / dioxane / 1 h / Ambient temperature 3: 82 percent / HOBt, N-ethylmorpholine, DCCI / tetrahydrofuran / 1) 0 deg C, 1 h, 2) r.t., 1 h 4: 90 percent / methanolic 0.75 N HCl, 2-methylindole / dioxane / 1 h / Ambient temperature 5: 79 percent / HOBt, N-ethylmorpholine, DCCI / tetrahydrofuran / 1) 0 deg C, 1 h, 2) r.t., 1 h 6: 80 percent / 0.75 N methanolic HCl, 2-methylindole / dioxane / 1 h / Ambient temperature 7: 75 percent / TFA, ethyl methyl sulfide / 2 h / Ambient temperature 8: 66 percent / 2-mercaptoethanol, 0.1 M ammonium acetate / 2 h / Ambient temperature View Scheme | |
Multi-step reaction with 6 steps 1: 82 percent / HOBt, N-ethylmorpholine, DCCI / tetrahydrofuran / 1) 0 deg C, 1 h, 2) r.t., 1 h 2: 90 percent / methanolic 0.75 N HCl, 2-methylindole / dioxane / 1 h / Ambient temperature 3: 79 percent / HOBt, N-ethylmorpholine, DCCI / tetrahydrofuran / 1) 0 deg C, 1 h, 2) r.t., 1 h 4: 80 percent / 0.75 N methanolic HCl, 2-methylindole / dioxane / 1 h / Ambient temperature 5: 75 percent / TFA, ethyl methyl sulfide / 2 h / Ambient temperature 6: 66 percent / 2-mercaptoethanol, 0.1 M ammonium acetate / 2 h / Ambient temperature View Scheme | |
Multi-step reaction with 4 steps 1: 79 percent / HOBt, N-ethylmorpholine, DCCI / tetrahydrofuran / 1) 0 deg C, 1 h, 2) r.t., 1 h 2: 80 percent / 0.75 N methanolic HCl, 2-methylindole / dioxane / 1 h / Ambient temperature 3: 75 percent / TFA, ethyl methyl sulfide / 2 h / Ambient temperature 4: 66 percent / 2-mercaptoethanol, 0.1 M ammonium acetate / 2 h / Ambient temperature View Scheme |
Nps-γ-Glu(α-OtBu)-Cys(StBu)-Gly-OtBu
H-γ-L-Glu-L-Cys-γ-L-Glu-L-Cys-γ-L-Glu-L-Cys-Gly-OH (cadystin A <1>)
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: 89 percent / 0.75 N methanolic HCl, 2-methylindole / dioxane / 1 h / Ambient temperature 2: 82 percent / HOBt, N-ethylmorpholine, DCCI / tetrahydrofuran / 1) 0 deg C, 1 h, 2) r.t., 1 h 3: 90 percent / methanolic 0.75 N HCl, 2-methylindole / dioxane / 1 h / Ambient temperature 4: 79 percent / HOBt, N-ethylmorpholine, DCCI / tetrahydrofuran / 1) 0 deg C, 1 h, 2) r.t., 1 h 5: 80 percent / 0.75 N methanolic HCl, 2-methylindole / dioxane / 1 h / Ambient temperature 6: 75 percent / TFA, ethyl methyl sulfide / 2 h / Ambient temperature 7: 66 percent / 2-mercaptoethanol, 0.1 M ammonium acetate / 2 h / Ambient temperature View Scheme |
H-<γ-Glu(α-OtBu)-Cys(StBu)>2-Gly-OtBu
H-γ-L-Glu-L-Cys-γ-L-Glu-L-Cys-γ-L-Glu-L-Cys-Gly-OH (cadystin A <1>)
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 79 percent / HOBt, N-ethylmorpholine, DCCI / tetrahydrofuran / 1) 0 deg C, 1 h, 2) r.t., 1 h 2: 80 percent / 0.75 N methanolic HCl, 2-methylindole / dioxane / 1 h / Ambient temperature 3: 75 percent / TFA, ethyl methyl sulfide / 2 h / Ambient temperature 4: 66 percent / 2-mercaptoethanol, 0.1 M ammonium acetate / 2 h / Ambient temperature View Scheme |