Product Name

  • Name

    D-Cysteine

  • EINECS 213-062-0
  • CAS No. 921-01-7
  • Article Data198
  • CAS DataBase
  • Density 1.335 g/cm3
  • Solubility Soluble in water (partly).
  • Melting Point ~230 °C
  • Formula C3H7NO2S
  • Boiling Point 293.9 °C at 760 mmHg
  • Molecular Weight 121.16
  • Flash Point 131.5 °C
  • Transport Information
  • Appearance white crystals or crystalline powder
  • Safety 26-36/37/39
  • Risk Codes 36/37/38-20/21/22
  • Molecular Structure Molecular Structure of 921-01-7 (D-Cysteine)
  • Hazard Symbols HarmfulXn; IrritantXi
  • Synonyms Cysteine,D- (8CI);(S)-Cysteine;(S)-2-Amino-3-mercaptopropionic acid;
  • PSA 102.12000
  • LogP 0.02840

Synthetic route

Conditions
ConditionsYield
With hydroxylamine hydrochloride83%
With hydroxylamine hydrochloride In methanol reflux, 120 min, ice bath, 60 min;82%
(2S,4S)-2-(D-galacto-1,2,3,4,5-Pentahydroxypentyl)-4-thiazolidincarbonsaeure
88271-26-5

(2S,4S)-2-(D-galacto-1,2,3,4,5-Pentahydroxypentyl)-4-thiazolidincarbonsaeure

D-cysteine
921-01-7

D-cysteine

Conditions
ConditionsYield
With hydroxylamine hydrochloride In methanol for 2h; Heating;73%
Conditions
ConditionsYield
With hydroxylamine hydrochloride In methanol; water for 3.5h; Heating;60%
Conditions
ConditionsYield
beim selektiven Abbau durch Escherichia coli;
S,S-cystine
349-46-2

S,S-cystine

D-cysteine
921-01-7

D-cysteine

Conditions
ConditionsYield
With hydrogenchloride; tin
(D)-2-Amino-3-(benzylthio)propanoic acid
3054-01-1, 5680-65-9, 16597-46-9, 23032-53-3

(D)-2-Amino-3-(benzylthio)propanoic acid

D-cysteine
921-01-7

D-cysteine

Conditions
ConditionsYield
With ammonia; sodium
(2R,2'R)-2-amino-4-(2'-amino-2'-carboxyethylsulfanyl)butanoic acid
2998-83-6

(2R,2'R)-2-amino-4-(2'-amino-2'-carboxyethylsulfanyl)butanoic acid

D-cysteine
921-01-7

D-cysteine

Conditions
ConditionsYield
Spaltung durch Leber-Extrakt;
L-Cysteine
52-90-4

L-Cysteine

D-cysteine
921-01-7

D-cysteine

Conditions
ConditionsYield
With water; acetone Product distribution; 1.) acetic acid, reflux, 2.5 h; 2.) methanol, room temp, 30 min;
3-chloro-DL-alanine
3981-36-0

3-chloro-DL-alanine

D-cysteine
921-01-7

D-cysteine

Conditions
ConditionsYield
With sodium hydrogensulfide; potassium phosphate buffer; acetone at 30℃; for 2h; 3-chloro-D-alanine-lyase; Yield given;
Conditions
ConditionsYield
With dinitrogen sulphide; pyridoxal 5'-phosphate; sodium dodecyl-sulfate at 30℃; for 3.5h; Pseudomonas fluorescens CR 19-1, 0.1 M phosphate buffer, pH 8.5;
With sodium hydrogensulfide; potassium phosphate buffer; pyridoxal 5'-phosphate In acetone at 30℃; for 2h; Pseudomonas putida CR 1-1 cells; Yield given;
4-ethylbenzenesulfonic acid D-cysteine salt

4-ethylbenzenesulfonic acid D-cysteine salt

D-cysteine
921-01-7

D-cysteine

Conditions
ConditionsYield
With triethylamine In methanol for 0.5h;
Conditions
ConditionsYield
With teicoplanin In methanol; water Product distribution; Further Variations:; Reagents; pH-values; Solvents;
Resolution of racemate; enantioselective reaction;A n/a
B n/a
Resolution of racemate; enantioselective reaction;A n/a
B n/a
With R-(3,3'-dibromo-1,1'-binaphthyl)-20-crown-6 coated C18 silica gel column at 25℃; pH=2; Resolution of racemate;
With capillary electrochromatography open-tubular column coated with 1-allylimidazolium-β-cyclodextrin In aq. acetate buffer at 20℃; pH=8; pH-value; Resolution of racemate;
hydrgensulfide(1-)

hydrgensulfide(1-)

L-cystine
6020-39-9

L-cystine

A

D-cysteine
921-01-7

D-cysteine

B

disulfide

disulfide

Conditions
ConditionsYield
In further solvent(s) Kinetics; in pH 10.0 borate buffer; detected with UV-vis sectroscopy and ion-exchange chromatography;
hapalocyclamide
1359827-55-6

hapalocyclamide

A

L-alanin
56-41-7

L-alanin

B

D-Alanine
338-69-2

D-Alanine

C

D-cysteine
921-01-7

D-cysteine

D

Phenylalanine
150-30-1

Phenylalanine

Conditions
ConditionsYield
With hydrogenchloride; water at 100℃; for 19h;
hapalocyclamide
1359827-55-6

hapalocyclamide

A

D-Alanine
338-69-2

D-Alanine

B

D-cysteine
921-01-7

D-cysteine

C

L-phenylalanine
63-91-2

L-phenylalanine

D

D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

Conditions
ConditionsYield
With hydrogenchloride; water at 100℃; for 1h;
Z-Ile-Glu(OMe)-Thr-Asp(OMe)-D-Cys

Z-Ile-Glu(OMe)-Thr-Asp(OMe)-D-Cys

D-cysteine
921-01-7

D-cysteine

Conditions
ConditionsYield
With caspase 8 for 1h;
D-cysteine
921-01-7

D-cysteine

2,4-Di-tert-butoxy-pyrimidine-5-carbaldehyde
172949-72-3

2,4-Di-tert-butoxy-pyrimidine-5-carbaldehyde

(2S,4S)-2-(2,4-Di-tert-butoxy-pyrimidin-5-yl)-thiazolidine-4-carboxylic acid
1025823-01-1

(2S,4S)-2-(2,4-Di-tert-butoxy-pyrimidin-5-yl)-thiazolidine-4-carboxylic acid

Conditions
ConditionsYield
In ethanol; water100%
D-cysteine
921-01-7

D-cysteine

propyl bromide
106-94-5

propyl bromide

S-propyl-D-cysteine
85955-34-6

S-propyl-D-cysteine

Conditions
ConditionsYield
With ammonia; sodium98%
D-cysteine
921-01-7

D-cysteine

allyl alcohol
107-18-6

allyl alcohol

Fudosteine

Fudosteine

Conditions
ConditionsYield
With potassium sulfate In water at 30℃;98%
D-cysteine
921-01-7

D-cysteine

tert-butyl 4-iodobutanoate
6182-78-1

tert-butyl 4-iodobutanoate

4-((2S)-amino-2-carboxy-ethylsulfanyl)-butyric acid tert-butyl ester

4-((2S)-amino-2-carboxy-ethylsulfanyl)-butyric acid tert-butyl ester

Conditions
ConditionsYield
Stage #1: D-cysteine With sodium hydroxide; water In methanol at 0℃;
Stage #2: tert-butyl 4-iodobutanoate In methanol for 0.0833333h;
Stage #3: With hydrogenchloride; water In methanol pH=~ 8;
97%
D-cysteine
921-01-7

D-cysteine

2-cyano-6-hydroxybenzothiazole
939-69-5

2-cyano-6-hydroxybenzothiazole

D-luciferin
2591-17-5

D-luciferin

Conditions
ConditionsYield
In water at 20℃;95%
With ammonia; sodium In methanol; water94%
Stage #1: D-cysteine; 2-cyano-6-hydroxybenzothiazole In aq. buffer for 1h;
Stage #2: With ATP; magnesium chloride; zinc(II) chloride; luciferase In aq. buffer
27%
methanol
67-56-1

methanol

D-cysteine
921-01-7

D-cysteine

D-cysteine methyl ester hydrochloride
5714-80-7, 18598-63-5, 70361-61-4

D-cysteine methyl ester hydrochloride

Conditions
ConditionsYield
With acetyl chloride at 0℃; for 2h; Reflux;94%
With hydrogenchloride for 12h;
With hydrogenchloride at 100℃; for 0.5h;
ethyleneimine
151-56-4

ethyleneimine

D-cysteine
921-01-7

D-cysteine

2-amino-3-<(2-aminoethyl)thio>-propanoic acid
53526-71-9

2-amino-3-<(2-aminoethyl)thio>-propanoic acid

Conditions
ConditionsYield
With phosphate buffer at 0℃; pH 8.0;92%
D-cysteine
921-01-7

D-cysteine

mono-4-methoxytrityl chloride
14470-28-1

mono-4-methoxytrityl chloride

C23H23NO3S
926935-33-3

C23H23NO3S

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 20℃; for 48h; Inert atmosphere;92%
6-(methylamino)benzo[d]-thiazole-2-carbonitrile
934270-86-7

6-(methylamino)benzo[d]-thiazole-2-carbonitrile

D-cysteine
921-01-7

D-cysteine

D-(-)-2-(6'-methylamino-2'-benzothiazolyl)-Δ2-thiazoline-4-carboxylic acid

D-(-)-2-(6'-methylamino-2'-benzothiazolyl)-Δ2-thiazoline-4-carboxylic acid

Conditions
ConditionsYield
In methanol for 1h; pH=8; aq. sodium phosphate buffer; Inert atmosphere;91%
D-cysteine
921-01-7

D-cysteine

2-Hydroxy-3-methoxybenzonitrile
6812-16-4

2-Hydroxy-3-methoxybenzonitrile

(S)-2-(2-Hydroxy-3-methoxy-phenyl)-4,5-dihydro-thiazole-4-carboxylic acid

(S)-2-(2-Hydroxy-3-methoxy-phenyl)-4,5-dihydro-thiazole-4-carboxylic acid

Conditions
ConditionsYield
With phosphate buffer In methanol at 70℃; for 17h;90%
methanol
67-56-1

methanol

D-cysteine
921-01-7

D-cysteine

(S)-(+)-Cysteinmethylester

(S)-(+)-Cysteinmethylester

Conditions
ConditionsYield
Stage #1: methanol With acetyl chloride at 0℃; for 0.0833333h;
Stage #2: D-cysteine for 6h; Reflux;
90%
D-cysteine
921-01-7

D-cysteine

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

N,N’-di-Boc-L-cystine
126686-73-5

N,N’-di-Boc-L-cystine

Conditions
ConditionsYield
With sodium hydroxide In tetrahydrofuran; water for 24h; pH=10;89%
D-cysteine
921-01-7

D-cysteine

6-((4-(dimethylamino)phenyl)amino)benzo[d]thiazole-2-carbonitrile

6-((4-(dimethylamino)phenyl)amino)benzo[d]thiazole-2-carbonitrile

(S)-2-(6-((4-(dimethylamino)phenyl)amino)benzo[d]thiazol-2-yl)-4,5-dihydrothiazole-4-carboxylic acid

(S)-2-(6-((4-(dimethylamino)phenyl)amino)benzo[d]thiazol-2-yl)-4,5-dihydrothiazole-4-carboxylic acid

Conditions
ConditionsYield
In methanol; aq. phosphate buffer for 1h; pH=8; Inert atmosphere;88%
ethanol
64-17-5

ethanol

D-cysteine
921-01-7

D-cysteine

D-cysteine ethyl ester hydrochloride
75521-14-1

D-cysteine ethyl ester hydrochloride

Conditions
ConditionsYield
Stage #1: ethanol With thionyl chloride at -5 - 20℃; for 1.5h;
Stage #2: D-cysteine at 50℃; for 4h;
87.5%
D-cysteine
921-01-7

D-cysteine

2,4-Dimethoxybenzaldehyde
613-45-6

2,4-Dimethoxybenzaldehyde

C12H15NO4S

C12H15NO4S

Conditions
ConditionsYield
In ethanol at 20℃; for 48h;87%
D-cysteine
921-01-7

D-cysteine

N-(2-cyanobenzo[d]thiazol-6-yl)ethanesulfonamide

N-(2-cyanobenzo[d]thiazol-6-yl)ethanesulfonamide

(S)-2-(6-(ethylsulfonamido)benzo[d]thiazol-2-yl)-4,5-dihydrothiazole-4-carboxylic acid

(S)-2-(6-(ethylsulfonamido)benzo[d]thiazol-2-yl)-4,5-dihydrothiazole-4-carboxylic acid

Conditions
ConditionsYield
In methanol; aq. phosphate buffer for 1h; pH=8;86%
D-cysteine
921-01-7

D-cysteine

N-(2-cyanobenzo[d]thiazol-6-yl)methanesulfonamide

N-(2-cyanobenzo[d]thiazol-6-yl)methanesulfonamide

(S)-2-(6-(methylsulfonamido)benzo[d]thiazol-2-yl)-4,5-dihydrothiazole-4-carboxylic acid

(S)-2-(6-(methylsulfonamido)benzo[d]thiazol-2-yl)-4,5-dihydrothiazole-4-carboxylic acid

Conditions
ConditionsYield
In aq. phosphate buffer; acetonitrile for 1h; pH=8;86%
D-cysteine
921-01-7

D-cysteine

benzyl chloroformate
501-53-1

benzyl chloroformate

methyl iodide
74-88-4

methyl iodide

N-(benzyloxycarbonyl)-S-methyl-D-cysteine
95406-98-7

N-(benzyloxycarbonyl)-S-methyl-D-cysteine

Conditions
ConditionsYield
Stage #1: D-cysteine; methyl iodide With sodium In methanol
Stage #2: benzyl chloroformate With sodium hydroxide
85%
diethyl sulfate
64-67-5

diethyl sulfate

D-cysteine
921-01-7

D-cysteine

(S)-2-amino-3-(ethylthio)propanoic acid

(S)-2-amino-3-(ethylthio)propanoic acid

Conditions
ConditionsYield
With barium(II) hydroxide at 20℃; for 3h;85%
D-cysteine
921-01-7

D-cysteine

(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

D-[S-(4'-hydroxybenzyl)]cysteine

D-[S-(4'-hydroxybenzyl)]cysteine

Conditions
ConditionsYield
With hydrogenchloride In water at 20℃; for 0.333333h; pH=2;84.7%
D-cysteine
921-01-7

D-cysteine

6-((4-hydroxyphenyl)amino)benzo[d]thiazole-2-carbonitrile

6-((4-hydroxyphenyl)amino)benzo[d]thiazole-2-carbonitrile

(S)-2-(6-((4-hydroxyphenyl)amino)benzo[d]thiazol-2-yl)-4,5-dihydrothiazole-4-carboxylic acid

(S)-2-(6-((4-hydroxyphenyl)amino)benzo[d]thiazol-2-yl)-4,5-dihydrothiazole-4-carboxylic acid

Conditions
ConditionsYield
In methanol; aq. phosphate buffer for 1h; pH=8; Inert atmosphere;84%
D-cysteine
921-01-7

D-cysteine

6-(2-oxooxazolidin-3-yl)benzo[d]thiazole-2-carbonitrile

6-(2-oxooxazolidin-3-yl)benzo[d]thiazole-2-carbonitrile

(S)-2-(6-(2-oxooxazolidin-3-yl)benzo[d]thiazol-2-yl)-4,5-dihydrothiazole-4-carboxylic acid

(S)-2-(6-(2-oxooxazolidin-3-yl)benzo[d]thiazol-2-yl)-4,5-dihydrothiazole-4-carboxylic acid

Conditions
ConditionsYield
In methanol; aq. phosphate buffer for 1h; pH=8; Inert atmosphere;84%
D-cysteine
921-01-7

D-cysteine

5-methoxythiazolo[5,4-b]pyridine-2-carbonitrile
1417816-65-9

5-methoxythiazolo[5,4-b]pyridine-2-carbonitrile

(S)-2-(5-methoxy-thiazolo[5,4-b]pyridin-2-yl)-4,5-dihydrothiazole-4-carboxylic acid

(S)-2-(5-methoxy-thiazolo[5,4-b]pyridin-2-yl)-4,5-dihydrothiazole-4-carboxylic acid

Conditions
ConditionsYield
With potassium carbonate In water; N,N-dimethyl-formamide; acetonitrile for 0.166667h;83%
D-cysteine
921-01-7

D-cysteine

6-fluorobenzo[d]thiazole-2-carbonitrile
169776-04-9

6-fluorobenzo[d]thiazole-2-carbonitrile

(S)-2-(6-fluorobenzo[d]thiazol-2-yl)-4,5-dihydrothiazole-4-carboxylic acid

(S)-2-(6-fluorobenzo[d]thiazol-2-yl)-4,5-dihydrothiazole-4-carboxylic acid

Conditions
ConditionsYield
In methanol; aq. phosphate buffer for 1h; pH=8; Inert atmosphere;81%
D-cysteine
921-01-7

D-cysteine

N-(2-cyanobenzo[d]thiazol-6-yl)cyclopentanesulfonamide

N-(2-cyanobenzo[d]thiazol-6-yl)cyclopentanesulfonamide

(S)-2-(6-(cyclopentanesulfonamido)benzo[d]thiazol-2-yl)-4,5-dihydrothiazole-4-carboxylic acid

(S)-2-(6-(cyclopentanesulfonamido)benzo[d]thiazol-2-yl)-4,5-dihydrothiazole-4-carboxylic acid

Conditions
ConditionsYield
In methanol; aq. phosphate buffer for 1h; pH=8;80%
D-cysteine
921-01-7

D-cysteine

2-cyanobenzo[d]thiazol-6-yl 4-oxopentanoate

2-cyanobenzo[d]thiazol-6-yl 4-oxopentanoate

(S)-2-(6-((4-oxopentanoyl)oxy)benzo[d]thiazol-2-yl)-4,5-dihydrothiazole-4-carboxylic acid

(S)-2-(6-((4-oxopentanoyl)oxy)benzo[d]thiazol-2-yl)-4,5-dihydrothiazole-4-carboxylic acid

Conditions
ConditionsYield
In methanol; dichloromethane; water at 0 - 25℃; for 0.5h; Inert atmosphere;79.7%
D-cysteine
921-01-7

D-cysteine

N-(2-cyanobenzo[d]thiazol-6-yl)propane-2-sulfonamide

N-(2-cyanobenzo[d]thiazol-6-yl)propane-2-sulfonamide

(S)-2-(6-(1-methylethylsulfonamido)benzo[d]thiazol-2-yl)-4,5-dihydrothiazole-4-carboxylic acid

(S)-2-(6-(1-methylethylsulfonamido)benzo[d]thiazol-2-yl)-4,5-dihydrothiazole-4-carboxylic acid

Conditions
ConditionsYield
In methanol; aq. phosphate buffer for 1h; pH=8;79%
1-(3',4'-dihydroxyphenyl)decan-3-one

1-(3',4'-dihydroxyphenyl)decan-3-one

D-cysteine
921-01-7

D-cysteine

3’-S-cysteinyl-1-(3,4-dihydroxyphenyl)decan-3-one

3’-S-cysteinyl-1-(3,4-dihydroxyphenyl)decan-3-one

Conditions
ConditionsYield
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In methanol; aq. phosphate buffer at -78 - 20℃; for 1.5h;78%

D-Cysteine Specification

The CAS registry number of D-Cysteine is 921-01-7. Its EINECS registry number is 213-062-0. In addition, the molecular formula is C3H7NO2S and the molecular weight is 121.16. The IUPAC name is (2S)-2-amino-3-sulfanylpropanoic acid. What's more, it is a kind of white crystalline powder and should be stored in a cool and dry place.

Physical properties about D-Cysteine are: (1)ACD/LogP: 0.09; (2)ACD/BCF (pH 5.5): 1; (3)ACD/BCF (pH 7.4): 1; (4)ACD/KOC (pH 5.5): 1; (5)ACD/KOC (pH 7.4): 1; (6)#H bond acceptors: 3; (7)#H bond donors: 3; (8)#Freely Rotating Bonds: 4; (9)Polar Surface Area: 102.12 Å2; (10)Index of Refraction: 1.55; (11)Molar Refractivity: 28.902 cm3; (12)Molar Volume: 90.783 cm3; (13)Polarizability: 11.458 ×10-24cm3; (14)Surface Tension: 58.975 dyne/cm; (15)Density: 1.335 g/cm3; (16)Flash Point: 131.536 °C; (17)Enthalpy of Vaporization: 58.69 kJ/mol; (18)Boiling Point: 293.883 °C at 760 mmHg.

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful by inhalation, in contact with skin and if swallowed. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: C([C@H](C(=O)O)N)S
(2)Std.InChI: InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/t2-/m1/s1
(3)Std.InChIKey: XUJNEKJLAYXESH-UWTATZPHSA-N

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